My True self
I'm 5' 6" which isn't the tallest and I get called cute due to my babyface. I have short brown hair and blue eyes and, for those who are lucky enough to find out, I have a decent 7" cut cock, which looks slightly bigger on me given my short height. Being a longtime athlete, I keep myself in top shape and go to the gym or run at least four times per week. I’ve never had trouble hooking up with beautiful women. More than a few men have hit on me, too—unsuccessfully until three years ago.
After finishing at the office one Friday night, my fellow worker Sharon and I decided to head out for drinks. Sharon is in her mid 30s with long dark hair, a pretty face with perky lips and a huge set of cans. I’d hazard a guess at 32/34 DD, which is rather big for her small slight frame. I’ve always had a thing for Sharon, but we had quickly ended up in the friend zone, which never allowed me to do anything or really broach the subject.
This evening, we decided to head to a lane in Glasgow relatively close to where we work. It has a number of gay bars on each side and quite often we'd head to one that was known more as a lesbian bar. I’ve always considered myself straight but didn’t mind going to gay bars as the drinks were cheaper and the atmosphere was always better.
After getting a couple of drinks, we headed to a nearby table. The inside of the bar is quite unique, you head underground to it where there are nice stone arches all round. It also has a number of areas split up and you can sit in different sections. This night we just sat in the main area as it was quiet especially for a Friday night. There were maybe only five or six other customers plus a few bar staff.
Once we were seated, Sharon and I talked and laughed through the first drink before I headed to the toilet and back to the bar. On returning to the table with a couple more drinks I noticed someone had sat down next to Sharon. It was another guy who looked in great shape. It never came as a surprise anytime we'd go out. Sharon would attract other guys and often girls although 99 times out of 100 her would-be suitors were unsuccessful.
The new person at the table wore a tight white t-shirt that showed off a swimmer's body. As I got closer, I could see he had wavy black hair, a cut jaw and piercing green eyes. Even as a straight male, I could appreciate he was a good looking guy. He quickly stood up upon my arrival. He was slightly taller than myself—maybe 5’9”. He shook my hand and introduced himself as Ross. I noticed he, like many swimmers, had a v-shape body tapering down from broad shoulders to a narrow waist. His quads were bulging at the seams of his jeans. I worked out but this guy, I immediately thought, must live in the gym.
He said “Sorry, I didn’t realise I was gatecrashing your drinks. I just came in and didn’t want to sit alone.” I quickly said it wasn’t an issue. I explained that Sharon and I worked together and only came out to celebrate being out of the office for another two days.
The night went on and as we three got ***** we learned a little more about each other. Ross was in Glasgow for the first time. He had come for work from London and was due back a few days later. He said he was gay but didn’t often go to gay bars due to sometimes ******** attention and he’d rather be able to pick the right guy than have others throw themselves at him.
I’ll admit it was good having him there. He steered the conversation away from our work and into interests and hobbies. He got quite interested when I said I used to play professional football (that’s soccer for Americans) for a short while. He quizzed me on everything from lifestyle to the dressing room to trying to find out if any of the football players were secretly in the closet. I had to be honest and say I didn’t know. Out of the players with whom I’d played, no one was officially out, and most people liked to keep their personal life quiet. I didn’t really care about people’s relationships and concentrated on trying to win and be as good as I could for both myself and the team.
After probably too many drinks plus the odd shot here and there, Sharon asked if we wanted to head back to her flat to keep the party going. Ross and I had no problem with her invitation. The flat was a short walk from the bar and on route we spoke mostly about the bad weather. The middle of January in Scotland isn’t warm at the best of times. But this night was windy, cold and wet--the perfect trifecta for hypothermia. We walked quickly not really saying much and were happy finally being able to enter Sharon’s flat.
It was a typical old Scottish flat. Red sandstone and high ceilings in every room. It was a fairly standard size—maybe smaller than normal with one kitchen/dining room, a nice toilet and a couple of average sized rooms. On entering the flat, we all headed to the kitchen/dining room for some warmth and a few more drinks.
