Have you let a golden oppotunity go

[ewopper]

How many have bypassed an opportunity to be with someone they desired so much and years later regret their decision not to screw them

 

[Sensual Man 05]

Great question! I have. There have been a few women I regret not being with when I had the opportunity. One was dropdead gorgeous. She was tall with dark brown hair and big brown eyes. She was so beautiful. She had the best smile I've ever seen. And I basically chickened out. I was young then. She did playful things all the time to me, touching me constantly, bending over and then asking me if I liked what I saw, blowing kisses to me during class, etc. OMG I am such an idiot. This is kind of depressing.

 

[CrayzieRapture]

I dated a guy on and off from 8th grade to senior year of high school and never did him....some heavy making out - a little grouping - that was it. He was dumb as a box of rocks but the best damn kisser - hence the dating on and off for many years. If he was as in good in bed as he was at kissing....*sighs*..oh well - sometimes you just have to imagine.

 

[Sensual Man 05]

I dated a guy on and off from 8th grade to senior year of high school and never did him....some heavy making out - a little grouping - that was it. He was dumb as a box of rocks but the best damn kisser - hence the dating on and off for many years. If he was as in good in bed as he was at kissing....*sighs*..oh well - sometimes you just have to imagine.

aww crayzie you sound like a sweetie ... i bet he thinks of you in the same way sometimes

 

[CrayzieRapture]

Well of course I am sweet -- sweet and innocent

Course my friends always choke on their drinks when I say that...I don't think they believe me

 

[Sensual Man 05]

Well of course I am sweet -- sweet and innocent

Course my friends always choke on their drinks when I say that...I don't think they believe me

:lol: <------ supposed to be the laugh icon

 

[voir]

I missed out on an opportunity for a threesome with my wife and a bi friend of hers. Things were definitely buiding that direction when R/L intruded and she had to move out of state to be with her family. Damn shame. My wife and I have discussed it many times since then and we were all three willing, they were just waiting for the right time to broach the subject.

 

[CrayzieRapture]

I missed out on an opportunity for a threesome with my wife and a bi friend of hers. Things were definitely buiding that direction when R/L intruded and she had to move out of state to be with her family. Damn shame. My wife and I have discussed it many times since then and we were all three willing, they were just waiting for the right time to broach the subject.

I know a lot of people who have successfully enjoyed these types of activities, but I also know that it has been the end to many relationships. It works much better when it is three people who don't have committment in my opinion. Just make sure that you have a solid relationship and good communication and you should be fine (and make sure you don't spend more time on the friend than your wife - hehe)

 

[ewopper]

I know a lot of people who have successfully enjoyed these types of activities, but I also know that it has been the end to many relationships. It works much better when it is three people who don't have committment in my opinion. Just make sure that you have a solid relationship and good communication and you should be fine (and make sure you don't spend more time on the friend than your wife - hehe)

Needs a female friend to fuck first then we'll consider her becoming my wife lmao

 

[PAfireguy]

Oh Yes

My Prom date back in highschool. We were good friends but she wanted to date really bad. I wasnt interested just because she seemed like the type of girl that would have been to clingy (is that a word). She used to give me blow jobs a lot when we would hang out but never had sex. At our 10 year class reunion I saw her for the first time since graduating and to this day im still kicking myself in the ass for not hooking up with her. She actuallly called me one time while in college and told me that prom night could have been the best night of my life if I would have let it happen. Damn im such an ass....

 

[ewopper]

My Prom date back in highschool. We were good friends but she wanted to date really bad. I wasnt interested just because she seemed like the type of girl that would have been to clingy (is that a word). She used to give me blow jobs a lot when we would hang out but never had sex. At our 10 year class reunion I saw her for the first time since graduating and to this day im still kicking myself in the ass for not hooking up with her. She actuallly called me one time while in college and told me that prom night could have been the best night of my life if I would have let it happen. Damn im such an ass....

I know you had your reasons, but if she was giving me BJ'S I'd have to take it to the next level... but that's just me

 

[BALUS]

Lost opportunities

How many have bypassed an opportunity to be with someone they desired so much and years later regret their decision not to screw them

I think your question epitomizes my life.

 

[satchel6978]

while not sexual, one of my best friends (who is female) got married last fall and it sucked for me. by the time i realized how i felt about her, it was too late. i still keep in touch with her and we still are great friends, but whenever i see or talk to her it hurts like hell knowing what i lost.

 

[BALUS]

oh yes, so right

while not sexual, one of my best friends (who is female) got married last fall and it sucked for me. by the time i realized how i felt about her, it was too late. i still keep in touch with her and we still are great friends, but whenever i see or talk to her it hurts like hell knowing what i lost.

