Michael to Michelle

This is the story of how I transformed from your normal straight married guy “Michael” to sissy slut “Michelle”

I’ve always been curious about cocks since I was a teenager but I’ve never had the guts to try it. I’ve watched plenty of porn and wank chatted to hundreds of guys online but that’s it, until now.

I’ve had a few wank chats and roleplays with Gary before and it was fun, he’d go into detail how I’d be dressed up as a schoolgirl and he’d be my teacher and he’d use and abuse me and it was hot as hell. Then one day he suggested we meet.

I’ve been here before and either I chickened out or they never showed up but after a few days thinking about it I agreed. My wife was at work all day so we arranged to meet in a local coffee shop, just a quiet meet and see how it went.

It was just gone three pm when I walked it, the coffee shop wasn’t too busy but a quick look around and I couldn’t see him anywhere so I got my usual coffee and took a seat in the corner.

I was nervously fiddling with my phone, panicking about meeting another man when suddenly he was standing right in front of me. I looked up in shock that he turned up at all. I nervously said hi and he smiled and sat down. Gary was pretty nice looking for a guy, I never really found men attractive, but to me it was all about the cock and cock turned me on all the time. He was nicely built, lean with some nice muscles, six foot clean shaven and a shaved head, he was in his mid forties while I was in my thirties. I already knew he was packing a nice seven inch cock under his jeans though. I didn’t get the fascination he had with me though, I wasn’t that attractive, I was a little smaller than him but I wasn’t that fit, curvy figure, small man boobs and a big bum with my little four inch cock as well. Anyway we started chatting about nothing while we drank coffee and he happily calmed my nerves down eventually.

He was single but I was unhappily married and our sex life was abysmal, maybe that’s why I was here, in a coffee shop with some guy I’d met online suddenly thinking about his cock.

Gary noticed I was looking down at his crotch and smiled at me, he took my hand and placed it on his crotch. I felt my face go red straight away, I was looking around the coffee shop expecting people to be staring but nobody took notice of us.

I looked back at him as I started to grope his cock.

“Do you like the feel of that”? He asked.

I let a little nervous laugh out and nodded.

I felt it getting bigger, I also felt my own little cock getting rock hard, stretching my wifes panties that I had on which I cheekily took out of her draw.

I couldn’t stop rubbing his cock which was rock hard now and I could see he was getting hot under the collar as I groped him through his pants.

Gary suggested we leave and go to the local sex shop. I was surprised he suggest a sex shop but he said it would be fun as we could browse the costumes and toys and talk more about my fantasies.

So we left and walked the ten minutes to this sex shop Gary was on about. A sleazy looking shop which looked worn down and a mess from the outside but when we walked in, it was nice and tidy brightly lit, you would never of guessed it from the outside. We walked in and noticed no one was here, just the woman behind the counter who smiled and welcomed us in.

Her name was Claire and she was a hot tall blonde, probably around my age, slim with a nice pair of tits on her which was easy to see as she didn’t have a bra on through her white blouse. She definitely liked to put a show on for the punters and even though I was curious for cock I still loved a hot lass.

Anyway we had a look around, we flicked through the DVDs and asked if we could put a certain sissy porn DVD on the TVs and she was happy to do so.

As we looked at the clothing they had the DVD blasting on the 6 TV’s as a young fit sissy was servicing a few cocks, watching and hearing it had my panties wet. I could see Gary had a hard on too which made me even more horny.

We found a schoolgirl outfit that was straight out of our fantasy.

White blouse, grey skirt, red thigh high stockings with some matching red frilly knickers and red bra along with a dark ginger wig.

We asked about this outfit and to my surprise she said I could try it on, I went bright red and started getting my nerves back again.

Claire smiled at me and took my hand and reassured me that it was fine, they had some large changing rooms and the shop was happy for people to try clothing on as they always had sets that they cleaned and it was all part of their sex shop experience.

So I got the clothes and I went to the changing room with Claire while Gary stayed outside watching the porn.

Claire helped me get changed, she cheekily pulled my wet panties down herself revealing my little hard wet cock, she smiled and said it was a cute sissy cock.