Monday, October 20, 2025

Hotel date 6

I've had a good number of dates with my sissy slave. Since the last time I shared anything about these we hadn't gone again to a porn shop, but we had a few hotel dates and this was the sixth. Once again she had gone there in the morning to set up and prepare herself, and I went when I could detach myself from work and rush to the hotel with my tight, bulging thong under my jeans...

Room 302

She fetched me from the main door, and we walked to the room. You could tell her she was super horny and beside herself, walking through the corridors. I patted her butt in a blind and safe corner, pushing her dildo in deeper and she gasped. "Careful! That's so big, it barely fits my whorecunt". Yeah, she was full of a dildo in preparation for me. The thing was still a bit smaller than my cock but good enough to loosen her up.


 

I, on the other hand, hadn't even been able to swich to a thong this time so I was completely in my male disguise. To begin with I had her strip for me. To get rid of her ridiculous male disguise and to reveal her sissy slut self to me. Then I had her undress me, as a service. I was so hard.

My slut was wearing a pussy cage, or a chastity device that looked like a pussy. She was leaking and kneeling in front of me. I kneeled in front of her, with my raging hardon poking her cage, to underline her sissiness. That turned her on even more. We kissed long and deep, I was groping her tiny sissy tits and slapping her buttcheeks.


 

She loves being slapped and in general being pushed around. So very submissive. After we had been french kissing and cuddling, her sucking my cock and balls, I told I wanted to get dressed too. So I got my black thong with lace trim, and put on the fresh pair of black thigh-highs I bought just for her to cum on. I had her worship my cock and balls, while I wrapped my stocking legs around her hed to push her head to swallow all of my cock. And I slapped her cheeks gently with my feet, moved them south to fondle her locked clit and gave her tight, shaved balls a few gentle kicks. Kicks are a strong word, they were more like taps but made her gasp in excitement anyway.


 

For a while she was sucking me and riding her biggest dildo. Then she asked if I wanted to try. No explanation was needed. She turned against the bed, presented her cunt to me and let the rubber cock come out... I rubbed my hard cock against her bare cunt... she pushed back and... I pushed my cock in, bareback, and got in balls deep. She had prepared herself nicely, my cock didn't make her howl in pain but pant in pleasure. With my cock inside her she whispered if I knew I was fucking her bare and I answered that I was quite aware of fucking my whore without protection and it was feeling so very good.


I guess it's not too difficult to imagine that I didn't last long fucking her doggy style, with the lingerie show on and knowing how perverted we were. Of course I wasn't fucking her as hard as I'd fuck a woman, considering her tight cunt. All too soon I could tell I was about to cum, and in between panting and moaning I told I'm about to cum inside her cunt and she said "cum inside me, I want your cum" which then took me immediately over the edge and I shot my week's load inside.


That was a leg-shaking orgasm.

After that, when I was calm again and she had licked the slowly leaking remains of cum off my cock, we started giving her an orgasm. I sat on a chair and she started humping her tiny but hard and leaky clit between my stockinged legs, while she recounted something very humiliating and I kept adding to it. It took a while but oh boy, the orgasm she had was also explosive.


For the rest of the date we just took a shower and simply laid on the bed chatting and basking in the post-orgasm glow. Before I left I threw my share of the room's rent on her and left with a hot, long kiss. She gets such a kick out of the whore role. 

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