How And When Did You Pop Your Cherry - Page 7

**Mal Hombre** · June 27th, 2018, 10:04 AM

Quote:

Originally Posted by MaxJoker

When it was a pay five dollars per inch special offer

And He got $2.50 change...

JoeyLites · January 11th, 2019, 10:06 PM

I think I was 15. I went to a junior prom with an older girl as a favor to mutual friends. After the dance we went to the golf course and settled down by the creek. She laid out a blanket for what I thought was just going to be a make out session. After some heavy kissing and petting she began pulling my shirt off. It was then that I realized the other couple was naked and going at it about 25 yards away. I gave some protest because I was scared to death. I told her I couldn't do it because although I'd had blowjobs, I was still a virgin and she got very aggressive telling me that sex after the dance was tradition and I was denying her the experience. She doubled down on the pressure by telling me she's done it plenty of times and to just take off my clothes. So there I am at 15 years old, completely naked with a raging hard on in front of an equally naked and probably as horny 18 year old girl. Standing in the moonlight by a running creek on the golf course I used to sled on as a child. She took me down to the blanket and took my virginity very quickly. I didn't last long the first time, but being 15 it didn't take me long to recover and go at it again. And again. LoL. The mood was temporarily killed though when she realized that I had cum inside her twice. In my naivete, I assumed she handled the birth control. I remember how incredible it made me feel when she would moan. How soft the hair on her pussy felt. The salty taste from sweat and the smell of her perfume mixed with groans when I was sucking on her nipples for the first time. It was a rocky start but a terrific experience.
We reconnected on Facebook 10 years ago and all of us got together and went out. In a private moment she told me regardless of how old we are now, I'll always be that naked boy standing in front of her at the creek. I told her that I could still vividly envision every curve of her body because she was the first totally naked girl to present herself to me. Looking back, I probably could have slept with her that night but for some reason I didn't try. She still sends me the occasional message though.

DiegoJames · February 6th, 2019, 01:03 PM

17. First girlfriend for me, she was the same age, but she'd already had 4 partners, she told me, before me.

Back then, I thought that was really slutty!

Actually, if I think about it, it probably was for a 17 year old to have slept with all four of her previous boyfriends (mid 70s...different morals applied).

Not sure how many seconds I lasted, but they were great seconds

Of course, at that age you can always go back for seconds quite quickly, so I did 30 mins later and it was much better the second time.

**muggly** · February 6th, 2019, 02:30 PM

I was 17 and my girlfriend 16. We were on her mum's settee in the front room of her parent's house, but the embarrassing bit was that although my gf was easy to finger, taking two fingers quite easily she was totally impenetrable to my cock, and I eventually gave up as my cock was losing it's use. Luckily the next time it took two goes to push it in and we both enjoyed our first full experience, plus a small stain left behind on the cushion did get cleaned off before her mum noticed it.

sailordave · February 6th, 2019, 02:53 PM

Didn’t have full sex till I was 18 and just out of training in the Navy, went home with a mate of mine to Leeds for the weekend. Ended up losing it to an old slapper we met in the pub. She was well preserved and was wearing some sexy undies. Was an educational night

**PJayBr** · February 6th, 2019, 03:24 PM

Twenty-four years old, wedding night, lasted about half a second! The missus and I looked at each other and both thought it must get better!! 31 years later it's still going well (and I do last a little longer these days!).

**Pinkpapercut** · February 10th, 2019, 01:56 PM

Seventeen. Her too. Debbie wasn't my girlfriend but she was a good friend from my sixth form art class.

Her parents had gone away for the weekend and had given Debbie and her slightly younger sister Joanne permission to have a party in the house so long as nothing got damaged. The party was a bit of a damp squib, not many attendees, and by around 2:30am everyone had left except for me and her sister Joanne's boyfriend, who had vanished upstairs with her sister.

My friend and I were kissing and fondling on the big rug in front of the living room fire, me with a hard-on, she in hindsight surprisingly dry, when she suddenly said

"sit up a minute, I want to take my knickers right off"

Having pulled down and kicked off her knickers still in a lying position she said "come on" and I ineptly laid down prone in the position I had previously been kissing and fondling her.

