Carrying on from my previous post recounting how I lost my virginity to my school friend's father I thought I'd share some of the experiences I had with him for the year or so I was lucky enough to benefit from his affections.
After deflowering me and opening my eyes (amongst other things) to the physical and psychological pleasure of submitting and giving yourself to a man (embarrasingly enough) looking back I became addicted to him. Enfatuated, whatever you call it, if he asked me I'd have jumped off a bridge for him just for the opportunity to make him happy.
I continued to work for him, gardening and doing odd jobs, but, sporadically and always on his terms, and his terms alone he would take advantage of the fact that I was head over heels for him.
Writing that it sounds like he used me, my youthful naivity - I guess he kind of did but in hindsight I gained so much understanding of my sexuality from him and benefitted from his experience so much that I would never choose to do things any differently.
He became more and more adventurous with the things he'd do with me as I became more and more confident in my role in our relationship. He had a big garden, a big house and sometimes he'd have me carry out my jobs naked for the day, this would often end in a rough fucking against a wall or on the grass, or him allowing me to suck his cock while he laid on his sun lounger by his pool.
He videoed some of our encounters, and sometimes he would play them back to me and dirty talk as we watched about things like how I was gorgeous with a mouthful of cock.
He called me his houseboy and sometimes I would spend weekends or even longer at his house fulfilling his desires.
He often spoke about how he would love to watch me with other guys and, inevitibly this became reality more than once - the first time I was completely unexpecting...
I met Mr Martin at his house at midday on his return from working away as we had arranged. He opened his front door and asked me into the kitchen, made me a cup of tea and sat me down to tell me what he wanted from me.
Asking if I was okay to stay the night tonight I replied that I didn't have any other plans and he told me that he had a good friend who he was at university with who would be visiting, his name was Paul and it was his birthday, he was going through a divorce and Mr Martin had offered to have him over for a bit of a celebration to cheer him up. Would I help with the party/serve food and drinks? He would pay me extra as I would be working late. Deal!
He told me he had bought an outfit for me to wear. I thought nothing particularly of the fact that he had bought me clothes - it was a smart black suit with a white shirt and black tie. He had bought me underpants though, tight white pants. Which I guess I should have given more thought to but I was just keen to make him happy.
We went about preperations and soon about a dozen guys were laughing and drinking in the living room. I was waiting on them, making sure the alcohol flowed and food was on time. Boring stuff like that.
Throughout the night Paul would come over and chat and he became friendlier and friendlier and his chat became more risque as the alcohol took more of an effect. He'd ask me about girls, did I have a girlfriend? What celebrities did I like? Progressing to questions like...
"Who do you wank over then? Come on, everybody does it, I hope you aren't this shy all the time."
Anyway in the early hours The majority of the guests had left only myself, Mr Martin, Paul and another guy who's name I can't remember which is shocking given what was about to happen but there it is. For the purpose of this story lets call him Mr X.
Mr Martin suggested that we head to the living room for a nightcap - he poured me a vodka and coke and the four of us sat on comfortable chairs. He was saying how I had earned a drink and I was worth every penny, he looked at Paul and asked him if he thought I looked good in my suit. Paul said he thought I looked "handsome." He asked Mr X who agreed.
"I think I need to get a cute little houseboy like him."
I felt my face go bright red and raise in temperature by approximately 1000 degrees. I sat in silence... Up until now I was under the impression that nobody knew about the relationship between myself and Mr Martin.
Mr Martin looked over at me.
"If you think he looks good now, wait until you see him in his tighty whitey's!"
"Come on boy. Show them."
All three men's eyes were fixed on me.
"What are you waiting for?"
I stammered and asked Mr Martin what he meant.
"You are the after dinner entertainment boy. I promised these lads some fun. Now take your fucking clothes off for us like a good boy. I won't ask again."
I stood up and took off my jacket, my shirt, undone my belt and slid my trousers to the floor, removed my socks and stood in the middle of three men in just my pants wondering what was about to happen.
Paul was the first to speak.
"oh his arse is like a peach."
Mr X agreed and told me to get on all fours.
I got on all fours in the middle of the room my heart about to beat out of my chest.
"Boy. You are Paul's birthday present. He's going to fuck you. You are going to give him anything he wants and take evetything he gives understand?"
I couldn't make a sound.
"We'll take that as a yes."
