Cherry Popping Thread Ladies, tell us about getting your cherrry

Maybe everyone here is a virgin...

>>24403751
>Age now?
24
>Age when cherry popped?
18
>Your partner's age?
25 at the time. He was not a virgin.
>Where did it happen?
In his room.
>Was anyone else in the room / house / car / etc. at the time?
No
>What position were you in when penetration was achieved?
Missionary
>How did it come about?
He was the first guy who ever gave a shit and I wanted to lose my virginity.
>Did it hurt?
A little
>Did he cum?
No
>Did you cum?
lol no
>Was he wearing a condom?
Yes
>Did you keep on fucking that guy after that?
Yes. We ended up dating for 2 and a half years.

>>24403979
oh so... it got better. That's good

>>24403979
Why do you think no one before that gave a shit?

>>24404029
I was always pretty quiet and shy, and not super attractive so I never really got any attention from guys. The one guy I dated in high school ghosted me after a month or so and that was pretty much it as far as my experience with guys at that point.

>>24403751
>Age now?
26
>Age when cherry popped?
16
>Your partner's age?
19
>Where did it happen?
his room
>Was anyone else in the room / house / car / etc. at the time?
our friend was in the room, she watched
>What position were you in when penetration was achieved?
missionary
>How did it come about?
?? flirting, we already have had oral and he knew I wanted to fuck eventually, this is the day it finally happened
>Did it hurt?
not that much surprisingly
>Did he cum?
yes
>Did you cum?
no
>Was he wearing a condom?
yes
>Did you keep on fucking that guy after that?
a few more times yea, couple of months

>Age now?
22
>Age when cherry popped?
20 I think
>Your partner's age?
No idea. Maybe late 30s.
>Where did it happen?
His house.
>Was anyone else in the room / house / car / etc. at the time?
I think his roommate was somewhere in the house.
>What position were you in when penetration was achieved?
Cowgirl
>How did it come about?
He was a coworker and I wanted to get it out of the way :/
>Did it hurt?
Not really
>Did he cum?
Yes
>Did you cum?
No
>Was he wearing a condom?
No
>Did you keep on fucking that guy after that?
No

>>24404119
Wait, so your female friend was watching while you got your cherry popped?
Had she had sex with you or the guy before? Was she like... masturbating, or joining in, or something?

>>24404121
You were in college? Where were you working?

>>24403751
>Age now?
31
>Age when cherry popped?
16
>Your partner's age?
16
>Where did it happen?
His house while his parents were out
>Was anyone else in the room / house / car / etc. at the time?
Nope
>What position were you in when penetration was achieved?
On my back with my legs apart and my knees up
>How did it come about?
We'd been messing around for a while and had time that night to take it all the way. We were both horny teenagers who couldn't wait.
>Did it hurt?
A bit, yes
>Did he cum?
Yes :)
>Did you cum?
Not during the penetration, but from him fingering me the same night
>Was he wearing a condom?
No :) I had got on the pill in advance, so my first time was natural and bareback, which I remain really happy about.
>Did you keep on fucking that guy after that?
A lot, for the next three years

Age now?
>22
Age when cherry popped?
>15
Your partner's age?
>16
Where did it happen?
>His house. Snuck in through the side door into the basement. Late night so like 1-4am?
Was anyone else in the room / house / car / etc. at the time?
>His family was asleep upstairs.
What position were you in when penetration was achieved?
>Missionary
How did it come about?
>First "real" boyfriend I guess. It was that time in high school when people starting fucking each other and I guess that was that.
Did it hurt?
>A little more than I expected but probably not too much more than regular sex.
Did he cum
>Yes.
Did you cum?
>Noooooope.
Was he wearing a condom?
>Yes.
Did you keep on fucking that guy after that?
>Like maybe 2ish more times until I broke up with him a 3ish months later.

>Age now?
21
>Age when cherry popped?
16
>Your partner's age?
Same age
>Where did it happen?
Lol. His grandads house
>Was anyone else in the room / house / car / etc. at the time?
No thank fuck
>What position were you in when penetration was achieved?
Cowgirl I think
>How did it come about?
It wouldn't tear for ages and we kept trying. Were both crazy teenagers
>Did it hurt?
Yes!
>Did he cum?
Yes
>Did you cum?
No
>Was he wearing a condom?
Yes
>Did you keep on fucking that guy after that?
Still with him

Age now?
23.

