Friends with benefits

[indym]

Originally Posted by jimmybob69

Just Curious. What part of the country are you in. Northeast??

South

[Sonera]

Originally Posted by rokitman

Handjob FWB

This is a bit of an odd story but the absurdity of the situation just makes me laugh when I think about it. There's no sex involved, only handjobs.

I worked for a small company which has a pretty relaxed corporate environment - there's no strict 9-5, you just work your hours and ensure you can be contacted between 10am-4pm.

I joined a running club which met near my work every Tuesday evening. This meant that I often ended up alone in the office with my colleague, Fiona. My Tuesday evening routine was set pretty quickly. At 5:50 I'd start getting ready to leave (as would Fiona), then at 6pm Fiona would (and probably still does!) leave to get the train to see her mother. I would then go into the supplies cupboard and quickly change before heading out.

One particular Tuesday, I got lost in some work I was doing and didn't realise the time until Fiona announced she was leaving. I said a hurried goodbye and quickly finished up for the day. I grabbed my kit bag from under my desk to get changed and as I was in a rush, I decided to change right there at my desk thinking that the coast was absolutely clear because I knew the office routine.

OF COURSE FIONA HAD TO FORGET SOMETHING THAT DAY! I wish I was making that up - honestly. She NEVER forgot ANYTHING - it was one of her annoying but very useful skills as a colleague!

So in walks Fiona and I'm stood there with my trousers and underwear around my ankles, frozen in horror. We both look at each other and say sorry. I cover myself with my kitbag and she runs to her desk to get her travel card and runs back out, apologising again on the way to the door.

I was probably only 'on show' for a couple of seconds but it felt like an eternity. I felt really bad and worried that she might report what happened. Up to that point we got on well and worked well together. A very professional relationship and nothing more.

I realised everything would be fine over the next few days as she kept it to herself and would just make in-jokes with me in the office, much to the confusion of our colleagues. I was embarrassed, but mainly relieved that nothing was going to come out of the incident. We actually got on better and started talking more about things other than just work.

So a week or two later, Fiona and I are alone again on a Tuesday evening. I start to get ready to finish and she tells me that she's staying later than usual because she's working on a presentation. She then adds "...in case you were thinking of getting your willy out again ".

Dying of embarrassment, but seeing the funny side, I jokingly say "you just want to hang around so you can see it again. You're not fooling me!".

She laughs and says she's going to get a drink and asks if I want anything from the kitchen (I don't). When she gets back I've already changed into my running gear and I'm just packing the last of my things into my kitbag under my desk. She says "awwww, as if you didn't let me catch the show ". I laugh it off and start to head out past her desk. As I get close she says "careful with that thing! I don't want you taking my eye out! ".

The jokes have stepped up a notch and have definitely moved into flirting territory. I'm feeling bold so I stop and just flat out ask her if I should show it to her (again, jokingly!). She looks a bit shocked and I immediately regret it and I can hear our HR managers voice in my head. Luckily, Fiona doesn't react with disgust. Instead she just says "you wouldn't dare!" with a big grin on her face. We have a bit of a back and forth and I end it by just pulling down my lycra shorts

I'll never forget the look on her face as she gasps, giggles and says "I can't believe you just did that...". Gotta admit, I felt pretty vulnerable in those first few seconds. But she within seconds she was giving me the most "business-like" handjob I had ever experienced

What do I mean by business-like? Well imagine someone had given a soft glove to a robot and then programmed it to deliver a fast, perfect stroke - every stroke, until you came. That's what a handjob from Fiona is like She gets this look of concentration on her face and delivers a good, reliable result. Just like she does in her actual job. I don't think I ever lasted longer than 3 minutes in that womans hands - believe me, I tried!

This went on for a couple of months until I moved jobs and it all ended as quickly as it started. Every week we'd end up alone and she'd wait for me to start getting changed. We'd make some idle chat about work or what we were having for dinner and then she'd get to work as soon as my dick was out I'd reach for a tissue from my desk so she'd know I was going to cum soon and she'd take it from me and get it into place. A quick clean up and we'd leave together as if nothing happened. I'd go to meet my club and she'd head to the station.

A weird and wonderful relationship!

Why didn't you try to expand this beyond handjobs?

[mavfan909]

The timeline was a bit tough to track but I read this whole thread. It was awesome! Thanks for all the details.

