After many years of dressing in the privacy of my own home or the secrecy of a hotel room, I stumbled across a massage exchange site and thought this could be a good opportunity to finally be seen by another human being as ‘Emily’.

So I joined the site, put a brief description and some fairly anonymous pics and waited. Within 24 hours I received many positive comments, a couple from people fairly close to me. After a couple of exchanged messages I agreed to meet a guy in a local hotel in the middle of the day. I had every intention of backing out on the day.

The day arrived , and I found myself driving to the hotel, I was sat in the car park across the road, I had dressed in black stockings, bra, panties, black leather mini skirt, and sparkly top, all covered by joggers and a hoodie. My phone beeped, a text from the guy with the room number.

This was it, what was I going to do!

I started doing my make up, I had told the guy I would be partially dressed but would finish in the room. Had my lash lashes on, eye shadow the lot except for my lipstick. Luckily sun glasses and a covid mask hid my made up face.

I couldn’t believe it but was getting out of the car and walking to the hotel, my bag with wig, heels and make up under my arm.

Entering the hotel there was no one on reception so straight upstairs to the room. I knocked on the door and the guy opened the door just in a towel. I rushed in and straight into the bathroom before he could see me. Now do I rush back out or go through with it.

I put on my heels, wig and red lipstick, I was really going to do this.

I opened the door and stepped out, the guy was waiting, took one look and said ‘wow you look really good’. I couldn’t believe it.

He was straight into the bed face down, towel off. The first time I was touching a guy. I have received many massages so knew what to do, getting to work on his shoulders back and legs. I was loving being dressed with another guy in the room who was enjoying my touch. Time to turn over and as he did I could see just how much he was enjoying it. A stiff cock looking straight at me. I carried on the massage his legs stomach getting closer and closer with the occasional brush of his cock. Then I thought this is it, be brave and I slid my thumb along the length of his oily cock. This was met with a pleasurable groan, and a hand sliding up my stocking legs. I start to wank him slowly he just lies there enjoying it.

I lean forward moving closer to his cock, giving him a better view up my skirt, thinking would I dare kiss the tip of his cock, my mouth only inches away. I then feel a hand on my head and I am pushed down onto his cock, my red lips engulfing his stiff cock. I am in shock hardly moving while he starts fucking my mouth, then holding my head his cock starts to throb and I feel the first spurts of cum hit the back of my throat. Three, four, five thick warm spurts filling my mouth, his hand firmly holding my head down. I have no choice but to swallow my first load. He slowly relaxes more gently moving my head up an Down his shaft getting every last drop.

My massage finished I cover up quickly and back to my car, my first massage complete, and still in shock.

More adventures if interested.

Emily