My Best Friend's Girlfriend(s)
 

Hey guys,

I will preface this by saying, I am sorry this story is so long. I just try to be detailed and most of these stories are burned into my memory, and I am remembering them as I write. I hope you enjoy.

I have been addicted to reading some of these stories. I am especially intrigued by friends flashing or casual nudity with somebody other than your girlfriend or somebody you have been intimate with.

A few stories have come to mind, so I thought I would share. Daniel (not his real name, in fact all names will be changed) my best friend from high school, (still my best friend 15 years later) was always an exhibitionist and would try, usually unsuccessfully, to get his girlfriends to join him. I have a few stories about some of them, which I will probably share at some point, but I am going to focus on one main girl. Lets call her "Jenny".

She was beautiful. Full disclosure, I had a huge crush on her at one point, but she ended up dating Daniel for about two years. She looked like a curvy (not fat) Mila Kunis. She had dark hair, olive skin, a flat tummy, and full C breasts. The three of us would always hang out together and she would always cuddle with me, or jump on my back and flirt around, but never anything crazy.

One week during college, I was house sitting for a family that was out of town. So, naturally, that became the hang out/party house. One night, after some drinks, it was Daniel, Jenny, our friend James and myself. It was getting late and Daniel and Jenny went into their bedroom, which was actually a child's bedroom with bunk beds, but thats where Daniel wanted to sleep. He was a odd guy. So, James and I were playing on the family's foosball table. We were making bets that involved taking shots, which progressed in to money bets, and soon after, James was drunk and broke with nothing left to bet, so we ended up inventing a game called strip foosball. I am not great at foosball, but James was soooo bad that he ended up naked very quickly (thankfully, his junk was covered up by the table). We saw some potential in this game, so James immediately ran into Daniel and Jenny's room (still naked) saying "COME PLAY STRIP FOOSBALL". The answer was sadly "no", and without the fun of having a female join us, James got dressed and went home and thats how the night ended.

The next morning, it was just the three of us, and after our morning coffee, Jenny asked if I wanted to play foosball. I did. So we started playing and I was teaching her how to play, because she had never done it. We hit the ball around and it finally rolled into my goal. To my surprise, Jenny said "so now you have to take off your clothes?". I laughed and said something like, "I thought you didn't want to play" to which she responded, "thats because I didn't want James to see me naked". At this point, I really wasn't sure if she was serious. So, I basically explained the rules that every time your opponent scores, you have to take off an article of clothing. She said, "I'm in". At this point, I realized she wasn't joking. Daniel was in the room, but sitting at a computer which faced away from the table. I said "Hey Dan, Jenny and I are gonna play strip foosball". Without looking up he said, "Have fun!" (as I said before, he was always had the exhibitionist tendencies.) So, we started playing. Jenny was wearing socks, jeans (I will soon find out, no panties), a t shirt and a bra. I was wearing socks, pajama bottoms (no underwear), and a t shirt. We started playing and quickly Jenny had lost her socks. I scored again and she removed her shirt. Now, I had seen her in a bra before, so this wasn't a huge deal. I scored again, and she hesitated. I suggested she take her jeans off and she said she couldn't because she wasn't wearing panties. I said, "ok, do you want to start the round over, now that you have the hang of it?" She replied by reaching back, unhooking her bra and dropping it to the floor. My face must have been priceless. Her breasts were PERFECT! Olive skin, full C cups, and half dollar sized pinkish brown nipples.

Now, at this point in my life (I was probably 19) I had been with a few girls, but was not at all a player. These were the best breasts I had seen on a girl and I had to make a conscious effort to not get aroused which would have been clearly seen through my thin pajama pants. Apparently her being topless was the competitive advantage that she needed, because I could not concentrate anymore. All I could see were her breasts swaying and jiggling as she gripped and turned the handles. She quickly got me down to my pajama pants. At this point I said, well if you don't have to go bottomless, I don't. She agreed and we got dressed. I was worried that I had just ruined the game, but she quickly said "Round 2" and we were off again.

That continued on, but I was more comfortable seeing her breasts now, so I wasn't having to strip beyond maybe my socks. After a couple rounds of her stripping to her jeans, I finally said ok, whoever loses this round, has to at least FLASH. She agreed. I think the added pressure was working against me because we both ended up in only our pants. I won't bother you with the play by play, I will just say, I won. She started to unbutton her pants, but giggled and got embarrassed and stopped. Then for some reason, she said "follow me". We walked about 6 steps into the hallways and she whipped her pants down. Why she felt more comfortable in the hallway, I'll never know. When she pulled her pants down, I got a quick flash of her dark triangle of pubic hair. She quickly pulled her pants back up and my flash was over. I was still happy, but she surprised me and said, "did you see?" I was honest and said "kinda". She the faced me full on, and slid her pants to the floor. She stepped out of her pants and stood up. She was fully nude standing in front of me and I could see everything. She had a trim waist with great hips and dark pubic hair. This was about 12 years ago and so I'd say the majority of girls still kept their pubes and just trimmed it up. Which is actually my preference. It was amazing. She stroked her pubic hair downward with her fingers (why do some girls do that? Like they want to make sure its all going the same direction or something). She then grinned and walked towards me and said "can you see now?" I just smiled and said yes. She got a couple feet away from me and did a "catwalk" spin so I could see her perfect ass. She walked back slowly to her jeans, bent at the waist, making a perfect heart with her ass, and pulled them back up. She pointed at me and said, "I'll get those pants off next time". Then proceeded to get dressed and that was the end of strip foosball... for that day. It made many more appearances at future events.

At some point during the game Daniel had turned around to see Jenny topless, kinda laughed and went to the bathroom to take a shower. I asked him later if he was upset, and he said no, he just didn't want to discourage Jenny from stripping by watching her, so he got out of the way. What a friend.

I have several more stories about Jenny, which I will share if anybody is interested. Also, I recommend strip foosball to anybody with a table. It usually works out quite well.

Personally I think your detail is great and it is those little strange things that happen that you often remember. Enjoyed the story.

Thanks
 

Thanks for the thanks! While I was writing that story this morning, it definitely stirred up some memories.

This is probably the best story involving Jenny. So, one summer afternoon Jenny, Daniel and I were out at the mall or a movie or something. Somebody got the idea to go back to Daniel's house and go swimming. Now, I spent the majority of my summer at Daniel's house and we would swim a lot. I never bothered to leave a swim suit over there, so I would either go in my boxers, or depending on who was there, in my birthday suit. I jokingly informed Jenny of this fact, and she looked at me and said, "Do you see a bikini on under my clothes?" This instantly excited me, but I still wasn't sure if she was kidding or if she might be planning on swimming in her underwear.

We got to Daniel's house and I had to pee so I headed to the bathroom. By the time I made it to the backyard, they were both already in the pool. I could tell right away that Jenny was not bluffing. She had her back to me and was standing in waist high water. There was no bathing suit, bra or covering of any kind to be found. Daniel saw me come out and said, get your clothes off and get in here. I went back in the house to get undressed (I dunno why). Now to be honest, I was a little nervous. As my mentioned before, only a handful of girls had ever seen me naked, and I don't think any of them had seen me when I hadn't been at least PARTIALLY aroused. I went in the bathroom, took off my clothes took a look in the mirror and headed outside. Before I got around the corner, where they could see me, I gave myself a little "slappy-slap" downstairs to get a little blood flowing. Then I bit the bullet sprinted around the corner and did a canon ball into the pool.

The water was a little cold, but luckily the first thing I saw when I came up for air were Jenny's full breasts, treading water next to me. She immediately said "See, I told you I would get those pants off sooner or later" (read my first story if that doesn't make sense to you). It was a little awkward but also exciting, because Jenny was staring right down into the water at my exposed member. She was a girl that always came right out with what she wanted and didn't care how people judged her.But it made me not feel as bad when I stared down into the water at her to see her dark bush.

We spent the afternoon swimming and rough housing. I could see Jenny grab Daniel's dick under water a few times and he would do the same to her. At one point, we got a football out and started throwing that around. We played three flies up and when Jenny and I were the fielders, there were several bumps, and rubs while jockeying for position that I quite enjoyed. At one point the game turned into keep away with Jenny in the middle and she ended up backing her butt right up into me. My penis was rubbing all over her bare ass and I could feel the jolt every time she moved to the side and my penis slid from her butt cheek to her crack.

