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unodos Novice Jackinchatter

49 posts since 2014-08-22
43 year old
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Anyone care like to hear about "first time" stories? I like to tell my wife about my first time jacking off, first time sex, first bj, etc. I also really love to hear about her first time masturbating, first time sex, first bj, first going down. Have also shared first time stories with a few buddies. Not sure why this gets me horny!
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matmanic Amateur Jackinchatter

227 posts since 2006-02-17
heterosexual
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my first time was an absolutely incredible surprise. i was 11 and home alone because i was sick from school. at school everyone was talking about getting sucked off and how great it would be to get sucked off. i really didn't have much of a clue what they were talking about, but thought it must feel good to have your cock sucked on. so i contemplated how i could accomplish this. it so happened that our "electro-lux" was sitting out not far from where i was, so i went over to investigate. i thought well it sucks and it has a hole big enough in the vacuum hose for my penis, maybe i should give this a try. i took off all my clothes and started the machine. i was a little apprehensive at first, but then stuck my small penis in the end of the hose. the metal hose end took hold of my penis and made it stretch and vibrate inside. it didn't feel too bad so i let it continue until my hips started to involuntarily to shake. i pulled the tube off my now convulsing cock and clear fluid was dripping out all over the floor. i was totally freaked out and was fearfully shaking. i thought i had really hurt myself good with this stupid idea. i wiped up the mess and put the vacuum away and kinda felt sick to my stomach for a couple hours and laid on the couch. scared of what had happened that day. about 3 days later i got curious again. i was afraid to tell anyone what i had done and wondered if i tried it again, would i get the same results. so being alone after school i got the vacuum out again. this time i was more prepared and had a wad of tissues nearby. i turned the machine on and stuck my dick in the end of the hose like before. the suction pulled me in and vibrated my cock and i could feel that unusual feeling starting again. just as i was about to go off i pulled the tube off and spewed the clear liquid into the tissues. wow... not too bad i thought and i'm not even afraid this time. my relationship with the electro-lux continued until my cock grew too big for comfort in the metal hose end and i graduated to using my lubricated hand.
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unodos Novice Jackinchatter

49 posts since 2014-08-22
43 year old
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Nice first time story! A lot of similarities here for me too. I was the same age. It was after school and not sure but for whatever reason while I was in my room at the foot of the bed I pull my pants down to look at my penis. I started to touch rub shake and which felt good. I got down on my knees and then started to stroke which felt even better. I recall how I started to feel a combo of pressure and tension start to build. Remember feeling how this almost tickled. Then my hips started to convulse and my breathing pick up. I stopped right I was about to orgasm because it scared me and I did not know what was happening. I had done enough to make some white liquid slowly ooze out which scared me even more. Stayed fearful for a few more hours then realized that was suppose to happen. Tried it again the very next day after school and have been hooked ever since!
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plush Omnipitant Jackinchatter

5160 posts since 2010-02-06
heterosexual male from USA
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I have had lot's of sex first times. First hard on in public three other boys and me about age eleven were in a tree talking about sex and I got an enormous boner when I looked down I saw my cock outside my trousers. I quickly drew it in as I must have forgotten to zip up after a piss.
First jack off was in my bath tub with a water filled plastic bag that I slid up and down my hard on till I had my first orgasm.
First intercourse was with a girl about my age who came to my house to visit my sister who was not home, after a while of small talk we started playing and wresting and wound up on my bed and pulled our clothes down I was already hard and got on top of her and started pumping away. Till this day I'm not sure if it was in or if I was outside and just came on her belly.
First blowjob was from a French whore on the French Riviera coast in a little bar/hotel followed by intercourse.
First anal sex was with my first wife. No lube was used and I only got the head in until she winced and complained that it hurt. I stopped with the head still in and started to throb as she made little moves to ease her pain. I had my orgasm without thrusting and withdrew when I began to get soft in her ass. There are other firsts but will add them later
old long time jacker who loves anal with woman only
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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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I lost my virginity to my best friends girlfriend. I was 15 and my parents were out of town. He brought her over to fuck her. They were in my room and I told my friend I wish I could get laid. He asked his GF if she would fuck me and she agreed to.

She was really sweet, and told me exactly what to do.
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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likewatchingcum Amateur Jackinchatter

455 posts since 2014-09-01
75 year old curious male from UK MIdlands
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As a young boy I remember lying on the floor and rubbing my cock until I got a great sensation. I remember cumming for the first time. I'd been out and seen a couple kissing and that got me hard. When I got home my parents were out and I went into the bathroom and masturbated and for the first time some some cum came out. I was worried at first but then reasoned it was normal. I've never stopped wanking.
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Love first time stories!
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Jrthomas Novice Jackinchatter

67 posts since 2013-05-01
54 year old curious from Upstate NY
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First time stories make me so hard. Always searching for them. Will post some to this thread later
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willie Amateur Jackinchatter

383 posts since 2010-03-31
72 year old bisexual male from new york
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SloStroker said:
I lost my virginity to my best friends girlfriend. I was 15 and my parents were out of town. He brought her over to fuck her. They were in my room and I told my friend I wish I could get laid. He asked his GF if she would fuck me and she agreed to.

