it's been awhile, i'd get a motel room near a tranny club and abs in NoHo. i'd meet guys at the club and after hours at the abs. i'd cruise the blvd late nights, get followed to my room, i stripped to my lingerie and wait in my room in the dark ... then a knock on the door, i peep through the door, guy in his 30's latino, i unlocked the door, i stood there in my lingerie, he said nice, closed the door, said he was horny, i sucked his cock then he took me to the bed, took off his pants and fucked me ... was kind of drunk and didn't last long. laid there, masturbating ... up to that time i done any anon scenes like that. i did it a couple of times more, 2 am blvd cruise in drag, followed my room, open blind, door slightly opened waiting

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About 20 years ago, I hooked up with a guy I met online in an AOL chat room. We met at a local mom n pop hotel. Turns out he was pop's gay brother who was running the place while the owners took some time off. Boy did we have fun - fucking and sucking in empty rooms or rooms that had just been vacated, skinny dipping in hotel pool late at night, and a mini orgy with some guests whom he'd befriended. I was sorry to see him go when his brother returned.

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Damn fulcrum - that sound like fun!

Whenever I drive by one of those motels that looks like rooms are rented by the hour I wonder what might be going on in there....

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It was a lot of fun. The guy temporarily running the place was about 60, I was 30, so we engaged in a few age play fantasies including when he had me dress in a speedo that had been left behind by some guy who was at least a size smaller than me. He then told me to be a good pool boy and go clean the pool. Unbeknownst to me, he had 3 buddies around his age laying out and looking for some entertainment. There was also a m/f couple with a BBW in the pool. I could feel all five sets of eyes following my every move. As I was vacuuming the pool, the couple got out and started drying off. After I finished, I asked if anybody minded if I cooled off; all said ok so I slipped off the speedo and dove into the deep end naked. I surfaced and climbed out and wrapped myself in a towel. The woman asked if I'd come back to their room to see if I could fix the TV. I offered to get dressed first but she said come as I was. I realized this was all a set up when I found the temp mgr naked in the room waiting for us. Soon after the other 3 men joined us. Suffice it to say, I spent the rest of the afternoon servicing all 5 cocks and the BBW's pussy. She loved directing the action by having me submit to her every whim.

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These stories are so hot! I've never hooked up at a hotel, but I've always wanted to host a small sex party in one. Either a small (maybe pnp filled) orgy, or a blowbang with me in the middle. Or hook up with as many guys as I can through Craiglist and have them meet me in the room.

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had been chatting online with a guy who sent me photos of himself and he had a great body and a nice 7'' cock. I sent him some of my photos and liked what he saw. He was really complimentary, even about the chunky platform sandals I wear, which instantly made him okay in my book! He made it clear he really liked cds and that he knew how to use his cock -which really is the bottom line!

We tried to hook up a few times but the timing never seemed to work out. Until late one summer night. I had free time and the next day off and so did he. It was already around midnight when we started messaging. Earlier in the night I had been made up and had my long black wig on, and was dressed in a sleeveless leopard top, black bra, black thong, black thigh highs, long black tight skirt and my favorite big chunky sandals. I had been hanging out checking Craigslist but nothing had worked out and I had showered and was ready for bed. But we had the chance to meet and I wasn't going to miss this! I told him I would meet him wherever he wanted.

We picked a local motel and agreed to meet. I told him I would go and get the room and get dressed there, so he had about an hour.

I arrived at the motel already clean and shaved and I took time doing some heavy slutty makeup. Then I put on the same outfit from earlier and a nice perfume. Then waited for him. I texted him the room number but didn't hear back.

I felt really sexy and wanted to have some fun! I was dressed for cock! By this point I figured he wouldn't show so I took a walk around the motel hoping someone would see me and take interest. As my platforms clumped on the pavement I kept waiting for someone to notice but no one was around. I went back to the room ready to go home. Then finally there was a knock on the door.

I opened the door and there he was. Black t-shirt and jeans and a nice bulge! And he loved the way i looked. He told me he'd been wanting to be with me for a long time. He wanted to take a few photos before we got down to business so I posed for him, grabbing his cock through his jeans, between shots.

Finally i couldn't take it anymore and dropped to my knees in from of him and unzipped his pants. I gently stroked his balls and lick his cock. He was rock hard as I swallowed him. I grabbed his ass and forced his cock to fuck my face. He didn't seem to mind and moaned and grabbed my head to take charge, It was nice and slow, letting his cock glide between my lips, stroking him with my tongue and touching his head to the back of my throat. After a while he couldn't take it and helped me up and led me to the bed.

All of the sudden we were on the bed, in 69 position, going at it! He said he had never 69ed before but loved it. But I'm the sissy cocksucker and I took charge, as i could taste his precum and hear him moaning. I could tell he was ready to cum, so I backed off and he fingered me and lubed me as I stroked my clitty. I wanted to feel his cock inside me but this felt incredible. Finally I lwas on my back and pulled him on top of me, kissing him and said 'fuck me!'

And did he! He started slow and gentle till i could take his cock all the way and then he sped up and took charge. On my back, hard and fast, he fucked me as he held my legs high.

He finally said he was ready to come, pulled out and I quickly took the condom off and swallowed everything he had.

We laid on the bed exhausted for who knows how long. Then we got up and he got dressed. I fixed my makeup so i looked like a properly satisfied whore. He kissed me goodbye and he left. I stayed dressed and made up, got my things together and returned the room key. The guy at the desk kind of recognized me as a guy who checked in a few hours before and now was a satisfied cock sucking tranny. He gave me a smile and asked me to come back again.

When I got back home I figured I was dressed for fun, still ready for more and checked online in case anyone else wanted to play. But it was kind of dead online by that time, so I played with a toy for a while, came , and fell asleep dressed and worn out.

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mskaycd, before the 2008 Recession, I would meet guys (Tops) and a couple of other sissies/cd's for motel dates. The most difficult thing were guys who actually showed up! If I had to put a percentage of "no shows", I'd say that 30% to 40% were "no shows" or made up some last moment excuse for not meeting. Hence, I was stuck with a room. Very disappointing to say the least. So, when I read your story, it was wonderful to hear of your success story.

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doing a blowbang would be soooooooooooo hot!!!

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I have also been in a room and had a guy's come over with the lights off and the door ajar and I was masterbating on the bed and he comes in and starts to rub me and touch me. Run his hand on my silky pantyhose thigh, kiss me then Inwould put his throbbing cock in my mouth and suck him until he exploded in my mouth

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That's hot! i've always wanted to try something like that

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