It made me really think about my neighbors daughter who always use to come over when I was in the garage doing stuff. She was a HS senior so I would never be alone with her but her flirt game was ridiculous. She was about 5’5, blond, pretty, and had a super athletic figure (think tight stomach and muscular legs and ass). Her parents were very wealthy and they had an awesome house with party pool (we lived in a very cold place so having a huge pool and party area was VERY rare). They had parties pretty much 4 days a week during the summer. One night everyone went skinny dipping. My wife and I were both home and could hear 30+ people out there. As a huge voyeur, it took everything in me not to take the dog out in the backyard. Anyway, a couple weeks later her dad and her came to our front door one night. He said he just found out that she had a bunch of people over drinking and everybody got naked in the pool. They were there to apologize. So she says to me that she was sorry if she kept us up and if “I saw her naked”. She sort of grinned and then looked down. I told her and her dad that we didn’t see anything and they didn’t need to apologize to me.

The next day her dad was outside and came over. He basically blamed one of her friends for being the bad apple which led to all of drinking and bad behavior. It was really his daughter but whatever. He then proceeds to ask if I really hadn’t seen anyone naked. I said my wife told me there was zero chance I was going to let the dogs out if HS girls were skinny dipping. Her dad said “well that’s too bad. Some of them have really blossomed”. I thought about that for a long time. He didn’t care if I saw his daughter naked and wanted to know if I was able to see her friends.

I tried not to judge cause it would be really hard to be constantly around your daughters friends, who were all cheerleaders or soccer players and were 15-18 years old, in bikinis or T-shirt’s and no bras. Especially since I would always cut the grass without a shirt on when they were outside in the pool. I was in my 30s and fit and loved when there balls ended up in our yard. They had 3 basketball hoops and a volleyball net in the pool. I was just hoping for some flirting or flashing. The flashing happened a few times when another girl would pull another girls top or bottom down when I was getting their ball and bringing it back. I pretended not to notice which made them try harder the next time.

Anyway, the last real encounter I had was in my garage. It was in early spring and I was getting our bikes ready to ride. I always have all the garage doors open when I am out there. She comes walking in wearing shirt baggy soccer shorts and a T-shirt with no bra. I was sitting on the ground looking up as she talked to me. I looked down and stared at her feet. When you don’t see women’s feet for 6 months it’s the equivalent of seeing a nipple to me. She noticed me staring and she took her foot out of her sandle and put it on my knee. She said “do you like my pedicure? I just got them done”. My eyes went straight from her toes up her calf and thigh. I could see up her shorts and her pink panties. I got super hard. She could see what she was doing. I stood up to get a different tool and she saw my erection and made sure I knew she saw it. She told me that I was a super cool neighbor and thanked me for not telling her dad about the skinny dipping party. Her mom drove by and pulled into their driveway. She then started to walk out of my garage and stopped to tell me that I could come over to swim anytime I wanted. She said especially when my wife was working or was out of town. I was stunned. I watched every step she took walking back to her house. I could see the profile of her breast bouncing since she wasn’t wearing a bra. Her ass cheeks jiggled too. When she got to her moms car, they both waived and she smiled at me.

I never explored it whatsoever but damn that was one of the hottest 15 minutes of my adult years.

[indym]

Originally Posted by mavfan909

The timeline was a bit tough to track but I read this whole thread. It was awesome! Thanks for all the details.

... I never explored it whatsoever but damn that was one of the hottest 15 minutes of my adult years.

I'm glad you enjoyed it. The back story and real-life happenings can get confusing, for sure. I just got back from being up at school, and things are going great. I think you dodged a bullet, though!!!

When I was in my early 30s, I had a good friend who was tight with a few of his neighbors. Two of them had high school-aged daughters, and one had a pool. They always had a pool party going on, or the girls were out of that pool. It was beyond awkward for me. They turned out to be beautiful women, but I would always get out of there as quickly as I could.

[TheXX]

Originally Posted by indym

Sure, it will probably be next week sometime before I am able.

Just read this thread from start to finish, it's brilliant. So happy for you.

Would love to hear more about this story of the "pain and suffering penalty".

Also if you have any photos of L standing up / on the nude beach, that would be amazing. A photo of S would be nice too. Totally supportive of you cropping out faces etc.

[piecenick]

At my age a FWB is one that doesn't have cataracts so they can drive at night.

[indym]

Originally Posted by TheXX

Just read this thread from start to finish, it's brilliant. So happy for you.

Would love to hear more about this story of the "pain and suffering penalty".

Also if you have any photos of L standing up / on the nude beach, that would be amazing. A photo of S would be nice too. Totally supportive of you cropping out faces etc.

