The one that got away and what you would have done

[StrongMaster7]

Old too soon, smart too late, they say.

In college, there was a gorgeous blonde in our dorm. She was the classic bikini-figure, busty, long haired, babe who attracted a ton of attention and enjoyed it. She "dated" a bunch of my friends and was very friendly to me, but never seemed to be interested in doing anything physical. Looking back, there were opportunities I probably could have taken advantage of, but I just didn't read the signals right at the time.

One Sunday morning, I was up and watching TV downstairs in the common area alone. She came down in a white t-shirt, white short shorts and sneakers, ready for a morning jog. She did her pre-run stretching right beside me while we made small talk. Looking back, I could have made a move then, but didn't. Her legs were right beside my face as I sat on the floor and she used a table to stretch and limber up. Her big tits were in a white bra that strained against the tight t-shirt. It was an amazing tease.

I often think about what could have happened. If I a flirted a bit, I could have gotten her to go back upstairs to her room with me. We could have smoked a joint and I would have loved undressing her. Those big tits must have looked amazing as they were released from that bra. I imagine large pink aureole and little stiff nipples of pink. I know tons of guys had sucked them before me, but none would have enjoyed it more. And those creamy white thighs would have gotten kisses all the way up to her pussy, which I imagine was covered in a downy light-brown fur. I can see her squirming as I expertly eat her pussy and bring her to several big Os. I heard she was a squirter and I would want her to gush her she-cum all over my face and into my mouth. Once I had her half knocked-out from cumming, I would have pushed my cock into her soaking wet cunt and pumped for all I was worth. With those big tits staring me in the face, I can't even dream I would have lasted very long, but it would have been amazing nonetheless. I picture finishing up by titfucking her and blowing a huge load on her face and neck and those big jugs. Oh, what might have been...

Anyone else have a "might have been" fantasy?

 

[DarkLisa]

I greatly enjoyed your "one that got away" story. Sounds like she missed out big time.

 

[NHBear]

You Remember?

I greatly enjoyed your "one that got away" story. Sounds like she missed out big time.

Can't let them slip away. You never know where you'll meet someone who fits. No regrets. You'll remember.

 

[LetForeverBe]

*******

 

[suckonsimon]

the time I could have lost my virginity

First year architecture school, 26 lads, we'd be 19, and I was seriously pissed off about being among the minority who had not yet got into a pussy. I didn't understand at the time that I was terrified of a 'relationship' because my parents' was a disaster area.

Anyway, four days residential near Brighton [English South Coast] on a project, the hooked up guys away from their girlfriends, and our common room was some testosterone zone. We discovered the local College of Art were to party in town so we bundled into vans and got ourselves among the mini skirts.

I walked up to two very lively chicks dancing together and showing plenty flesh, really well toned. "Join you?" - not exactly the stunner of a chat line! I think it was 12 seconds later we were mashing lips, and 30 seconds after that I had for the first time in my life a woman pressing up on my hard-on. Grand. I remember grinning at her as she looked up, so pleased to be pleasing me. I remember glancing at all my pals away from their girlfriends, looking glum and wondering what had come over shy Si. Tight pants in those days, flimsy material. I got into a real exhibition mode! As if to say to them, "Not well used, but no problem size-wise!"

But there's the thing: I was a mixed-up boy really, and I couldn't go the distance for all the very obvious willingness on the part of my tasty pick-up of a snogging partner. We went outside. She bit at my neck. She put her face in my lap and bit there too as I played with her hair and her little firm tits. We didn't stop touching all evening. The public snog at the door of her bus, her friends on-board watching, my pals on the pavement tapping their feet waiting for the end of this, I loved it!

Then what did I do? back to our accomodation to my usual solo wank, the only consolation there was so much more than usual.

And this is what COULD have been:

First time we go outside that warm evening I take her to a secluded corner of the gardens. As she lies on my legs, face into my crotch, my hand makes its way from bum caress to the front of her miniskirt hem and I dishevel it up. I get my fingers into her nickers and find her delightful wetness. I ask her what I can do there that's nice and she tells me. So I do it. Then she's not really up for talking because of the other sounds she's making which I like a lot.

I venture to unzip the top part of my flies - the hint by now doesn't need to be subtle - and then I realize my chick has done this plenty times before. I let out a long moan as she gets a hold of my length. I let out a shocking cry as she puts her mouth on it; the pleasure unbelievable and un-dreamt of. She’s bobbing, I’m rocking, she’s gripping shaft to stop me pressing her deeper as, quite involuntarily, I grip her hair and hold her on my joy.

I’m crying out again as my young seed spurts into female flesh for the first time. She’s gagging some as it floods down my shaft and pools in my curls. My eyes are popping out as she sucks me, swallowing. She takes me out and slurps at my pubes, enjoying my responsive moans. Fuck, what a nympho; I’m loving it like I didn’t know was possible.

“Hell, lady, I thought I’d last …” “Shut up mate, we’re here another two hours aren’t we? Fit guy like you, you’ll last in round two which you certainly owe me.” “Lady, I owe you. It’s a deal; it’s definitely a deal.”

Later, after plenty hot stuff and smoochy on the dance floor, it is.

We find a cleaner’s cupboard, unlocked. There’s overalls, clean. There’s a table. I sense I should take control. Everything on the floor, including all her clothes, and then mine. Those overalls across the table. I pick her up, and sit her on them. “Si, just watch”. She opens her legs and gets to work, her fingers at her sex. I watch her work, I watch her watching me. I don’t touch myself, loving that it’s so ‘to attention’. She’s watching that too, and licking her lips. I reach for the condom I bought in the gents. She watches intently as I unroll it, slowly. I feel, wow, this is for real; I’m going into a woman; I’ll pleasure a woman; this is what my pleasure-pole is for.

She lies back, her wide open legs bent, rising and falling. I step into them, and she reaches for my dong as I lean in some. The feel of velvety, warm wetness; oh, oh. I imagine how fab that must be flesh to flesh, but ‘stay safe mate’. I’m pressing in; she’s groaning. I manage to hold, deep, quite still, to smile at her, to admire her, to love what is happening to me.

Then we begin to fuck. I’m really gentle each time I push in, hardly believing it’s nice for her. The more I see her loving it, the more energy I give to each push. She’s talking dirty between her squeals and it makes me get at it building to a mighty thrust again and again. I’m almost shocked by the violence of it and I ease off.

“Si, what’s up?”
“Cheryl, this OK?”
“OK? Fucking fabulous till you stopped you virgin git, Get to it! I NEED you to shag me crazy and like NOW!”

So I do. I do I do I do I do I do. It lasted long, and fab. And then she’s yelling, “Yes, Yes O O Yes!” It dawns on me she’s orgasming. I’ve made a girl orgasm. I’m groaning, and erupting. I’m steadying myself on the table, legs shaking and limp. A girl’s made me orgasm. OH, I like it …

And that really could have been.

Si