So...I've always been a straight man, and even to this day I'm not attracted to guys (just cock). But, around a year ago me and my girlfriend were both pretty drunk after a night out and we were getting a little kinky. After around 15 minutes of fucking, she had already came a few times, but I have a hard time getting off when I'm drunk. Like, I can easily go for over an hour before I cum. So, she's in a legs up missionary (which I love feet in my face, especially hers, they're sooo sexy) and she asks me to cum on her face. I pull out and move up to where my legs are straddling her chest, basically in a position for me to ride her if she was pegging me. And...I'm jerking off above her face for prob a minute and a half, and she's trying to help me, but I was just trying so hard to focus on cumming. She's rubbing her hands all over my legs and ass. Then she spits on her finger and starts rubbing my hole. I told her that I didn't like it, but she insisted that I relax and let her try it. I trust her, plus I was drunk, so I gave her the go ahead. She eased a finger in (the first thing that's ever been in my ass), and started jerking my dick. I was still on top of her btw, my cock pointed at her face. Anyway, I couldn't really feel what she was doing, except for when she was rubbing my prostate. Every time she hit that button, I would feel it pulse in the head of my dick. Let me tell you...it wasn't 30 seconds of her doing that and I came harder than I ever have before. I mean, ropes of cum all over her face and in her hair. We didn't talk about much after that night, but I still think about it all the time.

Fast forward a few months and she was out of town, and I was horny. I had time and wanted to try out anal again, so I looked up how to videos (how to clean, the right positions...). This sent me down a spiral of anal instruction videos that turned into hypnosis, cock worship, joi, cei, etc... So I cleaned my ass according to an instructional site, grabbed some coconut oil that we use during sex sometimes, and just started massaging my hole. With sissy hypno playing in the background, I slowly slipped a finger in. And then another, and then a third! I was so entranced by the porn I was watching that I was saying things like "yes, mistress I love that big cock". I honestly forgot that I even had a dick. I mean, I couldn't make myself cum from just anal, but it still felt so good acting like a sissy and stretching my hole open. I was dripping so much precum, and even licking up some of it. With a little bit of help from stroking, I blew a giant load all over myself.

After that, I was set on having an anal orgasm. I ordered two different dildos, a butt plug set, some lube, and a lube launcher. I set it to be delivered on a day that she was going to be gone. I was so excited when it came. I cleaned out my ass with the lube launcher, filled my ass with lube, and plugged it with the medium-sized buttplug. I put on my favorite hypno, a half hour long instructional that starts out with some cocksucking, and ends with anal pounding. And of course the number one rule...no touching my cock. I stuck both dildos to the dresser at face height with me on my knees, and started to just admire them. Both are realistic and veiny, however only one of them has a set of balls, the smaller one. The big one is seven inches and the small one is five. I begin sucking on the small one, treating it like a real cock. Then the video tells me to take it all the way. Without hesitation, I try and take it down my throat. It hit the back and I gagged. It took a few tries, but I finally got it to slide down my throat. I was completely naked, with spit dripping down my chin onto my chest. I felt so slutty. I took the small one, placed it on the floor, and took out my plug. A little lube came out with it. I eased the tip of the dildo in and started to ride it. I just now noticed that my cock was ROCK hard. With the small dildo in my ass, I focus on taking the big one down my throat. It took some practice, but I eventually got it in. Mind you, I'm about 45 minutes into this session by now. After I take this seven inch down my throat for a little bit, I decide to switch their places. I pull the little one out of my ass, get it off the floor and lay down with both dildos on my bed. I've got the hypno on in the background, but it's not needed at this point. While lying on my back, I place the small dildo in my mouth, and ease the large one in my ass. I lift my legs up and start really fucking my ass, but I couldn't hit the right spot. So, I put the big dildo on the floor and start riding again. The only thing keeping the small one in my mouth was me sucking on it. This position really worked. I could feel it gliding against my prostate. A feeling of submission washed over me. I was riding on a seven inch, realistic dildo. WHAT A SLUT! I leaned back onto my hands, and started riding harder, pointing the cock at my prostate. Then I started to cum. It lasted what seemed like 30-40 seconds. My hard cock flopping against my stomach, squirting ropes of cum in every direction. I've never lost control of myself like that. Like, my legs were shaking uncontrollably, they felt like jelly. Pure Bliss.

I still haven't told my girl of my new fantasies, and I don't know if I will. But, I really do want her in control of those dildos. I even have some panties and a skirt in an amazon cart, but I haven't had a chance to order them yet. Maybe one day I'll get the courage to tell her.