This is a true story from a few years back regarding a particularly adventurous night I had with my girlfriend at the time, Alison. It's without a doubt the kinkiest situation I've ever taken part in, and I thought it would be worth sharing here.
Whenever I go a few weeks without sex, and a few days without masturbating, it can lead my brain to end up in a very horny and perverted state. This night in question ended up being a result from one of those such instances. As best as I can remember, it all started while I was at work, but with me hopelessly lost in the various sexual fantasies running through my head. I was sitting at my desk, staring blankly ahead at my computer, but I couldn't stop thinking about Alison. In situations like this, I would start daydreaming about all sorts of ridiculous sexual scenarios involving Alison and me, but my horny brain would try to justify them as somehow plausible. In this instance, I was focused on something specific Alison had mentioned to me a few months prior, that until then I hadn't given the attention it rightfully deserved.
Alison and I had been dating for roughly a year and a half at this point. I was a pretty typical 26 year old guy, while she was 25 and awesome. Describing her in one word was easy, she was the definition of cute. She was on the smaller side, but not ridiculously petite. She was probably 5'3" and 120 lbs. She had shortish natural blonde hair that came down to just above her shoulders, and an extremely cute face. She wasn't very curvy, as her boobs were just B cups, but she did keep herself in decent shape. She did have a little bit of pudge, but I felt that only enhanced her cuteness. She also had the sweetest personality and was just an extremely nice person. You add it all up and she was the perfect girl-next-door type that I had always found extremely sexy.
Alison was also a lot of fun when it came to sex. I didn't think of her at the time as super kinky, but she did have a little naughty streak. Sometimes for no reason, she would flash me when we were out in public. It would only ever be for my eyes, but she might pull down her dress quickly to reveal a nipple before immediately covering back up. In terms of sex, she was usually willing to give most things a try. We had even had anal sex a couple of times, and while I got the sense it wasn't her favorite, she still suggested it as something adventurous for us to try.
One thing she wasn't a fan of though was getting her ass licked, which was too bad because I found it so appealing. Sometimes she would be on all fours and I would have a chance to admire her ass crack, and it was gorgeous. She would have a few scattered blonde hairs around her asshole that would feel so good touching my nose as I hovered my face in there. She was convinced though that licking an asshole was just too inherently gross that no one should ever subject themselves to that. And it didn't matter how many times I tried to tell her that I was willing to do it so badly, she never could get past her own grossness factor. Normally, if a girl told me she wasn't into some aspect of sex, I'd have no problem completely respecting that, but I definitely struggled with this. It was probably because her reasoning seemed like she was trying to needlessly protect me, but either way, I definitely asked her way too many times, but every time I would get denied.
Anyway, back to my sexual daydreaming at work... A few months prior, Alison and I had been discussing some of our own sexual fantasies. During this talk, she had mentioned that she had always had what she referred to as an "intruder fantasy". Obviously, when I heard this, I had to ask for more details.
She went on to explain that as crazy as it sounds, she found the idea of a guy breaking into her bedroom and "having his way with her" (her exact words) to be a huge turn on. She clarified that she didn't want to actually get raped for real, but that it was simply the make-believe fantasy that she found appealing. Alison then added that in her fantasy, the guy breaking in would have to be really good looking. She loved the idea that it would be a guy who was very capable of finding other girls who would willingly have sex with him, but that he was so unsatisfied, that he would be willing to go so far as to commit a crime to have sex with her instead.
At the time, I definitely remember thinking it was unbelievably hot that Alison had such a kinky fantasy. Now normally, if a girl I was dating described a fantasy of hers to me, my first instinct would've been to make it happen, no matter what it was. The sooner the better too! But in this case, for whatever reason, I didn't even consider this was something we could actually attempt. There was no doubt I was hugely turned on by her fantasy, but I must've just thought it was such an unrealistic and unobtainable scenario, that I didn't even consider it in that way.
Fast forward to my day of extreme horniness while at work. Not only did the thought of Alison's fantasy cross my mind, but it was literally all I could think about. It was basically a perverted epiphany. I'm thinking to myself, "Holy shit, Alison has a fantasy about getting pretend-raped, and I NEED to make this happen. How do I make this happen?"
In about an hour, I went from never having considered this fantasy in real life, to being completely obsessed with pulling it off. I quickly realized that if we're ever going to do this fantasy justice, it pretty much has to involve another guy. I've never been much of an actor, so trying to pull off some purely role play scenario involving just the two of us almost certainly would've been a huge letdown. It might've been high in comedic value, but it would've been very low on the sexiness scale. So in order to make this work, I was forced to ask myself one key question: Could I really handle seeing Alison with another guy?
Again, it doesn't seem to matter what the scenario is, it won't be any match for my horny state of mind. I find myself thinking, not only could I handle watching Alison fuck some other guy, but it sounds downright amazing. Part of the appeal is in the idea that the two of us, mystery guy and me, would be acting as a team working together to enjoy Alison as much as possible. Supposedly it would be her fantasy, but how could it not be ours as well? I start to just love this idea. There are still so many potential details to work out, but I decide right then and there in my office that I need to at least bring this scenario up with Alison and see what she thinks.
I got home that evening before Alison, and normally if I was this horny, I wouldn't think twice about jerking off to relieve the build-up. In this case though, I was worried that if I came and cleared my head, I'd immediately lose interest and no longer have this urgent need to talk to her about the fantasy. I'd probably end up convincing myself that it could wait, and who knows, later on I might just chicken out completely. I didn't want that to happen, so I couldn't possibly let myself cum until after I had gotten the courage up to tell her.
By the time Alison got home, I had dinner for the two of us ready so we immediately sat down to eat in front of the tv, like we normally would. A few minutes in and I start the conversation with, "So I've been unbelievably horny today."
Alison quickly responds apologetically, "I know we're overdue for sex. I'm sorry, I've just been so swamped lately."
"No, no, I'm not complaining about that at all.", I try to assure her. "I know you've had to work way later than you normally do these last few weeks. It's totally fine."
I decide to just jump right in. "Listen, I know this is so random, but I was thinking a ton about the intruder fantasy you had mentioned awhile back."
With this, Alison just kind of laughs and goes, "Oh really? What brought that up?"
I tell her I don't know what initially made me think of it, but that once I did, I starting obsessing over the idea that we should try and make it happen.
Alison interjects, "You know I said it wasn't a real fantasy, I just like the idea of it, so it's not something I would even want to happen."