Threesomes with a Sugar Daddy

By Liam

Dec 13, 2016

You know that saying “two’s a company, three’s a crowd?” Well, what that saying fails to add in is that the crowd isn’t always aware–until the last moment–that it’s a crowd. Here is my experience of threesomes with a Sugar Daddy, as well as some tips.

Threesomes, and the desire to be a part of one, aren’t a new thing. Studies show 21% of American men have fantasized about having a threesome. That number is steadily rising as apps and sites devoted to creating them have risen.

My then-Sugar Daddy once took me on a date to an Asian-Fusion restaurant, and from the moment he showed up an hour late – I knew something was up. “Do you mind if I bring a friend?” he asked in a text after I had already arrived at the place. He’d previously mentioned that friends of his, primarily heterosexual ones, had dated younger and wouldn’t have issues with me. I presumed a work engagement ran late and he wanted to bring someone with him, so I responded casually, “sure.”

Little did I know it wasn’t a work friend, but a barely legal twink from Florida who had biceps bigger than my head…like literally, my entire head. I was mesmerized, and was almost ready to turn “bicepxual”.

No Surprises

The thing is, I was so naive, it wasn’t until we were in the bedroom that my Sugar Daddy started to hint towards a three-way, and that’s when the first big issue and tip comes in.

Discussion beforehand is important. Not just consent regarding the actual act, but awareness of who it’ll be with, where it’ll happen, whether the other person will/or already has an arrangement with your Sugar Daddy or if they’re a one night stand. Most importantly – your Sugar Daddy should be comfortable with you saying you might not want to be a part of it, and if he isn’t comfortable with you saying no, then you might be dating a Sugar boy and not a Sugar Daddy.

Jealousy vs Envy

The second tip is understanding the difference between jealousy and envy. Jealousy occurs when something we already possess, such as a Sugar Daddy/ Baby relationship, is threatened by a third person.

Whereas envy is the desire and want to have something you don’t possess that someone else does. I was VERY envious of the other guy’s body. He was the same age as me, but looked as if he’d been plucked from the pages of an Abercrombie catalogue. I actually learned he later worked for as a store greeter. This envy made me start to doubt myself, my looks, and later led to the end of my relationship with that Sugar Daddy.

If you think your ego can’t handle envy, or you get jealous of a third person being brought in, then communicate those feelings to your partner ahead of time to prevent a bruised ego, and potentially bruised other areas, depending on how kinky the threesome was. 😉

Be Smart

The third and final tip is that agreeing to a threesome doesn’t mean you’ve agreed to leave a potentially monogamous relationship. What happened in the bedroom, hotel room, or back of the Bentley doesn’t mean your Sugar Daddy can mess around sleeping with whoever whenever, unless you’ve previously agreed to that as part of your arrangement.

Safe sex is something you can ensure, but how do you know that the other guy will be safe with your Sugar Daddy?

In summary, encourage you to get tested both before and after the threesome, communicate and agree on what is and isn’t okay both during and after the threesome, and self-analysis how you’ll feel about the threesome using the 333 rule. Three hours after the threesome, three days after, and three months after–especially if you have the potential for a damaged self worth.

Bringing someone new into the bedroom isn’t always fun, and isn’t always easy – but if it’s something you’d be up for, go for it!