1. Winnie Losing our Virginity


    Date: 5/9/2024, Categories: True Story Author: Steweird 

    Chapter 1 - Feeling Her Up!

I first got to know Winnie because our parents were best friends. She never was noticeable to me, being 18; almost two years younger than me. She was kinda skinny and real gawky.

I guess I was a geeky kid, too, now that I think about it. I was not a success around girls my age. My sole experience so far had been when I visited some friends already in University. This girl, Marianne Meeghan and I had hit it off up in this guy’s bedroom and it was she who had taught me to French kiss. I got to slip my hand up her top and feel her bare little tits under her bra. That’s about as far as I got, except that I also briefly pulled her left tit out the top of her bra to reveal the longest nipple I ever imagined. I’ve never seen a longer one since!

Apart from that I had no experience at all except for what I saw in high school: Brenda Arnold’s nipples were so hard once that they showed right through her bra and sweater; Lori Turner walked past me braless in a clingy turtleneck on her way to class and I got to watch her boobs bounce and sway for a few precious seconds; one day Karly Smailes wore a white see-thru top with no bra on underneath. She might as well’ve been topless ‘cause every guy in Lord Park Secondary School could see what her breasts were shaped like (jutting & full, with a slight ski-jump) and how big her nipples were (perfect silver dollars). She walked nonchalantly into the assembly we had that morning with her breasts so visible in ...
    ... that top I had a hard-on in three seconds. She wasn’t a stupid girl so I figure she had to have known she was showing off her young pointers to all us horny guys. But why not? She really did have beautiful breasts.

That had been the total sum of my sexual experience so far!

It was the seventies when even sluts waited til their later teens before giving it to their boyfriends. Even so, I was awful late getting my first fuck under my belt and real horny about waiting, especially with cute girls like Brenda, Lori and Karly teasing me like that.

The first time I started thinking about making a move on Winnie was at a neighbourhood party where all the grown-ups were outside boozing it up while Winnie and I were stuck in the den all alone mixing drinks. When everyone finally was tanked the drink orders slowed down and Winnie and I started talking, sampling drinks and talking. After a while I started to notice Winnie had some attractive features. Somewhere along the line she had progressed from skinny to graceful. She had next to no chest but her young ass was real cute, firm and round. It was all I could do not to grab it while Winnie was leaning over the bar trying to figure out what other drink we could try. I started thinking how easy it would be to yank up her skirts, pin her face-down on the bar, stick it in and just keep fucking til my cum filled her twat.

Right then some asshole came in to order a drink for his wife. He looked at me very disapprovingly, as if he ...
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