A Bit of Grey 2

So, another story about Grey. I got a lot of good comments from the last one, and some emails asking about other personal experiences. Well, if there is one thing I like, it's telling stories about sex, and some of my favorites are the ones I am in - those are real and most are my most treasured memories, so it works out well. The last story I told about the first time I fucked a girl up her butt. This time, I'll tell about me taking it up the ass from a girl. This story is not about my first time, that's a different story. This is just the best time.

This story begins in college - as most of my stories do since I am not long from college and didn't get much in before starting at the university. This was a very informal relationship. Her name, for the purpose of this story, was Kim; we were completely and totally booty calls. She had a boyfriend, or something like that, in some other college, or something. Didn't matter. She had a totally hot roommate, too - Liz - who knew we were only booty calls. Kim and I were in a few classes together and worked on some projects together, so we hung out often and I was always over her place because I was in a crappy dorm and she had an apartment.

Liz and I are both shameless flirts, so every time I was over, we ere saying absolutely ridiculous things to each other. We had a running game of chicken going for a while. I'd be walking around in my boxers, and she'd say I should put some pants on before she ripped off my underwear and did me on the floor. I, of course, would then offer to make it easier on her and take my boxers off. This is where chicken started - she began to teasingly tell me to do so, and then I would teasingly reach for them.

One time she immediately left the room. The next time she just gave me an expecting look, and I left. The next time however, I yanked them right down, and she fled. The next time (notice how often we played this game - I purposely walked around that place in underwear just to initiate it) she stood her ground and just checked out the equipment. After getting a look at my rear, she used one of the lines I often said to her back at me "Mmmm, I'd like to fuck that ass." (See? Shameless flirts, we were!)

I bent over a little, gave a wiggle, and said she was welcome to it. She gave me a playful spank and left the room. I always knew she wasn't serious about doing me on the floor, but I never expected us to get that far. And now I was winning.

The next week, I was out with Kim having dinner. Like I said, we hung out, but there was absolutely no relationship - just friends with benefits. And that worked very well for us. Anyway, Kim told me that Liz told her about the flashing, and I merely grinned. Apparently Liz kept bringing it up and asking about me and anal. Now Kim was in no way into anal penetration and didn't much like touching me back there, but she knew what I liked. I'm not shy about that and told Kim from the beginning what I liked. And she was not shy about sharing that info with Liz. She hit me with a big one, then. "I think Liz does want to fuck you up the ass. She just keeps talking about it."

Surreal, to say the least, but I knew Liz and Kim were very open about sex with each other - they had been friends and roommates for a few years, and were never shy about saying "Don't be around tonight, I'm having a guy over." One of my crowning achievements at this point had been getting the two drunk enough to grind all over each other and make out for a while at a party. I had been trying to get the full threesome, but had not succeeded. Usually they just shrugged and said "Nah" - like they were teasing me with it. Like they were not actually against it, they just did not want to give in to me and do it.

I asked Kim about how she felt about that. She shrugged. "You ain't my boyfriend. Do what you want." She knew I would definitely tell Liz I was in if Liz was serious.

Kim and I ended up going to a party later that night, having just finished a decent chunk of a report we were working on - why we were having dinner together in the first place: finishing touches on our project. Being the celebration it was for completing our work, we both got pretty drunk - shots, it's always shots; nothing less gets me sloshed like that. Liz was there with us, but not nearly as trashed as the two of us, just a bit buzzed. I was shooting with both of them, and they only did one or two together - and when they did shots together, I needed to do two shows. So, I doubled both of their totals. Sloshed!

The three of us walked back to their apartment, which was no short walk. When we left, Liz was support both me and Kim, which is quite the feat, cause I'm not a small guy. By the time we got there, I was able to walk on my own - not straight, but upright - and support Kim. God, she was trying to sing some damned song - she was trashed; it sounded horrible!

At the time, I had figured I was just taking them home and then walking back to my dorm - but Kim told me it was important that I stay and keep celebrating, so I did. We stayed up another few hours; we ordered a pizza and decided to play some drinking game to a movie. Kim and I were drinking White Russians I think, so nothing too strong, and it allowed us to sober some more but maintain a buzz.

Somehow the game morphed into a stripping, kissing, drinking game - I do that. Everything becomes a stripping and/or drinking game when I'm around. I have no clue what movie it was, none at all. It was basically soft-core porn, but it was a real movie you could go and rent from a store. Not that I watched much of it. We had a rule like, when the main guy took off an article of clothing, so did I. But, unlike him, I never put it back on. When the blond chick took something off, Kim stripped, when the brunette did, Liz did. And if the blonde kissed or slept with the guy, Kim and I kissed for the duration; Liz and I did if the brunette did, and if anyone else kissed someone else, Kim and Liz did. I must have come with these rules - that is totally a Grey rule to invent. I have a thing for chicks making out.

