The taste of his cum still fresh in my mouth I put on my polo shirt and trousers, feeling the thong and bra under my clothes was strange, stranger more was the butt plug in my ass and the clamps on my nipples. As we prepared to walk out the room Peter ran his hand over my ass, telling me how hot it was knowing what I had on underneath.
As we walked and headed out to his car we chatted as if nothing was going on or had happened, was ideal chit chat about nothing in particular. We ended up at a small Italian place, sitting in a quiet corner we ordered dinner and talked about work, hobbies etc, just 2 normal guys eating out to all who looked, however every so often Peter would provide a little reality check saying, Fuck it is so hot knowing you are in a thong and bra with a plug in your cunt, how those clamped nipples feeling, was such fun giving you that enema, you a sissy body, and comments like that.
As we walked back to the car, Peter joked, well since I bought your sissy ass dinner what you going do for me. I smiled back..mmmmm have to see now.
He opened the car door for me before heading around and getting in. I ran my hand over his thigh, thanks for a nice dinner I said, we chatted and drove back to the hotel and returned to the room.
Peter excused himself as soon as we got in and went to pee. I figured I would surprise him and took off my trainers, socks, polo and trousers, and had just put my now dry wig back on and was brushing it when he walked out of the bathroom.
Wow, eager sissy huh, as he stepped towards me, I put the brush down and turned to face him, just as he slipped his arms around my waist pulling me close, his hands caressing my ass checks as I leant forward to kiss him, my mouth slightly open, he slid his tongue into my waiting mouth. It was wet and sloppy and full of passion, his hands massaging my checks and knocking against the plug in my ass sending shivers through me. Finally, he released me and stepped back.
P- Very nice Sophie he said with a smile, you feeling more comfortable.
S- Slightly blushing, Yes, I am feeling a lot more comfortable and relaxed.
P- Good to see you are letting your sissy feminine side out.
S- We you are making it very easy for me.
P- Just letting you be the sissy girl you are; you have the body and mannerisms just need to let your brain accept it.
Peter took of his shirt and poured himself a glass of whisky and then sat on the edge of one of the beds, leaving me standing in front of him.
S- I’m getting there
P- sipping the whisky, so Sophie why do you like being a girl.
S- Wow pretty deep question, mmmm
P- Relax and just let it flow.
S- I guess I like the feeling of being sexy being desired. Being Sophie kinda frees me from the day to day issues of life etc. I guess like an alter ego, a break from reality.
P- Would you ever want tits if you could
S- Yeah I guess I would like b or c cup tits if I could wave a magic wand.
P- Want a cunt or keep your dick
S- laughing naw keep my dick…tits and a dick for sure.
P- Take off the bra
S- yes Daddy, letting it fall to the floor.
My nipples were hard and puffy, the clamp making them slightly red and swollen.
Peter pulled me closer, so I stood between his open legs. He handed me the glass.
P- Big gulp sissy. I took a couple of large sips. The whisky spread its warmth through me, I handed the glass back.
P- So you are taking meds for the enlarged prostrate.
S- Yeah, sucks a bit
P-How
S- Blushing a bit, well makes my ass tight and stops be getting a hard erection, plus peeing can be a problem.
P- Well tight ass is fun to loosen you up, not getting hard is not an issue as a girl, and well golden can be fun…so all positive in the right light.
S- Laughing..I guess so.
P- You decided if you are staying the night.
S- I would like to if you want me to
P- Very much so, might be a late night
S- Sounds exciting.
P- I brought some stuff for you, girly stuff, pointing to a bag on the drawers.
I turned and opened the bag, lipstick, fake nails and a little brown bottle.
P- pulling me back to him, his warm firm hands on my waist. In the bathroom I left you another gift, why don’t you go in and surprise me. I have to take care of a couple things first. He licked my tummy and playfully smacked my ass.
As I headed into the bathroom Peter got his laptop and opened it up.
In the bathroom I laid out the fake nails, lipstick, brown bottle. There was a package on the counter between the sinks, I opened it to find a cupless bra, black with pink bow, matching thong panties, nipple clamps with a cute dangling heart, and a pink collar with D ring and lace eyes mask.
I could hear Peter typing away, I applied the nails with relative ease, surprising myself, lipstick on..hot pink, bra and thong on and clamps. I brushed my wig and put it into a ponytail using a cock ring and then put on the little mask, only to decide to put it on first then the wig. It was strange having long nails. I stopped and stared at myself in the mirror. I looked so different, my brain fought how should I be feeling, was it right, what was I doing. While arguing with myself Peter called out, you almost done sissy. Almost I replied, the typing had gone silent. I took a sniff from the little brown bottle, you want to be here, you are excited and happy, go have fun my hazy brain said.
I shut off the main bathroom light, leaving the night light on, the room was darker, obviously Peter had shut off the big lights. I walked in to find Peter sitting in his boxers on the bed’s edge, the softer lights from the bedside tables were on, the semi spot light by the window was focused on the bed closest. Peter sat on the bed next to the bathroom. The laptop open by the TV, the camera was on focused on the bed lit by the spot light. At the top of the bed were several dildos, lube and a riding crop. My heart skipped a beat.
Peter stood up, wow you look awesome, such a hot looking sissy, I gave him a slow spin as I said thank you handing him the brown bottle.
P-Glad you like everything, feeling naughty?
S- shaking my head, yeah just a little. I looked at the toys and then the camera as I stepped closer to Peter.
P- yeah, I figured we were hitting it off nicely so I thought we could make a little movie, that’s why I got you the lace eye mask. He stood up
My brain yelled GO FOR IT.
I took a deep breath.
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