First sex

[guywholikesboth]

Was your first sexual experience with a Male or female 1 ow old were you 2 who started it 4 what happened 5 did you enjoy it. 5 did it continue with that person or others

[Bluehill]

When I was 18 I went to a Tech College and had a free afternoon once a week. I’d go home and study for a bit and then often have a browse through my collection of porn mags and have an uninterrupted wank whilst no one else was home.
My parents had some kind of life insurance and the premium was paid to a door to door collector who would call once a week. My parents got on well with the guy and invariably he would stop for a cup of tea.
When mum started working, the insurance guy started coming to collect the premium on my free afternoon. I’d make Simon a cup of tea and we’d have a chat. He was always a bit touchy/feely. Sometimes he’d rest his hand on my thigh or gently stroke my leg. This started giving me hard ons! One time I caught Simon looking at the bulge in my jeans and I just blurted out that I had a stiff one! Simon just grabbed me! It was so sudden that I fell off the stool onto the kitchen floor! Simons hands stroked and rubbed me as I lay there! I wasn’t sure if I wanted things to go further and removed his hand from my crotch with some difficulty. His hands then started caressing my bum cheeks and one finger started rubbing on my hole!
Again I wasn’t sure about this and took his hands off me, however his hands returned to my cock! I was confused about my feelings and sexuality. I asked Simon to leave and he did after apologising for rushing things.
I thought about what had happened and rationalised that I still liked girls, but there was nothing to stop me having fun with a guy - I hadn’t heard of bisexuality in those far off days!
The next time Simon called I had a raging hard on and as soon as I had locked the door, I unzipped and released my stiff cock! Simon gasped and said “Ooh you’ve got a nice one!” He drew me to him and gently started to wank me off. When I was about to cum, my cock made tiny spluttering noises before releasing a jet of spunk across the kitchen floor! It was the best orgasm I’d had to date and left me weak at the knees! I sat down whilst Simon made some tea and gave the floor a thorough wipe. That time and the next few times Simon didn’t ask for any reciprocation, he was just happy to wank me off and I wasn’t complaining!
One time I was bent over looking through the serving hatch into the dining room at the tv because I was interested in the news item. Simon sneaked up behind me, unzipped and started thrusting his cock at me though my trousers! The feeling was amazing! I was thinking about just dropping my trousers and letting him have his wicked way with me when the doorbell rang! It was my little brother who had been sent home from school a bit early because of staffing issues! Anyway, that put paid to the fun that afternoon!
The next time (and in fact the last time with Simon) we were not interrupted! We both had our cocks out and were slowly wanking each other and rubbing our cocks together.Suddenly Simon undid my jeans and pulled them and my pants down to my knees. His right hand snaked around my waist and then stroked my bum cheeks. His middle finger found my hole and was rubbing it gently. His fingertip on my virgin bum hole felt incredible, I’d never really thought of my bum in a sexual way before!
Simon turned me around and applied lots of saliva to my bum and then eased his cock up me! It didn’t hurt and felt decidedly naughty and enjoyably wicked! As he fucked me, Simon reached around and wanked me off. I shot a thick rope of cum as he pumped my arse full of creamy spunk (this was in the pre AIDS/HIV days) I still remember the feeling of spunk oozing out of my well fucked arse! Sadly I went off to university and when I returned Simon had left his job and I didn’t have his phone number.

[delpark]

My first sexual experience was with a male friend two years older than myself. I was just about to hit puberty, so I guess 13. My friend and I were sleeping over in his family's camper, parked in their driveway. We got to talking about life changes, which led to him showing me his pubic area. He said I could touch it, I did and knew I was interested in knowing it better. His cock grew in my hand and I marveled at how hard it felt and the skin felt so soft, I still love that sensation when I feel an erect cock. I remember taking his cock into my mouth and enjoying sucking on it. It felt like a natural thing to do, I was completely comfortable sucking his penis. I tasted pre-cum that night and fell in love with the taste. No ejaculation to ingest that night. My friend sucked me that night, it felt good, very enjoyable, but sucking his cock was what I enjoyed the most.

