How clueless were you?

[Britva415]

How sweet, someone thinks girls show their pussy 'accidently' hahahaha

If only I had known the truth at 18.

A girl who was at my college but who I hadn’t ever met before joined a bunch of us for an afternoon at the swimming hole. She spent the day mostly sitting on a blanket but when she would talk to me, she would turn on her butt to face up at me standing in front of her. She had on some TIGHT fitting shorts, and clearly nothing on under. The first shot was just admiring how it clung to her mound, and wondering if I could see puffy labia outlined behind the crotch of her shorts fabric. The second time, she had to have tugged them tighter because dirty-blond pubes were visible at the edges. the third time, a fully exposed and hairy lip was visible and the rest of the mound, still behind the closely-clinging shorts, was still great to look at.

It didn’t occur to me that this wasn’t accidental. But thinking about it later I realized she didn’t turn to face anyone else like that.

She was cute, too. If I had shot my shot with her I have no doubt at all, today, that I would have gone to bed with her that night.

As it happened, there was a party later and she completely ignored me. This made me think, “ah, yeah, she has no idea what she was showing me.” In reality she was probably thinking “he has no idea what I was showing him.”

 

[curiouschattycouple]

When I was 20 I had a gorgeous redhead coworker. She would flirt with me at work, and eventually I was driving her home regularly. One day she tells me she is married. To a 50+yr old guy. Ok, so much for the flirting I think, but it continues. One day she invites me out for drinks, and her husband is there. He is super friendly and nice and I feel bad for flirting with his wife all the time. This is when I was innocent. Today I would know they wanted me to bang her!

 

[charismatickink]

In high school, we would fly down to Florida every year for spring training baseball. We would stay in this motel in Winter Park, Florida. One year we had an off day, and most of the team was at the beach or some pool, actually. I came back to the hotel or motel early. I was probably 17, maybe 18.

When I got back to my room, the cleaning lady or housekeeping was cleaning the room, so I just hung out while she was finishing up. We started chatting, and I can't remember exactly what she looked like, but I'm sure she was decent. She was telling me about how she wasn't in a happy marriage, blah blah blah. Now I realize that I had a green light and I totally fumbled the opportunity. That would have been an amazing experience!

 

[Isinlarsa]

I was 17 at a drive in movie getting hot and heavy for the first time with a girl. She slides down horizontal on the bench seat of my old car. Being the gentleman I thought I should be, I said to her, "We better slow down or we may do something we regret." She immediately responded "No we won't". At the time I thought she meant we wouldn't do "something". As as adult I realize she meant we wouldn't regret it. I got to third base with her, and had my cock touched by a girl for the first time; but I didn't close the deal. She was ready, but I was naive. I was a virgin, but I suspect she was not.

 

[hotwords229_A]

Barely past what the Americans would call second base.

What do you call it?

Genuinely curious.

 

[TheMarksman]

What do you call it?

Genuinely curious.

We don’t.

 

[hotwords229_A]

We don’t.

But then how do you know if it’s okay to steal third?

Sex in the UK must be very confusing.

 

[TheMarksman]

We don’t need to steal anything and we still seem to do fine

 

[liliput1]

We don’t need to steal anything and we still seem to do fine

Ummm.. the entirety of The British Museum…

 

[storypost603]

I married at 25 Had gone out with my wife since 16. She never had another boyfriend so everything she learned was with me and I with her. I had read a lot while we were together no internet back then. We went to a community Christmas party not long after we were married. After a little while I went to the bar to get us some more drinks. I have an older lady come up to me and stated talking to me. She was in her late 50s. She started to tell me about her self and things along those lines. Not wanting to be rude I spoke to her for a few minutes. All of a sudden she tells me she cant get pregnant any more so she was safe. I thought that was odd. As I am thinking about what she is saying it occurs to me she is hitting on me. I knew the was with another guy and she has a wedding ring on. I realize she wanted to hook with me but not just me. I quickly scan the room and sure enough her husband is sitting with my wife talking to her. My wife has no clue what is going on. I excuse my self and take our drinks back to my wife. I sit down on the other side of my wife and he quickly looks over to his wife and he leaves. I asked my wife who was that? she said she did not know. I asked what he was talking about and she said she was not really sure. She then asked me what was going on. I told her I would tell her when we were not around other people. Through out the night the other wife keep looking over to me and smiling and waving. My wife saw her once and asked again what was up and who was she. We left and when we got in the truck I explained to her that the couple wanted to have sex with us. My wife was shocked I had to spell out what had happened. I knew my wife was not going to swap or have a foursome. She also did not know she was getting hit on by a much old man. I did think it was funny and it took me a minute to realize what was going.

 

[G_reg]

One of the pieces of advice I’ve passed on is, “if a girl tells you she used to have a crush on you, she still has a crush on you, but she’s mad about it and you have to make all the moves”

One of the recipients fully went into a “wait, what??” panic after hearing this. I never got the story. Hmm, I should ask…

My high school home coming queen told me this one day one day while we were walking to our next class. I was like “Huh! How did I not know this!” She said it was back early in high school and she just didn’t know how I’d respond.

