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.
|