Then we started playing a version of football that Daniel and I had created. Essentially, the person with the ball would have to get from one end of the pool to the other without being dunked under water or having the ball stripped. We had never played with three people and definitely never played naked, but it was fun figuring it out. We ended up playing me vs. Daniel, with Jenny all time offense. Because two guys wrestling in the pool naked can come off a little, well, you know... we ended up passing or handing the ball to Jenny 9 times out of ten. I don't know if I liked offense or defense better. Both had their perks. If I was on defense, I had an excuse to fondle Jenny on every down in an attempt to dunk her or strip the ball. There were plenty of "accidental" booby grabs that I am sure didn't go unnoticed. One play, she and Daniel were on offense, I was trying to stop her, but since they were in the shallow end, Daniel picked her up and started trying to move her and the ball past me. I could't tell you exactly how we ended up in this position, but somehow I grabbed her legs while Daniel had her shoulders. She ended up face up, 90% out of the pool. As she was lifted from the water I remember watching as it poured off her breasts, tummy, and dark pubic hair. During the struggle, I ended up with her feet on either shoulder which gave me a direct view of her labia. It seemed like time went in slow motion. I just took it all in as I stared at her thighs, lips and even a tiny hint of her balloon knot (sorry, is there a nice way to say butt hole?). But on the flip side, when I was on offense, Jenny would try her best to pull me under, but me being a large framed guy of 6'3", she would have to get really creative. It usually involved her either wrapping her legs around my middle from behind, which would mean her feet and legs would be rubbing my penis and her pubes and labia would end up pressed against my skin. Or she would try to go up high against me which often times resulted in her breasts and stomach pressed against my face. All in all, I couldn't complain about playing iron man football that day.

There were two times towards the end of the game, when she was clearly getting so tired that she pulled out the big guns. The first one, I had the ball and I was in the deep end. She swam up next to me and reached down and grabbed my balls. She threatened to squeeze unless I went under. I didn't think she would really do it, but I didn't want to take any chances, so I complied. On the next play instead of trying to tackle me she just faced me and wrapped her legs around my hips and pulled me into her. My penis was pressed right up against her vagina. It definitely felt very sexual and in shock, I said something like, "can I help you?". She smiled, reached around and grabbed my ass and proceeded to try to stick a finger up there. I immediately went down and after that declared the game over and that she was the winner. I still remember vividly that little exchange. The feeling of her pulling me close with her legs, the feel of her pussy lips pressed against my dick, the thought that maybe this was going to go somewhere it shouldn't, and then the shock, discomfort and ultimate hilarity when she reached for my ass.

After that she ended up getting out of the pool. I thought that meant the fun was over as she grabbed her towel, but she just wrapped it around her hair and sat fully nude next to the exit ladder on the side of the pool. We chatted like that for a while. Then when I finally decided to get out, she was blocking my exit, still sitting next to the ladder. I asked her to move and she said "what's the password?". I said something (probably stupid) to which she replied "not even close". While saying that she shocked me once again by throwing her left leg over the ladder so now she was straddling it, which gave me the best view of her pussy yet. Water was still dripping off of her and I could see the hint of pink showing from inside her labia. I just stared and smiled, unsure of what to say. Daniel made some joke about having to ring the door bell (a poorly veiled finger banging reference) and before I could react, she threw her leg back over and got up. She said something about how she loved pushing my buttons and seeing me get flustered. I got out of the pool fully naked and went for my towel...

That was a wrap on swimming for the day, but definitely not on the fun... I am just too tired right now to finish it and my writing has become even more of a rambling mess than usual. If anybody is interested, I will continue the story sometime this weekend.

Thanks for reading, and feel free to share any other stories that you feel might fit this theme.

keep em coming my friend
 

as outlander said .. your writing is fantastic .... great detail ... very believable.

Finishing up
 

Thanks for the encouragement guys. I hope everybody that powers through my long stories enjoys them, but to be honest, I am probably getting more out of writing these than you are.

(If you haven't read my previous stories this probably will make less sense out of context)

So, continuing on, after I grabbed my towel, Daniel and Jenny did the same and we headed back into the house and into Daniel's Bedroom. Being a bit of a third wheel, I figured I would just follow their lead to see what the rest of the day had in store. When we got their, Daniel and Jenny sat on the bed, but nobody got dressed. That was fine with me, so I plopped down on the bean bag chair and started playing some video games (probably Mario Kart 64). We all sat around in our towels for a while. I got a few accidental flashes as Jenny moved, but nothing too major.

At one point, the phone rang (remember land line phones? Ha Ha). Daniel answered it and it was his mom. At this point, we all still lived with our respective parents. She was calling with some sort of drama (she was very dramatic) and Jenny decided it would be funny to try to distract Daniel. She lowered her towel slightly and cupped her right boob in her hand. She jiggled it around a bit and tweaked her nipple. He kinda laughed and turned away, but that didn't stop her. She climbed up and rubbed both breasts in his face. He was trying to keep his composure on the phone, so he ended up kinda laying back on the bed. The towel Daniel had wrapped around himself was ratty and had about a 4"x4" hole in it. He had previously positioned that near his "member" making some joke about wearing the towel but leaving his penis out to air dry. When he leaned back Jenny took advantage of the easy access hole. She playfully pulled the corner of the hole and peaked in. She reached in and started flipping his dick back and forth with her fingers. You could hear the strain in his voice as he was talking to his mom, but this time, he didn't try to move away (can you blame him?). She worked her way around his penis with her hands. The cutest thing was, the entire time she was talking to herself, or him, or "it", it was hard to tell. It was under her breath sort of and only loud enough for us to hear, but not his mom. She was saying things like, "oh who's that under there? I dunno, we better check" while lifting his towel. "Uh oh, who ever it is, he looks sad, lets cheer him up". She would then do something like stroke him or rub her nipples on the tip.

I will admit, this was a little conflicting for me. I loved watching her do it, but it was odd watching her do it with my best friend. Mind you, I was still playing video games at this point, but I don't think I was achieving the high score. Jenny finally just took his whole towel off and started stroking him. He was finally starting to get hard (it's about time, I was hard from the second she flashed her boob). She then took her towel off which was awesome. Because he was on the bed, and she was sort of on the edge of the bed/on the floor, it gave me a great view from my bean bag chair of her ass which was now pointing directly towards me. She was wiggling her ass as she began to stroke him faster and he got harder. What started off as a little game of distraction, had become very sexual. Smiling he looked down at her and mouthed the word "STOP". She, still muttering under her breath, would say things like "What's that?" "I can't hear you", and which each word, she would sort of accentuate it with a stroke up or down on his dick (I wish I could describe that better, but hopefully you get the idea). She would say? "huh?" (stroke)... "Keep going" (stroke-stroke-stroke)... The whole time he is trying to carry on a conversation with his mom and also mouth things like "stop" or "let go" to Jenny. As she was doing this, she was slowly moving her face closer to his penis. At one point she said something and her lips brushed against his tip. She then said "use my mouth?" to which he replied a harshly whispered "NO!". Of course she did not listen and she licked the tip. That quickly led to sliding the head into her mouth and back out. "Like this?" "NO!". She then went down further on him. Down and back out. She kept talking the whole time. Sometimes with a muffled mouth full, sometimes not. At one point, she said "deep throat? I don't know if I can". And proceeded to take him all the way into her mouth.

By this time, the video games had taken a back seat to the show I was watching. She continued stroking him, sucking him, talking, and he playfully protested the entire way. She had kinda changed her talking from questions to things like, "well ok, if this is what you want" "I'm surprised you want me to do this while you are talking to your mom". Most of those things were said between sucks or with her mouth full. At one point, she had him in her mouth and turned her head towards me. She pulled him out of her mouth and said "this is what he said he wanted right?" (I remember so distantly the little string of spittle that attached from her lip to his tip). I said, "it sure sounded like it to me". She then licked and sucked his cock, the whole while staring directly into my eyes. That was a surreal moment. So many feelings at the same time, that I can't even describe it myself.

Finally we could sense the phone conversation dying down, so Jenny decided to up the ante. She got up from the bed and straddled him. She was hovering above his now fully erect penis. From my position, I again had an amazing view of her labia and ass. I could see she had his dick in her hand and she was rubbing it around her pussy lips, threatening to slide it inside. I won't try to build the suspense here, because for some reason I knew she wasn't going to do that, she was just teasing him and knew the conversation was coming to a close. She did come darn close though and his head may have slipped in a time or two, but it was hard to tell. Finally Daniel said goodbye to his mom and immediately threw Jenny off of him onto the bed. He then straddled her chest and pinned her down. They were both laughing and he was saying "you think thats funny?" I couldn't see what was happening because his back was towards me, but it sounded like his was jokingly slapping her tits and or face with his cock. Because of her position, feet on the floor, ass on the bed, him straddling her chest, I once again got a great look at her vagina. This may be wishful thinking, but she seemed a little wet, and we had been out of the pool long enough that that couldn't have been the reason.