We sat round a small table at the far side of the room away from the kitchen and continued to talk. Sharon provided a bottle of Prosecco wine, which isn’t my go-to drink but after a few hours of drinking it didn’t really matter. We continued to talk, delving into our past relationships and breakups and describing people to whom we were attracted.
Around an hour later, Sharon decided it was time to spice things up. She asked if we wanted to play a game of truth and dare or cards against humanity. We quickly settled on truth or dare and Sharon offered to go first. As we all probably cautiously do, she decided to pick "truth" and Ross set the tone by asking “what’s the biggest dick you’ve ever taken?” Sharon went bright red and said “about 7 inches” whilst holding her hands apart to give a visual estimate. I thought to myself if that was 7” I’m actually verging on 9” but kept quiet.
We each took a turn answering embarrassing questions and as the new bottle of Prosecco was opened, Sharon made a new rule that only "dares" were allowed. She said the game was too vanilla and cautious and we should lighten it up.
I was first up and dared Sharon to remove her top and bra for the rest of the night. I don’t think this is how Sharon thought the game would go. She looked a little annoyed. As I said, I’d always had a thing for her and really wanted her to see me not as a “friend” but as someone with whom she might end up. But “friend” was where we had landed from the initial time we met each other.
With a look of peevishness, she slowly started to take off her bra and these massive melons appeared with nipples so pointy they looked like they could cut glass. My cock began to harden.
Next was Ross who thought it was appropriate to dare me to motorboat Sharon’s breasts. I had no trouble with that request! In my head, I hoped she was as happy. It turned out she might have been. After I’d been in between her breasts, she pulled my head up and gave me a deep French kiss.
Next was Sharon’s turn. With a slight smirk on her face she just said “ for 30 seconds I think you two should French kiss.” Wow, that was payback, I thought. It was my turn to look a little shocked and pissy. Before I could say anything, however, I felt Ross right beside me. He held the back of my head and leaned in to kiss me. It was a strange feeling having the initial kiss. I felt the unusual feeling of a little stubble but it wasn’t unpleasant.
Ross quickly started moving his hands to other places even touching my groin and then onto my cock which was already hard and twitching. The kiss wasn’t broken until Sharon laughed and said “I think that’s enough you’ve been at it for 45 seconds.” She looked at me and said “I think you enjoyed that more than you wanted to” with a little wink and a stare down at my jeans—with an obvious outline of my hard cock. I was a little embarrassed but I couldn’t say I didn’t like it.
After sitting down and trying to get my head straight, I heard Sharon say, “Ross, I dare you to try and keep John as hard as possible for two minutes. If you make him cum, I’ll give you a treat.” This was a double dare. But I couldn’t really complain. Ross pulled me back up and began kissing me again while rubbing my cock through my jeans. I was still rock hard and undeniably getting more and more into it. As he kissed, Ross unbuttoned my trousers, pulled them down, fished out my tool, fell to his knees and began sucking it.
This wasn’t quite what I had imagined going out for drinks but I had to admit it felt good. Ross expertly licked around my mushroom head and took my balls in his mouth one by one before engulfing my full cock. I’d never had anyone quite go straight down the full 7” and he did it with ease. He sucked my cock like a Dyson and it felt amazing. When I looked over at Sharon, I got more turned on as she had started rubbing herself. She had her dress lifted up and one hand down her pants. She stared right at me and then at my cock getting expertly sucked and couldn’t hide the smile from her face.
After a couple of minutes, Ross stopped and said "I think we have him nice and hard but it’d be such a waste to let him cum now.” He chuckled and said “Sharon, you’re next. I want to see your skills.” Sharon got down on her knees and just took in my full cock to the base. Talk about hidden talents. I’d sat next to Sharon for five years and even in my fantasies she didn’t do this well. She let me face fuck her for a few minutes until her eyes were watering and her face was a slight mess. Sharon and I both kissed until she broke it off, held my head and said “I want to see him fuck you.” I thought this was maybe one step too far. I began to protest but she looked me straight in the eye and pleaded. "Please let me see him fuck you. I’ve always fantasised about watching two guys fuck in person.”