She said "no, hold on, kneel up"

I did so and lying on her back she pulled up the skirt of her dress, she took hold behind her knees and pulled them up to her chest with her thighs well spread and said

"Shag me. I want you to shag me".

I was more taken aback at her blunt sexual language than I was at her invitation. I had a few short years of unconventional sexual experiences with girls but not vaginal sex. I remember being more pleased and excited rather than surprised and thinking 'oh god I'm going to have proper sex with a girl at last".

I shuffled on my knees between her awaiting thighs, my trousers and underpants around my knees impeding my movement and positioned myself at what I imagined was the right angle to penetrate her.

Except in these unexpected circumstances I couldn't locate the mouth of her vagina and fumbled for a while repositioning and repositioning my cockhead unsuccessfully.

I can still hear myself saying "Debbie, I can't find the hole", a memory that still makes me cringe over 40 years later.

Debbie took hold of my cock and guided me inside her and I was 'popping my cherry' at last although I suspect I wasn't popping hers, Debbie was clearly far more confident and competent than I was. I remembered being very surprised that she hooked her lower legs around my hips and used them to rhythmically drive me up her. In my inexperience I had imagined girls just lay down prone with their legs apart flat on the floor and the lad just lay on top and did all the work.

There was some brief unexpected squelching which also disconcerted me.

I had been pumping her for less than a minute and already doing all I could not to cum when suddenly there were voices outside and the scrabbling of a key in the front door lock and we had to uncouple very quickly because the people entering could only be Debbie's Mum and Dad home over a day too early.

I came but I don't know if I came inside Debbie or after I rapidly withdrew. I know there was spunk on my hands when I pulled up my trousers and zipped myself in rapidly. I know Debbie didn't pull her knickers back on before her parents entered the room but she had quickly pulled down her skirt and we had managed to position ourselves sitting on the carpet with our backs to the front of the sofa.

Debbie's dad said to Debbie "Sorry we're back so early, your mum's not been feeling well. I hope we haven't spoiled your party".

Debbie gave him a thin smile and said 'no it was pretty much over, there's only us left. Joanne's gone to bed.

There was no fuss from Debbie's parents, Debbie went to bed shortly followed by her mum and dad who allowed me to sleep in the guest bedroom for the rest of the night despite living only a couple of miles away.

I thought at the time that Debbie's Mum and Dad didn't realise we'd been having sex and at the most would have thought we have been kissing. When I was more experienced I realised thinking back that they would probably have been able to smell the sex.

Whatever, as I say, they didn't make a fuss.

I was off early the next morning so I don't know what happened regarding Joanne and her boyfriend upstairs.

I later tried to turn this first bout with Debbie into a boyfriend/girlfriend thing but she wasn't interested, she never said why but I guess it was a mixture of my ineptitude and the disappointing not to say literally disturbing way it ended.

All in all very memorable but not much fun. Which is probably the common first experience.

Indeed, although I technically lost my cherry to Debbie, it wasn't until a couple years later that I had my first experience of competent and fulfilling conventional sex and I consider the later experience as being when I properly lost my virginity.

**Richandy** · May 25th, 2023, 05:49 AM

Did a thread search on the word Virginity and didn't come up with a thread anything like this so thought I would start. If there is something already running then PM me and I will add this to the existing.

I remember back in the late seventies, early eighties when I was in Uni there was a mature age student in our class - Tara. Tara wasn't the most attractive woman you would ever meet but she had a pair of cannons that attracted the interest of a few of the lads. I, being a shy country lad who had never kissed a girl by this stage and the only nudes were found in magazines that we had managed to find dumped in a local fire place at a camping ground of course would have run a mile if someone approached me - like the time she invited me out about 9 months after we had graduated and we had a bit of a fumble in the car. Suffice to say I had dinner with her probably a dozen times after that but nothing progressed further than a few kisses and a cuddle. 40 years on and thinking back it would have been great if someone like that - a Kay Parker early doors if you like would have taken you in hand (so to speak) and bedded down your understanding of how to push her buttons.