Finally Daniel climbed off of her and we were all laughing about what she had done. She said, "I'm SORRY, I couldn't hear you, I thought that was what you said you wanted." Daniel told us that his mom was on her way home and we had to clean up before she got there. So, we all began to get dressed. Jenny started by putting just her bra on, which to this day is still such a turn on to me, bra and nothing else. By this point, I was feeling more comfortable. so I just got up and let my towel fall to the ground. Jenny up until this point had only seen my penis in the water. She was clearly intrigued and made no attempt to cover up that fact. She was looking right at my dick and said "you're not small at all". Let me back track and explain that I am always the first person to make fun of myself, and had always made jokes about having a small wiener. In actuality it is very average, but in cases like this, it paid off because I think she was pleasantly surprised. I said something to the effect of "thank you, but I'm a shower not a grower" or something equally cheesy . She walked by and as she was passing she reached down and grabbed my flaccid penis. "We'll see about that", was her reply... I THINK. To be honest, after seeing what I had just seen, I was shocked and also thought for one split second that we may be having a threesome, so, in truth, my brain may have just filled in the blanks of what she said. She then let go of my penis and proceeded to get dressed. I laughed and turned to go down the hall to the bathroom where I had left my clothes. Lucky too, because by the time I made it down there, she would have seen what a grower I was.

I got dressed and we went about our day. That was the end of the fun, but I have at least two more stories involving Jenny. One of them you may not believe, but I will tell it anyway, because it is one of my fondest memories.

If you guys keep enjoying them, I will keep writing them. Take care guys.

Best Stories Ever!!!

Great stories - looking forward to the rest!

A couple more
 

Alright, so I will say this (and ask a follow up), most of the times I hung out with Daniel and Jenny, or just Jenny by herself, nothing seemed out of the ordinary. We just hung out. Although we both did have dirty minds, and we worked together at a restaurant (actually all three of us worked there) so we would always giggle at inappropriate times. One example, we had a boss that was very dramatic and would use the phrase "come, immediately" when he needed to you to do something, Jenny and I would always look at each other and laugh or whisper "he said cum". But other than that, nothing really too crazy. I've had "flirtier" friends.

So, my question is, have you guys ever had friends like that? How far did things ever go with you? I always let her steer the direction of where things went, would you have been more aggressive than I was? Anyway, just curious.

On with the stories! So, during the time after the skinny dipping/blowjob day, like I said, things were pretty tame. I am gonna throw a couple quick things that did happen however into this post since they are too short (or lame) to make their own post, but I feel they are worth mentioning.

So, when we worked at this restaurant, I would wait tables and also do some prep cook work in the back. One time, I was making whipped cream in a giant mixer and she came back. She had a tip for me, and since I was wearing clear plastic gloves covered in whipped cream (I am sure some sort of "cream" joke was made by one of us) she slid the money inside my front pocket. I could tell by the way she shoved her hand in there that she was horny or feeling flirtatious. She didn't grab my penis, but her hand definitely pushed up against it. She then looked down at the whipped cream and said how good it looked. I said "have some". So she grabbed my hand and started licking it off my pointer finger. Then, she sort of let out a little moan and sucked my entire finger. She looked up at me and continued to suck off every finger, staring at me with her huge blue eyes the entire time. It was VERY erotic for some reason. Then another girl walked back and saw and made some comment about food safety (joking) and Jenny said "no, its ok, he has a condom on (referring to the glove). Jenny then playfully wiped the "cream" off her lips and chin and went back to work.

Another time at work, as I have mentioned, Daniel and I had major exhibitionist tendencies, so we would always do things at work to have fun. One time, Daniel came back laughing and said his penis was out under his apron. I asked why, and he said he was bored, but he couldn't stop laughing. So, naturally, now my penis was out under my apron, and eventually this became a common practice for most of the guys who worked there. These were the aprons that came down just to about the middle of your front pockets. Tables that were giving you trouble, you could just sorta lean forward and rest it on the edge of their table while picking up their dishes. Or you would watch the guys waiting on the hot girls, walk around like they were being pulled by their pelvis. Probably makes no sense, but to us, it was fun. Well apparently I became TOO comfortable with it because one time, I went in the back to do prep work and had forgotten to put the little guy away. I took off my apron and slipped on a clear plastic apron. Luckily I felt a draft, and realized before anybody else did and I immediately start laughing at what I had done. I had turned to zip up just as Jenny heard me laughing and asked what. I paused for a second, figured "what the heck" and I turned around to show her. She immediately started busting up too and came over to me. She pulled me just around the corner so we could both laugh but not get into trouble if anybody were to see. I started to put my member away and zip up, but she said, "wait, hold on". She then grabbed my apron by the sides and pulled it tight, smashing my penis up against it. She apparently thought this was the funniest thing she had ever seen, because she did it several times and laughed one of those deep, "I can't catch my breath" laughs every time. Just then we heard the back office door open which meant our boss was coming. Immediately she grabbed my penis through the apron and shoved it back through my zipper. I always found that interesting. Her gut reaction was not to drop it and back away and leave me to zip up, it was to do the job for me. Anyway, that was the end of that.

There was at least twice more that she showed me her boobs at work. Once because I was having a bad day and once because she stole a big tipping table from me (unintentionally). But you guys can probably put the pieces together on that.

Alright, that's all for now. There are a few more stories that I plan on sharing, and I am going somewhat in chronological order. The next ones are my favorites and I plan on writing them in the next couple days because my girlfriend is out of town, so I will hopefully have time to do it.

Please share any similar stories or comments on particular things that you found hot about Jenny's stories. I am always curious to see if the same things are appealing to other people. It's the little details that get me.

I'll chime in with a Very tame one, from Years back, as it would be unfair for me expect you to do all the Giving, and not offer anything in return, So... (I will call my Friend 'Him' and his GF at the time, now Wife, 'Her')

...about 10 years ago, I was sitting in my Best Friends Living room, waiting for him to finish getting ready, so we Could both head out to the Pub. I had been waiting for about 10 mins or so, when my interest was piqued by the sound of the Bathroom door opening ('He' was in his Bedroom, and had not been using the Bathroom) and the subsequent Footsteps that not only followed, but were heading in my Direction.

The Figure of this 'Other' person was just about to come in to View, when 'He' shouted out "Just to let you know ***** is sat in there waiting for me, so You'd better Put a Towel on or Something", "OK Sweetie" was the reply that came, in the all to familiar Voice of 'Her', as she did an about Face, and headed back down to the Bathroom - DAMN IT!!! was all I could think. ('Her' was 23 yrs old at the Time, with Lovely Curves (Not Fat) and Gravity defying Rack (36 HH) which I had yet to bare witness to!)

When she Finally made her way back down the Hallway, and into the Room I was sitting, I had lost all interest in the situation, and was immersed in a Magazine, which I barely raised my Gaze from as we exchanged pleasantries. After what could only have been 30 seconds to Minute, Tops, 'Her' announces "You don't have to keep staring at that Page to be Polite, I won't freak out if you look you Know!"

As my Gaze shifted in her direction, so to did my Expression, from one of Confusion, to one that would have looked awfully a lot like a Dears, when caught in the Headlights of a Car - She was was Wearing a Towel alright, but she was Wearing it 'Man's Style' and only had it wrapped around her Waste, which Left those Beautiful Orbs of hers, on Full Display, and I could not bring myself to look away.

After yet another 30 seconds (a brief moment in Time, but one that will stay with me forever!) she began shifting her Gaze between Me, her own Tits, and Back to me again, before breaking the Silence with the words "Hmmm, maybe this was too much too soon for You, go Back to your Magazine" with that she gave me a Wink, and promptly left the Room, only to return 10 mins later fully dressed...

....That was the 1st and last time I saw her, in any form of undress, and I still have no Idea why she did it, but I am glad that she did...!


Travess

Here goes.
 

Alright. So, I have a little time to myself, so I will share another story.

It was a very warm evening and I was picking up Jenny at her house and we were heading to Daniel's to go swimming. I drove a 1989 Jeep Wrangler at the time and had taken the top and only had the half doors on without any windows. I picked Jenny up right as it was getting dark and we had about a 25 minute drive to get to Daniel's house. She ran out of her house as I pulled up and she looked great. She was wearing a black tank top and a jean skirt, and I was disappointed to see that she had a bikini on that tied around the neck. She hopped in and we were off. Almost immediately I said, "what's with the bikini?" thinking I would get some sort of tame answer. To my surprise she laughed and said that when she told her dad she was going swimming, he said, "don't you need a bathing suit?", so she had to play it off. So she put it on under her clothes. That excited me because it meant she had planned on swimming naked. Then she said, "you wearing trunks under those pants?" I replied that I wasn't and she said "Well I guess I don't need this tonight then do I?" the next thing I knew she had untied her bikini top and started pulling it off from underneath her tank top and shoved it in her bag. I smiled and said, "you wearing the bottoms too?". She reached under her skirt and slid the bottoms off. As hard as i tried, I couldn't see any skin while she was taking them off, but it was exciting nonetheless. She did at one point throw her foot up on the seat to kinda flash anybody that may be driving on that side, but she was facing away from me, so I couldn't see anything. Then she said, "Hey, wanna play freeze out?"

