So one time in high school when I was 18, I was invited out with an old friend to go to her house and hang out with a few other friends and go swimming in her pool. Now, this friend, I never really had a “crush” on her, pur se, but I’d be lying if I said I hadn’t had dirty thoughts about her. She was about 5’7″, with a nice ass and a very alluring pair of tits.
So back to the story, turned out everyone else invited to her house had to cancel out for one reason or another, so it ended up just being me and her, and we were literally by ourselves since her family was gone for the weekend. We didn’t really have a plan for anything else to do, and since nobody else showed up, we said “screw it” and just decided to go swimming.
We got outside, and went to go change. She went around the corner of the house while I stayed there, and while I was changing I couldn’t stop thinking about the fact that she was around the corner at this minute, with her gorgeous tits hanging loose, bouncing freely as she gets changed. I pushed the thought away because I knew nothing would happen. Eventually she came back out and we got into the pool.
Now, at this point it was kinda hard to keep my eyes off her boobs. I knew she had decently sized boobs before now, but I never saw this much skin of her’s before, and seeing her all wet in her light blue bikini got me… Excited, to say the least. I did my best to stay immersed in the water lest she see my erect dick poking through my trunks.
After an hour or so of swimming around, and doing a bit of flirting back and forth, we headed inside to dry off. It was around this time the flirting got a bit heavier. As we were drying off she used her towel to “dry off” my crotch area a few times, laughing each time. I laughed along too despite my embarrassment.
Finally she tells me she’s going to go shower, and so I decided to wait while she did that. After a minute, I hear the shower turn on, but she suddenly she pops back in the room I was in, asking if I could help her with something. I followed her into the bathroom, and from there, she locked the door behind me, and turned around smiling.
I was red in the face, feeling a bit embarrassed to begin with, but I couldn’t have imagined what would happen next even in my dreams.
She slowly reaches behind her back, tugs the strings holding her bikini on, and begins to peel off her bikini top. In what felt like ages, her breasts are finally revealed, and honestly, my words can’t do justice to how beautiful these things were. They were big, sexy probably DD-cup boobs with dark, somewhat large areolas that hung down in front of her, her nipples erect in front.
“Wanna take a shower?” she asked.
With little to no hesitation I hopped right in. She then turned around, beginning to pull off her bottoms, flashing her ass in my direction, revealing her clean shaved, puffy little pussy behind her. She came over to me in the shower, got down on her knees, and position her hands on the waistband of my trunks.
“Mind if I…”
I shook my head, no.
She pulled down my shorts, and my somehow still flacid dick bounced out of my shorts (nerves, I suppose). She smiled, looking up at me, and then back down. She picked up my dick with her tongue, and placed it in her mouth, beginning to suck away. It wasn’t long before I was fully erect again. It was really a lot to take in. Her amazing body, jiggling tits, my dick being pleasured like I had never felt before. It was just amazing.
After a few minutes of sucking, she stood up. I was really able to admire her gorgeous boobs now. I grabbed them, felt them, bounced them around a bit (as she giggled, clearly realizing I was enjoying her boobs more than she expected) and wrapped my lips around her right nipple, continuing to play with her left breast in my hand. Eventually I let go and said the first real sentence in all of this time. “Let me fuck your tits”
I don’t think she understood at first, but she figured it out after a few seconds. She got back down on her knees, this time placing my dick between her breasts, pushing them together, and then rubbing up and down. The feeling of her soft, jiggly boobies almost made me cum as soon as she started but I managed to push through.
Afterwards, I figured it was her turn for some pleasure, so I grabbed her from behind, held her close to me, and began rubbing between her legs, slowly teasing her pussy before making my way in further with my finger. I slowly massaged her clit, and her pleasured moans kept me rock hard. After a few minutes of this I finally heard her whisper,
“Put it in me”
She didn’t have to ask twice. She repositioned herself to be leaning forward, bent over, ready to be fucked from behind. I gave her pussy a quick rub with my hand again, before teasing the tip of my cock up and down the edge, and finally sticking it in.
I was only able to pump away for about a minute before the excited excitement of the whole situation, and the pleasure caught up to me. Thankfully I caught myself and let her know, “I’m about to cum.” With no hesitation, she spun around, got back on her knees, and lifted up her tits in each hand, indicating where she wanted me to finish. I jerked myself off for a few more seconds before releasing my load all over her soft tits. I felt in a bit of a daze for a few seconds, questioning whether all of that really just happened.
We cleaned up, got out, dried off, and as I was about to get my shorts back on she suggested we stay naked a little while longer. I wasn’t gonna say no to that, so we ended up cuddling up naked on her bed, watching some stupid show on the small TV in her bedroom. I realized her true intentions a little later when she slowly maneuvered her hand down to my dick and began rubbing it. I think she wasn’t completely done from earlier (which is fair, I wasn’t exactly an endurance champion), so I obliged and started rubbing her pussy again, this time getting a little more feel for what was and wasn’t working. Turns out she also very much enjoyed getting her nipples sucked and played with. Eventually I made her orgasm a couple times, and I was fully erect again, so she hopped on me in cowgirl position. This was actually event better than the first time since I got to watch her soft tits bounce as she rode me.
When I finally got close, I once again let her know, and this time she wrapped her lips around my cock, and began sucking until I finally finished in her mouth (albeit a smaller load than the first time). Satisfied, we went back to watching TV, though I didn’t really catch anything because I was still busy admiring her body and occasionally rubbing my fingers back and forth and around her nipples.
We hooked up a few more times in the future, but eventually stopped when she got a boyfriend. But I’ll always cherish that as one of the sexiest experiences I’ve ever had.
Source: reddit.com/r/gonewildstories/comments/imh3m8/my_first_time_fucking_a_longtime_friend_of_mine
I have a feeling that she didn’t invite anyone else to the swim party so she could make this happen.