Sherry got fucked by the Shemale hairdresser Shemale Sex Stories
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ALL BECAUSE SHE WAS WITH HOLDING! free porn video
This is a true story only the names have been chanced to protect the not so innocent!
I have been friends with Dan now for all most two years and he only knows of my secret because of what I have offered him. We are like bothers in the fact that we like a lot of the same things from music to sports to a bunch of different topics. But we are different in one way, I am bisexual and he is straight… or so he thinks! So this all started about a year ago right before he had enlisted to join the Services. Dan is a Hispanic-Italian Male, 18 years old, 6’1”, and 160 lbs well built with the dark completion and jet black hair. He was with this girl who was such a diva and a drama queen that she lived on Facebook. She posted some of the stupidest shit I have ever seen. Dan and her even got in to a big fight over her obsession to put just about anything and everything on there, even stuff he told her not to! Dan was a quiet individual posting a hand full of things on Facebook mostly sharing stuff about his favorite sports players and teams with the occasional status update. He was a quiet individual and liked to keep to him self but not in an awkward way at all it was just his personality. But one thing he loved and talked about all the time was basketball.
Dan liked to hang out at my house on weekends when he could we would just chill and kick back and talk about almost anything. This time he was talking about how much his girl was driving him crazy and how leaving for the service soon was not helping the situation. He committed to the service prior to meeting her and she was hell bent on trying to get him to change his mind. But the papers were signed and there was nothing that could be done about it now and she made sure he knew how much she hated that fact. So we talked about what he was going to do once he was in and he could not talk to her every day like he dose now. He was at a loss he did not know what to say or what he was possibly going to do! I never told Dan that I had a crush on him but once in a while I would drop subtle hints to see how he would react. I was always telling him if you don’t like this girl to get rid of her. I always said there are plenty of fish in the sea. Nothing more came of that night and we went to sleep. The next day he had to head back home but said he would be back next weekend, like usual I said no problem my place is your place! So I drove him home.
The next week came and nothing exciting happened, the usual daily grind of work and basic shit. I wanted to do something fun this weekend. I texted Dan and asked him if he wanted to go to the arcade. He said that was not a bad idea but his girl was with him and wanted to go as well. Like I have said I don’t like her at all but I’m not going to let her stand in the way of him having fun or coming down for the weekend. But the next text that he had sent may jeopardize those plans. He told me that he was low on funds and probably would not be able to come because he would also have to pay for his girl. Yea she was like that. So then I had an idea, don’t know why I thought of it at that exact moment but I said fuck it I’m going to go for it! So I texted him back and said look come down and ill pay for you and your girl to go to the arcade and instead of eating out there I could make us all dinner at my place, but there is going to be a price for that I said. So about a minute later he said ok that sounds like a plan but what’s the price I already told you that I’m low on funds. I texted back it’s not money I want back how about you let me suck your dick and we will call it even ill even give you what ever change is left over from the Arcade out of a hundred bucks ill give you guys to use there. There was no response for maybe a good five minutes I was getting nervous now, wondering if I may have fuck up and things backfired. Nervous as hell hoping he either would accept my offer or think I was breaking his balls and joking around. My mind is racing a mile a minute thinking of all the possible out comes when he replies back. All he said was “ok” just so I did not come across as a total dick I texted back “that’s ok with you?” and he replied right back “yea”. I was super excited now, all the nervousness had vanished and I could not wait for him to arrive later that night.
So as I am getting ready for Dan’s arrival I get a text from him, he said his girl can’t come out tonight because she had gotten into trouble at home with her parents over a Facebook post. Thinking to my self why am I not surprised she always has to fuck everything up! He also asked in his text if his younger brother could come instead. Thinking quickly I sent back that’s fine but are we still on for my original offer then? He replied yes. Excitement once again washed over my face at the thought and chance of what was going to happen tonight. Dan arrived with his younger brother who was 16 and a bit of a wise ass but I just tended to ignore him. We sat down and ate dinner and had some casual conversation about sports. His brother asked him what had happened that his girl could not come out. So he explained the situation that her mom saw the post and basically grounded her. I was so happy that that bitch got grounded! We left for the arcade and spent a good couple of hours playing games and winning tickets, we both hit jackpots and cashed in a lot of tickets! The little brother was having a blast as well since this was his fast time at an arcade this size. You would have thought the k** hit the lottery, but where they lived they did not have much fun stuff around them to do since they lived in the back woods of Jersey.