I didn't know what to say. I had enjoyed everything so far and knew I couldn't really get out of it. So I said to Sharon, "I’ll let this happen on one condition. I get to fuck you first.” Sharon didn’t say anything. She just looked at Ross who had a massive grin on his face and held out her hands. We each took a hand and went with her to her bedroom.
Once inside, we all stripped off our clothes. Ross told me how gentle he’d be. He said he only “topped” and knew how to break guys in, even the straight first timers. Then he winked.
Sharon lay down on the bed. I got on top of her and slowly kissed her body, working down to her breasts to her belly to her clit. She was incredible and within minutes she was moaning and writhing under me. She held my brown hair, controlling where I could go and bringing herself closer to cumming. As this was going on, I felt two hands spread my ass cheeks. Ross was behind me diving his tongue into my hole. I’ve never been rimmed before but the way his tongue dived into my hole drove me crazy. I could feel it getting deeper and deeper and invading my bowls. My hard cock was dripping pre-cum.
I couldn’t wait any longer. I pulled myself up and inserted my hard dick in Sharon’s vagina. She moaned straight away and started almost immediately cumming. As I fucked her harder and harder, she became wetter and wetter and even squirted. I watched as her eyes roll back into her head as she made some incoherent noises. I’d never experienced such a lubricated hole before.
As I was pounding Sharon, I suddenly became aware of a new sensation. A hand was on my ass and a finger was brushing against my hole. It was wet with lube and putting pressure on my ring. As I continued to fuck Sharon, my hole gave way and the finger made its way inside. I felt full. My ass felt so weird until he moved around and started putting pressure in certain spots.
I could feel my load rising and told Sharon I was close. I withdrew and aimed my cock at her face. As I wanked off, the finger kept its rhythm and prodding until I shot a massive load. About five or six ropes of cum splattered across Sharon’s face. She was well and truly coated in my seed, but it didn’t stop me from pulling her up and kissing her. I was so caught up in all of this I only remembered Ross was there when he took his finger out my hole.
After finishing at the office one Friday night, my fellow worker Sharon and I decided to head out for drinks. Sharon is in her mid 30s with long dark hair, a pretty face with perky lips and a huge set of cans. I’d hazard a guess at 32/34 DD, which is rather big for her small slight frame. I’ve always had a thing for Sharon, but we had quickly ended up in the friend zone, which never allowed me to do anything or really broach the subject.
This evening, we decided to head to a lane in Glasgow relatively close to where we work. It has a number of gay bars on each side and quite often we'd head to one that was known more as a lesbian bar. I’ve always considered myself straight but didn’t mind going to gay bars as the drinks were cheaper and the atmosphere was always better.
After getting a couple of drinks, we headed to a nearby table. The inside of the bar is quite unique, you head underground to it where there are nice stone arches all round. It also has a number of areas split up and you can sit in different sections. This night we just sat in the main area as it was quiet especially for a Friday night. There were maybe only five or six other customers plus a few bar staff.
Once we were seated, Sharon and I talked and laughed through the first drink before I headed to the toilet and back to the bar. On returning to the table with a couple more drinks I noticed someone had sat down next to Sharon. It was another guy who looked in great shape. It never came as a surprise anytime we'd go out. Sharon would attract other guys and often girls although 99 times out of 100 her would-be suitors were unsuccessful.
The new person at the table wore a tight white t-shirt that showed off a swimmer's body. As I got closer, I could see he had wavy black hair, a cut jaw and piercing green eyes. Even as a straight male, I could appreciate he was a good looking guy. He quickly stood up upon my arrival. He was slightly taller than myself—maybe 5’9”. He shook my hand and introduced himself as Ross. I noticed he, like many swimmers, had a v-shape body tapering down from broad shoulders to a narrow waist. His quads were bulging at the seams of his jeans. I worked out but this guy, I immediately thought, must live in the gym.
