So… that happened… Megan’s thread

Okay, bunnies, do I have a story to tell. Client really went all out to give me a very special occasion. First he had me abstain from orgasms for a week. Do you know how HARD that is for me? He didn't mind as I ended up giving him blowjobs. He told me to come to a big hotel downtown on the night in question and 'dress for play'. That means thigh highs, garter belt, bra, panties, and whatever dress I don't mind losing quickly. It also means be prepared for anal play so I made sure I was perfectly presentable in that regard. I had Dianne pick out the items and dress me for sex games with my boyfriend. She chose a vibrant yellow satin with yellow thigh highs. Yellow works so well with my skin tone.

I wore a fairly conservative dress (at least as conservative as I have in my closet) and drove down to the hotel. I was really nervous and excited. I went up to the room he told me directly. (Didn't want to risk anyone who knew me seeing us together). He was waiting there with some wine. The room was one of the nice suites with a great view of the city. After we had a drink, he instructed me to remove my dress and panties and put on my favorite leather wrist cuffs. He dutifully locked them on me, each click sending a thrill through me. We kissed a bit and he led me to the bedroom.

There was a wedge pillow set up on the edge of the bed like we use for doggy style sometimes, covered in a thick towel for cleanliness (the wedge is a pain to wash). it was the lower one so my suspicion that I'd being enjoying anal sex was probably right. A satin blindfold came next and heightened everything for me. My heart was racing. He led me on to the bed and the wedge, then attached ankle cuffs, chaining me to the end feet of the bed. He added a spreader bar that pretty much locked my knees spread wide and my weight on the wedge. Drawing my arms over my head, they attached to chains at the corners of the headboard. The chains had very little slack so I was not going to be moving from this position.

Just listening and breathing in the air of the hotel room, I heard him moving around and enjoyed his cologne and musk. He began to kiss and grope my ass (of which there is plenty to enjoy lol). He smacked it some and then spanked me harder. There was no talking as his firm hand smacked me over and over.

Finally, I had to ask him what was going to happen. I was so wound up and excited, I begged him to tell me or take off the blindfold. That earned me the ball gag, locked on of course. (He had really listened and taken notes on what I really enjoyed).

His fingers introduced lube to my ass, taking his time, lots of it and deep. I loved the feel of his cock probing and then entering me. He fills me so nicely I love taking his cock up my ass. He held my hips firmly and fucked me hard and fast once I was ready. Clearly he was wound up too. Didn't take him five minutes to cum, throbbing in my ass and leaving his deposit. He stayed in until he got soft and slipped out. He lifted my head a little and slipped a satin hood over it.

"Now, the party starts."

I moaned and tried to talk but just heard him leave the room. He talked on his phone but I couldn't really hear what he was saying. A few minutes after that, the hotel room door opened. I didn't hear anything but I could sense other people were there! I was in bondage ass up to the world and he had other people there! I struggled in the bondage but he had me firm. Even yanking as hard as I could, I could not get free which thrilled me more.

There were new smells. Man smells. Then hands on my ass and not Client's. I shivered nervously as the hands were gentle on my red, spanked ass. Then I felt the tip of a cock. Didn't feel a condom. The cock was smaller than Client's so slid into me without much waiting. Like Client, he fucked me fast and hard, cumming quickly. He pulled out and stepped away.

I was shaking, my pussy wet and aching. I wished he'd put a vibrator on me to let me cum. But he had conjured a gang bang for me and I was thrilled.

Next guy was big, maybe more than Client, at least thick. Took longer to take him in and he was much more patient fucking my ass. Client slid his hand in from the side and touched me, setting off my orgasm as the fucking continued.

All told it was four guys in addition to Client, or maybe three if the first guy recovered and went again. Don't know. Client made me cum five times before it was over and my ass was full of cum, the last cock forcing it out on the towel and my ass.

The other men left and Client came back to slowly release me and cuddle. We talked about it. He knew the guys, had STD tests from the last couple days for each. They never saw my face and I never saw them. It was amazing and to thank him I gave him my best blowjob.

Yes, when I went home, Dianne had the duty to service my ass and all that cum, which she was very very happy to do.

Client doesn't know if he could get it to happen again, some stars just aligned, but he's such a great guy for doing that for me.
 
