Your First Time...

[JofromthaNO]

So, last night, I got hella flack in the room about my first time...Forgive me for it being a special night.

I had been dating a guy since 8th grade, and we decided to have sex the summer before senior year, when I made 17. Parents weren't home, and I lit candles, put on Love Jones soundtrack...lol...I thought I was being cute and grown with it.

I don't remember pain, but only remember him being so into it with me (it was his first time too!). He didn't cum and, of course, I didn't either. I think we were on such a high adrenaline rush about what we were doing, neither one of us was concentrating on what we were doing as much as thinking, "WOW...we're actually doing this!"

Till this day, he and I still keep in touch with each other. At one point and time, we even made a pact to marry by 30 years old if neither one us was in a committed relationship

So, SOL, tell us about your first time...was it painful? enjoyable? Still keep in touch with that person or are they a long lost memory? Would you do it all over again if you could or regret your decision?

 

[mcguyver]

 

[JofromthaNO]

What's THAT supposed to mean?

 

[RAULDK]

my first time was in a closet with my best friend's babysitter. she did each one of us (3). i was 12 and she was about 16 or 17. co-op city section five, bldg 33, elgar place, bronx, ny for you non-believers.

 

[Shadow]

mine was almost the same as Raul, except we went to her house and I went first, before my boy jose, the last dude backed out.

She was a virgin TOO, but wanted to do all of us. I was like 13, i think.

 

[Stumpy1]

I probably shouldn't tell anyone this...but, shiiiit why not. Plus its funny as hell.

..Ok, when I was about 6, my mom and dad broke apart. Since then, he'd been in an out of relationships and marriages . But, during spring-break in 8th grade, I stayed with him (me and my mom moved 4hours away...). By this time, he was again married to someone else who had a daughter my age. She was decent looking (me and my cuz always talked about fucking her...but when she was around, we just clowned her...).

So, one night when I though everyone was sleep, I snuck and watched a flick (it was about 1 somethin). Honestly, I was restless and lucked up and found the flick in the guess bedroom/dads office--I also found some viagra type pills and a ass of condoms. While playing with my self, I started to hear noise like someone was up. But, I really didnt pay it no mind since homegurls pet rabbit (in a cage) was in the hallway seperating our rooms.

Then about a couple of noises later, I decided to press channel return to sports center. And about 2mins later, she came in the room (in pink pajamas)and asked me what I was doing. It was dark, so I still was massaging my self under cover...while replying "watching TV." As soon as I said that, she had cut on the lights...I was busted. She then replied "...naww, you jacking off..." Soon as she said that, I told "...so, its my dick...I could do whatever I want with my dick..." Then, homegurl asked me if she could see it. Shockingly, I told her "hell naww...girl, you my sista..." But tell me why this bitch walked to the side my bed, went silent for about 10 seconds, then yanked the cover off me.

So now, Im laying in the bed hard as hell (...and ladies, I was packing for my age ), horny as hell, with my sista staring at my dick. Of course I was like " gurl...wtf..." and mad...but, I was horny . But while I was voicing my anger about her pulling the cover off..she laid on the bed facing opposite me on he side looking at me-- and her ass was mighty close. At this point, I started thinking...remember all those prostitute, pimp, and she a freak jokes/clowing me and my cuz do to her, and thought to myself "...she, might be a lil freak." So, when she started reaching for it, smiling, I didnt attempt to not let her grab it.

When she grabbed it, se started playing with it...and like a unpatient young ninja, I said "....you gone suck it?" She looked at me (i thought I fucked up the moment...) and said "...yea...but you goot close your eyes..." I was like...gurl why I gotta close my eyes... But, kept begging me to close my eyes. So I did, and she put her hand over my eyes. And all I got to say is...I got addicted to head after that night...even though she teethed a nigga up a bit. After a couple of minutes...moved her hand and opened my eyes. But she moved her head by my stomache area...so I still couldnt see her face or the head job that good ....I didnt complain though.