I wonder how many of the readers here were lucky enough to start with someone like this rather than a quick fumble in the back seat of the car and its all over in 10 seconds.

**maxivic** · May 25th, 2023, 07:07 AM

I didn't lose my virginity with an experienced woman as we can see in some movies where the shy and awkward little virgin becomes the prey of a sex-hungry cougar who will empty him in no time, I didn't have this chance...xD
However, many of my former friends went through the "brothel" to lose their virginity, Spain being a few places from here and prostitution being authorized, the parade of young people just out of puberty in the clubs made the beautiful days of the city "jonquera" famous for its pottery but not only....
all this to say is it better to have had a little 10 minutes adventure in the back of a car which must be terribly exciting I think or to pay the services of a prostitute to finally say "I became a man"?

**haroldeye** · May 25th, 2023, 10:34 AM

I lost mine to a girl the same age, neither of us actually knew what to do. It was not a huge success but it made me think that I must do better. A girl a couple of years older, I met her a few months after the first took me in hand, as it were, and bingo, yippee, I've been practising ever since.

February 6th, 2019, 03:24 PM	#66
PJayBr Vintage Member Join Date: Apr 2009 Location: In front of my PC with my cock in my hand...... Posts: 1,309 Thanks: 41,569 Thanked 13,686 Times in 1,280 Posts	Twenty-four years old, wedding night, lasted about half a second! The missus and I looked at each other and both thought it must get better!! 31 years later it's still going well (and I do last a little longer these days!). Last edited by PJayBr; February 7th, 2019 at 01:34 PM..

February 10th, 2019, 01:56 PM	#67
Pinkpapercut Rust Never Sleeps Join Date: Nov 2007 Location: North of the Channel, west of the hills, south of the mountains Posts: 984 Thanks: 31,846 Thanked 20,518 Times in 986 Posts	Seventeen. Her too. Debbie wasn't my girlfriend but she was a good friend from my sixth form art class. Her parents had gone away for the weekend and had given Debbie and her slightly younger sister Joanne permission to have a party in the house so long as nothing got damaged. The party was a bit of a damp squib, not many attendees, and by around 2:30am everyone had left except for me and her sister Joanne's boyfriend, who had vanished upstairs with her sister. My friend and I were kissing and fondling on the big rug in front of the living room fire, me with a hard-on, she in hindsight surprisingly dry, when she suddenly said "sit up a minute, I want to take my knickers right off" Having pulled down and kicked off her knickers still in a lying position she said "come on" and I ineptly laid down prone in the position I had previously been kissing and fondling her. She said "no, hold on, kneel up" I did so and lying on her back she pulled up the skirt of her dress, she took hold behind her knees and pulled them up to her chest with her thighs well spread and said "Shag me. I want you to shag me". I was more taken aback at her blunt sexual language than I was at her invitation. I had a few short years of unconventional sexual experiences with girls but not vaginal sex. I remember being more pleased and excited rather than surprised and thinking 'oh god I'm going to have proper sex with a girl at last". I shuffled on my knees between her awaiting thighs, my trousers and underpants around my knees impeding my movement and positioned myself at what I imagined was the right angle to penetrate her. Except in these unexpected circumstances I couldn't locate the mouth of her vagina and fumbled for a while repositioning and repositioning my cockhead unsuccessfully. I can still hear myself saying "Debbie, I can't find the hole", a memory that still makes me cringe over 40 years later. Debbie took hold of my cock and guided me inside her and I was 'popping my cherry' at last although I suspect I wasn't popping hers, Debbie was clearly far more confident and competent than I was. I remembered being very surprised that she hooked her lower legs around my hips and used them to rhythmically drive me up her. In my inexperience I had imagined girls just lay down prone with their legs apart flat on the floor and the lad just lay on top and did all the work. There was some brief unexpected squelching which also disconcerted me. I had been pumping her for less than a minute and already doing all I could not to cum when suddenly there were voices outside and the scrabbling of a key in the front door lock and we had to uncouple very quickly because the people entering could only be Debbie's Mum and Dad home over a day too early. I came but I don't know if I came inside Debbie or after I rapidly withdrew. I know there was spunk on my hands when I pulled up my trousers and zipped myself in rapidly. I know Debbie didn't pull her knickers back on before her parents entered the room but she had quickly pulled down her skirt and we had managed to position ourselves sitting on the carpet with our backs to the front of the sofa. Debbie's dad said to Debbie "Sorry we're back so early, your mum's not been feeling well. I hope we haven't spoiled your party". Debbie gave him a thin smile and said 'no it was pretty much over, there's only us left. Joanne's gone to bed. There was no fuss from Debbie's parents, Debbie went to bed shortly followed by her mum and dad who allowed me to sleep in the guest bedroom for the rest of the night despite living only a couple of miles away. I thought at the time that Debbie's Mum and Dad didn't realise we'd been having sex and at the most would have thought we have been kissing. When I was more experienced I realised thinking back that they would probably have been able to smell the sex. Whatever, as I say, they didn't make a fuss. I was off early the next morning so I don't know what happened regarding Joanne and her boyfriend upstairs. I later tried to turn this first bout with Debbie into a boyfriend/girlfriend thing but she wasn't interested, she never said why but I guess it was a mixture of my ineptitude and the disappointing not to say literally disturbing way it ended. All in all very memorable but not much fun. Which is probably the common first experience. Indeed, although I technically lost my cherry to Debbie, it wasn't until a couple years later that I had my first experience of competent and fulfilling conventional sex and I consider the later experience as being when I properly lost my virginity. __________________ To view links or images in signatures your post count must be 0 or greater. You currently have 0 posts. That's To view links or images in signatures your post count must be 0 or greater. You currently have 0 posts. 's bottom and I'd love it for a pillow Last edited by Pinkpapercut; December 26th, 2020 at 03:52 PM..