I'll post a bit of a catch-up on things over the holidays when I have some time to type. Things certainly escalated with S when they paid the penalty, but nothing exactly like that has happened since. Plenty of nudity and opportunity, but it just didn't happen again... yet. I might be too careful, but I'm not pushing it with either of them.

Another fun thing that has happened----Both L and S like watching football with me. L and I started making bets, with some in-game side bets to keep things interesting. S has gotten into the mix, and while she doesn't get the exact same bet as L (e.g., if I win, I fuck her however and wherever I want. If she wins, I have to edge her as long as I can and do whatever she wants), S has been up for pretty much anything. We found this online truth or dare generator https://naughtygrin.com/sex-on-wheels/15545, and it has been lots of fun! During a particular Monday Night Football game, I think I landed on masturbating in front of them every single time I had to roll. I didn't think I'd like doing that as much as I did. The other housemate semi-caught us, too.

L is becoming a bigger exhibitionist, too. We've traveled a few times recently, and I'll just say that she likes to play with the curtains open. We just got back Tuesday night from a two-night stay, and as soon as we walked in the room, she gave me a look, opened the curtains, and started undressing. We were not in a place that anyone could see, at least I don't think they could, but it was a big turn-on for both of us. If someone could see, they would have had a great view of her up on the bed with her ass up in the air, sucking away while I laid back.

Oh, and sorry... no beach photos that are not recognizable, location-wise.

[indym]

This post is about the punishment/payback L and S received back in August (post #88). The backstory is that L was at school, and we were doing a late-night sexting/facetime where she was under the covers and led me to believe that she had her Lush in and was enjoying herself while I controlled it. I thought it was unusual that she was under the covers, but not enough to question her about it. We played back and forth for a bit until her phone wobbled around, and then S appeared next to her with the sheets pulled up to her neck, too.

Both of them reacted every time I turned the Lush up and down, which turned out to be totally acting! They yanked the covers down and were fully dressed with the Lush sandwiched between them so that they both could feel it vibrate. They were quite proud of fooling me, and I have to give them credit… I was completely worked up even though I never saw anything below their necks.

When we hung up for the night, I tried putting on my best poker face, telling them how disappointed I was in the two of them and how I needed to think about their punishment. The more they reacted to that, the more I poured it on, too. L started txting me as soon as we hung up, asking if I was really mad and what I was going to do. I have no doubt that S was looking right over her shoulder as she txted me, too.

Over the rest of the week, I built up the talk about their "punishment" for what they did to me. It took on a life of its own for a few days, where every call or txt turned to them being sorry and trying to get details about what I had planned… which at that point I had no idea what I would try to get them to do.

One of my friends on here has heard more about this, but I’m really torn at times about pushing the whole S situation. Being naked around S isn’t new, but I still have a fear that things will go bad and L will get mad, or what was mutual at the time will morph into something different (i.e., me making her uncomfortable or a completely different memory of how things went, later on). I don’t want to be posting in the missed opportunities thread later, but I don’t want to mess anything up with L, or S for that matter. Quite a mind-fuck, to be honest… it is like everyone is waiting for one of the others to take charge.

Back to the punishment… I knew S was getting a readout on what I was txting and telling L, so was playing it up quite a bit. I told L how badly I had blue balls after that and how awful it was being home alone without her to help me. It was all silly, but we went back and forth all week about how she would make it up to me and make me feel better. I played up how much I looked forward to that, but I didn’t know how S would make it up to me since she was equally part of the cause. When I txted that, it probably took 5 minutes to get a response back from L, and I honestly thought that I had just screwed up! The wait seemed like hours, and I hoped the response would be “keep dreaming” or something like that, instead of scorched earth! When I finally got an answer, it was “she promises to make it up to you, too,” with a little smiley face blowing a kiss. Being a guy, I went from feeling like I was going to die to cloud nine instantly. So much for learning a lesson, haha.

I kept the teasing up and txted that I didn’t think S could take the same punishment as she could and that I thought she would chicken out. I didn’t have to wait 5 minutes this time. Probably 30 seconds after sending my txt, my screen lit up with an incoming facetime call from L. A complete emotional roller coaster ride… I thought I had fucked up originally, I thought I hit the lottery, and then back to feeling like I fucked up! I don’t remember how many times I let it ring, but it was probably a handful of times before I hit accept. Before I could even say anything, L was talking, and talking trash, about their punishment. I don’t remember the exact exchange word for word, but she would make a comment and then turn her phone to S.

