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imark Amateur Jackinchatter

203 posts since 2010-11-18
54 year old heterosexual
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Who was the first person (other than yourself) to get you to cum?

Mine was my best friend and jacking buddy when i was 16.

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getnoff Professional Jackinchatter

1241 posts since 2006-12-20
64 year old
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Mine was also my best friend, we were 14 - we got each other off for a couple of years. Man was it fun! Actually added another friend as well so I had 2 jackin/oral buds back in HS. Took about 30 years off after that stopped when we were 16. Actively bisexual now and it's so different and much more fun as an adult.
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js06877 Professional Jackinchatter

1251 posts since 2009-03-08
77 year old from Connecticut
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a masseuse in Bangkok
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rodsmith Skilled Jackinchatter

680 posts since 2006-02-02
59 year old heterosexual male from Orange County NY ny hudson valley New York
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I met this guy from jchat and we agreed to meet for a beer. He was a young college professor and we went out to my car after the beer. We were both married and curious. We showed our cocks to each other and then he rubbed me off in my pants. I came faster than I thought I would because he knew just how to do it right. He got off after I did but, sadly, I couldn't get him to meet up to try it again or plan another way to have some fun.
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Xelnaga666 Amateur Jackinchatter

197 posts since 2008-12-26
48 year old
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My step sister.
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palmer Skilled Jackinchatter

848 posts since 2007-06-30
70 year old curious from california
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great question, started 'bating when i was about 12 or so but wasn't until my early 20's when a gal friend did me & once we discovered we had the same interests we met quite a few times. we met/worked together on a mutual friends horse ranch
its just sex
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my buddy, we were 13 and it was during a sleep over.
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hudsonguy Novice Jackinchatter

60 posts since 2009-08-09
65 year old bisexual from SE Coastal Georgia
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A buddy of mine...we stroked each other at 15...
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dickguy Professional Jackinchatter

1678 posts since 2009-05-14
86 year old heterosexual male from Minnesota
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It was my girlfriend in the car at the drive in movie, in about 1954. She jacked me off, I jilled her in the drive in, but screwing was too dangerous, so we did that in other places.
Dickguy
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A scout master in a tent when we were on a camping trip. Wow, did that feel nice!
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SloStroker Omnipitant Jackinchatter

7249 posts since 2006-08-21
52 year old bisexual male from Nashville, TN
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My HS girlfriend gave me a hand job so I wouldn't have "blue balls". I was 16.

I had a jack off bud too, but I always finished myself off.
Check out my porn blog at https://slostroker.bdsmlr.com/ and my writing blog at https://slostroker.wordpress.com or catch me on Skype as SloStroker
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Maverick Novice Jackinchatter

76 posts since 2011-04-02
35 year old heterosexual
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Up until I was 18, we had neighbours that had three kids. They were older than I was, but the youngest was only two years older and we would hang out when neither of us had friends around. She had had an older sister, who was 2 years older then her (4 years older then me) and a brother who was three or four years older that went away to college and I never really knew.

They had a pool, and though unfortunately my bedroom was on the other side of the house, but from my fathers den I could look into their backyard and I often jerked off watching my friend Sara or her older sister (or, amazingly, sometimes both) lie out by their pool in bikinis. Sara's sister had a best friend named Rosanna that was an absolute goddess who was my my favorite to jerk off to because she had such big tits in melted my young brain.

Anyway, it was with Sara that I saw my first ever porno movie. They had a VCR in their basement rec room (which opened onto the pool) and one day when I was over there she showed me a few of the video tapes her brother had poorly hidden in the furnace room. It was the first time not only that I had ever "seen" sex but it was the first time I had ever seen a guy cum other then myself. In the movie, they came so much harder then me. The squirts were way bigger and seeing women getting them off was intense and mind blowing.

I was always slightly anxious around Sara cause she was older then me and she was attractive and I had secretly been masturbating to her (and her sister and her sisters friend) so I was never remotely comfortable enough to "ask" to see the videos, but occasionally she would put them on, never for very long, and we would watch them. She would mainly make fun of the movie, or the people in it, and while it was very erotic to watch such things with her, it never felt like it was going anywhere in terms of me hooking up with her in anyway and I was way too uncomfortable around her to try.

About a week before I turned 14, Sara told me she decided to get me a present, and would make little references to it that week, and was just generally "around" more. I would usually only see her or hang out with her if we we both didn't have friends around on a weekend or something. Anytime I would see her in the backyard by herself (if she wasn't tanning - if she was, I was jerking from the window) I wound wander out to the backyard myself knowing we would end up hanging out together, but this week she was just around around more.

She didn't make a huge deal about getting me a present, but i was sort of surprised she was going to get me something and I thought, maybe, it meant she liked me. The day of my birthday I was having a party with about six buddies. We were going to go to a Blue Jay game with my dad. Sara found out the day before and told me to meet her before in the lane way between our houses at 11 am.

I went out there and she took me back through her yard to the ravine behind her pool (which, I learned that day, was a great vantage point to watch anyone lying out, that I later used as a jerk off spot for a few years.) Anyway, Sara led me down the ravine a bit and told me she was going to give me a hand job, like in the movie, for my birthday. I was blown away and instantly hard. At that age, I was nervous about her seeing my cock - obviously it was nothing like in the movies - but I was too excited to protest. She rubbed me through my pants, joked about how hard I was and told me to take it out. I undid my pants and pulled them down a bit, my cocking springing out and standing straight up and Sara started to move her hand up and down on it. It felt different then when i did it - worse, to be honest - but she soon found a rhythm and judging by the moans I was making she stuck with it and it felt amazing. At one point, because of the sound I was making, she asked if I was going to shoot and I said no. Then she shocked me by putting it in her mouth and not full on sucking me, but jerking me off with the head of my cock in her mouth, that felt unbelieveable and I told her I was going to cum. She took her mouth off of it and started stroking me more and looked me in the face and said Happy Birthday. I was in heaven but it was a false alarm... her mouth felt so good I thought I was going to bust but when it went back to a handjob it faded away. Soon she asked me what happened and I said it was the mouth that made it feel like was going to bust so she put her mouth back on it, this time with no hand and went up and down on it, this time with some suction. Soon I was moaning hard and I can feel, this time, with no mistake, that a cumshot was welling up. I told her I was going to bust and she stayed on it for a few moments more then took it out of her mouth and began stroking it. I stumbled up to my knees from my lying down position and squirted a big stripe of cum on the ground, then another, then another, then another. Big, long, white stripes of cum of every where, followed by some smaller squirts leaving a huge muddle of cum. Sara smiled at me and asked how I liked my present. I was (literally) blown away and she told me she had never done it before, handjob or blowjob and she was happy I liked it.

She said we should come up from the ravine seperately , so she walked away leaving me surrounded by my cum in the woods for a few moments and I went home in a daze.

I was so turned on by it, that 30 minutes later i was in the bathroom stroking off to the memory then I headed out to the Blue Jay game in a bit of a daze.

Sadly, nothing every happened again with me and Sara as she soon got a boyfriend at school and we kind of grew apart. She was 16 and I was 14 and she ended up getting too cool for me. But she gave me the best birthday present I ever got.
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My best friend when we were both 13
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My girlfriend when I was 15. We were making out and she was on top of me dry humping...made me cum in my pants. Ah, the good 'ol days!
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red99 Amateur Jackinchatter

434 posts since 2010-01-01
male from UK
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If you mean by masturbation then a girlfriend when I was about 16. I'd been sexually active alot longer but to be honest most girls didn't have technique or patience/persistence to give a good hand job. In fairness this time took a while but made one hell of a mess!
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