Sexy Time: Will You Have Sex With Us?

My boyfriend and I have wanted to try a threesome for a little while. We both find the idea really hot, but haven’t been able to find any way to make it a reality. We have the same problem I know a lot of couples face; WHO do you ask to have sex with you?

Our first attempt was my good friend Mary. She didn’t want to participate but agreed to watch us go at it, which seemed like a fine compromise. But when we actually started having sex, she was more interested in texting on her cell phone, and we both felt too awkward to really get into it. Attempt number 1: fail.

We tried again last weekend, thinking it would be easier with someone we didn’t know. We left our cell and hotel room numbers for a cute waitress we had, and sat by the phone all night hoping she’d call. She didn’t call, and to make it even worse, we ran into her getting coffee the next morning. Awkward!

So, to help you guys out, I’ve decided to compile a few ideas on where to find someone if, you know, this is your sorta fantasy.

Friend

Pros: You know her, are comfortable with her, and (hopefully) trust that she is STD free. And she won’t charge you money.

Cons: It could turn out to be a really uncomfortable experience for all. And if you end up enjoying it, you may be jealous of any time she spends with your boyfriend afterward. Plus, not many of your friends are going to want to have sex with you. Nothing personal.

Illegal Prostitute

Pros: She’s willing and will at least act into it.

Cons: STDs! And you have to find one, which isn’t always easy. Oh, and there’s that whole money thing.

Legal Brothel

Pros: This is my favorite option. The girls have to be tested for STDs so you know they’re clean, you get to pick one you find attractive, and she will be experienced enough to make it a pleasant encounter.

Cons: It’s crazy expensive and you’d have to travel to Nevada or Europe.

Craigslist

Pros: It’s easy, just pick the category (“w4mw”, “m4mw”, etc.) and see a whole list of people in your area who WANT to have a threesome with you.

Cons: Craigslist can be sketchy, you know nothing about these people or their STD status, and they might expect payment. Or they’ll kill you.

Random Girl In Bar

Pros: Avoids the awkwardness of asking a friend and the seedy feel of hiring a prostitute.

Cons: It’s hard to ask a stranger to have a threesome with you. And you’re having sex with a stranger, so all STD worries still apply.

Have you ever had a threesome? With whom?

Intern Diaries: Rain, Rain, Go Away
Intern Diaries: Rain, Rain, Go Away
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