We sucked one another through out that summer. Life changed for us, societal expectations were an influence, we both followed the "normal" route and chased after pussy. Our lives took different paths. We remained friends over the years, but never renewed our intimate relationship.

I didn't have a sex with a guy for several years. I didn't recognize any opportunities. One night my then girlfriend left my apartment after an evening of fucking and sucking. I walked her out to her car and noticed a car parked on the street. When I got back up to my apartment, I looked out the window and saw a guy in the car looking up at me. In just a pair of cutoff jeans, no shirt or shoes, I went down to the car and asked the driver if I could help him. Being about 120 lbs, I suppose I may have been thought gay. I recognized the driver of the car as being gay, I was slightly familiar with him, I knew where he worked and one of his fellow workers was a teacher (known to be gay) at my high school,but had never met him or spoke with him. He asked "Would you like to get your rocks off?"

I had just spent the evening shooting cum in my girlfriend, was pretty well drained of cum. I said "Not with you." He drove away. I kick myself in the ass to this day for not taking the guy up on his offer. I wish I had invited the man up and let nature lead me. I may have learned a great deal, gotten tips on improving my cock sucking, been introduced to other gays and gay culture.

That night activated something deep inside me, a desir

[guywholikesboth]

I had 3 experience but would not count it as sex experience until the fourth first I was 8 and found a bunch of my friends hiding in a big empty cardboard box they all had their cocks out first time I saw other guys cocks I commented on one whos cock was different from the rest of us Danny the older kid he was 14 said he wasn't Circumcsized they way we all were loved the way it looked. Danny was tell us about all the things guys could do with our cocks. the second was a few days latter I was at bobby's apt we took out cocks out he touched mine and played with it I did the same to him he then said he didnt want to do that any more so we stopped. The 3rd was at the Flatbush boys club I was 9 and in the shower with Lenny he said you want to do do what guys do to girls I said yes he had me lay down and got on top of me and stuck his cock between my legs and started to hump me I did the same to him the kid behind the the cage shut the water off so that ended our fun the next and what I consider my first turn sex was a forced thing and after he shot his load I knew I liked it. cant got into details but it was oral

[Fiddlestyx]

Apart from the usual necking and groping my first actual sex experience was really quite bizarre. I was 15, a friend had been invited to a party in another part of town and asked if I'd come along - sure, why not? Apart from my friend I didn't know a soul there, but there was a lot of drinking etc. going on (most of the kids were a bit older) and everyone was having an uproariously good time. I found myself sitting next to this very cute girl, we started necking madly and the next thing I knew we were pulling each others' clothes off in a mad rush. I had this belt with a big brass buckle and when she undid it the sound made everyone start singing "Jingle Bells"! Somehow not in the least nonplussed by the attention we kept going, some foreplay and then the deed itself with a joyous ending for both. I come from a sexually repressed family background and how the experience didn't leave me traumatized I've no idea, but it somehow had the opposite effect. So my first time was with a stranger in a room full of strangers. I guess after that any lack of confidence I might have had in the subject didn't have a chance to materialize and as a result I've always been rather fearless in matters of sex. Something to remember at least!

[KDaddy23]

My first sexual experience happened on my 8th birthday and given by a girl who told me, "I don't have a present to give you but there's something I can give you." And what she gave me was a lesson on how to have sex with a girl. We snuck off and into a closet that had a storage space in it as well - my favorite hiding place - and she showed and told me what to do. She played with my dick until it was hard, told me to get between her legs and on top of her, guided me inside and said, "Now move up and down and in and out..." while using her hands to help me do that. Yep... no idea what the hell was going on but I kinda "knew" that this was that sex thing grownups were talking about and that we shouldn't do it. It felt good; it was scary. No cum of course (that would happen less than a year later) but, yeah, a strange but kinda nice feeling was going on. We heard someone asking where I was and that someone should find me so we stopped, put our clothes back on, and snuck out of the secret place and the closet and acted like we'd been in the living room the whole time. I was eight and all I really remember was that she was older than I was.

But I'll never forget the gift she gave me that day.

[gmansam]

My first sexual experience was with a male cousin @ 13 - 14 and my first sex with a girl was at 16. I liked both right off the bat.