Now let me explain, freeze out is a game Daniel and I invented when we couldn't get the passenger window in his 1982 Datsun to roll up. It was fine till it started raining and was freezing cold. I complained that the window wouldn't roll up, and he said "what are you cold? Pussy!" to which I replied that I was fine, I was just trying to be nice to the girl in the back seat (another girl, before Jenny). Daniel then rolled down his window, to show how manly he was, this then escalated to a challenge of who stand the cold the longest. I ended up taking my shirt off, so Daniel turned the A/C on. He then took off his shirt and pants (while driving). Cut to the three of us naked, driving in the rain, with the windows down and A/C on. Freeze out became a staple when we drove around because surprisingly, most girls would play along. The only problem was, they were always in the backseat (I am 6'3" and wouldn't fit back there) so we didn't always get a great view.

So, I had played freeze out with Jenny several times before, but as I mentioned, didn't have the best view. Two interesting points here though, were 1) she was right next to me and I would have a great view, and 2) we were in a Jeep with the top off. I kinda laughed when she made the suggestion, because freeze out always started with a half joking invitation to play. She responded by doing that unmistakable cross hand tug at the bottom of her tank top. The one that says, "yes, I am about to see something great". Before I could even really respond, she was topless as we drove down the interstate. No doors, nothing to block her from view. I did the only gentlemanly thing I could think of, which was pull my shirt off too. We looked at each other for a second, and for once in my life, I played the aggressor and slid down my pants. I was wearing boxer briefs and my pants were around my ankles... Not the safest way to drive, but worth it at this point. She responded by hiking her skirt up and I had an amazing view of her bush, which she had recently trimmed. Before the hair was a little longer, but still neat. Now it was all very short and tightly sculpted. This led me to think that she planned on getting naked tonight. She almost immediately unbuttoned her skirt and slid it to the floor. There she was sitting fully naked in my Jeep. It was an amazing site. So, I slid my underwear down and tried to pretend I didn't already have a half hard-on.

Now at this point, there was not much traffic and it was pretty dark. A couple of cars passed us (my Jeep was geared low for off roading and had a max speed of about 60 mph unless I was going down hill) but nobody seemed to notice. So we just kept right on going... that is until I somehow took a wrong turn. I was trying to get to the back roads that Daniel had told me about, but I had never driven there. I took what I thought was another freeway exit, but it was one of those things that spits you off the freeway, and you have to drive on the street to get back on the freeway. So we ended up on a pretty populated exit, and were met by a line of people at a stop sign. We were surrounded by tons of cars. Jenny immediately covered herself with her tank top, but since I was driving and now had to use the clutch, I was stuck... I could see her trying to decide if she should continue covering or if she should just put her tank top back on, which would expose her while she did so. I said something about how nobody even seemed to notice, which apparently she took as a challenge. She looked around and saw nobody looking, so she unbuckled her seatbelt and stood up FULLY NUDE in the passenger seat. I was shocked, but the odd thing was, NOBODY NOTICED!!! I couldn't believe it. I finally stopped even trying to cover up. And so did she. She stood on the passenger seat and shook her boobies around and everybody just had their eyes on the road ahead of them... It was totally surreal.

At that point we had made it to the front of the line of cars and I made her sit back down and we drove away. Finally we were on a pretty deserted road, so when we pulled up to the stop sign and I decided it was time to get dressed. Because of the close quarters, I had to open the half door to reach down and slide my pants back up. Just as I opened the door, my pager (remember them?) got caught on the door and fell off my belt and onto the ground. I leaned out and put one foot on the ground to retrieve it. Just then a car came speeding around the corner and I found myself directly in the beam of their headlights. I heard them slam on their breaks as soon as they saw me. I couldn't stop laughing imagining them getting an eyeful of my white ass as I gave them a full moon. I couldn't tell you exactly what Jenny was doing during that time, but by the time I got back in, she had her tank top and jean skirt back on.

We drove the rest of the way to Daniel's house and Jenny dared me to walk up there naked. I told her, I would if she would, and before I could say anymore, she was naked again. We both were, and I kinda walked briskly to the door. Jenny just slowly sauntered, not caring who saw her. We rang the door bell and Daniel was greeted with an eyeful of both of us. Being the laid back guy he was, he just gave her a kiss and we all started walking to the pool. Daniel stripped on the way. Daniel already had our drinks poured and the pool heated. We dove right in and started splashing around. The weird thing is, I don't remember much of what happened in the pool. Just some roughhousing and what not. I do remember at one point, Daniel complaining that Jenny wasn't full nude because she had a necklace on, so I had to help her take it off. I got close behind her and my penis rubbed nicely against her ass while I struggled to get the necklace off. But other than that, I don't really have a recollection. It must be because what happened before was so out of the ordinary and what happened next was so amazing. For me anyway. You guys may find it a snoozefest.

So, we finally were getting out of the pool and went inside, like last time, in only our towels. By this point it was pretty cold outside so I was going to head out and get my clothes which I had brought in and left in the kitchen. Jenny asked me what I thought I was doing. "This is a naked party" she said. I told her it was too cold for Mr. Happy to be naked and that he was hiding. She then made some sort of comment like "I told you last time, you are not small" which started a little play argument. At one point, she said something like "you are bigger than Daniel". I honestly couldn't tell you how it got from that to where it ended up, because at that point, Daniel joined the argument, oddly enough ALSO agreeing that I was bigger. So you have 2 guys and a naked girl arguing about who's penis was smaller, and both guys saying it was them. Finally Jenny pulled Daniel's towel off and said something like, "see Daniel is naked, it's only fair". I just lifted my hand which had been holding my towel up. My towel didn't budge, so Jenny did the honors. So, now Daniel and I were both naked in our slightly shriveled glory. I said, "this really isn't fair, because you know his true potential" (implying she knew what he looked like fully aroused). I know that sounds like a totally cheesy line, but I meant it honestly and not to try to be all coy. But however it was intended, she took it as a challenge.

She then walked up to Daniel and whispered something. He just laughed and said "uh huh". She then walked over to me and dropped her towel slightly exposing her breasts, and her hard nipples. I said, "what are you doing?" She said something like, "I'm trying to see YOUR potential". She dropped her towel completely and started dancing around the kitchen. She reached down and rubbed the outside of her pussy. She leaned against the back of one of the kitchen chairs and rubbed her clit in a circle. She asked if it was working. I didn't know what to say. To be honest, I felt a little uncomfortable and started laughing and went to grab my towel off the floor. She immediately grabbed me and said "NO". She was looking right at me and grabbed my arm and put my own hand on my dick and sort of rubbed it around. I moved my hand and she immediately put it back there. I protested saying "I am not going to get myself hard for you". She grabbed my dick in her hand and said "fine I'll do it for you". She started massaging my flaccid penis. I still didn't know what to do. She then said "C'mon, I wanna see you hard". Something about her saying that, totally sent shivers down my spine. It was SUCH a turn on. By this point, I was getting hard. She was flopping my dick from side to side and started stroking it. I looked at her and saw that that she was also rubbing her pussy with her other hand. I don't know if this was to help me get aroused or if she was also getting turned on. As I got harder, she made a comment like "wow, you ARE a grower" or something like that which also got me excited. While she was stroking my dick, I was now leaning up against the kitchen chair. She leaned down and rubbed my semi erect cock on her tits and around her nipples. I was now fully hard. "YAY! We did it!!!" she said. She was now kneeling next to me, holding my hard dick in one hand with her other hand in the air in victory. I looked at Daniel and he was sort of giving her a "slow clap". He said, "is he bigger than me?". She said, "its hard to tell, it feels a little bigger". She then said, 'oh I know", and before I could blink she had wrapped her lips around the head of my cock. My first reaction was to pull my hips away, but she just grabbed my ass with her hands and pulled my back to her. She then opened her mouth wider and took me as far into her mouth as she could. She then pulled her head back letting her lips drag the entire length of my shaft. She looked up at Daniel with an I'm sorry look and said "yeah, he is a little bigger." She and Daniel started laughing, and he said, "I told you!!!" Then, my blow job was over. She smacked her lips and said "mmm salty". I'm sure she got a little of my precum in her mouth.

