First Threesome

My First Threesome!

I only began cross dressing for fun after I found my undies and heels I wore at a fancy dress party ‘Molls & Gangsters’ few years earlier. I always had a high sex drive and the story below is the first time my girlfriend and I had a threesome.


Pam and I had been together for two years, she was a nurse and I was a manager of a Hi-Fi store in the West End. Occasionally I would still meet Rob who was a recruitment manager and also worked in the West End and we would meet for a drink after work if Pam was on a late shift. Before Pam came into my life Rob and I would ‘go on the pull’ and we were very lucky at it! Rob and Pam had never met but heard about each other through me. Pam was very sexy and we had brilliant sex together and we used to play fantasy games and she used to love dressing sexy. I loved her to wear sexy undies and high heels and sometimes when we were out would accidentally on purpose show a stocking top and tease me and some other unsuspecting male. We often talked about swapping and threesomes and both got horny while having sex. She was very highly sexed and one day agreed to make a threesome a reality if the conditions were right.

I met Rob after work at one of our usual pubs for a drink and said that Pam was going to meet us, anyway Rob had no idea what was about to happen. Pam walked in and she looked stunning. She was wearing more make-up than usual and she was wearing a flowing black knee length satin skirt, button through blouse with one button more than usual undone and black seamed fully fashioned stockings with ankle strap high heels. I noticed that heads were turning including Rob’s and she sat down opposite us, she was facing the wall facing us. I got the drinks and we chatted about work life universe etc. Rob went to the gents, and Pam whispered OK he seems alright at which point my knees turned to jelly. When Rob returned the conversation turned to relationships and sex and Pam was crossing and uncrossing her legs and her skirt was ridding up her thighs revealing her stocking tops. I said to Rob look Pam’s wearing stockings and his jaw dropped and she crossed her legs again showing more and more.

We agreed to go to our flat and bought some wine and when we got in poured drinks and the conversation turned to our first kisses and sexual experiences. Pam cheekily asked Rob what was he like at kissing and she stood up and moved closer, Rob looked at me and I nodded and he stood up and began to kiss Pam and Pam put her arms round his neck and moved her hips closer and he started to fondle her breast and she slid her hand down his chest and gave his crotch a squeeze. They parted and the atmosphere was hot! Pam started to sway her hips to the rhythm of the music and looked at both of us and said “want to see some more boys” and stripped off her blouse and took off her skirt, she looked stunning in her stockings & suspenders black bra seamed stockings high heels and skimpy knickers. She moved closer to Rob and started kissing again and started to undo his fly and slipped her hand inside. They broke away and Rob stripped down to his pants and Pam got onto her knees and pulled his pants down and Rob stepped out of them she took hold of his cock and slipped it into her mouth and she looked at me and winked. I stripped off in a flash and Pam moved toward me and took my cock into her mouth. She then lay on the floor and slipped off her knickers and said “come get me boys” Rob slipped his head between her thighs and started to lick her pussy while I moved up and Pam sucked my cock. Pam was moaning and sucking hard and stopping to get some air. Rob and I changed places and I knew what Pam liked three fingers up her pussy tickling her G spot while flicking my tongue around her clit. Rob was very excited and panting said I’m coming Pam held his cock and squeezed his balls with the other and swallowed his cum. Pam always swallowed cum as she said it was full of protein without calories. Then Pam had an orgasm and I moved into 69 position and made Pam cum again while I came in her mouth. We all collapsed and had a ciggy. I thought that Rob had finished, I recover quickly but to my amazement so did Rob and before long he pushed Pam onto the floor and positioned himself over her and Pam got hold of his cock and guided it into her pussy has he pushed in Pam yelped and I was watching my mate fucking my Pam, I was so turned on it was fantastic she came again I was so turned on and quickly got hard again and Rob was fucking her hard came again and I took position and slipped my cock into her and felt how wet her pussy was with her cum juices and Rob’s cum. Pam came again and so did I, we then had a drink and a ciggy and after a while Rob dressed and left as he had to go to work next day. We fucked again and then Pam said she loved it and asked me how I felt and then she asked if we could do it again and then she dropped a bombshell. She asked could we pick up a stranger next time. We did. Many times as well as Rob come as well.

That was the first time we had a threesome and we repeated it many times but always with care. This led to me fucking with Pam and one of her Nurse friends who both had set-me-up but that are another story! Comments Welcome!