[meds4care]

My boyfriend is in the Navy and I still live with my parents, so when he had a free weekend we took advantage of the situation and booked a hotel together for the night. He put about 1/4 of himself in and I felt like I was getting stabbed with a piece of wood down there. We spent almost the whole night trying to get it in. Every time he would insert himself a little more and he'd have to pull out because it hurt me so much.

[guywholikesboth]

how big was his cock or thick

[ClassicPaCpl]

My first sex experience was with a man. I grew up in a very small town, like Mayberry. I was 17 I think, still a virgin and very un aware of anything sexual except what I saw in the magazines. I heard about this adult book store about 9 miles out of town that had these video booths that you put a quarter in and got to see dirty movies. This was the early 80's mind you. I was dumb as a stump when it came to sex and had no idea at all about gay or bisexual men.. I saw girl on girl action in the mags but never thought of guy on guy shit.
Not to mention what a fucking glory hole was lol
I was nervous because I was under age but I didnt look like it, but I went in. Noone gave me a second look. In one closed off area was where the booths were and I went in. There were a bunch of guys just standing around but I just ignored them... Each door for the booths had a ad for the movie it was showing... I found one I liked and went in. I sat there watching the movie, getting turned on when I noticed a shadow moving along the wall... I leaned in to make out what it was and suddenly I realized it was someones cock!
I got to tell you I damn near shit myself and I jumped up and ran out of there and jumped in my car and headed home.
I was about half way home , thinking of what had just happened and really getting turned on. My urges got the better of me and I turned around and headed back.
I got back and went straight into the booth area. Noone was there. I felt a bit disapointed and releived at the same time.
Anyway. I decided to head back into the booth and enjoy the video. I sat down and by the time I put my second quarter in the maching I noticed movement coming through the hole.
Suddenly a cock slid through... I leaned forward to get a better look.. It was the first cock I had ever seen up close... Soon I found myself reaching for it... When I touched it, it jumped and startled me. Then I touched it again, and wrapped my hand around it... It was amazing.. so hard yet soft to the touch. I stroked it a few times and before I knew it, I was on my knees. I got good and close and I kissed it. I liked that alot. So Ikissed it again and it slipped into my mouth. The head was so soft and velvety.. The man began sliding in and out and I was in heaven, soon I was sucking him like a pro when suddenly he pulled out. All I could think was I was doing it wrong and he left. I was so dissapointed and I felt my stomach ache thinking I did wrong...
Anyway, I got out of the booth, and tried to find the guy but no one was around.
I went back to a different booth to watch another video when soon another guy slipped his cock through. I hungered for it and was on top of it in a new york second... I gave that guy my all and soon he too pulled out... Now Im thinking what the fuck is going on... I peered through the hole and saw him shooting his load... Thats when it hit me that was what the first guy did. It was then that the guy leaned in and whispered, Great blow job, Thanks! and he left. There was alot more that went on that night but its getting too long
I wrote all about it in a post here along with more of my sexual adventures if your interested
Anyways. I was always into women but from that time on, I was also loving cocks

[guywholikesboth]

Tell us the rest of that night

[querty]

Besides the copious amount of jerking off leading up to it, my first experience was with my GF at the time. I was 15 and she 16. A buddy and I were dog sitting a house and we had some people over (so like 6 of us total) to smoke pot and drink beer sitting in the hallway with the whole house fan roaring above us. We were pretty high and drunk when she and I went off into one of the bedrooms and made out and played around with each other. I remember she laid down slowly, locking eyes with me and opened her legs. I crawled up and slide my cock deliciously inside her. So wet and hot. She gasped a little as I entered. I then passed out. That or I blacked out. I dont know if I even got one stroke in. But MAN do I remember that feeling of first entering her.

She and I didnt fuck again, and we soon broke up (probably cause I was such a shitty lay the first time). My next GF soon after that was a total nimpho. That girl LOVED to fuck.

[Joboo]

First was my female cousin, I never came. The next summer she refused to do it anymore. Later that summer a friend (guy) down the street felt me up, it felt good so I let him keep going. It led to me playing with him as well. Just handjobs but wow, the first time I went off on his hand I knew I would continue. Then when we started HS I got a new gf that would do the same so I stopped with him.