The rest of the night was spent laying around naked in Daniel's room watching movies. Jenny passed out and eventually I got dressed and went home.

I have only told one other person about this and he was pissed, calling her a tease. He said she should have finished the blow job at least. To me, that's just how she was. I also feel like we probably pushed the boundaries of "friendship", but it was those facts that made it ok in our minds. We never went TOO far because we never finished. I guess that's dumb and its kinda like telling a girl "just the tip, isn't sex and she can still call herself a virgin"... Thoughts???

I'll have more in the next day or two... thanks for reading guys.

Wow... I'm glad she did too... That is odd. I wonder why, just the one time and never again. Thanks for sharing man.

Once again .... ty for the stories. You have a talent at writing.

To answer your question about whether or not you should have tried to take it further ... It's one of those questions that you'll never know the answer.

If you had of tried for more ... one of two things would have happened .... you would have got more .... or she would have been offened because that was never her intention .... and she would have stopped playing with you.

You'll never know if you took the right track ... but man.... .as a result you have some great memories.

One thing you could have done was to ask your mate ..... but that also could have ended it all.

Once again ty for wrting and I look forward to similiar stories.

for another great story I suggest you read this one.......
https://forum.oneclickchicks.com/showthread.php?t=113619

Thanks for the story link. I am heading out right now, but I don't think I have read this one.

As far as your other comments, I agree. I think I played it right. She wasn't MY girlfriend. I have had girls flash me their boobs before who I wasn't in a relationship with. Granted this went further that just flashing, but still, like you said, I didn't want to ruin a good thing.

Lastly, I did ask my buddy for advice. I get the feeling that he always wanted to have a threesome with me and one of his girlfriends. He joked about it quite often, but I feel like he would have gone for it. Whenever I asked him about the Jenny situation, he would just say, "well it's up to her". I think he to turned on watching her turn me on, but also didn't want to push her too far.

In closing, I agree. The situations left me with some brilliant memories.

I am going to write what I think will be my final Jenny story soon (unless any other memories stir up) and you will see exactly how far things did go. It may not be as far as you are thinking, it may be further. Stay tuned.

Aaaargh
 

I spent the last 30 minutes or so writing the next chapter and before I was finished, my computer froze up on me. BAD. I think I am going to have to take it in to the apple store... Now I am on my iPad, which is not conducive to writing long stories. I will try to have it posted soon though.

Sorry.

Great stories man, Hope you keep them going! Thanks for your work!

writing something on-line and then loosing it sucks so much.

my advice is to use a word processor .. Word. and write in there .. saving from time to time ... and then when you are finsihed ... and run a spell checker over it ... paste it into here.

That is a brilliant idea... Well just to update you, my computer hard drive is fried, so I am waiting for a new one. Should be here tomorrow. In the mean time, I am on here on my iPad. I tried once more to write the story, opened another app and when I came back, everything I had written was gone. Luckily I had only written a paragraph or two.

I am going to take your advice and write it in a word processor and copy it over when it's done... I should have time this evening.

For anybody still wanting to read the story, I apologize for the delay.

...sorry to hear it. The news gave me a "soft-on". :(

Google Docs is your friend. You can get to your stuff from any computer.

Third times a charm
 

So, I am still on my ipad but using the advice and typing into Pages first. So, here we go.

So, one morning Daniel, Jenny and I were all riding around in Daniel's car. We were listening to a morning radio show and they mentioned that it was national masturbation day. Daniel and I joked that we would all have to celebrate together. Jenny's response was "Hell yeah, I'll bring my vibrator". We dropped Jenny off at her house and Daniel and I went to work. After work Daniel and I headed back to his house and waited for Jenny's dad to drop her off there later. That evening he dropped her off, and we all immediately did a couple of shots in the kitchen. Several drinks later, I was sitting in the living room watching TV and Daniel and Jenny were somewhere else in the house, I don't know where. All of a sudden I heard them both laughing and immediately Daniel ran around the corner and said hey check this out. I looked up to see Daniel holding a purple ribbed vibrator. Not catching on,I immediately asked "is that your sisters?" (he had a sister a year younger than us. She was cute and we used to make out sometimes and she would show me her boobs. Good times). As soon as I asked that, I realized it was not. Just then Jenny came around the corner and grabbed it out of Daniel's hand. "What, have you never seen a dildo before?". Still slightly in shock, I said have you used that before? (I still don't know why I asked that, I think I was implying if it was clean or not). Jenny replied "what do you think?" And rubbed the vibrator across my upper lip. I wish I could tell you that I could smell her on it, but to be honest it just smelled like plastic.

At this point, I still wasn't sure if we were actually going to do this or not, or if I really even wanted to for that matter. Jenny however took the reins and immediately said "where are we going to do this?". She then reached into her bag which was slung over her shoulder, and produced a DVD. I'll be honest, I was never really into typical porno movies. I always liked more amateur situations, which is why I like this website so much. But beggars can't be choosers. Daniel said that he didn't have a DVD player in his bedroom so without missing a beat Jenny put the DVD in the living room player.

I was already sitting on the floor with my back against the couch. Daniel plopped down about a foot and half to my right. Jenny then grabbed her bag and squeezed in between us.

As the movie started playing Jenny, for the first time looked a little bit uncomfortable. She turned around and grabbed the blanket that was laying on the couch and laid it over all of our laps. I couldn't tell you what the movie was about, just your typical porno flick. We watched and made the occasional joke about the bad dialogue, or bad acting, or bad boob job, or any of the other bad things that usually came in late 80s early 90s pornos. At one point Daniel reached over and tried to fondle Jenny under the blanket. She slapped at his hand and said "no!". He laughed and innocently said "what?". She said "this is national masturbation day". A few minutes later Daniel, obviously bored, started pretending to jerk off under the blanket, using huge strokes and moaning loudly. At this point I was pretty sure nothing was going to happen, and that I would have to celebrate national masturbation day on my own.

Just as I was beginning to lose hope, a three-way scene (MFM) started in the movie. I don't remember much about it, but I do remember that it was pretty hot. Jenny who was still sitting extremely close to me reached under the blanket. I was wondering if I was the only one getting turned on, and after seeing this, I realized I may not be. She slowly started moving her hand under the blanket. Daniel then took her lead and reached under the blanket himself. Jenny was moving her hand around and let out the tiniest whimper under her breath which totally turned me on I then followed suit and reached under the blankets and grabbed my semi-erect penis.

I was massaging myself, but my attention was on Jenny. She started to move her hand faster under the blanket. I wished I could see more. She took her other hand and slid it up the bottom of her tank top. She started to play with her boobs but then seemed to have second thoughts and immediately ripped her entire shirt off. She still had her bra on, but it was a great start. She slowly started to slide down from the couch which pulled the back of her bra off and she responded by taking that off as well.

I was still taking my time but definitely getting more turned on. Jenny then pulled the blanket off of herself which had come down quite a bit anyway when she slid down. I glanced over and saw that Daniel had his pants down and also had his attention focused on Jenny. I still had my pants on and had just slid my hand inside. Jenny seems to be in her own world with her eyes closed. With her left hand she was squeezing and playing with her nipples while her right hand was shoved inside her pants. She suddenly opened her eyes and looked up at Daniel and I. I thought she was going to feel awkward with both of us watching her, because she immediately slid her hand out of her panties. Instead, she looked behind her and grabbed the dildo that was sitting on the couch. She also grabbed her bag and pulled out a little bottle of lube.
I continued to masturbate as I watched her every move. She unbuttoned her white shorts and slid them and her black panties all the way off in one motion. She then turned on the vibrator and began rubbing it against her clit. This time she was more aware of Daniel and I watching her and I think that turned her on. She just looked back-and-forth between the two of us putting on a show. I finally decided it was time to pull my pants down as well, and so I did.

I was now fully erect and had gotten past any insecurities I had about this situation. Jenny then opened the bottle of lube and squirted some onto the tip of the dildo. Daniel then grab the bottle and used some on himself. Jenny picked the lube back up and went to hand it to me. I said "I'm good". She then took the liberty to squirt some on the tip of my penis. To be honest, I had never been much of a loop man, but having her squirt it on me was a huge turn on, so I had no complaints. Jenny then got into the showiness of it all, and began moaning and bucking her hips. I could hear her wetness as she stuck the dildo deep inside her pussy. I was getting really turned on. Jenny then got up onto all fours and began using the dildo doggy style. Daniel and I could see everything. She was moving the dildo in and out vigorously. Although I liked to the view better, it didn't last too long. I think the whole situation had turned her on too much, because before I knew it she had moved back into her old position between Daniel and I. This time her leg was pressed up against mine. She was beginning to moan loudly and rubbing her leg up and down against mine. I remember at one point she threw her leg over my leg to spread her legs even wider.

