I am a fairly well-toned seventeen-year-old lad and when I was sixteen I took up squash and realised what a great game it is. I was getting better the more I played and started asking around the club to find new partners to play. There was this cracking, fit eighteen-year-old who offered to give me a match but she suggested we play a game with a bit of an edge to spice it up a little. I was intrigued but she would say no more. She told me she could get access to the club courts very early, before anyone else would be around, and we agreed to meet up at 7 o’clock the next Sunday morning.
I got to the courts just before 7 and there she was, looking stunning in a tight cotton t-shirt and short dress. Her legs were long and slim and her nipples were pushing against her cotton shirt in the morning chill. Having opened up, she locked the main doors before going off to the changing rooms. I was already aroused and had only seen her for a moment.
I arrived on court and began to knock the ball around. She appeared a minute later, hair tied back and wearing an even tighter t-shirt over an incredibly short skirt. I needed to focus!
We had a short warm-up and she was good. She turned to me and told me about her idea for ‘spicing up’ the game. She suggested that for every two games either of us lost we removed an article of clothing. I had on shorts, shirt and pants but she had on shirt, bra, skirt and pants so she took off her t-shirt to reveal a soft cotton sports bra which displayed her hard nipples beautifully. I was going to struggle to concentrate on the game.
“What happens after we’ve taken everything off”? I asked, warily.
“That is when it gets really interesting,” she said, reaching into her bag and she brought out a leather tawse which she flicked across her own bum to demonstrate.
She warmed to her theme, “Say you have had to take off all your clothes then I would give you six strokes with this on your bum the next time you’d lost another two games”.
“You are kidding me.” One look at her face told me she was not.
“Of course, if it was me that was now stark naked you would use the tawse on my bum,” she added. “Are you ready then?”
We started to play and found we were fairly evenly matched. Eventually Kate lost the first game and I relaxed slightly; big mistake. I found it so difficult to concentrate, my eyes kept fixing on her firm tits, flat stomach and even worse on the tiny panties covering her taut bum every time she bent over to retrieve the ball. I lost the next game and soon after that I lost another game.
Reluctantly, I took off my shirt and then realised that my body was affecting Kate in the same way. I settled down and started to fight back. I won the next game and Kate took off her bra without any hesitation. She looked stunning and I stared at her wonderful firm breasts, it was going to be even harder to concentrate now. She really was fit, her breasts were not small but wow, they were firm and her nipples responded rigidly to the cool air. I had to focus.
She won the next game and I could see she was enjoying this. Focus! I kept finding myself looking at her instead of the ball. After a long game which I won we were even. These were hard games but I was enjoying watching her jog over to retrieve the ball from the front of the court, her breasts bouncing so firmly. I lost the next game and took off my shorts and felt my cock growing harder. Maybe this distracted her, I don’t know, but she lost the next game and removed her skirt.
We were both now playing in our underpants and my cock was responding to Kate’s gorgeous body. I caught her eyes lingering on the bulge in my pants. Neither of us was focussed on the game.
If I was going to see her naked I needed to win and I did, one game and then the next. Kate was good to her word; she came over and stood right in front of me and slid down her panties to reveal a clean shaved slit. As I eyed her up and down she smiled as she saw the bulge growing in my pants. Advantage Kate!
When she jogged across the court to pick up the ball I could see just how gorgeous she was. She was around 5ft 6in, slim but curvy, perfect tits, flat stomach, shapely legs and a beautiful bottom. I’m sure she was purposely parting her legs as she reached down for the ball.
It was no surprise that I lost the next two games. Now I had to take off my pants and she insisted on taking them down. She knelt down in front of me and ran her fingers across my bum. My cock responded and she smiled before slipping her fingers into the elastic and began to ease them down. My erection sprang out and she kissed the head before slipping my pants off.
It was not easy playing with a hard-on and my game was suffering but Kate was distracted too and lost the next two games in a row.
I took great pleasure in making her touch her toes midcourt. Then I moved around behind her, my cock rubbing along her bum as I stepped in close and told her to spread her legs wider. My cock pushed against her slit before I stepped back to admire her wonderful cunt and very taut bum cheeks. I moved to one side to give her six strokes of the tawse. Thwack, thwack, thwack, I watched the tramlines appear across the white of her bum. Thwack, she gave a cry and tried to protect herself.
“Put your hand back,” I instructed her, “I’m going to give you one extra stroke for that.”
Thwack, thwack and she cried out again as the one thong flicked across her slit.
“One more!” I reminded her.
Thwack! A little bit harder for the last stroke and she leapt up rubbing her bum. I could see in her eyes she couldn’t wait to return the favour, and it didn’t take long. Two straight wins and I was instructed to take up the same position. She also moved around behind me, sliding her hand over my balls and cock before making me spread my legs. Thwack, thwack and I yelled out and stood up.
“That earns you another stroke.” She smiled and repeated the move to get me in position, and again slid her fingers around my shaft, easing back the foreskin.
Thwack, thwack, again I yelled out but stayed down. “Three more.” Thwack, thwack, thwack and I was up and rubbing my bum while my erection bounced around.
“Come here,” she ordered. She took hold of my cock and said, “I am going to give you three strokes across the cock for failing to control him and for hitting my cunt with the last stroke.”
“Put your hands behind your head. Now!” she shouted when I didn’t move, and got an extra stroke on the cock to help me understand. I put my hands behind my head and stood up straight.
Kate was enjoying this. She moved round to my right and brought the tawse down, thwack, quite gently across the shaft. Thwack, the second stroke was harder and my rigid cock bounced. Thwack, the third stroke was a stinger and made me pull back with a yell.
“You know the rules,” she said stroking my cock, “one extra stroke for trying to get away.”
She eased the foreskin back to expose the helmet. Before I had time to argue, thwack, thwack, thwack, three hard strokes across the helmet which really stung.
I could see she realised she might have gone too far with these last three as she got down in front of me and took my cock gently in her mouth and soothingly moved her tongue over the head and shaft, taking me deeper and deeper into her throat. I was so close to coming, when she stood, bent over and opened her legs wide. I didn’t need a second invitation and slid my cock inside her. She gripped me as I pushed into her cunt and then I came, like an explosion inside her.
I don’t recall getting dressed or how we parted but from that day on I always got an erection if a girl asked me if I wanted a game of squash. But I never enjoyed as exciting a game again.