I had probably thought about this at some level, but it just came out while L was pushing me on their punishment. I told them that they cheated me out of 3 orgasms, which got an immediate “3?” reaction until I reminded them that they each faked one, and of course mine. L gave me that squinty-eyed smirk, and S just sort of grinned. I needed to go and left them with this… if they had robbed a bank, they would have to pay back the money, and there would be other penalties included, and I was still thinking about the rest. I really did have to jump on a work call, so my abrupt “got to go” while they were both chattering at me wasn’t a complete lie, but it was a little evil. I think I had 15 missed txt messages from her while I was on my call.

Friday evening seemed to take forever to get here, and the plan was for S to come home with L. Usually, L isn’t home until five or sixish, but they made it there around 4. When I got the txt that they were on their way and early, I was a little torn up over what to do. Act like normal and see how the night/weekend went or go straight to it. When L pulled in the garage, I helped them bring their bags and dirty clothes in, and I decided to just go for it. I’d either get laughed off, or not . I looked at L and asked her why she still had her clothes on and got a look from her that was almost a are you daring me expression. L liked to tease me walking around naked, so it wasn’t all that unusual. I love stripping her and pulling her shirt up and over her head… of course that didn’t go exactly as planned, and once I got the shirt unstuck from her head and her standing there in her bra and jeans, I unclasped her bra and tossed it to the floor. I unbuckled her jeans and plopped her on the couch so I could tug them off by the legs. With her legs in the air, I pulled her panties up and off, tossing them with the rest of her clothes.

S was just a spectator at this point and still standing there until L started to undress her on her own. I did feel a little affirmed that as sexy as I try to strip L, I never quite pull it off in a sexy way… tight jeans always get stuck, panties pull half-off, and a head or arm gets stuck. L undressing S wasn’t any better . L started trying to undress me, and because I’m a lot taller than her, she always takes my shorts and underwear off first… so a super sexy look standing there bottomless with a shirt on .

I didn’t have anything after this planned out and just winged it. I asked L if she had brought her Lush home, and she had. Since they teased me with the Lush, I told her that one of their orgasms needed to be with the Lush. We moved back to our bedroom, and I thought I might need to get some lube, but L was soaking wet. S was just sort of standing there, and I told her to lay on the bed by L, which she sort of awkwardly did. I had L lick her Lush, and then I ran it up and down her slit a few times and inserted it inside her. I took L’s phone, started the Lovense app, and played with the control. I eventually handed it over to S while I slowly tugged it in and out of L’s pussy, until she came, which was pretty fast. L was so creamy and absolutely coated the Lush, too. L was almost shaking when I held the Lush and told her to lick it. Not nervous, like she didn't want to, but it looked her heart was about to explode from her chest she was so worked up.

There was a slightly awkward pause about what would happen next, but L took over She pushed S back on the bed and was in charge, taking the Lush and rubbing it on her slit before slowly feeding it until S’s pussy almost sucked it inside. I used the app, and L tugged/pushed it in and out of S. S must have lasted just a minute or two, from start to finish, before she tightened up and came. I won’t lie… I was a little bummed that they both came so fast and literally thought that we would be done within 20 minutes of them coming home.

I don’t know if any of you can visualize this, but L was up on her knees holding the Lush by the tail like she caught it, with S still on her back recovering. It just sort of came out because of habit, but I asked L if she was going to clean it up… and she popped S’s creamy Lush right into her mouth. That might not seem all that hot to any of you, but I thought my heart was going to pound out of my chest watching L clean up S’s grool. I put the Lush back in L and cranked it to high for about 30 seconds before pulling it out. In hindsight, it seems funny now, but I almost shoved it in S’s face, and she licked it clean.

I was so focused on the two of them, and then I instantly became aware of how hard and excited I was. I got L on her knees and slid into her… and I was over the top sensitive… I was afraid I’d cum too fast, and things would be over. We flipped around, and I honestly lost track of S and what she was doing, other than knowing she was on the bed with us. L rode me for a little bit, and I repeatedly had to have her slow down and completely stop a few times. When she climbed off of me, I could see that she how much she coated me, too. I said something like, "now I need a clean up," and I thought L would go down on me and maybe put on a bit of show for S. Instead, L practically dragged S over and shoved her mouth down onto me. Shove might be too strong, but you get the idea, and S didn't fight it. I leaned back on the bed on my elbows, trying to watch, but there was so much fucking long hair everywhere I couldn’t see anything!!! I could feel licking along my shaft and then a mouth around the head. It was an unbelievable feeling. I had to make them slow down, and then they just completely stopped.