The feeling of her skin against mine was amazing. She then shocked me when she reached over and started rubbing my thigh. I looked over at Daniel and he smiled and gave me a "I dunno" sort of look. She then switched hands with her dildo and reached over and started playing with Daniel's penis. Daniel started to jokingly protest ("hey I thought it was MASTURBATION day) but before he could even form words she simply said "shut up ". He did. Daniel then reached down and started playing with her nipples. I had begun to close my eyes, but they shot back open when I felt another hand on mine. I couldn't believe it. I looked down to see she was jerking both of us off. Daniel reached down and started fingering her and I reached over and began to tweak her nipples.

This was a tricky situation. I was always afraid that at one point I may take it too far and ruin everything. At this point I figured I was safe so I leaned down and started licking her nipples. She moaned with pleasure and began jerking me faster. I licked sucked and bit her nipples and saw that Daniel was still fingering her and playing with her clit. To my surprise she then let go of Daniells dick and grabbed her vibrator again. She was using the vibrator on herself again but still stroking my cock and I continued sucking her nipples. This went on for maybe a minute or so, then she reached down and started playing with my balls, and when she didn't return to the shaft I took that as my cue to begin stroking myself again. She then reached up and started playing with her nipples again so I continued to concentrate on myself.

I was so turned on and I felt like I could cum at any minute, but I didn't want this to end so I held out as long as I could. Just then Jenny said, "I'm cumming". This was enough to push me over the edge. I began stroking myself faster as Jenny's moans got Lowder. She then dug her fingernails into my thigh with her hand and arched her back. I could see that she was cumming and I blew my load too. Some of my load got landed on her hand and forearm.

We all laid there for a minute, all somewhat out of breath. I don't know when Daniel finished, but I assume it was close to the same time. The room was silent and suddenly I became aware of the movie still playing in the background. Just then Jenny broke the silence in a way that only she could. She exclaimed in a high pitched voice "yay! National masturbation day!" We all laughed and I reached over to grab my boxers to help me clean up. I laid them on my penis to wipe up the mess. Jenny reached over and wiped the cumm from her hand on them as well. We all laid there for several minutes, and nobody said anything. It must've been a combination of the alcohol mixed with the sexual release but the next thing I knew I had fallen asleep. I woke up with Jenny laying next to me, still fully nude. She was laying on her side facing me and had one leg thrown over my leg. I looked and saw that her head was laying on Daniel's arm. She looked absolutely beautiful. I rolled over to see what time it was and when I did it woke Jenny up. She looked at me and smiled and said "I better go to bed". That woke Daniel up and I realized the fun was over. We all got dressed, and soon after, I headed home.



So that's it. Over the next several months, nothing really ever happened between Jenny and I. We did go skinny-dipping several times, we did a show together (we both did theater) where she had to pretend to give me a blow job on stage and she would rub my junk through my pants, and one time after Jenny and Daniel broke up, while at a party we took a shower together along with another girl. I was hoping to have a three-way, but after giving my dick two or three strokes Jenny left the shower and I ended up getting a blow job from the other girl. I asked Jenny later why she left, and she told me because the other girl had told her that she was interested in me so she was just there to get things started, and she didn't want to get in the way. Unfortunately I was more attracted to Jenny then I was to the other girl, so it ended up being a one night stand.

None of those stories are really worth expanding on, except for maybe the shower one, but unfortunately I was pretty drunk and don't remember many of the details. But the story I shared above is the whole reason I started this thread to begin with, and to this day is still one of my fondest memories.

As always, thanks for putting up with my tedious writing. I hope you at least enjoyed it somewhat. And thank you for providing a place for me to write it. Recounting these stories has brought up so many wonderful memories. I am still facebook friends with Jenny. She still looks great but is married with a baby.

I am still best friends with Daniel, and he and his wife just had their third kid. Daniel still enjoys "sharing" his girl's with me, and just recently text messaged me a pic of his wife breastfeeding. Haha. They are coming down to visit this weekend... I WONDER...

... Don't get your hopes up.

Great stories, and thanks for sharing with us.

I enjoyed a lot your stories Maxpowerr. You drew very vivid and erotic images in my mind that reminded of my own experiences.

Thanks for sharing!

Thanks Kuryaki. I would love to hear your stories, if you feel like sharing.

last night i was going to go to sleep but then i've started reading your last story and i've ended up playing with myself! oh and haven't had this much pleasure from masturbating for a loooong looong time! please keep posting stories!

great stories

I know I'm late to the party but these stories are amazing

Me too!
 

I'm glad you discovered this old thread, Jess! This is the first time I've seen it and Holy crap!

Some of the best
 

Wow, I have been coming to this site for five years and these stories are completely new to me. Some of my all time favorites! Now if we could get Jane to start writing again, and get Max back in the game, I might have to quit my job.

A follow-up... Many years later.
 

So, I had completely forgotten about this thread and then I suddenly remembered it, while I was thinking about the story I am about to tell you. I pre apologize for how long and rambly and likely full of typos this is… I did zero proof reading… If you choose to venture further, Godspeed to you.

First off let me say, if you haven't read my original stories, this probably won't make a whole lot of sense to you. I was a member here 10+ years ago, and shared some stories about my best friend’s girlfriend. I just reread all my old stories, and I gotta say it was actually kinda awesome reminiscing. I apologize they are kinda long and probably full of too much boring detail, but they would at least give you some context here.

I don't really know how to start, so I guess I'll just sort of recap my life. Or at least the parts that pertain to the story. When I was 19 or 20 my best friend Daniel was dating this girl Jenny. Admittedly, I had a huge crush on her, and she was always very flirty. There were several times when we all got together, and nudity was involved, and a couple of times, things went a little further. Then we sorta lost touch outside of facebook, which I rarely log onto. Daniel and I remained friends, up until a few years ago. We are still cordial, but we don't really talk much. I think our differences ran a little deeper then we realized when we were younger.

ANYWAY, that's not what this story is about. The last time I saw Jenny was maybe 10 or 15 years ago. I am happily married (actually to a girl that was at the original foosball night, I didn't mention her because she left early before all the fun happened. I had to wait a few more years to see her boobs. Luckily, they were worth the wait. Her name is Kate btw (not her real name).

So... the reason I am telling this story. It apparently happened just about one year ago. I know because my wife and I got a text from Jenny tonight reminding us.

So, one year ago, Kate and I were traveling for work. I won't bore you with the details, but we work in different industries, but we were both attending the same trade show in another state. We get out there, and everything is going fine. This trade show had two days of set up and then would open the third day, so we are both setting up our booths and getting all the audio visual stuff ready for the next day. Kate and we had planned on meeting for lunch. So, we did, and as we were sitting there talking, I see my wife's face go from looking confused to struggling to hold back a smile as she is looking above me. Just as I'm about to turn around, two small hands go over my eyes from behind. (I know you guys know who it is because I already set up the whole story about Jenny, but I certainly did not.) All I could smell was a sweet perfume, and I could feel two cold hands over my eyes. Then a voice said in my ear something like "I am not letting you go until you guess who I am". The voice sounded familiar, I guess... but I honestly had NO idea. I ended up guessing a girl I used to work with, because I knew she was going to be there... I was wrong. Finally she let me go and said "I have never been so insulted". She let me go, and even after I could see her face, it took me a moment to recognize who it was. The face finally registered as Jenny's and I stood up and said "Oh my god" or something and gave her a hug. Looking back, I should not have been surprised that she kissed me on the lips to say hello... But, I was surprised... It instantly kinda made me realize that I've gotten a lot older, and I'm no longer in my teens and twenties, flirting with girls and kissing hello... And honestly, I kinda miss it. Equally surprising was when she gave Kate a hug, and kissed her on the lips as well. Kate was always modest, and not at all a girl that kisses other women on the mouth... I could actually see that she got a little flushed in the face from embarrassment.

So, we all sit down, and if you haven't figured it out yet, Jenny was also attending the trade show. She invited herself to sit with us. She had already eaten, and only had a few minutes before she had to go back to work. Kate and I ate lunch and we all caught up a little bit. Jenny told us she was so happy we were still together. She also told us that she was divorced. We had never met the guy because they got together after we all lost touch. We told her we were sorry and she said "Never again... I'm not meant to be monogamous" or something like that. One funny thing that happened during our conversation was, somebody said "it's too small", and I instinctively said "that's what she said". Jenny looked at Kate and said, "is he still trying to pretend he has a small penis?" (that would make more sense if you had read some of my other stories. I'm pretty sure I mention me saying I have a small dong, and Jenny said I didn't". I truly was not fishing for a compliment... and I certainly didn't expect Jenny to discuss my size with my wife... but I should have, and she did, and we all laughed... And that was that.

