I'm 20 years old, about to go to a trip to the Caribbean this weekend with my hot 39 year old co-worker for an all-inclusive resort vacation. Long story short, I'm pretty sure we're going to end up banging (frankly I'd be a bit insulted if we didn't)
The "problem" is that I had phimosis when I was younger and it deeply impacted me as far as "sexual exploration". Any girl I've gone out with I eventually pushed away before things got sexual because I was really insecure about my phimosis. I've fixed the physical problem of phimosis, and I think I've resolved the mental baggage as well and am ready to unleash my manhood on the world! However, I'm still a sweet lil' virgin.
I really like this co-worker of mine so I want to make sure she has a good time. I wasn't too worried about it because I'm not some typical insecure, fumbling 16 year old having sex for the first time with a cheerleader. I'm a big boy! However, I thought I'd do some reading on the interwebs in advance and all I keep reading is worries about premature ejaculation etc. etc. and how sucky your "first time" will be. Not that I'm in any way assuming I'll be a sex God or anything, but it's a little deterring to hear time and time again.
Anyway I was wondering if I could get any counsel on:
"Making love" to an older woman
staving off blowing my load
I can beat off with the best of them, going probably... an hour and a half or so when I feel like it, using the famous "stop-and-start" method. So I know when I'm about to blow... but how am I supposed to halt the "act of passion" temporarily in a relatively seamless way and wait until I calm down a bit before I start again? Advice pls.
I've got some advantages as far as being good-looking and having a big dong, and I think the novelty of this older woman banging a the hot young intern is good enough for her in itself, but I would still really appreciate some "first time" pointers.
Thanks for your help.
Virgin banging older woman (not a craigslist ad)
I'd suggest not being so worried about performance. Sex shouldn't be something you get graded on, it's meant to be fun.
Chances of sex, incidentally, depend a lot on the circumstances. If this is some work-organised office trip, separate rooms, and she hasn't made any hints, there's a good chance nothing will happen. But bring plenty of condoms just in case, of course.
Rather than trying to be the suave lover go the other direction. Be upfront with her, I don't mean tell her the whole story though. Just before it's about to happen tell her you've never gone all the way.
By doing this you'll achieve two things. First, you'll take some pressure off yourself. You won't feel you have to be Don Fucking Juan, which that itself will make things go better. Second, you give her the pleasure of guiding you into manhood. She's older anyway this way she gets to be your teacher and she can better fulfil that role when she knows your not experienced.
It takes the pressure off you. It's intriguing and alluring for her. Hell, it's fun for the whole family. Trying to be something your not is just no fun for anybody.
There is no punishment. There is no reward. There are only consequences.