They got off of the bed, and I scooted down to the end, but still sitting on the bed. We both like it when L backs into me (reverse cowgirl) while I’m sitting on the edge of the bed. L started doing that and probably slid up and down my cock ten times or so before she stopped and dismounted. I kind of hoped that they would be back to cleaning my dick up together… instead, L woman handled S to the same position she had been in. Not a fight from S, but she almost acted like she didn’t understand what was happening. I admit I wasn't sure either. I couldn’t really see anything other than the back of S as she very slowly lowered herself down on me while a hand guided me in. S’s legs were shaking so much she could hardly stand as she sunk down on me. No sliding up and down… she just slowly worked her way all the way down my dick, and then I could feel her pulsing and clamp down. It took me a second to realize what had happened. I would have loved to let her sit there for a little while, but as soon as it registered, I felt like I was going to cum at any second. I barely got out of her before I started spraying cum all over the place! Real life… is it a good or a bad thing when you need to run the carpet cleaner after sex?

I’d like to tell you that the three of us play all the time together, but nothing like that has happened since. With a bit of encouragement from a friend on here (you know who you are), I’m going to try and turn things up a little. Things have not been weird for the three of us, but I think they have been waiting on me to make the next move. L and like to talk dirty during sex, and I talk about S cleaning up her creampie, which L REALLY likes. I know I’m being too paranoid, but I’m trying to set up some more fun without ruining things. For Christmas, I bought L some naughty presents, which included two jeweled butt plugs. I got two because I thought she would like the colors, lol, but when I gave them to L, she asked me who the second one was for… and I jokingly told her S. I followed up with that I thought S might be too afraid to use it and laughed. L told me I should ask her . On a side note, L wore her new butt plug to Christmas dinner and drove me crazy by looking at me and wiggling around in her chair!

One of the other fun things I got us is a sex swing. I bought a stand because my ceiling is really high, and I didn’t want to screw an eye bolt into it. Of course, the stand was delayed, but it got here on Tuesday. Nothing like testing out the sex swing in the middle of the family room . We had never used one before but got the hang of it really fast! So far, we both really like it when I just barely enter her and swing her back and forth ever so slightly, teasing her pussy with just the first inch or so of my cock. Of course, we got busted today when her mom popped over, and the swing was still set up in the family room. A hundred questions about is that what I think it is, how you get in it…. The questioning eventually got a loud “MOoooommmmm” from L. I joked with her later and asked if she was going to let her mom and dad borrow her swing, haha. You can imagine the reaction I got

[TheXX]

Thanks for posting! I was going to quote some, but then couldn't decide!

Great move getting two butt plugs and suggesting one for S. Maybe you could suggest that you and L "teach her how to use it"? Then at least she will be naked in your home and it will probably lead to other things.

I guess you are in a dilemma in that it sounds like you maybe want to play around with S a bit more and enjoy the group sex thing but you don't want to risk L getting jealous or feeling like she alone isn't enough in some way? I think you have to take it slow and steady and make sure the interactions with S are fairly occasional and that you are not always the instigator or regularly asking for S to be involved

[nectcouple]

Thanks for the hot update! You are one lucky SOB! Probably the hottest story on here. I can't wait to hear whether or not S tried out the butt plug as suggested. Even though it wasn't bought intentionally for S, L asking who it was for and your quick thinking might have worked out perfectly, especially if S didn't have any gifts under the tree!

As for the swing, have fun with that. Who's idea was it? I know from experience that they can be a real b*tch to get in and out of and it can be a real comedy act.

In fact, one night when my wife and I finished using ours, I went to the bathroom to get a warm wet towel for us to clean with. While in there, I heard my wife yelling for me. I ran back to where she was, only to find her bare-assed naked, half in and half out of the swing. One leg was tangled in the stirrup straps, the opposite arm tangled in some other strap and she was supporting herself upside down on the floor with the other arm! She was stuck and it was one of the funniest things I've ever seen! She had me rolling on the floor as I watched her struggle!

To this day, I wish I had stopped to take photos but I could tell the straps were starting to hurt where they were binding her skin, so of course I helped her untangle herself and get out of it! We still use ours occasionally but I never leave her alone in it! Be careful!

Honestly, our massage table is probably the best sex toy I have ever purchased and its a lot safer! LOL! Have you ever thought about buying one of those?