The only other thing of note was how she was the exact same. Same laugh. We all picked up like we hadn't lost any time together. She sat on my side of the booth, and would touch my leg or my chest as she talked. Her face was still the same gorgeous face I remembered. If she looked like Mila Kunis when she was in her teens, she looked like a young Carla Gugino now that she is in her mid (late?) thirties. We were finishing eating and Jenny said "OK. I REALLY GOTTA GO!!!". We stood up, she gave me another hug and kiss, and did the same with Kate. She also asked for my cell number, which I gave her. When I hugged her this time, I had my hands on her hips for a moment and could feel the shape of her underneath her white collared shirt and tight skirt she was wearing. I could tell she was keeping herself together quite well, which is rare for a lot of the girls I knew back then. She quickly walked away, and I couldn't help taking a peek at her heart shaped butt. Kate and I had a quick exchange before we went back to our respective sides of the floor. Everything happened so quick, that it felt like everything was left hanging. I had a flood of memories coming back, but I also kept wondering what Kate was thinking. Was she jealous? Did I flirt too much? Did she even know the full history of Jenny, Daniel and I? Unfortunately I didn't have time to figure any of that out because we both had to go back to work. Luckily, she made some sort of joke like "well, she hasn't changed much" and it eased my mind a little. We both laughed, kissed goodbye, and then went back to the trade show floor to our respective booths.

While I was at my booth, I was talking to my client, I got a text. I ignored it because I didn't want to be rude. Then I felt another text come through, and another. I finished my conversation, and headed over to the lounge area of my booth. I had 5 or 6 texts from Jenny. The first one said "I'm watching youuuuu". Then the rest were about my client saying "she is soooo into you... she wants to get it", stuff like that. Then the last two said "oh my god, she's so wet." and finally "she's not the only one ;)"... I was looking around trying to find her, and I had no idea where she was, so I said "where are you"... she said stuff like "I'll never tell" and "I'm right behind you"... Eventually I found her about two aisles over, but she was on the second level looking through the window like a creeper.

At this point, I really started wondering if I was going to far, or at least not putting a stop to something that I should be. It's hard to tell if it's just innocent flirting or more. I always think it comes down to what your significant other is comfortable/uncomfortable with. My wife and I have a great relationship, and tell each other everything. If some dude asks for her number at the grocery store, she tells me... I still have female friends that I text with (sometimes flirty stuff). I tell my wife about it. We trust each other, and so that's why I decided to tell her what Jenny was texting me... So I sent her screen shots, and she was laughing about them. Then I sent the screenshot saying "she's so wet"... I knew if there were any that would be deemed "too far" that would be it... I sat there and watched the little dots pop up on my phone indicating my wife was texting back... To my absolute surprise, she wrote "that makes three of us"... As great of a relationship as me and my wife have, and as great of a sex life as we have, we don't really talk too much about sex. We sort of just do a little eyebrow raise, and then head to the bedroom. So, I was definitely shocked by (and totally into) her reply.

The rest of the day goes by, we finish up day one on the floor. There was maybe one more text between Jenny and I, and that was it. Kate and I met up and walked back to our hotel room which was attached to the trade show floor. We get back to our hotel room and shower and clean up. I then decided to bring up Jenny and just kinda gauge how she felt about seeing her. I won't get into it all, but Kate SEEMED to actually really love that we saw her. I am very non-confrontational, but I have gotten a little better in my old age, so I just asked her point blank "do you know that Jenny and Daniel and I KINDA hooked up when we were younger. To my surprise, she actually told me that me AND Jenny, separately, had told her pretty much the whole story years ago... So that actually made me feel a lot better. She knew, she was cool, things were cool. Kate actually asked if we should see if she wanted to go to dinner with us. So, I texted her, and she said she already ordered room service, but she would meet us for a drink. It turns out we were all in the same hotel, so we just decided to meet at the hotel bar after dinner

So, dinner is when things turned a little bit odd. Kate and I were eating and one of us (I don’t remember which) got a text from a co-worker saying that they were asked by the company to not travel. We both ended up getting a ton of texts and calls that night from bosses/co-workers/clients saying that the trade show may be cancelled. We didn’t really understand it at the time, but it seems that this COVID thing had everybody scared. So, in hindsight we now know what the deal was, but at the time (the show actually took place in early March) nobody really knew what was going on. Long story short, most of the workers who were planning on coming out there were advised to stay home, and those of us that were still there would do our best to run the shows… So, we ended up NOT meeting Jenny that night.

The next day, we went to the trade show floor to continue set up. Nothing really eventful this day… Everything was a little weird. Nobody knew exactly what was going on with the show. We saw a few people wearing masks. Everybody kinda seemed on edge. I saw Jenny a couple times and she seemed a little out of it (I think we all did). I asked about dinner, but she said she was meeting a friend that lives outside the city for dinner.

The next day things were definitely weird… very few attendees showed up. Most companies had sort of freaked out with the unknown of the virus, and encouraged their employees not to travel. I saw Jenny and she told me that her company had told her, she would have to come home early, because if they implement a travel ban, she is on her own. So that’s how the rest of the day went, we all did our jobs. A few people came to visit the booths, and everybody felt weird. We saw Jenny at the end of the day which was actually a couple hours earlier than planned, and she said she had booked a flight for the next day. We hugged her (and kissed) and said our “if we don’t see you before you go, it was great seeing you” stuff then went back to our hotel. We turned on the news and were getting some updates about the virus and what was going on. Kate and I both fell asleep because we were exhausted after this strange couple days. When we woke up it was around 7pm and we ordered room service and continued watching the news. We finally decided we had to get out of the room. Kate said we should see if Jenny wanted to get that drink. I texted “drinks?”. No response so we were about to leave when I got a text back that said “hot tub?”. Turns out Jenny had gone to the indoor hot tub at the hotel. Kate had brought a bathing suit, but I didn’t have one, so I told her I didn’t have a bathing suit. She said “it never stopped you before”.

Well, luckily the hotel had a gift shop, so I was able to buy one. It didn’t fit great, and really kinda squished my junk in the netting, but it was a suit. Kate and I changed, and headed down to the spa. We saw Jenny and another lady in the spa, laughing. I thought it was somebody Jenny knew, but nope. Just Jenny making friends, like she always did… So we hop in the spa and all start chatting. At some point I made a joke about how uncomfortable my suit was, and Jenny said “try wearing a thong”. We are maybe in there for 30 minutes or so and the lady says she is gonna go. We all say goodbye and nice meeting you… We are now the only people out there. I, of course say my go-to “ahhh, now that she’s gone, I can finally take these shorts off”. Jenny does a “Take it off. Take it off” chant, and then Kate actually joined in with this sort of inside joke, that I was going to try to explain, but it would take too much back story. So, she basically said “take it off, ya loser”. I, of course do, not. Which I thought would be the end of it… Jenny however kept things going. I don’t remember the exact order of events here, but two things I remember. She at one point said, “well, I was gonna take mine off” and at one point said “it’s nothing we haven’t seen before”. I can’t emphasize enough how strange it is to have somebody talk about my naked body with my wife. I also can’t really emphasize enough how hot it is.

So, Jenny then says “will it make you feel better if we take ours off?” and indicates Kate. To my surprise I didn’t see any embarrassment on Kate’s face. She actually kinda teased at her bikini straps. Jenny then pulled her straps all the way off her shoulders. She then went underneath the water and bubbles up to her chin. She looked at Kate and said “do you mind?”. Again Kate indicated she was on board. So, Jenny lifted her hands above the water, bringing with her, her black bikini top. She kinda swung it around, and tossed it to the side of the spa. I didn’t know where to look so, I just looked at Kate, who seemed to be enjoying herself. Jenny said, “oh you can’t see anything anyway, I’m under the bubbles”. She then sort of splashed the water as she said that, and at that moment, where the bubbles dissipated, I in fact could see something. I said something like “yeah, until you do that”. She then right on cue, said “what, this?” and splashed the bubbles away again, each time revealing a hint of her breasts through the water. This whole sequence honestly feels like a blur. I remember being a little embarrassed because I wasn’t sure how Kate was doing. A little (or a lot) horny. Still a little shaken by a new pandemic. And a little worried because we were in a public place. Anybody could walk in. Granted you can’t really see the spa when you first come in, but, I was still worried.