Okay, bunnies, do I have a story to tell. Client really went all out to give me a very special occasion. First he had me abstain from orgasms for a week. Do you know how HARD that is for me? He didn't mind as I ended up giving him blowjobs. He told me to come to a big hotel downtown on the night in question and 'dress for play'. That means thigh highs, garter belt, bra, panties, and whatever dress I don't mind losing quickly. It also means be prepared for anal play so I made sure I was perfectly presentable in that regard. I had Dianne pick out the items and dress me for sex games with my boyfriend. She chose a vibrant yellow satin with yellow thigh highs. Yellow works so well with my skin tone.

I wore a fairly conservative dress (at least as conservative as I have in my closet) and drove down to the hotel. I was really nervous and excited. I went up to the room he told me directly. (Didn't want to risk anyone who knew me seeing us together). He was waiting there with some wine. The room was one of the nice suites with a great view of the city. After we had a drink, he instructed me to remove my dress and panties and put on my favorite leather wrist cuffs. He dutifully locked them on me, each click sending a thrill through me. We kissed a bit and he led me to the bedroom.

There was a wedge pillow set up on the edge of the bed like we use for doggy style sometimes, covered in a thick towel for cleanliness (the wedge is a pain to wash). it was the lower one so my suspicion that I'd being enjoying anal sex was probably right. A satin blindfold came next and heightened everything for me. My heart was racing. He led me on to the bed and the wedge, then attached ankle cuffs, chaining me to the end feet of the bed. He added a spreader bar that pretty much locked my knees spread wide and my weight on the wedge. Drawing my arms over my head, they attached to chains at the corners of the headboard. The chains had very little slack so I was not going to be moving from this position.

Just listening and breathing in the air of the hotel room, I heard him moving around and enjoyed his cologne and musk. He began to kiss and grope my ass (of which there is plenty to enjoy lol). He smacked it some and then spanked me harder. There was no talking as his firm hand smacked me over and over.

Finally, I had to ask him what was going to happen. I was so wound up and excited, I begged him to tell me or take off the blindfold. That earned me the ball gag, locked on of course. (He had really listened and taken notes on what I really enjoyed).

His fingers introduced lube to my ass, taking his time, lots of it and deep. I loved the feel of his cock probing and then entering me. He fills me so nicely I love taking his cock up my ass. He held my hips firmly and fucked me hard and fast once I was ready. Clearly he was wound up too. Didn't take him five minutes to cum, throbbing in my ass and leaving his deposit. He stayed in until he got soft and slipped out. He lifted my head a little and slipped a satin hood over it.

"Now, the party starts."

I moaned and tried to talk but just heard him leave the room. He talked on his phone but I couldn't really hear what he was saying. A few minutes after that, the hotel room door opened. I didn't hear anything but I could sense other people were there! I was in bondage ass up to the world and he had other people there! I struggled in the bondage but he had me firm. Even yanking as hard as I could, I could not get free which thrilled me more.

There were new smells. Man smells. Then hands on my ass and not Client's. I shivered nervously as the hands were gentle on my red, spanked ass. Then I felt the tip of a cock. Didn't feel a condom. The cock was smaller than Client's so slid into me without much waiting. Like Client, he fucked me fast and hard, cumming quickly. He pulled out and stepped away.

I was shaking, my pussy wet and aching. I wished he'd put a vibrator on me to let me cum. But he had conjured a gang bang for me and I was thrilled.

Next guy was big, maybe more than Client, at least thick. Took longer to take him in and he was much more patient fucking my ass. Client slid his hand in from the side and touched me, setting off my orgasm as the fucking continued.

All told it was four guys in addition to Client, or maybe three if the first guy recovered and went again. Don't know. Client made me cum five times before it was over and my ass was full of cum, the last cock forcing it out on the towel and my ass.

The other men left and Client came back to slowly release me and cuddle. We talked about it. He knew the guys, had STD tests from the last couple days for each. They never saw my face and I never saw them. It was amazing and to thank him I gave him my best blowjob.

Yes, when I went home, Dianne had the duty to service my ass and all that cum, which she was very very happy to do.

Client doesn't know if he could get it to happen again, some stars just aligned, but he's such a great guy for doing that for me.
Well, that was a surprise!

It sounds like you had a great time, and I'm happy for you, and your sissy slut who got to clean up all their cum.
 
Maybe his fantasies are just helping you with yours. I'm sure he had a great time at the gang bang.

He knows about your sissy Dianne, right? Does he have any interest in taking her mouth and ass, or is he straight only? Though lots of semi-straight guys would love the chance to fuck a hot sissy slut.
 
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