After I got my dick sucked...I asked her if she wanted to "do it." She said yea, but I knew she probably was a lil scared... I pulled one of my dads condoms out. Put it on, and told her to get on her back. After a few tries, I got it in somewhat...and it just didn't work out... she felt uncomfortable and said it hurt...I only fucked her with the head...for about 2-4 mins and canceld that nights activity. Atleast I popped her cherry and got my dicked sucked for a long as time.

I ended up not even busting a nut that night. But, later own down the road of life (that summer)...we actually had sex...after a couple sexual encounters . I havent seen her in years. If we ever meet...I would feel mad akward.

I know, I should go to hell for this...God please forgive me

 

[Shadow]

well, at least it wasn't real real sister....

 

[Stumpy1]

well, at least it wasn't real real sister....

I know.

 

[SEXY_SCORPIO]

It hurt...





























The end

 

[Stumpy1]

It hurt...





























The end

:

pain before pleasure.

 

[Rossini]

Shit this happened when i was 10, i was staying at my female cousins house for the summer, my cousin had this fine ass redbone friend that i liked alot but she was older, she was bout 14, anyway 1 nite she spent a nite, and they slept in the bed and i slept on the floor, we started playin around an shit an before you know it, i was laying on the floor an my cousin an the fine bitch was suckin on my nipples, then the fine bitch got onto of me an start grindin on my dick, while my cousin was suckin my nipples then the redbone took her shorts off an pulled my pants down and started ridin me, i was like and my cousin was still suckin my nipples, it felt so good, i had all 4 inches in dat pussy i still jackoff thinkin bout that nite

 

[Stumpy1]

Shit this happened when i was 10, i was staying at my female cousins house for the summer, my cousin had this fine ass redbone friend that i liked alot but she was older, she was bout 14, anyway 1 nite she spent a nite, and they slept in the bed and i slept on the floor, we started playin around an shit an before you know it, i was laying on the floor an my cousin an the fine bitch was suckin on my nipples, then the fine bitch got onto of me an start grindin on my dick, while my cousin was suckin my nipples then the redbone took her shorts off an pulled my pants down and started ridin me, i was like and my cousin was still suckin my nipples, it felt so good, i had all 4 inches in dat pussy i still jackoff thinkin bout that nite

Hell nawww

 

[Rossini]

Hell nawww

i was 10, what you expect

 

[Stumpy1]

i was 10, what you expect

 

[whoalilmomma]

On my mother's couch while she was out giving gifts to needy children.

Not the best experience of my life.

 

[AristotlesOwn]

When I was 15 at homecoming. That's when I found my pussy eating fetish. We both enjoyed it; I think what made the difference was that I took my time. She was a virgin also.

 

[Harlem's Angel]

my first time was in a closet with my best friend's babysitter. she did each one of us (3). i was 12 and she was about 16 or 17. co-op city section five, bldg 33, elgar place, bronx, ny for you non-believers.

You from section 5?!? Lemme find out you a hoodlum!

 

[Harlem's Angel]

Some of these stories

Mine hurt a lil, was uncomfortable, and very quick, I actually lost interest in sex for awhile until 8 months later.... Never had sex with him again either.

 

[mzmillion]

I was 18 and in college. Guy was feeling me hard and I went to spend the night, I used to spend the night alot of times. The first attempt, his dick was tooo big and my pussy too tight and it hurt like hell..... so that was a no go.

The second attempt, we had KY and his dick is still, to this day, the biggest dick I have ever seen or had in my pussy(he seriously has a mandingo). His roommate was over in his bed fucking my roommate at the time(think about college people). We had Room 112 playing and I was trying like hell to hold back my screams. It hurt like hell........omg It lasted for about an hour and then he let me rest for about 20mins before it was round 2.

The day after, I was soooo sore I couldn't walk without pain. Me and him fucked 100s of times after and it was great.

_____________________

​

 

[b0010100]

You from section 5?!? Lemme find out you a hoodlum!

 

[SEXY_SCORPIO]

When I was 15 at homecoming. That's when I found my pussy eating fetish. We both enjoyed it; I think what made the difference was that I took my time. She was a virgin also.