May 25th, 2023, 05:49 AM	#68
Richandy Moderator Join Date: Mar 2020 Location: Dan's police state Posts: 1,898 Thanks: 87,848 Thanked 17,975 Times in 1,889 Posts	Your choice to take your virginity Did a thread search on the word Virginity and didn't come up with a thread anything like this so thought I would start. If there is something already running then PM me and I will add this to the existing. I remember back in the late seventies, early eighties when I was in Uni there was a mature age student in our class - Tara. Tara wasn't the most attractive woman you would ever meet but she had a pair of cannons that attracted the interest of a few of the lads. I, being a shy country lad who had never kissed a girl by this stage and the only nudes were found in magazines that we had managed to find dumped in a local fire place at a camping ground of course would have run a mile if someone approached me - like the time she invited me out about 9 months after we had graduated and we had a bit of a fumble in the car. Suffice to say I had dinner with her probably a dozen times after that but nothing progressed further than a few kisses and a cuddle. 40 years on and thinking back it would have been great if someone like that - a Kay Parker early doors if you like would have taken you in hand (so to speak) and bedded down your understanding of how to push her buttons. I wonder how many of the readers here were lucky enough to start with someone like this rather than a quick fumble in the back seat of the car and its all over in 10 seconds.

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January 11th, 2019, 10:06 PM	#62
JoeyLites Junior Member Join Date: Aug 2011 Posts: 6 Thanks: 0 Thanked 74 Times in 6 Posts	I think I was 15. I went to a junior prom with an older girl as a favor to mutual friends. After the dance we went to the golf course and settled down by the creek. She laid out a blanket for what I thought was just going to be a make out session. After some heavy kissing and petting she began pulling my shirt off. It was then that I realized the other couple was naked and going at it about 25 yards away. I gave some protest because I was scared to death. I told her I couldn't do it because although I'd had blowjobs, I was still a virgin and she got very aggressive telling me that sex after the dance was tradition and I was denying her the experience. She doubled down on the pressure by telling me she's done it plenty of times and to just take off my clothes. So there I am at 15 years old, completely naked with a raging hard on in front of an equally naked and probably as horny 18 year old girl. Standing in the moonlight by a running creek on the golf course I used to sled on as a child. She took me down to the blanket and took my virginity very quickly. I didn't last long the first time, but being 15 it didn't take me long to recover and go at it again. And again. LoL. The mood was temporarily killed though when she realized that I had cum inside her twice. In my naivete, I assumed she handled the birth control. I remember how incredible it made me feel when she would moan. How soft the hair on her pussy felt. The salty taste from sweat and the smell of her perfume mixed with groans when I was sucking on her nipples for the first time. It was a rocky start but a terrific experience. We reconnected on Facebook 10 years ago and all of us got together and went out. In a private moment she told me regardless of how old we are now, I'll always be that naked boy standing in front of her at the creek. I told her that I could still vividly envision every curve of her body because she was the first totally naked girl to present herself to me. Looking back, I probably could have slept with her that night but for some reason I didn't try. She still sends me the occasional message though.