When we finally ran out of tokens to play the games I hinted that it was time to leave. Now I was getting a little nervous, because when we got home I knew there was a debt to be paid! We spent maybe five minutes cashing in our tickets for some cool prizes since we had a won a lot of them. After that we headed for the car and back to my place. On the ride back Dan asked if it were possible to crash the night, secretly inside I smiled big. I said my house is your house. When we got back home and settled in for a few minutes i asked Dan if he wanted to “talk” down stairs, he said “yea sure that’s fine.” I asked his little brother if he would be ok watching TV in the living room for a few minutes while me and Dan talked down stairs. He said yea ill find something to watch, then he remembered that there was a basketball game on he could watch. “What channel is NBA TV?” he asked and I told him “216”. He turned on the game and he was basically set I knew as long as the game was on he would not move. I looked at Dan and motioned to head down stairs. He went down the stairs first, I stopped smiled and headed down after a second pause.
I lock the door behind me and walked down the stairs to my room in the basement. He is just standing there between my bed and desk. He looks a little nervous from his body language but his face shows almost no expression at all. He is wearing blue jeans a blue devils tee shirt and a green military colored wind breaker. So being the good friend that I am I asked “you ok”, he just nodded. I asked “Are we good then? I don’t want to push you if you need a minute.” He replied “No I’m good are you ready?” With out saying another word I walked over and sat at the foot of the bed. He knew I was ready because he started moving towards me and unzipped his green wind breaker. Now my mind was racing a mile a minute thinking that this was really happening! Next he started to unbuckle his belt and untuck his shirt from his jeans. He unbuttoned his jeans and his hands slowly moved down to his fly. The excitement and anticipation was enough to give me a heart attack. He lowered his fly and pushed aside the flaps of his jeans to reveal his black fruit of the loom boxer briefs. What I saw next put a huge smile on my face. He was rock hard inside his boxer briefs. You could see the outline of his cock like the fabric was pulled as tight as it could be, I could not believe how big it was and I still have not even seen the real thing yet! Now I’m Rock hard in my pants pitching a huge tent. After pushing aside the flaps of his jeans, which I thought felt like for ever mesmerized by the bulge in his underwear, he reached up and grabbed the waist band of his fruit of the looms and started to pull them down. Slowing I start to see his happy trail leading down to a well trimmed area of black pubic hair. I then see the shaft of his dick starting to be uncovered, more and more until he reaches the bottom. Out bounced a beautiful 7 or 8 inch dick with a dark completion shaft running to a nice caramel color looking head. This was a thing of beauty! I’m sitting there just motionless staring at it, observing it, and burring this to memory.
I could not take it anymore and did not care, I could not help my self I had to free my rock hard cock from its tent. Out bounced my 7 inch cock. I noticed he took a look at my dick and stared for a couple of seconds. At that point impulse took over and I leaned forward. I opened my mouth as wide as I could to accept his dick. The feel of it sliding across my mouth and lips felt like velvet. The skin felt so soft but yet rock hard! As I continue to go down on him I notice his smell. It was enough to almost make me bust right then and here. Now I’m all the way down but not deep just yet. I look up to notice he is looking straight ahead now and I start sucking him off slowly enjoying every moment every stroke in and out of my now soaking wet mouth! I still could not believe how big he was packing. I start sucking him off easy at first then I start picking up the rhythm when I then decide to go deep. I took him all the way in my mouth and down as far as I could go, sticking my tongue out just enough to touch the bottom of his big balls. I could feel him tense up and let out a low groan. He shuddered for a second as I slowly backed off his dick. I retreated all the way back up to the head and played with it licking it while it was still in my mouth and going up and down on it sucking it like a lollypop.