Paul stood up and took off his top. He was about 6'2" heavily built with a big hairy chest and a beer belly. Imagine a rugby player that had let himself go a little. He wandered over to me and bent down, running his hand over my ass he lifted it off and brought it slapping down. I winced at the pain and gave a little whimper - he spanked me again.
"Well boy. Why don't you crawl over to Mr X."
Mr X opened his legs and undid his fly. Paul followed behind me as I crawled between Mr X's legs. I knew what I had to do as Mr X's hard cock sprung out of his trousers.
Mr X's cock was smaller than Mr Martin's. 5 inches at the most. I took him in my mouth and he groaned and moaned as I sucked him.
Meanwhile Paul had slid my pants off exposing my bare ass, I felt him grope my cheeks as he watched me sucking Mr X. He knelt behind me pressing his hips against me so that he pushed me forward into Mr X's crotch, leaning over he pressed the back of my head down so that Mr X's cock was balls deep in my mouth and my nose was pressed into his stomach. He held me there until I started to struggle for air. He released me and I gasped for air spluttering, saliva dripping from my mouth.
Mr X was silent apart from moaning in pleasure he guided my head back to his cock as I felt Paul reach around my body and grasp my balls. He squeezed them before he began stroking my cock, grinding against my ass.
He undid his belt, then unbuttoned his trousers and slid them to his knees. I felt the pressure and heat of his cock between my cheeks as he rubbed it up and down my crack.
"Mmmm his ass is peachier than Lydia's."
"Did you ever fuck her ass Paul?" asked Mr X.
"No, the bitch said my cock was too big." came the reply.
"He's a good little cock sucker Paul, why don't we spin him around first?"
Paul put his hands on my hips and maneauvered me into position so that my arse was between Mr X's legs and I was eye to eye with his semi hard cock.
It was, and still remains the largest cock I have ever seen - both in terms of girth and length. I'd hazard a guess at a little over 8 inches and not quite as thick as my wrist!
This huge cock dangling in front of me I looked across at Mr Martin who was laying back in his chair slowly stroking his hard cock as he watched the scene unfold before him.
"I'm not surprised Lydia couldn't take that fucking thing Paul. It's like a baby's arm holding an apple!" Said Mr Martin.
"Boy. Why aren't you sucking Paul's big cock yet? I want to see you swallow that monster."
Paul put a hand behind my head and guided his big dick towards my waiting lips, I started by taking the glorious, foreskin covered tip into my mouth. I think I had visions of slowly working up to trying to take him fully but Paul was short on patience, he drove his massive cock as deep into my mouth as he could, his thick bellend pressing into my tonsils and stopping, unable to pass my throat barrier as Mr X's comapatively small penis had managed to do. I gagged and spluttered, trying not to choke or vomit as he forced his cock against the back of my mouth.
Meanwhile I felt Mr X's fingers pressing at my hole, slowly massaging aroind the rim before I felt him spit between my cheeks and ease one in.
"He's so fucking tight Paul. - You'll split him open!"
At that I felt Paul's cock jerk, his body shudder and he grasped my head as he shot a hot load of salty cum against the back of my throat, it came pathetically running out of my mouth along with strands of saliva.
"Ha!" Said Mr Martin. "Just like at university Paul - you always were quick to blow!"
Paul withdrew his cock and held my face, looking down at me he used it like a meat paintbrush to rub his cum all over my face, slapping it against my lips making a smacking sound. Telling me I was a good boy.
"There'll be not point in me fucking him after you Paul. Can I do him now? You can go after me."
Paul looked at Mr X and said yeah, warm him up for me.
Mr Martin threw Mr X a tub of vaseline, Paul went over to Mr Martin and began sucking his cock while mr X rubbed the vaseline into my hole and over his hard cock.
He got up from his chair, turned me around so that I was bent over where he had just been sitting and then knealt beside me. He was smaller than Mr Martin so he entered me realtively easily and began pumping away at my hole. Even though he wasn't large he felt great inside me and I was soon moaning in pleasure, his hips slapping against my cheeks as he pounded into me. He was hitting just the right spot and I came over the floor, as I climaxed I felt my arse tighten on his cock, he pulled my hips into him and with a shudder blew a hot load of cum inside me. He collapsed over my back for a moment before sliding out of me.
"Oh fuck I haven't had a snug little arsehole like that for years."
He stood up and moved over to the chair beside me and collapsed.
Paul was busy swallowing Mr Martin's cock. His impressive member swinging between his legs was slowly stiffening again.
"Mmmm Paul. I want to watch you fuck my houseboy." moaned Mr Martin, clearly enjoying Paul's attention.