 

[LoneStar29]

Awwwwwwwwwwwwwwww@Jo ... what a sweet storyI think that is the proper way to break your virginity

I sort of think the way you break your virginity has something to do with how you view sex afterwards ... I found my girls who had sweet stories like that and even the guys I know too would view sex more seriously and keep it to relationships ... but someone like me who just did it for no reason ended up seeing sex as something more casual

Sadly I just sort of gave my virginity awayAll my friends weren't virgins anymore and my homeboys would tease me that I was the only one left so the next boyfriend I had I let him take it ... I was 15 1/2 and he was 19 and his dick was BIG and that shit hurt like a bitchWe had sex a handful of times but then stoppeed cuz he said he didn't like the faces I made during itHe said I looked like I was in too much pain and it was turning him offHe went back to his ex

 

[MissStarKitty]

I was 16..I had just really started liking boys (I am bisexual), this particular boy I was infatuated with. I would sneak about an hour away to where he lived oftento hang out with him (we met at a leadership camp), we usually only just messed around, got finger popped, a little hand job for him, him sucking my nipples, then one day all of that lead to sex, he decided he wanted to do it in the shower, and mind you it was his first time as well, we're doing it in the shower (it was whack), and all of a sudden I am pressed against the glass and the glass breaks in my leg..... I couldn't tell my family what happened, so his mom who is a doctor had this kit, he doctored it up and I snuck my ass back to the other side of the bay.

 

[Duece]

still a virgin....

 

[Shadow]

Awwwwwwwwwwwwwwww@Jo ... what a sweet storyI think that is the proper way to break your virginity

I sort of think the way you break your virginity has something to do with how you view sex afterwards ...

Thinks back to JO's audio presentation last night.....

Hey JO, CAFLIK!!!!!!!!

who got the tapes, we need replay!!!!!!!!!!!

 

[CT's Finest]

Thinks back to JO's audio presentation last night.....

Hey JO, CAFLIK!!!!!!!!

who got the tapes, we need replay!!!!!!!!!!!

Word. That was great audio!



Since we're talking about first times...

My first time was a two for one. I actually got head and sex for the first time on the same night. I was in high school and I got head from this white girl in my class. She "had a thing for me", but I never wanted to fuck her because she had been run through by too many people ... One night she had a party at her house and at one point she and I dipped off to a room. While we were in there she "rocked the mic" ...Later that evening I got up with my homegirl (a sista) and we made plans to chill. My mother was working late so I brought her back to my house. Things started heating up between us but we didn't have any condoms. I called the white girl back and asked if she had some. After getting off the phone with her I went back to her place and got the condoms. After making it back home I strapped up and had sex with the other girl...

 

[melonpecan]

It was...memorable...

My boyfriend of a year comes back in town for the prom and needless to say that shit hurt like hell- we ain't get no where.

One month later when school gets out, (and he moves back for good), we finish the project. All I can really remember is looking at him like "He must really like me" cause he kept asking if I was alright. Still hurted though...


In the end I was in pain, and I had to get him out my house and my bloody sheets washed before my pops got home. What REALLY made me pissed was that he came and I didn't. So for the next five months that became his personal mission .

Thank God he's still like that.

 

[LoneStar29]

It was...memorable...

My boyfriend of a year comes back in town for the prom and needless to say that shit hurt like hell- we ain't get no where.

One month later when school gets out, (and he moves back for good), we finish the project. All I can really remember is looking at him like "He must really like me" cause he kept asking if I was alright. Still hurted though...


In the end I was in pain, and I had to get him out my house and my bloody sheets washed before my pops got home. What REALLY made me pissed was that he came and I didn't. So for the next five months that became his personal mission .

Thank God he's still like that.

StillYou are still togetherAWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWW that is soooooooooooooooooo sweet

 

[SEXY_SCORPIO]

StillYou are still togetherAWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWWW that is soooooooooooooooooo sweet

 

[Crown&Coke]

My first time was with a girl that lived close to me. I would go over there after school and we would fool around, a lil kissing, sucking on her titties but that was about it. I was about 15 or 16 at the time. She knew I was a virgin altho I tried to act like I wasnt and I knew what to do when I got some pussy. So one day after us kissing, me sucking on her titties, and a lil bit of fingering she finally wants to have sex. We go up to her room and then I realize I dont have any condoms but I knew I had some at home that my cousin gave me. I ran home like a damn track star and ran back. I had trouble gettin the condom on at first. We had sex for about 15-20 mins and then her parents came home so I had to run out.


