How And When Did You Pop Your Cherry

[MaxJoker]

Originally Posted by MisterMacky

I paid for my first time.
when: you guess.

When it was a pay five dollars per inch special offer

[Sir Honkers]

Sufficed to say it wasn't like it is in those teenage sex flicks. I'm just grateful I didn't emerge from the experience with PTSD.

[Girlfan]

ll you guys starting at 15 or 16 makes me realise just how late a starter I was - well into my 20s (I won't embarrass myself further by saying how well into my 20s! At least I've made up for it since!
The first time was great, so all I can say is - thank you, Tessa, wherever you are after all these years!

[bloke57]

For me it was when I was about 17 and my girlfriend at the time was just 16.

We were young, so time and life made us take separate paths. She moved to America 30 years ago and has been married and divorced. But despite that we remain friends who share a very special bond - even after 43 years. We see each other at least once most years as she works in journalism and finds excuses to cover British topics - being a natural-born Brit makes her the obvious choice to travel here.

And also, from time to time and if we have no other commitments, we see no reason not to enjoy each other's intimate company again - we are consenting adults over the age of 21 so why not?

[saddo]

At a friend's house in South Australia with a girl who had promised she would wait for me but didn't. She was my first but although she said I was her first, it turned out later I wasn't. That said, it was a fantastic first night for me when my teenage hormones allowed me to come about eight times in eight hours and I went to shower in the morning with her pubes and my own cum dried on to my chin. It was a much hairier time.

If anybody has read any of my other posts, it was the same girl in my parents car.

[BustyWomenLovr]

I am almost willing to bet that the Late Starter Award goes to me. Kept waiting for The Right Girl. That and in the midst of a large group of friends, I'd see all the hurt feeling when party A dropped party B for party C etc., and I wanted no part of it. (and going to a nearly all male Uni didn't help either!) Went to visit a friend who I got along with great. We had spent time together before. She cut me off once saying "friends should not be lovers." Oh well, loved being with her anyway. So one time, she took her evening shower, and asked if I'd rub her back. She lay on the floor, after taking off her towel, and she was in a sheer blue babydoll. I was shaking like a leaf. I gave her the back rub, slowly, not from anything but not wanting to embarrass myself. I finished, told her I was done, and sent her to bed. Had a bit of trouble going to sleep! Next night, she did the same, and this time as I was massaging her legs, it hit me - the delicious scent of a very warm and wet pussy. I mean burning up. I moved my hands up, pulled up the sheer material and kissed her ass. And again. And again. And turned her over and we kissed for a long time. And then I kissed her all over. And then she took my hand and led me to her bed. We joined each other until the sun started to come up and she said she need to sleep at least an hour before work. That was a great week. Alas, by my next visit, she had found a local boyfriend. But several years later (and 2 or 3 boyfriends) she asked if I would chaperone her to a friends wedding. She waited a day before surprising me again. Maybe the wedding got her horny... Well she surprised me in several ways - our first encounter she was a C almost D cup. Now she was wearing a 36H. Okay, she had a slightly bigger waist too, but I didn't care. She said the doc told her it was just a late growth spurt. That lasted a few years, and she rebuffed my proposals as we live too far apart. And now she is working even farther away after her job area had a small implosion making her take what she could. But thanks to her I know the pleasure of being inside a woman, and then later how great a woman can taste "down there" and later still how I enjoy having a successful dynamic woman tied up and totally subservient to me at her request ("just don't give me any marks or bruises"). She says I need to find a girl - she set the bar pretty damn high is the problem.

[randomname08]

16, not quite 17, while studying for exams. She lived just round the corner, our parents were friends and we had been pals for years... years in which I had noticed my pal had a peachy arse, lovely boobs and was starting to give me groin oriented thoughts. We were studying together for exams. We were at her house. Her folks were at work. We studied in her room to avoid the temptation on watching TV (yes, young people, there was a time when everyone didn't have a TV in their bedroom and we had to make do with Radio 1). She wasn't the tidiest girl in the world and had clothes lying about ready to be put away, undies included. I made some comment about showing her underwear. She sort of half lifted her t-shirt, pretending to flash. It didn't go higher than the waist of her jeans. It was a joke but it started some flirting. Did I really want to see? What would I do if I did? What did she get to see? We thought we were being incredibly suave and grown up. It was probably painfully juvenile and I think that's probably how I'd describe my debut effort. The word 'quick' sadly also has to be used in that description. Thankfully, she was patient and forgiving and over the next year and a bit we got better at it. We also did pretty well in the exams. I met her for the first time in twenty-something years when I was back home a few years back. The years have been far kinder to her looks than to mine.

[brk549]

It's been so long mine grew back.

[Thinkwell]

Originally Posted by loosegoose

Sufficed to say it wasn't like it is in those teenage sex flicks. I'm just grateful I didn't emerge from the experience with PTSD.

We had teenage sex. In other words, he didn’t know what he was doing, and I didn’t say anything.

- Sex and the City

[Thinkwell]

Originally Posted by Girlfan

ll you guys starting at 15 or 16 makes me realise just how late a starter I was - well into my 20s (I won't embarrass myself further by saying how well into my 20s!

I'm glad that another late starter has posted. I suppose late starters don't like to write about it.

I was - I was - 27 - 28 - I was 29. (I don't count a prostitute.)

She was nineteen or twenty. It was her first time.

This was in the part of the world that used to be called the Far East. I had met her at work. Over the years, there must have been thousands of reserved, inhibited Englishmen who have been comforted by women there. The culture teaches a woman how to comfort and free a man. The stereotype about passivity is only sometimes, partly, true. The passivity is gentle and subtle: the man is made to feel strong, and that he is leading and controlling the relationship, but he isn't, really - she is.

If I wrote about the good moments I remember, it would only be low-level pornography. Like many women in that part of the world, she had small breasts (though she had long nipples). I could easily take a whole breast in my mouth. When I uncovered her that afternoon, it was only the second time she had given me her breasts. I gazed at them so hard my eyes hurt, as if they were physically caressing her. Then . . . low-level pornograpy.