Paul turned to look at me. He stood up and walked over to the jar of vaseline and took a massive blob, smearing some onto his cock he instructed me to press my face into the chair and get my ass in the air.
I did as I was told, I heard Mr X stand up and walk over and felt his hands on my shoulders.
Paul knelt behind me and rubbed the rest of the vaseline over my freshly fucked hole, Mr X's cum adding to the lube.
He pressed his cock hard against my opening and for a breif moment I thought this might not be too bad but the reality came fast. The stinging stretching pain as he mercilessly pushed his thick cock into me. I tried to escape forwards but I was presses against the chair. I couldn't escape upwards as I was being held down. I screamed and cried as he penetrated me but he had no mercy. I felt a feeling I had never experienced before as his cock filled me I felt it reach my second sphincter, again he continued to press his cock into me despite my pleading yelps finally my body gave way and he slid inside until his balls settled against my hole. He stayed there, still, completely inside me.
The feeling was unbelievably intense. The pain gave way to euphoria, my body relaxed, I felt as if I was completely filled.
"Told you he'd fucking take it." Came Mr Martin's voice. "He's a good boy try not to ruin him though."
Paul began to slowly pump his cock, thrusting long slow full thrusts, almost completely withdrawing before driving that long thing weapon deep into me. I made noises I had never made before, deep gutteral moans completely uncontrollable gutteral moaning as he stretched my tight little hole with his big thick tool. His cock felt like it was bumping against my diaphragm as he began to pick up speed and power with his thrusts, I could do nothing but make those noises as his cock punished my insides.
He came inside me and withdrew, his cock making a sort of slurpy pop as it left my body. I remember feeling cum leak down the inside of my leg.
"Look at him Gape Paul." Mr Martin said as Paul stood up.
I was breathless. I felt like a train had been driven through me. I felt euphoric at having pleased two men. As I recovered I looked around at Mr Martin who was stroking his hard cock as looked on at me.
"Well done my boy."
I slept that night at Mr Martin's and shared a bed with Paul who woke me up in the night and made me suck his big thick cock. We woke again late the next morning and he gave me a second pounding before we showered together and he left for home. Mr Martin paid me and sent me on my way around midday saying how I had given Paul the best birthday party of his life. But I think really I got the best present...
After deflowering me and opening my eyes (amongst other things) to the physical and psychological pleasure of submitting and giving yourself to a man (embarrasingly enough) looking back I became addicted to him. Enfatuated, whatever you call it, if he asked me I'd have jumped off a bridge for him just for the opportunity to make him happy.
I continued to work for him, gardening and doing odd jobs, but, sporadically and always on his terms, and his terms alone he would take advantage of the fact that I was head over heels for him.
Writing that it sounds like he used me, my youthful naivity - I guess he kind of did but in hindsight I gained so much understanding of my sexuality from him and benefitted from his experience so much that I would never choose to do things any differently.
He became more and more adventurous with the things he'd do with me as I became more and more confident in my role in our relationship. He had a big garden, a big house and sometimes he'd have me carry out my jobs naked for the day, this would often end in a rough fucking against a wall or on the grass, or him allowing me to suck his cock while he laid on his sun lounger by his pool.
He videoed some of our encounters, and sometimes he would play them back to me and dirty talk as we watched about things like how I was gorgeous with a mouthful of cock.
He called me his houseboy and sometimes I would spend weekends or even longer at his house fulfilling his desires.
He often spoke about how he would love to watch me with other guys and, inevitibly this became reality more than once - the first time I was completely unexpecting...
I met Mr Martin at his house at midday on his return from working away as we had arranged. He opened his front door and asked me into the kitchen, made me a cup of tea and sat me down to tell me what he wanted from me.
Asking if I was okay to stay the night tonight I replied that I didn't have any other plans and he told me that he had a good friend who he was at university with who would be visiting, his name was Paul and it was his birthday, he was going through a divorce and Mr Martin had offered to have him over for a bit of a celebration to cheer him up. Would I help with the party/serve food and drinks? He would pay me extra as I would be working late. Deal!
He told me he had bought an outfit for me to wear. I thought nothing particularly of the fact that he had bought me clothes - it was a smart black suit with a white shirt and black tie. He had bought me underpants though, tight white pants. Which I guess I should have given more thought to but I was just keen to make him happy.
