Having a threesome

You don't, unless you want mmf.

Do you need one? Fantasy and reality are two very separate things, and it's entirely okay to jack off to the idea of one. But is it something you want to jeopardize your relationship for and that you won't be fulfilled without?

Start by introducing her to the friend you want to have a threesome with. Get them both fairly drunk and work from there.

>>17504799
>How do I suggest my GF of almost 5 years that I want to have a threesome?

"You ever thought what it would be like to have a threesome?"

It's not like nobody's ever thought about it before. As long as you're not hounding her about HAVING to have one all the time, there's nothing wrong with having the conversation.

However, if she's not particularly thrilled, making her the person who has to find a partner is not going to work out very well.

And if you really really really feel like you have to have a threesome and have just been hiding the fact for 5 years, then your relationship is headed for some rocky terrain.

>>17504799
"How would you feel if I had someone's dick in my ass while fucking you?"

>>17504799
You're going about this in entirely the wrong way. First, you need to talk to her about whether or not she wants to. Thats going to mean talking through a lot of her feelings, reassuring her that this isn't because she's inadequate, and generally having to have an adult conversation with the very real possibility of her saying she's not into it.

Second, you're the one who wants this enough to bring it up, you're the one who has to find the third. In the decade or so my wife and I have been married we've had probably 15 or 20 threesomes. With one exception I've been the one who had to find the girls. If you're not a swinger, into polyamory, or seeing interest from one of her friends you're going to have to have the game.

Third, its not what you think it is. Its not the same as in porn, its always a least a little awkward, and the first time is going to be a tire fire if you're not lucky. Thats especially true if its everyone's first.

Has she ever shown any interest whatsoever in 3somes? She ever watched porn of it, or have you discussed kinks at all?
First of all you'll need to see if that's even something she's into. This can be tricky, because if not she may feel insecure, thinking you're hinting that you're bored of her. This can be remedied by simple communication and maturity though.

If she does sound interested in the least, but is unsure, communicate where her boundaries might lie.
I for example, though not particularly into 3somes, would consider a ffm 3some with a few strict terms. 1, the other chick would have to be a rando. Nobody we know, even in the slightest, and it would be strictly a one time thing. We'd never contact her again after. I'd also prefer I was the one in charge of contacting/soliciting girls, and that he never actually knew the contact info of the chicks we engage with. 2, I will not eat her out or finger her, and she will not eat me out or finger me. Basically, I'd only do it if we were both focused 100% on him and not one another. I might kiss her, but nothing more. (this clause is due to some childhood trauma). 3, we'd either need to see hard proof she's clean of STD's and on some form of bc, or condoms will be a 100% necessity, including proper protection if he plans to go down on her.

Now, as you can see, my terms may suck all the fun out of a threesome. She may have some terms that will suck the fun out of yours, should she be remotely cool with the idea. You'll have to really thoroughly discuss limits, boundaries, and concerns.

After 5 years you would think you would know by now if she would entertain the idea. If you think she would then bring it up.