February 6th, 2019, 01:03 PM	#63
DiegoJames Member Join Date: Feb 2018 Posts: 40 Thanks: 46 Thanked 733 Times in 39 Posts	17. First girlfriend for me, she was the same age, but she'd already had 4 partners, she told me, before me. Back then, I thought that was really slutty! Actually, if I think about it, it probably was for a 17 year old to have slept with all four of her previous boyfriends (mid 70s...different morals applied). Not sure how many seconds I lasted, but they were great seconds Of course, at that age you can always go back for seconds quite quickly, so I did 30 mins later and it was much better the second time.

February 6th, 2019, 02:30 PM	#64
muggly Vintage Member Join Date: Jan 2012 Location: England Posts: 707 Thanks: 2,443 Thanked 6,629 Times in 683 Posts	I was 17 and my girlfriend 16. We were on her mum's settee in the front room of her parent's house, but the embarrassing bit was that although my gf was easy to finger, taking two fingers quite easily she was totally impenetrable to my cock, and I eventually gave up as my cock was losing it's use. Luckily the next time it took two goes to push it in and we both enjoyed our first full experience, plus a small stain left behind on the cushion did get cleaned off before her mum noticed it.

February 6th, 2019, 02:53 PM	#65
sailordave Senior Member Join Date: Oct 2012 Location: scotland Posts: 228 Thanks: 20,334 Thanked 2,665 Times in 220 Posts	Didn’t have full sex till I was 18 and just out of training in the Navy, went home with a mate of mine to Leeds for the weekend. Ended up losing it to an old slapper we met in the pub. She was well preserved and was wearing some sexy undies. Was an educational night

May 25th, 2023, 07:07 AM	#69
maxivic Dances with snails Join Date: Sep 2018 Location: in a shell Posts: 12,332 Thanks: 98,148 Thanked 146,062 Times in 12,347 Posts	I didn't lose my virginity with an experienced woman as we can see in some movies where the shy and awkward little virgin becomes the prey of a sex-hungry cougar who will empty him in no time, I didn't have this chance...xD However, many of my former friends went through the "brothel" to lose their virginity, Spain being a few places from here and prostitution being authorized, the parade of young people just out of puberty in the clubs made the beautiful days of the city "jonquera" famous for its pottery but not only.... all this to say is it better to have had a little 10 minutes adventure in the back of a car which must be terribly exciting I think or to pay the services of a prostitute to finally say "I became a man"?

May 25th, 2023, 10:34 AM	#70
haroldeye Moderator Join Date: Jan 2008 Location: Halfwitistan Posts: 5,715 Thanks: 113,479 Thanked 59,962 Times in 5,707 Posts	I lost mine to a girl the same age, neither of us actually knew what to do. It was not a huge success but it made me think that I must do better. A girl a couple of years older, I met her a few months after the first took me in hand, as it were, and bingo, yippee, I've been practising ever since.