Age when cherry popped?
15/16.

Your partner's age?
15.

Where did it happen?
On some embankment near some houses.

Was anyone else in the room / house / car / etc. at the time?
Nope.

What position were you in when penetration was achieved?
Missionary.

How did it come about?
We'd wanted to for a while.

Did it hurt?
Yes.

Did he cum?
Yes.

Did you cum?
No.

Was he wearing a condom?
No.

Did you keep on fucking that guy after that?
Yes.

>Age now?
24
>Age when cherry popped?
23
>Your partner's age?
17. He was a virgin too.
>Where did it happen?
At my place
>Was anyone else in the room / house / car / etc. at the time?
No
>What position were you in when penetration was achieved?
Doggystyle, because I was too shy too look at him
>How did it come about?
First guy I really cared about , and first to care about me. We didn't wait long but I was very nervous
>Did it hurt?
Not as much as I think it would
>Did he cum?
Yes
>Did you cum?
Yes because I was stimulating my clit
>Was he wearing a condom?
No
>Did you keep on fucking that guy after that?
Still with him today !

>>24405454
>Doggystyle, because I was too shy too look at him
But you felt unshy enough for him to be looking at your ass? I won't lie, it's pretty hot. We soon worked out doggy was the best position but I would have been way too inhibited to go for it the first ever time.

>>24403751
>Age now?
25
>Age when cherry popped?
14
>Your partner's age?
16
>Where did it happen?
His house (his parents house)
>Was anyone else in the room / house / car / etc. at the time?
No, just us in the room. His dad and stepmom left the apartment for us to have privacy.
>What position were you in when penetration was achieved?
Missionary.
>How did it come about?
He was my first boyfriend and we were in love.
>Did it hurt?
Just the part he was trying to get it in. After it got in it didn't hurt, but I was so tight I could feel every inch of his dick on the ridges of my vaginal wall, struggling to fit. I wanted him to keep at it, but it was not like the kind of pleasure I'm able to feel today.
Did he cum?
Yeah. Twice, without pulling out. Like literally twice in a row. One boner, 20 minutes of fucking, cum, don't pull out, then, 2 minutes later another boner, fuck me for a half hour, cum.
>Did you cum?
I came from him eating me out before he took my virginity, but not from penetration.
>Was he wearing a condom?
Yes.
>Did you keep on fucking that guy after that?
Yes.

>>24406996
They just left you guys alone to have sex?

>>24404119
What was the friend doing?

>>24405454
How did you meet him? There's a significant age difference there.

>Age now?
25
>Age when cherry popped?
15
>Your partner's age?
22
>Where did it happen?
My brother's/his apartment
>Was anyone else in the room / house / car / etc. at the time?
Maybe another roommate
>What position were you in when penetration was achieved?
Cowgirl
>How did it come about?
He was my older brother's friend. We had known each other forever. I was visiting my brother at college, and he was out at his classes, so I was bothering his friend. We were being playful and that turned to flirting and I kissed him, and one thing lead to another.
>Did it hurt?
It didn't really hurt but it was a bit uncomfortable at first because I was a little nervous. It went away after a minute though.
>Did he cum?
Yes
>Did you cum?
Yes. First orgasm ever!
>Was he wearing a condom?
No
>Did you keep on fucking that guy after that?
We hooked up a few more times but it wasn't ever consistent

Age now?
34
Age when cherry popped?
17
Your partner's age?
15
Where did it happen?
At his parents house
Was anyone else in the room / house / car / etc. at the time?
His entire family was inside the house.
What position were you in when penetration was achieved?
Missionary
How did it come about?
After softball tournament he offered to give me a ride home but we stopped at his place first. We went to his room to talk and we started to undress and wham bam thank you ma'am.
Did it hurt?
Hurt like a bitch.
Did he cum?
Yes
Did you cum?
Nope
Was he wearing a condom?
Yes
Did you keep on fucking that guy after that?
No

>>24408279
Do you think he had been attracted to you before that?

>>24408412
Do you think it was his first time too?
How did you guys get the condom?

>>24408542
I don't think so. I think he just saw me as an easy lay. He was really sweet and amazing in bed though so I don't regret it at all.

>>24408279
Nice age gap :)

>>24408684
Thank you! I think it definitely influenced me to always date older men.