It feels terrible, doesn't it

 

[satchel6978]

yep, it sucks major ass.

 

[red111a]

Yup done it a few times but such is life.

 

[BALUS]

yep, it sucks major ass.

PM me.
Lynette

 

[Erotiholic]

Oh hell yes... More times than seems fair in one lifetime, but hey.

One sticks in my mind though. I was seeing a gorgeous girl, Sally. She was bi-curious and kept telling me she wanted to try sleeping with a girl, but she'd have to have a guy with her to join in... So, yeah, I stepped up. I was prepared to make the sacrifice and I volunteered to help out in whatever way I could!! And then one very drunken night out with some friends this lovely girl whose name I now forget - Karen maybe? - started hitting on me. Sally's eyes told me all I needed to know, and when we got back to a friends house Sally and Karen started seriously flirting with each other. God - was this it? Was tonight to be the night? Well, dear readers, not in this thread... Sally's husband turned up and took her home... But that's a whole other thread!

15 years later and it still makes me sad...

 

[Lia Monde]

Freshman year in college. Home for the holiday break. Making the round of parties to see old friends from high school and share all the excitement of new experiences and growth.

At one party, got together with a guy who was a close friend and really had a great conversation. Just in the six months since graduation, he seemed to have blossomed into a more mature and worldly person. As the evening moved on, I started teasing and flirting more for the pleasure of the game than to think it would go anywhere. He started to play and we danced a little. When it moved to kissing and groping, I became simultaneously excited and prudish. Confused thoughts: about what he would think of me if we hopped into the sack: did I really want to jeopardize a friendship for lust; was I wearing the right panties(?). I backed off and the moment passed. We never connected.

Classic case of overthinking causing a missed opportunity. I blew that situation but I learned a lesson. The next time the stars aligned, I moved forward not back. I didn't regret the choice.

 

[it_matters]

Hmmmmm. I am in the process of passing up an opportunity. Maybe it's already past, while I was busy trying to figure out if I wanted it or not.

But okay: woman at work (now in a different office), intelligent, traveler, got to be 20 yrs my junior. She seems to be sending me a "this could be fun" message. Wants to learn my second language ("you should teach me...", jesus christ!), wants to play hooky and check out the art museum, wants to share a coffee. Doesn't have to wind up in bed, but it certainly could.

So why hesitate? Just separated, is my heart and body still fucked up from that crap? Is it a missed opportunity if you don't have the balls for it at the moment? Maybe if it were no-strings, like some of the posts in the Playground... or maybe if the age difference didn't make me feel somehow more responsible for this than I really am? Are the "stars aligned" if I am not?

You're welcome to weigh in on this one, readers... Jump in the fire and let the flame(s) lick me? Or wait for an opportunity that looks like one to my heart and body? Life is foggy bullshit sometimes, at least from the inside out .

 

[it_matters]

Dead Thread?

Rats, not one of a bizillion Lit readers has good advice

 

[gingermango]

Rats, not one of a bizillion Lit readers has good advice

If you're just separated and your new friend already knows that, don't worry about being too fucked up in the head. Enjoy the companionship and pleasure and don't over-think it. Don't try to be responsible for anyone but yourself.

My own story was that about 6 years ago, 9 1/2 years into an unhappy marriage, I gave into my temptations and slept with an incredibly sexy friend of mine. We'd been tormenting each other with surpressed sexual chemistry for years and it finally bubbled over. Long story short, I ended up divorced and much happier, although not with my friend. That experience merely underscored how unhappy I'd been in that marriage. So a year after I split up, I met someone brand new and she turned out to be the love of my life.

 

[it_matters]

If you're just separated and your new friend already knows that, don't worry about being too fucked up in the head. Enjoy the companionship and pleasure and don't over-think it. Don't try to be responsible for anyone but yourself.

There is definitely a tendency to overthink at this point. Thanks for your story.

 

[Sensual Man 05]

You know, sometimes I don't think it's really worth it to have regrets. Consider this point. At the time, you had reasons for not doing what you did. Maybe they aren't real now, but they were real then. Ah sorry if that's a little too philosophical for a "i should have fucked her" thread lol. I just don't think you should beat yourself up over it.

 

[Denae]

Rats, not one of a bizillion Lit readers has good advice

Hmmm, seems like I just read a great response in the Heart vs. Head thread in the HT Cafe.

Perhaps, you need to think of your opportunity as if a friend was telling it to you. What would you advise/say to your friend? Sometimes I think we don't listen to our own advice.

As for me, I know next to nothing on the subject at hand. Still, I'd encourage you to see where the journey takes you.