My friend is turning 50

The perfect gift. Like diamonds, herpes are forever.

Sounds fun, just make sure he'd go all the way through with it. Those escorts want to be paid, even if nothing happens - so, don't waste your money if you're not sure he'll seal the deal.

Do it! I think that's really thoughtful. Just make sure you pick someone who is his type.

I will be fifty in two months. I would not be pleased if my friend bought me a whore for my birthday. You should discuss this with your friend before you do it.

No. No you shouldn't.

r4 has no sense of adventure or surprise! This is a lovely surprise b-day gift, and to take away the element of surprise is to ruin everything!

In the end only you know your friend and his personality, but unless it’s something he’d never do because he couldn’t afford to then more than likely it’s not something he’d like.

I tend to believe R4 is correct. I knew someone who did this for a friend and the friend was very offended and it ruined their friendship.

Do you live in a city that has enough men to fulfill his sexual ideal?

I would also check the escort's reviews on a site like daddysreviews dot com.

I rent the whore. You’re friend, she’s just to cheap to. Get her condoms before she presents hole.

R9

Oh my God!!!!! Oh dear oh dear oh dear!!!!!!!

Get the escort and your friend to join you for drinks. Have the 'scort do a "boyfriend experience" -He'll flirt with your friend, and make him feel good about himself. If your friend doesn't like him, or doesn't want to have sex with him, no problem. The time and fun is paid for already -You take the escort home!

I think it's super thoughtful but as others have said make sure you buy/rent him someone who fits his objectified sexual ideal — and be sure to pay in advance

He's a whore, darlin'

I would tell the friend (first checking on the whore's availability) before you actually rent the whore.

[quote] she’s just to cheap to

So cheap, she couldn't afford the second o in "too."

Can you ask the rent boy to pretend to be a normal hookup, so your friend doesn’t know that his ideal man is being paid to have sex with him?

ASK HIM first. Don't spring it on him. 50-year-olds aren't always up for unexpected sex.

Get some friends together and play the telephone game, too!

I think R11 is brilliant and resourceful.

[R16] That was my thought -but only briefly. He would find out, and that would be terrible. Instead of a fantasy-cum-true, he'd be left feeling like his best friend thought the only way he could get laid is to pay for it. You couldn't expect the escort to keep the secret -What would he say when the friend asked to see him again??

Hire an erotic massage for him. He can enjoy a nice massage, get a happy ending...and do more if he wants to.

It is less intimidating than just hiring someone for sex.

I once rented an escort for my birthday. I fell ill with mononucleosis several weeks later. I can’t think of a single other thing that might have caused it. I was miserable for the next six months and I left my job in a very small company that needed me. I’ll never do it again.

Smart idea, r22, since God would clearly punish you again.

[R21]: Paying for a friend's erotic massage is a great idea, but ask him first.

Terrible idea! You'll ruin your friendship for life.

I'm reminded of a little show entitled "Boys In The Band."

"I hurt my heels exercising."

"You shouldn't have been wearing heels!"

Surprise anal isn't really the best birthday gift at any age.

Do talk to him about it first, because not all fantasies translate to reality.

Confront him with a real person who's being paid to fuck, and it might go like that scene in AbFab. "I don't want them, I don't even want them on my furniture!".

Definitely drop a few hints first, gauge reaction before booking and springing this out of the blue. Even something like you yourself saying you were thinking about hiring an escort for your birthday next year and what does he think about that?

I think the idea of booking an erotic massage is a great one though, as long as the person doing the massage does offer extras - then the ball (so to speak) is in your friend's court if he did want to do more but he doesn't have to tell you if he did, and if he doesn't he still got a massage from a hot guy.

Please don’t do it as a surprise, and please don’t have him do the boyfriend experience without telling your friend. How hurtful. You think oh finally a guy who likes me and then you find out it’s a prostitute hired by your friend? Nice.

Buying another human being. Great idea.

r31 Well, [italic]renting[/italic].

r31, how would this be different from hiring a plumber for a few hours to fix your friend's sink?

R33 is right. It's a professional service like any other. R31 is being ridiculous.

"Hire an erotic massage for him."

Is his friend John Travolta?

How much do plumbers charge to fuck you? If it's cheaper than an escort, I see no problem.

[quote] Have the 'scort do a "boyfriend experience" -He'll flirt with your friend, and make him feel good about himself.

But then you'll be stuck with stories about the perfect guy who just won't call back.