After taking my time for a little I decided it was time to pick up the pace, and pick up the pace I did. I started going up and down steady and then started to quicken my pace taking my hand off the bottom of his shaft and now cradling his big balls. Faster and faster I go and I could hear his breathing quicken, letting a low moans hear and there. I could start to feel his legs start to shake, it felt like he was pumping to my rhythm but I'm not sure if he was or not. Still cradling his big balls sucking on his dick like there is no tomorrow he lets out one last grunt and with out any kind of warning BLASTS a HUGE load in my mouth and down my throat. I start gagging at the amount of cum he just unleashed in to my mouth in one shot. I quickly swallow and catch up to the next few blast of cum erupting from his cock. And when I say erupting I mean it! Almost all of his cum had hit the back of my throat and only a small amount hit my tongue. I start erupting my load all over the floor. Just like him I just kept cuming and cuming with no end in sight!
We were so exhausted that I fell backwards onto the bed with my dick still flopping around and he fell next to me also dick still out! After a couple of minutes and regaining our composure, I stand up and start to pack my dick away and Dan follows suite. Back inside his black fruit of the loom boxers briefs, zips up his jeans and puts his belt back on! He said “That was the best blow job I have ever gotten” jokingly I said better then your girl. He just smirked. He started walking towards the stairs and the door and I said “Dan, you can keep a secret right?” he looked back at me and said “Can you?” I laughed and said "Only if there is at least a round two." He chuckled, smiled, and walked up stairs. I cleaned up the floor waited a few seconds and went back up stairs to see Dan and his little brother watching the last quarter of the game.
But! Later that night things got more interesting and you won’t believe how it started! Let’s just say stay tuned for part two as the rest of the night got wild!
Thank you for reading please comment and let me know what you think and
this story was all true except for the names were changed to protect the innocent!
I have been friends with Dan now for all most two years and he only knows of my secret because of what I have offered him. We are like bothers in the fact that we like a lot of the same things from music to sports to a bunch of different topics. But we are different in one way, I am bisexual and he is straight… or so he thinks! So this all started about a year ago right before he had enlisted to join the Services. Dan is a Hispanic-Italian Male, 18 years old, 6’1”, and 160 lbs well built with the dark completion and jet black hair. He was with this girl who was such a diva and a drama queen that she lived on Facebook. She posted some of the stupidest shit I have ever seen. Dan and her even got in to a big fight over her obsession to put just about anything and everything on there, even stuff he told her not to! Dan was a quiet individual posting a hand full of things on Facebook mostly sharing stuff about his favorite sports players and teams with the occasional status update. He was a quiet individual and liked to keep to him self but not in an awkward way at all it was just his personality. But one thing he loved and talked about all the time was basketball.
Dan liked to hang out at my house on weekends when he could we would just chill and kick back and talk about almost anything. This time he was talking about how much his girl was driving him crazy and how leaving for the service soon was not helping the situation. He committed to the service prior to meeting her and she was hell bent on trying to get him to change his mind. But the papers were signed and there was nothing that could be done about it now and she made sure he knew how much she hated that fact. So we talked about what he was going to do once he was in and he could not talk to her every day like he dose now. He was at a loss he did not know what to say or what he was possibly going to do! I never told Dan that I had a crush on him but once in a while I would drop subtle hints to see how he would react. I was always telling him if you don’t like this girl to get rid of her. I always said there are plenty of fish in the sea. Nothing more came of that night and we went to sleep. The next day he had to head back home but said he would be back next weekend, like usual I said no problem my place is your place! So I drove him home.