 

[Racer1981]

When I was right out of high school I worked at a restaurant. The owners daughter was a couple of years older than me, but she was a cutie. We were in the kitchen and she got her top wet and unbuttoned her top revealing a lacey white bra. I went and got a towel for her, and I should have dried her off myself , because she was looking for me to probably feel her up then fuck me. I found out later that she liked to pick out a guy to teach the art of sex to. Years later I still wonder what might have been.

 

[cdstefi]

Oh man, the one that got away due to one's naiveté...

So this one time at college. I was still a virgin although a horny one who masturbated constantly at every opportunity. My flatmate had this girlfriend called Fay who was sex on legs; kind of average to OK looking but with a great body and a really naughty, flirty way about her. I'd hear her cumming through the wall when they fucked because she wasn't the type to hold back, and I'd wanked to the sound of her orgasms many times. We were all in the same friendship group and knew each other pretty well and she'd said a few suggestive things before and done stuff like sit with her legs open while out in the park so everyone would be able to see her knickers.

This one evening, I guess when they were maybe coming to an end in their relationship (not that I was perceptive enough to know it at the time), he'd gone out drinking with his mates without telling her and she came round to see him, and only I was in. She seemed a bit pissed off but I said she was welcome to stay and wait if she wanted.

We chatted for ages while I inflicted my latest record purchases on her (including Chic's Greatest Hits as I recall, with the long mix of I Want Your Love ), and had a couple of joints and were both feeling pretty mellow and candid. I somehow in my stoned state stabbed myself in the finger with something sharp and Fay immediately got very concerned and solicitous, but rather than looking for an Elastoplast, she took my hand and sucked the bleeding finger. The way she did it, eyes locked and taking a lot longer over it than necessary, was pretty suggestive of a blowjob, but being stupid naive me I didn't know it at the time and didn't take what was probably a very strong hint that she might be coming onto me.

And that was that. Her move made and my timidity torpedoed it. Mike came back not long after and they had a bit of a row (not in front of me but I could hear them), they broke up shortly afterwards and then she started going out with another mate from our group, Paul, and we all kind of drifted apart eventually.

 

[liliput1]

Oh man, the one that got away due to one's naiveté...

So this one time at college. I was still a virgin although a horny one who masturbated constantly at every opportunity. My flatmate had this girlfriend called Fay who was sex on legs; kind of average to OK looking but with a great body and a really naughty, flirty way about her. I'd hear her cumming through the wall when they fucked because she wasn't the type to hold back, and I'd wanked to the sound of her orgasms many times. We were all in the same friendship group and knew each other pretty well and she'd said a few suggestive things before and done stuff like sit with her legs open while out in the park so everyone would be able to see her knickers.

This one evening, I guess when they were maybe coming to an end in their relationship (not that I was perceptive enough to know it at the time), he'd gone out drinking with his mates without telling her and she came round to see him, and only I was in. She seemed a bit pissed off but I said she was welcome to stay and wait if she wanted.

We chatted for ages while I inflicted my latest record purchases on her (including Chic's Greatest Hits as I recall, with the long mix of I Want Your Love ), and had a couple of joints and were both feeling pretty mellow and candid. I somehow in my stoned state stabbed myself in the finger with something sharp and Fay immediately got very concerned and solicitous, but rather than looking for an Elastoplast, she took my hand and sucked the bleeding finger. The way she did it, eyes locked and taking a lot longer over it than necessary, was pretty suggestive of a blowjob, but being stupid naive me I didn't know it at the time and didn't take what was probably a very strong hint that she might be coming onto me.

And that was that. Her move made and my timidity torpedoed it. Mike came back not long after and they had a bit of a row (not in front of me but I could hear them), they broke up shortly afterwards and then she started going out with another mate from our group, Paul, and we all kind of drifted apart eventually.

At least I can console myself that some of them would have ended very, very badly. I'm pretty sure this one also would have ended very very badly.

 

[cdstefi]

At least I can console myself that some of them would have ended very, very badly. I'm pretty sure this one also would have ended very very badly.

Yeah but getting to the bad ending would have been a lot of fun along the way I reckon. She was the one girl I really regret not taking my chance with and I would have learned to fuck like a champ with her far earlier than I eventually did

 

[liqueur]

Oh man, the one that got away due to one's naiveté...

I loved your story. Because it's such a familiar story. The list of lost opportunities like this in my life is longer than my memory.

 

[cdstefi]

I loved your story. Because it's such a familiar story. The list of lost opportunities like this in my life is longer than my memory.

Thanks! I don't dwell on it too much these days. I did try to get in touch with her in my later twenties as I'd had a bit more life experience by then, but she'd moved to Australia and was building a successful career in public health (maybe still is for all I know!)