Liz and I ended up naked and Kim was in her bra. She chose to take her bottoms off first, which I just never understood, but whatever. And for some reason, I was flat-out making out with Liz - it was a prolonged sex scene between main guy and brunette - and her boobs where pressing into my chest and I was feeling a little turned on. And then I feel a hand on my cock, which makes me jump a little and gets me way excited. I then feel a mouth on my cock. Funny thing was, I could tell that the hand and the mouth did not belong to the same person; Kim's was the only mouth that had been unoccupied until that moment, so you can easily tell who was doing what.

The movie kind of escaped us at that point; Kim was supposed to tell us when to stop kissing, but she wasn't watching it anymore, so Liz and I kept going, and I started to feel up her breasts while Kim was going down on me, and Liz was jacking me off in time with Kim's bobbing head. I was, of course, in utter bliss, and did not want to do anything afraid they realize what was going on and stop it. A stupid notion - obviously they knew what was going on, but surely you understand what I mean.

Eventually, I remember Kim crawling into my lap and mounting me; Liz removed her hand, but continued to make out with me for a while as Kim bounced up and down on my cock. Then Liz turned and kissed Kim, feeling each other up and really making out. That was awesome; I have a thing for chicks feeling each other up, too. Okay, I have a 'lesbian' fixation. So do a lot of guys. I'm just typical like that.

Soon after that, though, Liz just got up and left. I was a little disappointed, but hey, I still had Kim with me. We must have switched positions soon after she left, because Kim was on her knees, bent over the couch, and I was behind her. And then I felt someone moving behind me.

Considering the point of this story and what had happened thus far, I'm sure you can guess who it was and what she was doing. Liz had gone in to her bedroom, put on her strap-on, lubed it up, and come back out. She was running her fingers through my ass crack, applying some lube there, bless her heart. I was loving it. Kim and Liz were giggling at the noises I was making, and I was sure that those two had planned this out. Maybe not everything, but they had planned part of this.

We tried doing it that way with Liz fucking my ass with the strap-on while I fucked Kim from behind over the couch, but it just wasn't working. A little too drunk, I guess, cause we could not get a rhythm and things just kept popping out. It was amazing while it lasted, sure enough, but that was not long.

We ended up moving to Liz's room - Liz had the bigger bedroom with the bigger bed because Kim got the parking spot. Never mind - not important. I ended up on my back on the bed with my ass and legs in the air while Liz stood at the edge of the bed, pounding away with her strap-on. Kim started by holding my legs back and sitting on my face so I could lick her clit. She was really turned on I think from watching Liz fuck me, but she had no desire to do it herself (Liz offered to let her try it).

After a while, Kim leaned down so that we were 69ing and started sucking me off again while Liz was fucking me. I came pretty quick after she started sucking - I was way turned on - but neither stopped, so I got hard again pretty quick, and we just kept going until I came for a second time in Kim's mouth.

We finished with Liz reclining against Kim who was reclining against the head board and I was going down on Liz until she had a great cum. I had a great view on the two of them, looking very sleepy and relaxed and content, cuddled up together, Kim's hands gently caressing Liz's body. I have a thing for girls cuddling like that, too, by the way. In case you hadn't figured that out.

Kim and I ended up going back to her room and falling right to sleep. No awkwardness the next day; I was glad for that. Liz frenched me first thing when I came out to the living room to fetch my cloths - she was already up; Kim and I had spent some time fooling around a bit that morning. She thanked me, and I thanked her, and that was that.

We never had a threesome again, sadly, despite all of us having had a good time and my best efforts. They just kept up there little teasing "Nah, we don't want to right now."

Liz and I did hook up for a few more strap-on sessions, but it was not regular. It was kind of like an unspoken thing that I was Kim's toy, so Liz and I were wary of playing together much. Then she got a boyfriend and we didn't anymore.

And then Kim got dumped her long-distance boyfriend, so we stopped having sex. Funny, that, huh? Well, since she was no longer attached, she started trying to get a real boyfriend, and I was not that, so I was no longer needed. We still hooked up every so often when one of us got drunk, and horny, and desperate, but it was only a handful of times across several semesters, so not much.

And that is my story. I must admit, it has been difficult to find women who want to wear a strap-on and fuck a guy up the ass. I know there are plenty out there. I know that, were I specifically seeking it out, I could probably find plenty of willing ladies, but it would see that the ones I run into casually aren't so much into it. I guess there is no inherit pleasure for the ladies to do so, so unless the act itself excites them, there's not much reason to do it. Ah well.