The next week came and nothing exciting happened, the usual daily grind of work and basic shit. I wanted to do something fun this weekend. I texted Dan and asked him if he wanted to go to the arcade. He said that was not a bad idea but his girl was with him and wanted to go as well. Like I have said I don’t like her at all but I’m not going to let her stand in the way of him having fun or coming down for the weekend. But the next text that he had sent may jeopardize those plans. He told me that he was low on funds and probably would not be able to come because he would also have to pay for his girl. Yea she was like that. So then I had an idea, don’t know why I thought of it at that exact moment but I said fuck it I’m going to go for it! So I texted him back and said look come down and ill pay for you and your girl to go to the arcade and instead of eating out there I could make us all dinner at my place, but there is going to be a price for that I said. So about a minute later he said ok that sounds like a plan but what’s the price I already told you that I’m low on funds. I texted back it’s not money I want back how about you let me suck your dick and we will call it even ill even give you what ever change is left over from the Arcade out of a hundred bucks ill give you guys to use there. There was no response for maybe a good five minutes I was getting nervous now, wondering if I may have fuck up and things backfired. Nervous as hell hoping he either would accept my offer or think I was breaking his balls and joking around. My mind is racing a mile a minute thinking of all the possible out comes when he replies back. All he said was “ok” just so I did not come across as a total dick I texted back “that’s ok with you?” and he replied right back “yea”. I was super excited now, all the nervousness had vanished and I could not wait for him to arrive later that night.
So as I am getting ready for Dan’s arrival I get a text from him, he said his girl can’t come out tonight because she had gotten into trouble at home with her parents over a Facebook post. Thinking to my self why am I not surprised she always has to fuck everything up! He also asked in his text if his younger brother could come instead. Thinking quickly I sent back that’s fine but are we still on for my original offer then? He replied yes. Excitement once again washed over my face at the thought and chance of what was going to happen tonight. Dan arrived with his younger brother who was 16 and a bit of a wise ass but I just tended to ignore him. We sat down and ate dinner and had some casual conversation about sports. His brother asked him what had happened that his girl could not come out. So he explained the situation that her mom saw the post and basically grounded her. I was so happy that that bitch got grounded! We left for the arcade and spent a good couple of hours playing games and winning tickets, we both hit jackpots and cashed in a lot of tickets! The little brother was having a blast as well since this was his fast time at an arcade this size. You would have thought the k** hit the lottery, but where they lived they did not have much fun stuff around them to do since they lived in the back woods of Jersey.
When we finally ran out of tokens to play the games I hinted that it was time to leave. Now I was getting a little nervous, because when we got home I knew there was a debt to be paid! We spent maybe five minutes cashing in our tickets for some cool prizes since we had a won a lot of them. After that we headed for the car and back to my place. On the ride back Dan asked if it were possible to crash the night, secretly inside I smiled big. I said my house is your house. When we got back home and settled in for a few minutes i asked Dan if he wanted to “talk” down stairs, he said “yea sure that’s fine.” I asked his little brother if he would be ok watching TV in the living room for a few minutes while me and Dan talked down stairs. He said yea ill find something to watch, then he remembered that there was a basketball game on he could watch. “What channel is NBA TV?” he asked and I told him “216”. He turned on the game and he was basically set I knew as long as the game was on he would not move. I looked at Dan and motioned to head down stairs. He went down the stairs first, I stopped smiled and headed down after a second pause.