We went about preperations and soon about a dozen guys were laughing and drinking in the living room. I was waiting on them, making sure the alcohol flowed and food was on time. Boring stuff like that.
Throughout the night Paul would come over and chat and he became friendlier and friendlier and his chat became more risque as the alcohol took more of an effect. He'd ask me about girls, did I have a girlfriend? What celebrities did I like? Progressing to questions like...
"Who do you wank over then? Come on, everybody does it, I hope you aren't this shy all the time."
Anyway in the early hours The majority of the guests had left only myself, Mr Martin, Paul and another guy who's name I can't remember which is shocking given what was about to happen but there it is. For the purpose of this story lets call him Mr X.
Mr Martin suggested that we head to the living room for a nightcap - he poured me a vodka and coke and the four of us sat on comfortable chairs. He was saying how I had earned a drink and I was worth every penny, he looked at Paul and asked him if he thought I looked good in my suit. Paul said he thought I looked "handsome." He asked Mr X who agreed.
"I think I need to get a cute little houseboy like him."
I felt my face go bright red and raise in temperature by approximately 1000 degrees. I sat in silence... Up until now I was under the impression that nobody knew about the relationship between myself and Mr Martin.
Mr Martin looked over at me.
"If you think he looks good now, wait until you see him in his tighty whitey's!"
"Come on boy. Show them."
All three men's eyes were fixed on me.
"What are you waiting for?"
I stammered and asked Mr Martin what he meant.
"You are the after dinner entertainment boy. I promised these lads some fun. Now take your fucking clothes off for us like a good boy. I won't ask again."
I stood up and took off my jacket, my shirt, undone my belt and slid my trousers to the floor, removed my socks and stood in the middle of three men in just my pants wondering what was about to happen.
Paul was the first to speak.
"oh his arse is like a peach."
Mr X agreed and told me to get on all fours.
I got on all fours in the middle of the room my heart about to beat out of my chest.
"Boy. You are Paul's birthday present. He's going to fuck you. You are going to give him anything he wants and take evetything he gives understand?"
I couldn't make a sound.
"We'll take that as a yes."
Paul stood up and took off his top. He was about 6'2" heavily built with a big hairy chest and a beer belly. Imagine a rugby player that had let himself go a little. He wandered over to me and bent down, running his hand over my ass he lifted it off and brought it slapping down. I winced at the pain and gave a little whimper - he spanked me again.
"Well boy. Why don't you crawl over to Mr X."
Mr X opened his legs and undid his fly. Paul followed behind me as I crawled between Mr X's legs. I knew what I had to do as Mr X's hard cock sprung out of his trousers.
Mr X's cock was smaller than Mr Martin's. 5 inches at the most. I took him in my mouth and he groaned and moaned as I sucked him.
Meanwhile Paul had slid my pants off exposing my bare ass, I felt him grope my cheeks as he watched me sucking Mr X. He knelt behind me pressing his hips against me so that he pushed me forward into Mr X's crotch, leaning over he pressed the back of my head down so that Mr X's cock was balls deep in my mouth and my nose was pressed into his stomach. He held me there until I started to struggle for air. He released me and I gasped for air spluttering, saliva dripping from my mouth.
Mr X was silent apart from moaning in pleasure he guided my head back to his cock as I felt Paul reach around my body and grasp my balls. He squeezed them before he began stroking my cock, grinding against my ass.
He undid his belt, then unbuttoned his trousers and slid them to his knees. I felt the pressure and heat of his cock between my cheeks as he rubbed it up and down my crack.
"Mmmm his ass is peachier than Lydia's."
"Did you ever fuck her ass Paul?" asked Mr X.
"No, the bitch said my cock was too big." came the reply.
"He's a good little cock sucker Paul, why don't we spin him around first?"
Paul put his hands on my hips and maneauvered me into position so that my arse was between Mr X's legs and I was eye to eye with his semi hard cock.
It was, and still remains the largest cock I have ever seen - both in terms of girth and length. I'd hazard a guess at a little over 8 inches and not quite as thick as my wrist!
This huge cock dangling in front of me I looked across at Mr Martin who was laying back in his chair slowly stroking his hard cock as he watched the scene unfold before him.
"I'm not surprised Lydia couldn't take that fucking thing Paul. It's like a baby's arm holding an apple!" Said Mr Martin.
"Boy. Why aren't you sucking Paul's big cock yet? I want to see you swallow that monster."
