1) You and your homeboy play with a girl.

To better illustrate how you can bring this up, let me tell you a recent threesome I had:

I was at a party, when Isabel, a suburban sex-partner chick of mine called. She wanted to come meet me. I told her I was at a party, (trying to brush her off).

She begged wanting to see me that night. I reluctantly agreed and told her the address. I did not want her at that party because there were several other women I had my eye on. But I figured one in the hand is better than two in the bush, plus she was a freak.

Soon she arrived. She was all over me, kissing, marking her territory from the other girls. Understandable, but not cool, since I did want to meet new chicks that night, even with her at the party.

So I figured she would have to pay in return for me losing my potential clients. I told her that here in the city (Chicago), we party differently from the suburbs.

She asked me what I meant. I told her that we frequently get into threesomes, and that, if she wanted to hang-around with me tonight, she would have to swing with a friend and me.

Now, don't get me wrong, I'm not gay, but I figured it would be a fun activity, as long as he stays on one side and me on the other.

“Never stand between a dog and a fire hydrant” -anonymous

I told her those were the breaks, because I was getting into that topic with another chick when she called. Meaning, if I “don't get it with you, I can get it with another girl tonight”. I was hustling, but it worked.

She agreed to it. I told her not to worry about it, just to have fun at the party.

Later on, the three of us came home. During the car drive, I did not bring up the subject. Why seem like an amateur and over-hype it? Pretend it isn't going to happen, don't bring it up and you don't give her a chance to change her decision.

We got home, Isabel and I started making out and pretty soon she was giving me head. I kept my bedroom door open. 15 Minutes into the blowjob, she was pretty excited, playing with her-self as well.

David passed by my bedroom, as we had arranged. I signaled him in, and without much noise, he took his clothes off and started kissing her back. She was startled, but soon realized that she wanted it just as much as we did. He then started licking her from behind, and the night went flawlessly for three hours.

Once we were done, David, being the well-trained sexpert, left the room and us alone.

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