I lock the door behind me and walked down the stairs to my room in the basement. He is just standing there between my bed and desk. He looks a little nervous from his body language but his face shows almost no expression at all. He is wearing blue jeans a blue devils tee shirt and a green military colored wind breaker. So being the good friend that I am I asked “you ok”, he just nodded. I asked “Are we good then? I don’t want to push you if you need a minute.” He replied “No I’m good are you ready?” With out saying another word I walked over and sat at the foot of the bed. He knew I was ready because he started moving towards me and unzipped his green wind breaker. Now my mind was racing a mile a minute thinking that this was really happening! Next he started to unbuckle his belt and untuck his shirt from his jeans. He unbuttoned his jeans and his hands slowly moved down to his fly. The excitement and anticipation was enough to give me a heart attack. He lowered his fly and pushed aside the flaps of his jeans to reveal his black fruit of the loom boxer briefs. What I saw next put a huge smile on my face. He was rock hard inside his boxer briefs. You could see the outline of his cock like the fabric was pulled as tight as it could be, I could not believe how big it was and I still have not even seen the real thing yet! Now I’m Rock hard in my pants pitching a huge tent. After pushing aside the flaps of his jeans, which I thought felt like for ever mesmerized by the bulge in his underwear, he reached up and grabbed the waist band of his fruit of the looms and started to pull them down. Slowing I start to see his happy trail leading down to a well trimmed area of black pubic hair. I then see the shaft of his dick starting to be uncovered, more and more until he reaches the bottom. Out bounced a beautiful 7 or 8 inch dick with a dark completion shaft running to a nice caramel color looking head. This was a thing of beauty! I’m sitting there just motionless staring at it, observing it, and burring this to memory.
I could not take it anymore and did not care, I could not help my self I had to free my rock hard cock from its tent. Out bounced my 7 inch cock. I noticed he took a look at my dick and stared for a couple of seconds. At that point impulse took over and I leaned forward. I opened my mouth as wide as I could to accept his dick. The feel of it sliding across my mouth and lips felt like velvet. The skin felt so soft but yet rock hard! As I continue to go down on him I notice his smell. It was enough to almost make me bust right then and here. Now I’m all the way down but not deep just yet. I look up to notice he is looking straight ahead now and I start sucking him off slowly enjoying every moment every stroke in and out of my now soaking wet mouth! I still could not believe how big he was packing. I start sucking him off easy at first then I start picking up the rhythm when I then decide to go deep. I took him all the way in my mouth and down as far as I could go, sticking my tongue out just enough to touch the bottom of his big balls. I could feel him tense up and let out a low groan. He shuddered for a second as I slowly backed off his dick. I retreated all the way back up to the head and played with it licking it while it was still in my mouth and going up and down on it sucking it like a lollypop.
After taking my time for a little I decided it was time to pick up the pace, and pick up the pace I did. I started going up and down steady and then started to quicken my pace taking my hand off the bottom of his shaft and now cradling his big balls. Faster and faster I go and I could hear his breathing quicken, letting a low moans hear and there. I could start to feel his legs start to shake, it felt like he was pumping to my rhythm but I'm not sure if he was or not. Still cradling his big balls sucking on his dick like there is no tomorrow he lets out one last grunt and with out any kind of warning BLASTS a HUGE load in my mouth and down my throat. I start gagging at the amount of cum he just unleashed in to my mouth in one shot. I quickly swallow and catch up to the next few blast of cum erupting from his cock. And when I say erupting I mean it! Almost all of his cum had hit the back of my throat and only a small amount hit my tongue. I start erupting my load all over the floor. Just like him I just kept cuming and cuming with no end in sight!
We were so exhausted that I fell backwards onto the bed with my dick still flopping around and he fell next to me also dick still out! After a couple of minutes and regaining our composure, I stand up and start to pack my dick away and Dan follows suite. Back inside his black fruit of the loom boxers briefs, zips up his jeans and puts his belt back on! He said “That was the best blow job I have ever gotten” jokingly I said better then your girl. He just smirked. He started walking towards the stairs and the door and I said “Dan, you can keep a secret right?” he looked back at me and said “Can you?” I laughed and said "Only if there is at least a round two." He chuckled, smiled, and walked up stairs. I cleaned up the floor waited a few seconds and went back up stairs to see Dan and his little brother watching the last quarter of the game.
But! Later that night things got more interesting and you won’t believe how it started! Let’s just say stay tuned for part two as the rest of the night got wild!
Thank you for reading please comment and let me know what you think and
this story was all true except for the names were changed to protect the innocent!
Vera
- 01.06.2021
- 18
- 0