At the time I thought that was some damn good pussy cuz I didnt know any better. But now, many years later I realize that her pussy was pretty bad. She is about a tie for worst I ever had with another girl that I had sex with years later and thats a whole other story.
​

 

[JofromthaNO]

It was...memorable...

My boyfriend of a year comes back in town for the prom and needless to say that shit hurt like hell- we ain't get no where.

One month later when school gets out, (and he moves back for good), we finish the project. All I can really remember is looking at him like "He must really like me" cause he kept asking if I was alright. Still hurted though...


In the end I was in pain, and I had to get him out my house and my bloody sheets washed before my pops got home. What REALLY made me pissed was that he came and I didn't. So for the next five months that became his personal mission .

Thank God he's still like that.

Ditto...that's all my man kept on asking me too... I'm telling you, we were soooooooooooo innocent then...lol...to tell you the truth, we had tried before, but I was way too tight...but, I guess that night was the right night...

 

[SWATLANTA]

I've told this story a number of times (so i'll spare y'all), let's just say this post took longer than that night and was twice as enjoyable....

 

[followup]

I'm loving all of the stories except for the one with the cousin

My first time the guy had a small penis.

 

[OnSlaught]

I'm loving all of the stories except for the one with the cousin

My first time the guy had a small penis.

It wasn't his cousin, it was his step sister. Damn, niggas can't read and remember for shit!

Well, my first time was when I was about 17...before that I had a close encounter with my step sister (so I know dudes situation, but nothing happened...she's a beautiful woman but I digress) and my dad's friend's daughter (she was a dick hungry 14 yr old when I was 12, but all she did was stroke and lick my dick...).

Anyway, I had a pack of regular condoms and she was thick as hell (my first girlfriend). It was during the summer of our senior yr in her bedroom that we lost our virginity together, I popped her cherry and my dick was sore as hell from the too tight condom and from trying so hard to get it in her pussy. I think that night I poked all three of her holes down there! The condom kept gettin' caught around my head and I was so tempted to throw that thing off but so glad that I didn't. We ended up getting engaged a yr afterward and were together for 6 yrs in total (ever since we were 14 yrs old).

So needless to say, I will forever be close to her ass. We talked today before she went on her cruise for a week. That girl needs to really stay away from my ass, damn Libras...

 

[JofromthaNO]

It wasn't his cousin, it was his step sister. Damn, niggas can't read and remember for shit!

Well, my first time was when I was about 17...before that I had a close encounter with my step sister (so I know dudes situation, but nothing happened...she's a beautiful woman but I digress) and my dad's friend's daughter (she was a dick hungry 14 yr old when I was 12, but all she did was stroke and lick my dick...).

Anyway, I had a pack of regular condoms and she was thick as hell (my first girlfriend). It was during the summer of our senior yr in her bedroom that we lost our virginity together, I popped her cherry and my dick was sore as hell from the too tight condom and from trying so hard to get it in her pussy. I think that night I poked all three of her holes down there! The condom kept gettin' caught around my head and I was so tempted to throw that thing off but so glad that I didn't. We ended up getting engaged a yr afterward and were together for 6 yrs in total (ever since we were 14 yrs old).

So needless to say, I will forever be close to her ass. We talked today before she went on her cruise for a week. That girl needs to really stay away from my ass, damn Libras...

Wow...sounds a lot like my story, except we never were engaged. We stayed together a while after that, but once I got to college (I went out of state), we both decided the best thing would be to date other people. It took him a while to start dating someone else (he started dating an older woman), and I moved on eventually to start dating and become quasi-engaged to a guy in college (don't ask...lol). However, when I would come home from college, we would always get together for chats, coffee, sometimes sex (lol)... but, I could feel safe having sex with him because I knew it wasn't JUST about sex with him, but we had some genuine feelings behind him...and he wouldn't just rush to get his nut either