The first time I masturbated to orgasm my friend told me that if I stroked my cock like milking a cow milk would come out. I was at that age when I had erections that were so strong I couldn't sleep. I would rub and stroke my cock and it felt great but I was still very frustrated. Finally one night I was determined it was going to happen. I rubbed for what seemed like forever. Then I started to feel what felt like deep pain and pleasure behind my scrotum. I realize now it was my prostate waking up. It was the most incredible feeling I have ever experienced and I shot cum all over the bed. I have been masturbating every day since then.
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New Masturbation Experiences
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My Uncle Saw Me
This story is the result of my uncle moving in with us. He had just lost his job and didn't have anywhere to stay. So he moved in with us, and stayed for a couple of months.
I was 18 at the time, and he must have been around 25 to 27 years old (my youngest uncle)
Anyway, it was the school holidays and I was stuck at home. My parents had gone away for a night or two but my uncle had stayed behind.
It was about 12 at night, and I thought he had gone to bed. So I made my way to the study and switched on the computer. Unfortunately our study didn't have a door, just an arch leading into the lounge.
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Masturbation Encouter While Traveling on Business
In December 2012, one week before Christmas, I had to go on a business trip with three colleagues. The two women I didn't know at all, they work in another division, but the other guy, Danny, I work with every day. Since I moved from my longtime home for this job, I don't really have that many friends here. Danny is about it. He has a girlfriend who keeps him pretty busy, but we often have a beer after work at the sports bar down the street from our office building. I am 33 and he is 28.
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Jerking & Wrestling
I have never masturbated with somebody but I thought it may happen and here is why. For a long time like three years I think, a few times a week I would hang out with this friend of mine Karl who was almost 14 at the time, as tall as me and we weighed the same. We always started goofing and wrestling after a while together and I got at least a little bit of a boner from it.
Sometimes I was real hard when I got my legs wrapped around him. I thought he liked it the same way too but we never talked until this thing happened.
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Masturbation in the South Pacific
This little story is based on a rather lovely experience I had in the remote country of Papua New Guinea. Not sure where that is? Well, it's right at the Northern tip of Australia.
The story has appeared elsewhere, but it is not just about sex; it's about a lovely island lad who took a liking to me and vice-versa.
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MAsturbating with the Handyman
My wife, Megan and I have developed a number of properties into cottage complexes which we rent out for retirement income. I am not much good at maintenance work and have a semi-retired friend, Robert, who, whilst his wife is at work in the mornings, works for us as a handy man.
Two weeks ago Megan and Robert went to one of the units about a kilometre from our home to repair a faulty kitchen light. As Megan and I had not had sex the previous evening nor that morning, I decided to take the gap, call up some porn on my computer and have a good wank at my desk in my office.
I was naked, lubed up and well into my jerking enjoyment when all of a sudden I heard a voice say "Oh. Sorry. Excuse Me!" and there stood Robert in my office door way.
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Jock-Off Masturbation
We play a great game in the dorm hallway and it eventually became known as jock-off. It is a wrestling game that was that almost guaranteed hard dicks. We would take some mattresses and put them in the hall and at first we would wrestle naked and the objective was to put a rubber band on the guy's dick you were wrestling with. It was fun and eventually there were about ten guys on our hall that would participate.
One thing that happened is you would almost always get your nuts snapped by the rubber band. One evening when we were naked wrestling the game changed. I suggested that we start with a jock on and the objective was to pull the other guy's jock off, thus the name of the game jock-off. We would have eight to ten guys join in the fun.
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Masturbating on a Deserted Beach
I enjoy going to a beach that I found some years back. It's in a state park in Maryland on a barrier island. There is only one way onto the island, but there is miles of pristine beach, so if you are willing to walk you won't be bothered by anyone. There have been many days when I never saw a soul, but usually I would see 6 to 10 people in a day.
This day I stayed within a 1/2 mile of the main beach and set up my chair, towel, and cooler. This way I could see the crowd at the main beach taking a walk my way I can get up and go for a swim and when they get close to me come out of the water and walk back to my chair so they can check me out in my g-string bikini. I am an exhibitionist and love to be looked at, so I try to give people a lot to look at.
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A Masturbation Massage to Remember
My neck and shoulders were sore from a long drive so I decided a good massage would help. I found one listed with a price less than most in the area but which sounded fine.
I called and made an appointment for late morning the next day. He gave me instructions as to where he was located in a garage apartment with the best place to park was through the alley and behind his car which he described.
I arrived a few minutes early but his car was not there. Just as I was beginning to be concerned, he drove in, apologized for being late as he had been at the gym and forgotten until the last minute that he had made an appointment.
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party
i turn 19 next month i wanted a huge gay sex orgy! i wanna swallow so much cum and i wanna be unable to walk! if u live near the southeast wisconsin area and would like to come comment on here. i would like to video tape the whole thing to :) i wanna relive this forever :) im willin to do all your dirty things :)
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Masturbating with Swimming Coach
I was an only child and raised very sheltered and home schooled. I also had a minister for a grandfather who lived with us, so to say that I wasn't exposed to things of a sexual nature is an understatement. I knew there were things going on with my body but I just wasn't quite sure of what.