Paul put a hand behind my head and guided his big dick towards my waiting lips, I started by taking the glorious, foreskin covered tip into my mouth. I think I had visions of slowly working up to trying to take him fully but Paul was short on patience, he drove his massive cock as deep into my mouth as he could, his thick bellend pressing into my tonsils and stopping, unable to pass my throat barrier as Mr X's comapatively small penis had managed to do. I gagged and spluttered, trying not to choke or vomit as he forced his cock against the back of my mouth.
Meanwhile I felt Mr X's fingers pressing at my hole, slowly massaging aroind the rim before I felt him spit between my cheeks and ease one in.
"He's so fucking tight Paul. - You'll split him open!"
At that I felt Paul's cock jerk, his body shudder and he grasped my head as he shot a hot load of salty cum against the back of my throat, it came pathetically running out of my mouth along with strands of saliva.
"Ha!" Said Mr Martin. "Just like at university Paul - you always were quick to blow!"
Paul withdrew his cock and held my face, looking down at me he used it like a meat paintbrush to rub his cum all over my face, slapping it against my lips making a smacking sound. Telling me I was a good boy.
"There'll be not point in me fucking him after you Paul. Can I do him now? You can go after me."
Paul looked at Mr X and said yeah, warm him up for me.
Mr Martin threw Mr X a tub of vaseline, Paul went over to Mr Martin and began sucking his cock while mr X rubbed the vaseline into my hole and over his hard cock.
He got up from his chair, turned me around so that I was bent over where he had just been sitting and then knealt beside me. He was smaller than Mr Martin so he entered me realtively easily and began pumping away at my hole. Even though he wasn't large he felt great inside me and I was soon moaning in pleasure, his hips slapping against my cheeks as he pounded into me. He was hitting just the right spot and I came over the floor, as I climaxed I felt my arse tighten on his cock, he pulled my hips into him and with a shudder blew a hot load of cum inside me. He collapsed over my back for a moment before sliding out of me.
"Oh fuck I haven't had a snug little arsehole like that for years."
He stood up and moved over to the chair beside me and collapsed.
Paul was busy swallowing Mr Martin's cock. His impressive member swinging between his legs was slowly stiffening again.
"Mmmm Paul. I want to watch you fuck my houseboy." moaned Mr Martin, clearly enjoying Paul's attention.
Paul turned to look at me. He stood up and walked over to the jar of vaseline and took a massive blob, smearing some onto his cock he instructed me to press my face into the chair and get my ass in the air.
I did as I was told, I heard Mr X stand up and walk over and felt his hands on my shoulders.
Paul knelt behind me and rubbed the rest of the vaseline over my freshly fucked hole, Mr X's cum adding to the lube.
He pressed his cock hard against my opening and for a breif moment I thought this might not be too bad but the reality came fast. The stinging stretching pain as he mercilessly pushed his thick cock into me. I tried to escape forwards but I was presses against the chair. I couldn't escape upwards as I was being held down. I screamed and cried as he penetrated me but he had no mercy. I felt a feeling I had never experienced before as his cock filled me I felt it reach my second sphincter, again he continued to press his cock into me despite my pleading yelps finally my body gave way and he slid inside until his balls settled against my hole. He stayed there, still, completely inside me.
The feeling was unbelievably intense. The pain gave way to euphoria, my body relaxed, I felt as if I was completely filled.
"Told you he'd fucking take it." Came Mr Martin's voice. "He's a good boy try not to ruin him though."
Paul began to slowly pump his cock, thrusting long slow full thrusts, almost completely withdrawing before driving that long thing weapon deep into me. I made noises I had never made before, deep gutteral moans completely uncontrollable gutteral moaning as he stretched my tight little hole with his big thick tool. His cock felt like it was bumping against my diaphragm as he began to pick up speed and power with his thrusts, I could do nothing but make those noises as his cock punished my insides.
He came inside me and withdrew, his cock making a sort of slurpy pop as it left my body. I remember feeling cum leak down the inside of my leg.
"Look at him Gape Paul." Mr Martin said as Paul stood up.
I was breathless. I felt like a train had been driven through me. I felt euphoric at having pleased two men. As I recovered I looked around at Mr Martin who was stroking his hard cock as looked on at me.
"Well done my boy."
I slept that night at Mr Martin's and shared a bed with Paul who woke me up in the night and made me suck his big thick cock. We woke again late the next morning and he gave me a second pounding before we showered together and he left for home. Mr Martin paid me and sent me on my way around midday saying how I had given Paul the best birthday party of his life. But I think really I got the best present...
