This is pretty tame compared to a lot of what's posted on this blog, but to me it was crazy and probably the hottest sexual experience I've ever had.
A little about me first. I'm on the smaller side, but more importantly I have some major issues with premature ejaculation that created awful insecurities when I was younger. Those insecurities manifested themselves into a pretty unhealthy size cuckold obsession. Fortunately my senior year of high school I had an amazing girlfriend and the unhealthy side of my fetish sort of faded away along with my insecurities.
Now I'm 20, in college, and have a new girlfriend who's absolutely gorgeous. Seriously the most adorable girl I've ever met, both in looks and personality. She's very sexual and was somewhat disappointed by my issues in bed at first (which is usually the case my first few times with a girl), but we're such a good match for each other and have so much fun that it doesn't really matter. Until this past weekend I hadn't fantasized about her being with anyone else. I had sort of considered myself as having outgrown my cuckold fetish.
Exams were last week so Saturday we went out with some friends, got a little drunk, and ended the night with some skinny dipping. At that point in the night it was just a small group of us, 3 of whom are big dicked guys that I'm not close friends with yet, but have become a part of our group of friends. All the guys got completely naked, but the girls kept their thongs on (we got cheated!).
All of the guys there were actually in decent shape, but this story centers around one of the guys we'll call Dave. He's pretty much got it all going for him. He's tall, good looking, and he's muscular as fuck with abs popping out all over the place. But the attention grabber was when he got naked. Everyone there including the guys were like "holy shit". I can't even begin to describe how ridiculously huge this guy's dick is. Probably in the top 0.01%. I hope for his sake he's not a grower because no girl would be able to fit him.
My girlfriend was completely enthralled by it though. When he pulled it out she made the most glorious and genuine shocked face I've ever seen, and then turned to me and mouthed, "Oh my god!" As he walked over to the pool I don't think she broke eye contact from him once. She's a lip biter when she finds something hot, and she was practically gnawing off her bottom lip.
I was completely caught off guard by her reaction and my cuckold fetish came rushing back to me so fast that my head was practically spinning. I could tell how turned on she was getting and it was driving me crazy. Have you ever seen the way a girl is looking at a guy and thought to yourself, "She's 100% down to fuck that guy." I've never seen a more obvious case of that.
Anyway, we got in the pool and swam around a bit. The girls decided they wanted to do chicken fights, which if you don't know, it's where the girls get on the guys shoulders and then try to topple each other over. Next thing I know she's seated on Dave's shoulders in nothing but a thong, and all I can think about is if he can feel her pussy pressed up against the back of his neck as they squirm around fighting. Also watching his shoulders flex under her bare butt was very erotic, and I wondered if she was turned on feeling his muscles like that.
After they stopped my gf put her arm around Dave and clung to him to hold her head above water. At one point she clung to his back like a piggy back ride with her boobs pressed against him and that was really hot to me.
There was definitely some mild flirting between them while they were hanging out, but there was only one point where they had any sort of sexual contact. When she grabbed onto his shoulder he reached an arm around her side, pulled her in front of him, and hugged her to hold her up. There was no possible place for her butt to be other than pressed right up against his cock at that point, which blew my mind. I'm not sure if it was too much sexual contact around everyone and made them uncomfortable or something, but it only lasted a few seconds before he let go of her and she went back to holding onto his shoulder instead.
Anyway, she swam over to me after a bit and asked if I wanted to go and that pretty much ended the night. The whole skinny dipping thing didn't last very long. We live in Florida so it's fairly warm still, but still too cool at night to spend too much time out there.
When we got home is when the real excitement happened. We were both horny as hell and the instant we got in the door she practically jumped me. We went straight to her room and tore each others clothes off. We usually use toys for sex (because of my premature issues), but she didn't pull out one of her usual toys. Instead she pulled out this dildo that's this suction thing with "balls" on it that's the biggest dildo she has (I had never actually used it with her before). She wanted me to use it on her doggy style and there was literally no foreplay at all, but I felt her before I put it in and never in my life have I felt her so soaking wet.
It was pretty obvious to me that she might be fantasizing about Dave (hence the big dildo) and I got an idea for what I was going to do. I started fucking her with it and I didn't dirty talk or say anything at all so that I wouldn't interrupt the fantasy she was having, and I guess it was working. She reached her first orgasm really quickly and it was really powerful, and more followed faster than has happened before. The fact that she was going so crazy while I stayed completely silent and did nothing special sort of confirmed to me that she was fantasizing about something else. Plus she kept her eyes shut the entire time.
I tried to imagine what she'd fantasize about Dave doing to her, so I started grabbing her by the hair as I fucked her, or by the hips and pulling her back on the dildo. It drove her absolutely insane. I let my free hand roam over her body, or spank her, and at one point I even wrapped it around in front of her and grabbed her by the neck. I have never seen her have orgasms that intense or in such rapid succession. It was the hottest sexual experience I've ever had by far. She was in so much ecstasy that her cum was literally coming out around the sides of the dildo and running down her thighs she was so wet.
The cuckold in me was coming out in full force and I was losing my mind too. Despite all the orgasms, I refused to stop unless she asked me to. I wasn't sure how she was handling it because I was fucking the hell out of her with that thing, and it's pretty damn big, but she definitely wasn't complaining. We went on for way longer than we normally do until she finally asked me to cum between the hottest, most labored moans of her own orgasm. With the dildo still in her I put my dick between her butt cheeks and ground against her for a few moments before I absolutely exploded up her back.
We collapsed on the bed and she snuggled up to me. We were a mess of cum and sweat together, but we didn't care. She was so cum drunk that she couldn't stop giggling, which is so fucking adorable and I couldn't stop giggling with her. She has these little after shock orgasms/spasms after she has really good sex, and every time it happened we'd have another giggle fit. It was amazing.
That's pretty much the end of the hot stuff. I decided to call her out on the fact that she was fantasizing about Dave. All I said was, "You were fantasizing about him weren't you." There was a pause while she processed what I said and then her head jerked up, wide eyed, and she said, "No I wasn't!" so suddenly that it startled both of us. Her facial expression and reaction was so funny that I burst out laughing. She's self aware enough to know how obvious she was, so she just buried her face in her pillow out of embarrassment which only made me laugh harder. It was kind of adorable.
After we calmed down we had a little talk about how I didn't care if she had fantasized about him. I knew she was doing it from the start and it didn't bother me. I said that if it made sex that good that I hoped she'd do it more.
We also talked about them getting frisky/flirty in the pool. I tried to let her know that seeing them be that way together was actually hot to me, but I'm not sure she really got it.
Unfortunately I think that's where this ends. She hasn't brought it up or seem interested in fantasizing about it again. A part of me hoped that we might live out some more fantasies or roleplay. This experience made me realize that I don't think I'd actually have a problem exploring this fetish for real, but at the same time we've been really happy the way things are.
At the very least I learned that my girlfriend's either super turned on by big dicked guys, or super turned on by just the big cocks (or both). Either way that's really hot to me and something I'm going to fantasize about for a while.