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This story is from when I (F21 at the time) was going out with a guy (M21) called Gary in college. We had been going out for a few months and it was fun but it wasn’t serious.
He worked at a bar in town and at the weekends I would often go there at closing time and wait for him while he and his colleagues finished up. We would then go back to his place for sex, which was always really good. Gary was well hung and really athletic, he was an exceptionally talented soccer player and played at a pretty high level later in his life.
While I was hanging around the bar during these times the owner James (M40 roughly) would often come over to me for a chat. He was always well dressed and charming. Sometimes he, Gary and I would stay late and have some drinks and play pool. We became pretty friendly.
During the semester Gary was on a night out and kissed someone else. He admitted it to me the next day and said he was sorry, he was drunk etc. I knew the girl from college. She was in one of my classes which made it worse. Fuck you and your apology I thought to myself! As I said it wasn’t serious but I was still really annoyed with him and said I needed time to think. I decided to break up with him in the end and I text him to say we were done.
About six weeks later I was at a late bar in town and saw James as I was going to the bathroom. He was sitting with two other guys and immediately waved to me. He came straight over and gave me a friendly hug, saying that everyone misses me around the bar. We did some small talk and I thought that was that until I was leaving to go home and he came over again and invited me back to his bar for a drink and a game of pool to catch up like old times. It would be closed and we’d be the only people there. I thought why not so we grabbed a taxi.
When we got there James got us two drinks and I racked the pool table. We chatted about different things and it got flirty. I could tell where it was going and I encouraged and leaned into it. James was a real mans man and had a rare charisma. I was definitely attracted to him and I knew I wanted to fuck him.
Eventually as I was bending down to take a shot on the pool table he came up behind me, pressing against my ass and reaching around putting his hand on my stomach. I turned around and we started kissing right there. I had been waiting for him to make a move. I backed up against the pool table and we continued kissing until he grabbed my hips and lifted me up so that I was sitting on the table. I had a short skirt on so he had easy access to my panties, I straightened my legs out as he pulled them down below my knees and out over my toes, throwing them on the floor.
He kneeled down and started delicately licking my clit as I had my hand on his head. He took long lovely gently strokes up and down with his tongue as I placed my arms behind me on the table for balance moaned quietly to let him know what I liked. This went on for several minutes until the anticipation was too much. I gestured him to stand up and I quickly started unzipping his jeans. I had to lift the waistband of his underwear out over his boner, while giving him a couple of jerks with my hand. I’d guess he was seven inches and really nice and thick. This was going to be good I thought to myself.
He rubbed the tip of his dick up and down along my clit, teasing me before he pushed his rock hard cock into me right there on the pool table. It felt so good sliding in. I hadn’t fucked since I broke up with Gary and had been craving dick. I laid back and threw my legs up on his shoulders to get comfortable as he pounded me. After a minute or so he pushed my top up and started fondling my bare breasts. This was hot as fuck I thought to myself as he continued thrusting. Eventually he let out a sexy groan and he pushed hard, I could feel him unloading, that warm familiar feeling of a cock exploding inside my pussy.
He lived upstairs so we went up to his apartment. We got fully undressed and got on to the bed. We were fucking again within seconds. He got on top of me and started riding missionary, thrusting wildly until he delivered another load of cum inside me. I liked rougher sex and he seemed to be into it. He finished me off with his fingers, it took him about ten minutes to make me cum as he gently rubbed my clit with expert technique. I cried out when I came and pushed his hand away before collapsing my head on his chest. It was really late at this stage and we both fell asleep.
When we woke up we chatted briefly about the night before and he asked me if I wanted to see something cool. I said sure, he put on a dressing gown and gave me one too. It was a man’s size so way oversized.
He led me back downstairs to the office where I could see a large screen with the various CCTV feeds on it. He sat down and put the camera in the pool table area on full screen and started rewinding. No way I thought to myself. Before long we were watching a recording of ourselves from the previous night, me sprawled on the pool table with him playing with my tits while he was pumping me full of cum. Watching myself get railed on that pool table was just about the hottest thing I’ve ever seen and it made me uncontrollably horny almost instantly. It was completely different to watching porn because I was the star of the show and I loved it
I stood up and dropped the dressing gown on the floor to reveal my fully naked body before bending over and putting my two hands on his office desk, sticking my ass out and inviting him to put his dick in me again. He gratefully accepted the invitation and I stayed watching myself get fucked on the screen as he entered me from behind and started thrusting. I hadn’t filmed myself having sex before and had never experienced such a thrill, it was ecstasy.
He came and filled my pussy again after he spend about five minutes thrusting hard from behind me. Some of his load dropped on to the floor of his office and ran down my leg after he pulled out. That was unbelievable I said to him as I sat on his lap and kissed him on the cheek. He apologised for not telling me we were being filmed the previous night. I told him it was ok but I did make him delete the recording.
We went back upstairs afterwards and I took a shower as he called me a taxi. It was a Sunday and Gary would be there in an hour for work. James joked that I should wait and say hello, I giggled and said it probably wasn’t a good idea. He insisted on exchanging numbers and I hopped in the taxi and left.
He started to text me over the next few days and we met up and fucked in his apartment a few times afterwards. I suppose we were friends with benefits for a while but we never went out in public on a date and never really recreated the thrill of that first night. It was my final year in university and I got busy with study and exams and the interest also kinda fizzled out on my side. I will never forget that morning getting pounded from behind while watching that recording however.
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