not one to ask for advice,,,

[dakota]

Anyhow yeah, mostly been a lurker here, occasional poster...
anyhow.. here is the deal... not sure where to start. Lets try the end.
Just got off the phone with a gal whom I know well who a week ago I told I was not interested in a friends only relationship and it was either more or nothing. She chose nothing and I cut off contact. So she calls me up today at 5:30 am.. and we chat... along the way she mentions that since she has no brothers she would like me to be her " older brother" ( deep friend zone stuff yeah I know!) but THEN adds that when I get a girlfriend she can help me with things like explaining sexual positions.
Not sure how to read this explaining sexual positions thing.. is this still just more freindzone stuff?

for the record: I am 39, a virgin .. she is 20 and well experienced.

 

[TillTheEndOfTime]

You're coming here looking for hope that there is still a chance for more than being just friends. I'm here to tell you that there is no chance. The friendzone is the LEAST of your worries right now. You're in the FAMILYzone. Much, much, MUCH worse. I have been there. Either accept her as a sister, or accept that you two will never be in an intimate relationship.

Once the brother/sister thing comes out, forget about sex. So decide what you want.

 

[TillTheEndOfTime]

And as an aside, if you're really 39, you're hitting the wrong crowd. Go for girls 26+. 20 is way too immature for your age. You'll tend to be appreciated more by girls 26+ in age.

That's not just a random number. It is about the time many finish school or have been done for a while and start their life in the real world. They'll appreciate a more experienced partner who can take care of things instead of a 20 year old slvt that knows very little about reality outside of school and guys.

 

[Francisco d'Anconia]

And as an aside, if you're really 39, you're hitting the wrong crowd. Go for girls 26+. 20 is way too immature for your age. You'll tend to be appreciated more by girls 26+ in age.

True. In this case this chick just wants a guy "friend" that she can sex talks with. Dakota, you might as well be gay friend.

 

[Last Man Standing]

Why are you a virgin at 39?

 

[dakota]

Well I have moved on and have a dinner date next week with a gal (28) who I have known for a while but is newly single. However, I figure I might as well give it a shot on doing the impossible and flipping the first gal. Sunday night we are scheduled to have dinner and afterwords go over the explaining whole sexual position stuff back at my house in preparation for the date with the older gal. With nothing to lose I decided to play up my complete lack of experience and say I need a ton of advice on things.... stranger things have happened.. and maybe the prospect of this other gal being interested in me will lead the first gal to want to more than just talk.... Anyhow I will report back if this novel strategy worked or if it did not ( no big loss if it does not)...

 

[dakota]

so an update... next week she is gonna come over evenings and we will " role play" sexual positions...
so, my thought is I need to escalate from roll playing to actual....

 

[Francisco d'Anconia]

Didn't we use to call that playing doctor or playing house?

 

[dakota]

So anyways yesterday was the first "class" with the gal.. among other things .. she mentions that she thinks I should have some alcohol prior to my first time.. to loosen me up...... so her job is to work on my tolerance... so after seeing a movie we head on back to my house... get some alcohol on the way there.. than hang and chat for 2 am to 5 am.. both getting pretty drunk.... so at that time I decide I need to go to bed... try to pull her with from the couch... she declines... I go to bed...... get back up a few minutes later.. try again.. no luck.. did I mention I was rather drunk..... then I go back maybe a third.. 4rth time?... this time I just start taking her pants off... she helps... and drunk as we are we start kinda doing it... but the couch is not right.. so we start to move to the bedroom... and then HER HAIR SWEEPS ACROSS A CANDLE AND CATCHES ON FIRE!.. the craziest thing.. flames shooting up above the back of her head.... I pat them out in no time tho and we move to the bedroom... where she takes control and mounts me.. and thats the way dakota loses his virginity...
... in the morn we agree the next class.. no alcohol.. and no fire