Around the age of seventeen I signed up for a swim team; I had loved swimming from early in my life and I was quite good at it. It was also a way to get out from under the strict, watchful eye of my family. I lived for Saturday mornings. I really like the swim coach.
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Masturbating in the Bathroom
My best friend and I were 13 and it was a saturday afternoon at the local pool. We were just mucking around and checking out the girls when my friend mentioned he needed to jack off cause the girls in their bikinis were turning him on.
We had never talked about masturbation before but I had a feeling that he did it.
So I mentioned that I was horny too and that I had a boner. He suggested we go to the toilets, so I had to reach into my pants and adjust myself. We got out and in the toilets all the stalls were taken so we entered the only one left and it had a shower and toilet in there.
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Boarding School Initiation
I recently turned 18, and this happened a few years ago. I have blonde hair and blue eyes and have always been rather skinny. I am also bi and circumcised at 11 (due to health reasons).
When I turned 13, I enrolled for an all-boys boarding school here in England. I had been attending for about a week and was making a lot of new friends, when the seniors rounded up me and all the other boys in my year (we were a small school, about 30 in each year) one evening. We were told that we would get initiated that night, and that we all had to meet in one of the old classrooms. If you didn't show up, there would be 'consequences'.
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Can you Cum
My friend text me saying let's hang out and I said yes. Earlier in the week at school he said that once you can 'cum' you would start to get a lot of hair by your balls and dick. I had the hair but didn't think I could 'cum' because everyone says it's white and I came clear stuff. So I said I couldn't 'cum' but I could, I just didn't know it. Then when he arrived at my house he brought up that I said I can't cum, then I said I can now. I said I woke up and my bed was a little wet and it didn't look or smell like sweat so I assumed it was a wet dream. And then I said I went to the bathroom and jacked off and came.
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New House
In the middle of the high school I went with a bunch of friends to the mountains for about ten days of hiking. The only place to stay (cheap and in a good location) we found was a new build family house with a landlord family living in a small old house temporarily attached to the new one. They were connected, so they could control the whole place. It has two floors with some living room and restrooms downstairs and four rooms upstairs, but it was all empty, only one room was equipped with one big sleeping place. The problem we didn´t mind was there were no doors yet, they were just waiting for delivery of them, that´s what we were told.
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three board Boys with Boners
My Family would go away on Spring/Easter Break to different places down South to get away from NY cold.
When I was 16 we went a timeshare Condo in St. Pete FL. When we wern't off doing Disney World or Bush Gardens we would walk to the beach or Hang out one of the Condo's Pools as there were 3 each just like the other a Good size Kidney shaped pool with a near by Hot tub and a set of rest/changeing Rooms each with ot's own Sauna.
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Masturbating with a Friend
Tom is a sales representative who used to do a lot of work with our company, and I got to know him over the years at lots of dinners and company events. I can't say exactly how, but we both kind of started saying little things about jerking off, just jokes now and then, stuff like that. Nothing very special or specific. Then we were both at a convention, and after a reception, when we were leaving, I made a joke about going to my hotel room to jack off.
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Never too Late
Let me start with the thought it's never too late. I'm 60, fairly large with white hair- not exactly prime game in the sex dept.
I have a 22 year old son in a local community college who lives in a small apt above the garage which he calls his 'love nest'. He keeps things pretty low key- he is not a partier, studies hard , gets good grades , and has a girl friend and the normal things I would expect a 22 year old to have and be.
Last weekend he asked if he could have a film/gaming overnight and have some friends stay- his real question was if I would feed them all and I said no problem- I recognized all the names and had met the kids and they were all nice.
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Fantasy
The women, my lady and Stormy’s sister had just left to do shopping. Stormy stayed in his apartment having finished his Sunday morning shower and was clad only in a bath robe as he sat at the dining room table with the Sunday crossword spread out before him, juggling with it. I chose also to stay to keep him company for I had just arrived, feeling it would be rather obvious to not want to stay but go with the women. Sensitive to other people’s feelings, I felt obligated to stay as a matter of courtesy as we had known each other for a few years.
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Awesome Night with Teammate
My friend Audrius and I were the two starting guards on our rep team, to give a quick overview, I was 5'8", short brown hair, uncircumcised five inch hard dick, at the time, with shaved pubes and nice sized ball sack. Audrius was blonde and the same height as me but he was pretty shy off the court. After our game he came to my place for a sleepover for fun and my parents said they would be out until early the next morning and I already had a plan in mind.
We were watching an NBA game on TV when a sexy cheerleader came on and I said "I would totally fuck her if I had the chance". He surprisingly made a remark like "but your dick is too small for her" and I said "I bet it's bigger than yours" and he said "yeah right" and we left it at that.
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