What factors led to you deciding to go down this route as opposed to traditional dating?
I find traditional dating too restrictive, jealousy, and constant desire to move forward, dating, moving in, marriage, sugarlife has none of that. The sugar life is more open and honest. Life fun friends with benefits. They don’t want to marry me knowing I am sleeping with two other girls, but they are fine walking into the relationship knowing that I see other people and am clean and safe about it.
How do you approach them and what’s your strategy for structuring your arrangements?
Initially met sugarbabies from sites like seeking, we would figure out an mutually beneficial arrangement, based on time, availabilities, location, what they are looking for also.
What does it cost you?
On average I drop 10k a month. I went to Barbados with two of them recently and dropped 25k that month
At the same time?
Yes, they all know of each other, two of them came with me, the third wasn’t able to. We are planning Italy for the four of us soon.
Do the girls sleep with each other as well during sex like a foursome, do you sleep with each of them separately?
Two of them “enjoy” each other, they have become close friends, and the other ones loves the group vibe but doesn’t like vagina..lmao
How attractive are these women?
Model attractive, 2 of them are part time models. They are insta famous, and get paid for model jobs.
In your time have you ever had a situation where a sugarbaby didnt want to give up the sugar?
In 11 years never met a sugarbaby that didn’t sleep with me.
Do they have sex with other men or date other men?
They could, it’s a open relationship, we don’t use condoms, so the rule is if any of us have sex with out protection, with someone else, we just need to get tested soon after. I get tested monthly, but it’s more of corporate health check for insurance purposes, so I have them check for STDs as well.
What’s your average duration with one sugarbaby before you dump them and look for new one?
They last 12 to 36 months, never dump them, things end naturally for good reasons, like they want to get into a serious relationship or moving away.
Why do you have to pay? Are you older or not handsome?
Looks and age has nothing to do with it. The sugar life is a world where you can meet very attractive people who are looking for financial help. You set terms or arrangement and live like that. Go on a dating app and try dating 2 or 3 model level woman who all know you are seeing each other and get them to travel together. It’s very hard. In the sugar life, not that hard. This isn’t leading to marriage or having kids, it’s about having fun friends with benefits type relationships that are mutually beneficial.
I am 6’3, active, and get checked out often when i walking into restaurants or on the streets. I dress well, i am active in the martial arts community, and drive a nice car.
Wouldn’t you save a ton of money with prostitutes? I’m sure you can find some hotties.
Huge difference between a prostitute and a fun university sugar baby. Nothing against prostitutes.
One its her full time job.
The other is usually sick of guys her age, who play videos games all day, have no money, horrible in bed, lie and cheat behind their back. Here i come, see them all the time, buy them gifts, take them on trips, pay their rent, pretty skilled in bed, attentive, fit. So she is like, im getting great sex and my bills are getting paid, I know he sleeps with two other women, but I am fine with that and he treats me well.
Do you have a spouse?
No, divorced 15 years ago
What career path allowed you to afford your lifestyle?
Artificial intelligence consulting in the finance industry
What exactly does that entail? Does that include recent advancements with OpenAI?
Yes
How many hours do you work a week?
20
What was your childhood like?
I grew up in a middle class, 2 sisters, 2 dogs, great parents TV style home. It was a pretty good upbringing.
Catch any feelings for your ladies?
Of course, I love them, but not in love, make sense?
Do you think you’ll fall in love eventually or do you want to fall in love?
I could, but looking for more of a open relationship, for the both of us.
Theodore Lee is the editor of Caveman Circus. He strives for self-improvement in all areas of his life, except his candy consumption, where he remains a champion gummy worm enthusiast. When not writing about mindfulness or living in integrity, you can find him hiding giant bags of sour patch kids under the bed.