My name is John and I work part time as manager/barman at my local private squash club. I am 22 years old, having just finished university, and am deciding what to do with the rest of my life. Last Monday (the quietest night at the club) I was just preparing to close up when a lady member turned up. Her name is Gemma and she is an absolute stunner – about 25 years old, 5'8" tall, slim but curvy figure long blonde hair (in a pony tail) and extremely beautiful. I had only seen her a couple of times before from a distance but she was one of those people who you could see every mans eyes following as she walked into a room. She walked up to me (the only person left in the club) and asked if I had seen her friend Sophie who she had agreed to play a game with half an hour earlier but she had been held up in traffic. I told her that I did not know Sophie but that I was the only person left in the club. She looked quite cross and then looked at me and asked if I would play her as she didn't want to waste her journey and had been really looking forward to a game.
I quickly agreed as it was not often I had the chance to spend time with such a gorgeous woman – and I was already wearing a tracksuit with shorts and t-shirt underneath. We went down to the court and started to play. It was difficult to stay concentrated as Gemma looked fantastic in a pair of very tight white shorts and white squash shirt which allowed her curvy breasts to bounce around very nicely when she was playing. This probably explained why I quickly found myself 2 games down and I gave myself a talking to and tried to get back into the game, which I duly did levelling at 2 all in our best of 5 match.
While we had played we had been getting on very well, both of us flirting with each other. Several times when handing me the ball Gemma had left her hand on mine for a little longer than necessary and I am sure that she had also bent over deliberately in front of me a couple of times giving me a splendid view of her sexy bum and the faint outline of a white g-string underneath her shorts!! At the end of the 4th game we took a short time-out for a drink and with a sparkle in her eye Gemma asked if I wanted to make the deciding game more interesting. I asked what she had in mind – thinking that maybe the loser pay for a meal – and was stunned when she suggested that every time we lost a point we had to take a piece of clothing off!! I was obviously interested (indeed my cock twitched at the thought of it) but rather than appear too eager I said that in principle that was fine but what if she had more clothes on than me!! She said that she had 8 items of clothing (including trainers and socks) and I said that counting the sweatband around my wrist I had the same!! We therefore agreed and it didn't need my maths degree to work out that with a squash game being the first to 9 points one of us would be playing the last point totally naked!! Also as all 4 games had been fairly close I was hopeful that even if I lost I would be seeing much more of Gemma than I could at the moment.