He said “Sorry, I didn’t realise I was gatecrashing your drinks. I just came in and didn’t want to sit alone.” I quickly said it wasn’t an issue. I explained that Sharon and I worked together and only came out to celebrate being out of the office for another two days.
The night went on and as we three got ***** we learned a little more about each other. Ross was in Glasgow for the first time. He had come for work from London and was due back a few days later. He said he was gay but didn’t often go to gay bars due to sometimes ******** attention and he’d rather be able to pick the right guy than have others throw themselves at him.
I’ll admit it was good having him there. He steered the conversation away from our work and into interests and hobbies. He got quite interested when I said I used to play professional football (that’s soccer for Americans) for a short while. He quizzed me on everything from lifestyle to the dressing room to trying to find out if any of the football players were secretly in the closet. I had to be honest and say I didn’t know. Out of the players with whom I’d played, no one was officially out, and most people liked to keep their personal life quiet. I didn’t really care about people’s relationships and concentrated on trying to win and be as good as I could for both myself and the team.
After probably too many drinks plus the odd shot here and there, Sharon asked if we wanted to head back to her flat to keep the party going. Ross and I had no problem with her invitation. The flat was a short walk from the bar and on route we spoke mostly about the bad weather. The middle of January in Scotland isn’t warm at the best of times. But this night was windy, cold and wet--the perfect trifecta for hypothermia. We walked quickly not really saying much and were happy finally being able to enter Sharon’s flat.
It was a typical old Scottish flat. Red sandstone and high ceilings in every room. It was a fairly standard size—maybe smaller than normal with one kitchen/dining room, a nice toilet and a couple of average sized rooms. On entering the flat, we all headed to the kitchen/dining room for some warmth and a few more drinks.
We sat round a small table at the far side of the room away from the kitchen and continued to talk. Sharon provided a bottle of Prosecco wine, which isn’t my go-to drink but after a few hours of drinking it didn’t really matter. We continued to talk, delving into our past relationships and breakups and describing people to whom we were attracted.
Around an hour later, Sharon decided it was time to spice things up. She asked if we wanted to play a game of truth and dare or cards against humanity. We quickly settled on truth or dare and Sharon offered to go first. As we all probably cautiously do, she decided to pick "truth" and Ross set the tone by asking “what’s the biggest dick you’ve ever taken?” Sharon went bright red and said “about 7 inches” whilst holding her hands apart to give a visual estimate. I thought to myself if that was 7” I’m actually verging on 9” but kept quiet.
We each took a turn answering embarrassing questions and as the new bottle of Prosecco was opened, Sharon made a new rule that only "dares" were allowed. She said the game was too vanilla and cautious and we should lighten it up.
I was first up and dared Sharon to remove her top and bra for the rest of the night. I don’t think this is how Sharon thought the game would go. She looked a little annoyed. As I said, I’d always had a thing for her and really wanted her to see me not as a “friend” but as someone with whom she might end up. But “friend” was where we had landed from the initial time we met each other.
With a look of peevishness, she slowly started to take off her bra and these massive melons appeared with nipples so pointy they looked like they could cut glass. My cock began to harden.
Next was Ross who thought it was appropriate to dare me to motorboat Sharon’s breasts. I had no trouble with that request! In my head, I hoped she was as happy. It turned out she might have been. After I’d been in between her breasts, she pulled my head up and gave me a deep French kiss.
Next was Sharon’s turn. With a slight smirk on her face she just said “ for 30 seconds I think you two should French kiss.” Wow, that was payback, I thought. It was my turn to look a little shocked and pissy. Before I could say anything, however, I felt Ross right beside me. He held the back of my head and leaned in to kiss me. It was a strange feeling having the initial kiss. I felt the unusual feeling of a little stubble but it wasn’t unpleasant.
