Bottom Bitch - Sex Stories

Bottom Bitch

... he, the macho man, let out a funny 'ahh ooh' kind of squeek as his climax subsided. Whoa, I steadied myself against the wall as the last of his man cream emptied into my pussy. He pulled it out, ripped off the condom and looked kind of sheepish, shy even. I said "man that was nice, we should do that again. Can you get it up ?" He didn't say anything back, just looked kind of blissed out. Oh Well, I thought to myself. I began to rearrange and clean myself, after a bit, I was ready to get out of the booth. I wrote down his info and then handed him my card (phone and email). I only give it to guys I would mind seeing again. I send out emails notifying "my list", when and where I play. This has made for many memorable almost "Gangbang" nights (well at least 10 partners, if not all at once). He was still a bit stunned at that point and I left. I blew a couple more guys at Fantasy booths and then things died down. From there, I caught the drag show at Embers. Sucked off a tranny chaser in his car in the parking lot across from Embers. After Embers closed, I hit the Paris theater. That was kind of dead too. Although I did give 2 more blowjobs before I called it a night. Fast forward to the next Friday night. I got home from work around 6pm, showered, shaved, enema-d and got dressed. 3 Inch Heels, black nylons, garter belt, pink thong worn over the garter, Black leather mini, Black leather corset, Black sports Bra with Falsies 40C and over that a sheer black see-through blouse plus ...

... on top, a curly long Blonde Bimbo wig. I checked my "Rachel" email before heading out and, lo and behold, an email from Anthony. The email said he wanted to see me tonight with a group of his friends, err, gang. I found this quite odd because he seemed a straight acting, macho dude who would rather be caught dead, than be seen with a gay man or transvestite. So I called him up, he explained that he was in a group, as one part of the initiation rites each of them had to fuck a trannie in front of the others to mentally prepare for them for the possibility of prison. Since Tranny sex would be the only sex they would get in there if they were caught. That sounded reasonable, but still, those type of guys seem hyper-macho and anti-gay. He said in their world, the shame was on the person being penetrated. Okay, but I asked, why me ? Didn't they have a regular "gurl" for these things ? He said "She" was currently doing a 90 day stretch at Inverness Jail. I was still very unsure about it though, we went round and round about it for a while, and finally I got an assurance of complete security, a hard rule of condoms required for all anal and a $500 payment. Still, I was a bit worried, but also rock hard excited. I really get off on gangbang scenes, being used by a group of guys, being banged at both ends gets me off so well. I have had more than my share of gangbang scenes over the years and I always fucking love it. Anyway, he gave me the address and said be there in 2 hours. Good, ...