So, Jenny then says something like “ok who’s next?” She immediately turns to Kate, and Kate laughs her embarrassed laugh. I figured this was likely the end, but to my surprise, Kate then slips under the bubbles and emerges, bikini top in hand. I was blown away. Kate has never been much of an exhibitionist. The only time something even remotely like this happened was when we were on vacation with some friends. We rented a house on a golf course, and we’re all in the hot tub in the back yard one night. Our friends end up going inside, and Kate ends up taking her top off, and we ended up having sex. It was dark outside, but there was no fences so any of the other houses along the golf course could have seen us. But this was definitely different.

So, now both girls were topless, granted, under the bubbles. I know I’ve probably said “to my surprise” like a million times already, but literally, to my surprise, Kate turns to me and says “you’re turn”. It was such a huge turn on. I finally said something like “well that’s not fair, you guys still have your bottoms on”… and we all agreed to take our bottoms off… 1 - 2 - 3. We did it. We were all naked in a public spa. I hadn’t even seen more than a blurry underwater nip, and I was already half hard. We all put our suits on the edge of the spa. For a minute I thought that was gonna be it. For the first time the conversation kinda dragged and we just kinda sat there, naked under the bubbles… Then…. The bubbles stopped, and started to clear… The jets were on a timer and had gone off… almost instantly we were all pretty much exposed. For the first time I could see Jenny’s body. Her breasts had only gotten more full over time, and her nipples seemed slightly darker than I remembered them. She still had a flat stomach and I could see that where she once rocked a full bush, she now had a nicely trimmed landing strip. She also has a new tattoo I can see on her hip. Kate, just so you have some visual, has perfect C sized boobs. She is short and petite. She is blonde and fair skinned with a light brown landing strip. (Now stop picturing my wife naked. It’s rude… Just kidding, she’s hot and I’m very lucky). Jenny, for those that didn’t read the other stories is a little taller. Dark hair, light blue eyes. Olive skin. Probably C boobs… Maybe D? I dunno… pinkish brown nips. ANYWAY… So we are now just sitting there, everybody pretty much able to see each other fully nude. I can’t help but stare, and Jenny says “get outta here perv”. I tell her, I was trying to figure out her tattoo… She then proceeds to stand up out of the water and gives Kate and I a full view of everything. Honestly couldn’t tell you what the tattoo was… Maybe a bird.

So, she sits back down on the seat. Kate is to her left and I am sort of across from them. We sit there talking for a little bit. A couple things that happen. I notice Jenny keeps resting her hand on her upper thigh, and then sort of moving it towards her vagina. Don’t know if it was subconscious or not. At one point, Jenny tells Kate how nice her boobs are, and how she is jealous. Kate responds similarly, and then Jenny stands out of the water again and says “I feel like mine are saggy”. She then lifts them up and lets then fall and bounce again. Kate also stands out of the water and they are both complimenting each other’s boobs. I will tell you what I told them. I refuse to try to rank them, because I don’t want to be on either of their bad sides, but neither of them have anything to worry about in that department. Finally as we sit there, the water starts cooling down. I think the jets were circulating hot water. So, again I wonder if the night is going to be over. But instead Jenny tells us where the on switch for the jets are and they both immediately vote that I have to go turn them back on. It’s maybe about ten feet away on the other side of where Kate and Jenny are sitting. So, I walk between them and pop up on the side of the spa. As I’m bent over getting up on the side, I immediately feel a strong smack on my ass. I turn around to see Jenny playing innocent… I then run over, covering my junk as best I can, and turn the jets back on. I am trying to step back into the spa and Jenny grabs my hand in a “let me help you balance” gesture, leaving me only one hand to cover myself… then Kate grabs my other hand and they hold my hands and lead me into the spa. I remember pausing slightly in the moment as I stepped in when my half hard penis was a few inches away from their faces. I step off the seat onto the floor and sit down between them. Both of them were still holding my hands as I sat, and Jenny’s hand ended up on my thigh. Kate is on my right, and I look over at her, and for some reason we just start making out. Jenny is still holding my left hand as I turned towards Kate, and Jenny slides behind me and wraps her arms around me from behind. I feel her full breasts press up against me. Jenny’s hands start rubbing on my chest, and Kate reaches down and starts stroking my dick. I honestly thought I was going to finish as soon as she touched me… But luckily, the immediate urge passed and I was able to keep going. Kate and I continue to make out, and I feel Jenny kissing on the back of my neck. Then, one of the hottest things I’ve ever been a part of happens. Kate is sort of on her knees in front of me (I’m a lot taller than her) and we are kissing passionately, while Jenny kisses my neck. Then, suddenly, Kate’s lips leave mine and find Jenny’s. Kate is still stroking me and I feel Jenny’s hand find her way down there as well. They are now both giving me a hand job while making out, and I reached down and start fingering Kate. Eventually we sort of move positions to where Kate is straddling me and Jenny is on my left side. She kisses me, then kisses Kate and I lean over and suck on Jenny’s nipple. I can see Jenny is also fingering herself. What’s weird is, in the midst of all this, I never touched Jenny’s pussy. I don’t know why, but it felt off limits.

Back to the story. We end up changing positions again, so I am sitting on the seat in the spa, Kate is on my lap facing away from me, and Jenny is sort of off Kate’s shoulder. Kate is rubbing her pussy on my dick, and teasing me. Then I feel Jenny’s hand on my dick, and she guides me into Kate’s pussy. Anybody that has ever tried to have sex in a hot tub knows that somehow you’re submerged in water, but everything feels more dry. Well this was one of the rare occasions, where it didn’t matter. It felt amazing. So, now, I’m fucking Kate, and I can feel Jenny squeezing my balls, and she’s rubbing Kate’s clit with her other hand. I can also see Kate’s hand is rubbing Jenny’s pussy. The visual of that was enough to make me want to finish but I was able to last a little longer. I hear Jenny whimper and I see her start to quiver. That seems to have started a chain reaction because then I feel Kate’s pussy tighten around my dick, and that’s enough to send me over the top… I felt like I was going to pass out and I just sort of rested my head on Kate’s back. Then we all just started giggling. I ended up sitting up on the side of the spa (I guess modesty was out the window at this point) and using my towel to clean myself off. Kate and Jenny used that as their cue to put their bikini’s back on. So, I figured I should probably get dressed too…

We ended up chatting a bit more, but we were all exhausted and Jenny had to get up early for her flight. So, we hugged goodbye. Jenny kissed me on the lips, and then gave Kate a quick open mouth kiss which again made Kate blush a bit (strange how that happens). And she left.

What’s funny is, we didn’t do the typical “lets keep in touch” kinda thing. After the couple days we had had, the uncertainty of the forthcoming pandemic that we were learning more about every day, I feel like we all just sort of needed that.

After Jenny left, Kate and I stayed in the spa for a bit, just cuddling and talking about what had just happened. I ended up fingering her one more time in the spa and we went back to our room.

We stayed a couple more days although the trade show was dead. This was early March and a couple days after we returned home, the NBA shut down and we realized this was a big deal. The world has changed a lot over the last year. The whole Jenny thing was very out of character for both Kate and I. What’s weird is, as much as I loved it, I am not into trying to have other threesomes, and Kate isn’t either. I think it was just three people in the right situation at the right time. I don’t think any of us thought it was the end of the world, but it almost had that “you only live once” kinda vibe.

Anyway, tonight, I got a text from Jenny. I have gotten a few over the last year, just little jokes or things. But tonight’s said “last year at this time, I was booking my trip to (trade show). I sure would like to be back there right now.” I texted back “at least we have our memories”. I showed Kate the text and she just laughed… But about 20 minutes later she took a shower and then came out in her robe and dragged me to the bedroom. I think that text may have set the mood.

Anyway, I’m pretty sure this is the end of the Jenny saga, and a climactic finale it was (by my standards at least). I fully expect nobody to read this, but if you made it this far, congratulations. If nothing else, I’m glad I wrote all this out, so in another ten years I can come back here and read it.

Bravo!
 

Nice to have you back here with another excellent story, Max! Thank you!?:)

Thanks
 

Thank you, I'm glad you enjoyed them.

I actually really enjoyed going back and reading my original stories, and reminiscing. I look forward to some day revisiting these stories when I'm old and gray.

Awesome story
 

Glad to hear. I feel its not over yet...... heopefully you guys can enjoy that again.

Great story. It can possibly lead to other things. Communication with the wife is key.

Possible
 

I have a feeling that is not going to happen, but I guess you never know. My wife and I have talked about things, and we are both on the same page. We aren't looking to become swingers or anything. I think that moment happened sort of as the perfect storm of people in the right situation.

The trade show we all saw each other at went virtual this year. We will see where we all are next year, but other than that I don't really imagine us all running into each other. And to be honest, I don't really even fantasize about other 3 ways, and my wife feels the same.

But, anything could happen... Like I said, you never know....

wow...thanks Max. you're a lucky guy.