Ross quickly started moving his hands to other places even touching my groin and then onto my cock which was already hard and twitching. The kiss wasn’t broken until Sharon laughed and said “I think that’s enough you’ve been at it for 45 seconds.” She looked at me and said “I think you enjoyed that more than you wanted to” with a little wink and a stare down at my jeans—with an obvious outline of my hard cock. I was a little embarrassed but I couldn’t say I didn’t like it.
After sitting down and trying to get my head straight, I heard Sharon say, “Ross, I dare you to try and keep John as hard as possible for two minutes. If you make him cum, I’ll give you a treat.” This was a double dare. But I couldn’t really complain. Ross pulled me back up and began kissing me again while rubbing my cock through my jeans. I was still rock hard and undeniably getting more and more into it. As he kissed, Ross unbuttoned my trousers, pulled them down, fished out my tool, fell to his knees and began sucking it.
This wasn’t quite what I had imagined going out for drinks but I had to admit it felt good. Ross expertly licked around my mushroom head and took my balls in his mouth one by one before engulfing my full cock. I’d never had anyone quite go straight down the full 7” and he did it with ease. He sucked my cock like a Dyson and it felt amazing. When I looked over at Sharon, I got more turned on as she had started rubbing herself. She had her dress lifted up and one hand down her pants. She stared right at me and then at my cock getting expertly sucked and couldn’t hide the smile from her face.
After a couple of minutes, Ross stopped and said "I think we have him nice and hard but it’d be such a waste to let him cum now.” He chuckled and said “Sharon, you’re next. I want to see your skills.” Sharon got down on her knees and just took in my full cock to the base. Talk about hidden talents. I’d sat next to Sharon for five years and even in my fantasies she didn’t do this well. She let me face fuck her for a few minutes until her eyes were watering and her face was a slight mess. Sharon and I both kissed until she broke it off, held my head and said “I want to see him fuck you.” I thought this was maybe one step too far. I began to protest but she looked me straight in the eye and pleaded. "Please let me see him fuck you. I’ve always fantasised about watching two guys fuck in person.”
I didn't know what to say. I had enjoyed everything so far and knew I couldn't really get out of it. So I said to Sharon, "I’ll let this happen on one condition. I get to fuck you first.” Sharon didn’t say anything. She just looked at Ross who had a massive grin on his face and held out her hands. We each took a hand and went with her to her bedroom.
Once inside, we all stripped off our clothes. Ross told me how gentle he’d be. He said he only “topped” and knew how to break guys in, even the straight first timers. Then he winked.
Sharon lay down on the bed. I got on top of her and slowly kissed her body, working down to her breasts to her belly to her clit. She was incredible and within minutes she was moaning and writhing under me. She held my brown hair, controlling where I could go and bringing herself closer to cumming. As this was going on, I felt two hands spread my ass cheeks. Ross was behind me diving his tongue into my hole. I’ve never been rimmed before but the way his tongue dived into my hole drove me crazy. I could feel it getting deeper and deeper and invading my bowls. My hard cock was dripping pre-cum.
I couldn’t wait any longer. I pulled myself up and inserted my hard dick in Sharon’s vagina. She moaned straight away and started almost immediately cumming. As I fucked her harder and harder, she became wetter and wetter and even squirted. I watched as her eyes roll back into her head as she made some incoherent noises. I’d never experienced such a lubricated hole before.
As I was pounding Sharon, I suddenly became aware of a new sensation. A hand was on my ass and a finger was brushing against my hole. It was wet with lube and putting pressure on my ring. As I continued to fuck Sharon, my hole gave way and the finger made its way inside. I felt full. My ass felt so weird until he moved around and started putting pressure in certain spots.
I could feel my load rising and told Sharon I was close. I withdrew and aimed my cock at her face. As I wanked off, the finger kept its rhythm and prodding until I shot a massive load. About five or six ropes of cum splattered across Sharon’s face. She was well and truly coated in my seed, but it didn’t stop me from pulling her up and kissing her. I was so caught up in all of this I only remembered Ross was there when he took his finger out my hole.
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