She was really sweet, and told me exactly what to do.


SloStroker he truly was a best friend.
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SloStroker said:
I lost my virginity to my best friends girlfriend. I was 15 and my parents were out of town. He brought her over to fuck her. They were in my room and I told my friend I wish I could get laid. He asked his GF if she would fuck me and she agreed to.

She was really sweet, and told me exactly what to do.


Holy shit!! That is great! What a great friend and girl!
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ollywatcher33 Novice Jackinchatter

3 posts since 2014-09-11
42 year old bisexual from newcastle
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id like to hear about your first time fucking a girl & if you have fucked a virgin? first time you got your cock sucked too wink
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sepafun Skilled Jackinchatter

941 posts since 2013-10-10
63 year old curious male from Gilbertsville, PA
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First time cumming:

I was a super science geek. when I was 12 my parents had some sort of series of books on medicine, anatomy, physiology, etc. I was home alone after school one day looking through it, just satisfying my nerd-dom, when I cam across a section on human reproduction. It had photos of a nude man and a nude woman as well as descriptions of how sex works and illustrations of the male and female genitals. Reading the part on orgasm and ejaculation it talked about the "extremely pleasurable sensation that accompanies ejaculation" and how male orgasm comes about due to the friction of the rhythmic movement of the penis in the vagina." I decided that I could probably simulate this "friction and rhythmic movement" with my hand. So with the super hard on I already had from seeing the photo of the nude woman, i took the book, open to that page to my room, pulled down my pants and started my experiment. After less than a minute of stroking I cam so hard i nearly passed out. I also wasn't sure what the "ejaculation material, i.e. semen" would be, so I was kind of surprised at the puddle of stuff that looked like egg white!
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sepafun Skilled Jackinchatter

941 posts since 2013-10-10
63 year old curious male from Gilbertsville, PA
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First BJ.

I had a couple older friends from the neighborhood. At the time I was around 14 and they were 16. We hung out together, but they were decidedly more "with it" than I was. One night we were just hanging out when two of them looked at their watches and said "it's time" and said "C'mon" to me.

We headed over to a playground behind the neighborhood school and on the way they told me it was time I joined "the club." I asked "What club?" and they just said "you'll see."

When we got to the playground one of the guys tells me and the other guy "Wait here, I have to make sure things are ready." I was starting to get worried about what was going on...was this some kind on 'initiation' where they were going to kick my ass, or make me do something very wrong, like theft or vandalism. The guy waiting with me saw my nervousness and said "Relax...you will thank us later."

About 5 minutes later the 1st guy comes back and says "OK all set, just walk around the far side of the building by the back door and do what you are told." So i anxiously walk around the side of the building and when I go over by the door there is a girl sitting on a milk crate. It was dark, so i couldn't really see her too well. As I walk up to her I said "Hi?" and she said, "don't worry, I love doing this." I said "doing what?" and she laughed and reached out and grabbed the buckle of my belt and said "just relax." She un-did my pants and pulled out my cock and started to stroke it. I was in shock and in heaven! Then she pulled up her shirt, took my hands and put them on her tits, then started licking and sucking my cock. Her tits were so soft and her nipples so hard and her mouth just amazing on my cock. Not sure why, nerves probably, but I actually lasted a couple minutes before I came A LOT. But she swallowed every drop. When she was done, she said "welcome to the club, now go back and tell whoever is next to come on over."

I have no idea how my friends found this chick, or who she was. The one guy said he knew her from church! But for at least 6 months we had almost weekly meetings of "the club." Those were good fiends!
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The first time I ever ejaculated I was watching a sex show on HBO and straddling a long pillow. Just a daub. I knew what it was from reading books but still my heart leaped at the sight of it. I enjoyed making those little daubs until my loads progressed into dollops.
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gl326 Amateur Jackinchatter

197 posts since 2014-08-15
58 year old heterosexual from Ohio
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First bj she was 15, I was 13. In her basement. She swallowed every drop and we decided to try again. Her little brother prevented that.
First time caught Same girl. We were in her bedrooom and she was sucking cock. Her mom spied around the door a few times before making us stop. Guess her mom liked my teenage cock?
First intercourse. Same girl. Back in her basement. she was fucking incredible. Horny as fuck too.
First jo. Different girl. I was now 20. She sucked me hard then stopped cold. I was very horny. She told me I had to touch it if I wanted relief. She watched while I stroked.
First facial. Same girl. She was sucking cock and a car came up behind us. I came in her mouth and she was spitting it out. I hit her hand with my leg trying to get my car moving and every drop of my load went on her face.
First time being shown off was with this girl and her sister. She showed my cock to her sister and let her touch it. I was instructed to jo for them both several times.
First threesome. I was in 10th grade. They were in 9th grade. We skipped school, went to my house and fucked. They were best friends and liked guys with long hair. They really WERE good friends. I loved the show they put on. I think I shot for them 3 times that day.
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