I'm taking my overly shy 21 year-old nephew with me to Vegas next month. I strongly suspect he's still a virgin or close to it. I want to set him up with someone nice. I'll work out the donation payment and details ahead of time but I'd like to let him think he just got lucky on his own if that can be worked out so he not only has a great time but builds some confidence and self-esteem. Maybe set him up at the pool or dinner and have him think they just hit it off if that's possible. So, I need some suggestions for a pre-implosion Britney or Jessica Simpson-type girl about 18-23 who is not only the ultimate GFE but also a pretty good actress who could/would pull this off. Whether you think I'm nuts or not I welcome your input. Thanks all.
I wouldn't do that to him if I were you. So what if he hasn't gotten laid yet. Let him go thru that himself. Then, when the time comes, he can find this world by himself. If you want to help him get laid, then try and show him how to overcome his shyness. That will help him more in the long run anyway.
First I confess to relating to the kid as I was really shy at his age. It didnt matter that girls told me I was really great looking (honest they did-lol)and was a great guy with lots of female friends and, while in college, had one very hot romance...the envy of some I was told. The fact is I felt very awkward approching girls I didnt know. Just couldnt do it. Your idea of having an escort hit on the young kid could build some confidence..if someone had done that for me I think it would have helped so long as 1) HE NEVER FINDS OUT!!! and 2)you let nature take its course as to the extent sex comes into the picture..in other words, instruct the companion she IS NOT to try drag the kid off to bed. If it comes fine, if not, a lot of serious flirting and heavy petting could work wonders. The trick, I think, is to be sure you know what his tastes are, so a companion can be procured that he will find attractive. If youre sure about that, I would go for it. I think its a really a very nice gesture. He may rememebr it for a long time!
I am very bi-sensual and sometimes play the role of "the pick up" for husbands.
If they have a bisensual or curious wife, the husband and I work out where we meet at, and I casually strike up a conversation with them. I have a whole story: got blown off, don't get out much, etc. The guy slips me the envelope when wifey goes to the washroom, and a few cosmos later we are in our own porn video.
The best thing is the wife thinks it all spontaneous, they don't "know" me so there are no strings attached, etc.
Knock on wood, all my experiences have been great so far!
There are a lot more ways for your idea to go wrong or do damage than there are to be a benefit. You're dabbling in someone's life experience, and it may never be accepted in the vein that it was intended, even if truth comes out 20 years later.
I almost did the very same thing 2 years back - Shy nephew. It seemed like such a great gift to give, based on what I wished had been done for me all those years ago. The opportunity never arrived, thank goodness, as I found out 6 months later that he was beginning to come out of the closet and be his/her self...
I suggest a different idea: Take him into your confidence to keep a secret from his family and make him an honest offer. You'll have an open issue with no future baggage and, if he really wants to get laid, he'll go for it and mature from it. You might even let him choose among your list of suggested gals. What could be any more exciting than that? Worst case is he doesn't take you up, but remembers his uncle for the rest of his life as a guy who was there for him, no matter how wild.
In the words of Lee Marvin in Paint Your Wagon: "Grace, I give you the boy. Give me back the man."
What happens if he really thinks he HAS made a connection here, and wants to go further? Are you planning to subsidize his dates on a regular basis- or, what do you think will happen to his confidence if you (or she) has to break it to him that, yes, this wasn't all based on chemistry and was instead based on Benjamin Franklin's portraits?
I think how you're proposing this goes is a bad idea, and Alan's suggestion is MUCH better and more likely to work out in a beneficial manner (plus, you have a larger assortment of ladies to choose from- an older woman may well be a better idea here). Honesty really is the best policy as far this goes.
Thanks for the help and genuine advice. I assure you I've considered the downside to "playing God" but I think of the upside. No one will ever know but me, the girl, and you all. If he asks for a number or a 2nd date she'll have to say she has a boyfriend from school back in her hotel, which should also explain why she gets up and leaves after an hour or two as the budget for this project is 1G or preferably less. I want him just to think that he went to Vegas and picked up a beautiful girl so he'll gain the confidence to go to Rain or Moon and do it on his own the next time.
well it turned out well when Ceasar Augustus mother paid Titus Pullo to take young Augustus to the cleaner brothel's down the street and he turned out to be a real winner. But he knew it, and i guess it was good to be the "emperor."
But i have to agree with the rest of opinion here. In the words of the immortal FRED G SANFORD
"don't do it....you big dummie....don't do it....I ain't saying it again, I am saying it one more time....don't do it....don't do it. don't do it"
take him to strip club instead. then take it from there.....
I think the kid might think he is doing well with the girl and after the time is up and she wants nothing to do with him he will get hurt and you may wind up doing more damage than good even though you meant well.
However, if you just be up front with him and he is willing, you may become the greatest Uncle of all times!
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