If the Daddy/boy dynamic isnโt something you want (if it doesnโt turn you on and/or you worry itโll make things weird), and it isnโt something he wants (assuming he didnโt just say that because he thought it was what you wanted to hear), then you definitely shouldnโt โlean into it.โ Instead, you should handle the expense of this trip the same way committed couples with large income disparities split the rent. If you were making 50K a year and he was making 150K a year and you wanted to move in together but werenโt ready to merge your finances, you should pay a quarter of the rent and he would pay three quarters of the rent. Same should go for utilities, food, and other expenses.
But youโre not moving in together, KEPT, youโre just going on a vacation, so things can be a little looser. If you can afford to fly coach and he wants to fly first class, he should cover the difference between coach and first-class fares. If he wants to cover the hotel (a major expense), you should cover mealsโmaybe not all of them, particularly if he wants to eat in fancy places, but enough of them that it will be clear to you, to him, to your waiter, and to the angels and saints watching from heaven that you arenโt a kept boy. (Nothing will make you feel less โkeptโ than pulling out your own credit card.)
And the first part of the trip is for business and he would presumably be going with or without you, KEPT, you shouldnโt feel guilty about not paying for meals or the hotel on that legโa hotel room he would be staying in with or without you, meals he would be putting on his expense account with or without youโbut maybe treat him to a surprise excursion on that leg of the trip that you can afford. (Assuming either of you wants to leave your hotel room at this stage of your relationship.)
The kind of disparities you describeโin ages, incomes, and the stages of your respective careersโare something almost all couples have facedโor in the case of income and career advancement, something most couples eventually face. But donโt spend too much time thinking about how youโre going to make this work over the long-term; you just met, you really liked each other, and youโre both willing to travel long distances to keep seeing each other. That should be your focus right now, KEPT. If he wasnโt comfortable covering most of the expenses, he wouldnโt have offered to do that. He couldโve spent his vacation time in the city where you live instead. Of course, thereโs a chance it was a trick offerโhe offered to cover the expense of the trip expecting you would turn it downโand heโs going to punish you in some passive-aggressive way for taking him up on it. If that happens, well, you can go back to dating boys closer to your age and tax bracket and/or well-off guys who donโt play games.
Iโm a single and kinky gay man, doing mainly vanilla dating at the moment. Recently, I got dumped by a guy because I fessed up to being kinky. I also told him I believe in God. I realize that might appear contradictory, but I donโt see why both canโt coexist. He told me he canโt date anyone whoโs sexually deviant who also believes in โfairies at the bottom of the garden.โ Both were equally problematic for him: my belief in God and my kinks. I wasnโt expecting to be both kink-shamed and God-shamed in the same breath. Are there such things as kinky Christians? Where can I find my tribe?โFrustrated About Insultingly Terminating Hookup
One of the kinkiest guys I ever metโdungeon-in-his-basement kinky, flog-you-until-you-are-screaming kinkyโwas an episcopal priest. So yeah, FAITH, there are kinky Christians out there. But instead of sitting at home alone wondering where your tribe is, get out there and find your tribe. Get on kinky dating apps, go to leather/fetish events, date some non-vanilla guy, make some non-vanilla friends. If you find a welcoming tribe and it turns out youโre the only believer, so long as no one judges or shames you, FAITH, join that tribe. If you meet guys who have a problem with your faith, they donโt get to be a part of your tribe.
As for the guy who called you a sexual deviantโฆ what the hell does he think he is? Without deviation from the norm, there wouldnโt be โnormalโ gay guys for that asshole to date at all. Some of us may deviate more than others, FAITH, but thatโs as true for gay people as it is for straight people.
A man I very casually โdatedโ for ONE MONTH more than 15 YEARS AGOโa man I have maintained a friendship with ever sinceโtells his new girlfriends that I am his โex-girlfriend.โ This disclosure causes a lot of unnecessary awkwardness between whoever his current girlfriend might be and me. Iโve told him he shouldnโt do that because I was never officially his girlfriend. For 99.999% of the time Iโve known him, weโve been friends, compared to the .001% of the time when we were very casually dating. He says he doesnโt want to lie?!? But itโs not a lie to say we are friends! I hate the awkwardness that it causes between me and the women he dates now. They never have a chance to get to know and trust me. Help me explain this to him so he finally gets it!โNever His Girlfriend
He gets it, NHG. The awkwardness heโs creating between you and his girlfriend-of-the-momentโthe awkwardness you see as unnecessary and avoidableโis exactly what he wants. Introducing you as his ex makes things awkward with his current, and his current girlfriendโs intuitive sense that heโs either intentionally or thoughtlessly making things awkward makes him a less appealing partner. He doesnโt want a commitment or anything long-term, and instead of being honest about that, heโs weaponizing your existence to erect barriers between him and whoever heโs dating at the moment. He may not be doing it knowingly, but heโs doing it just the same, and itโs a shitty thing to do to a friend.
And the next time he does it, NHG, object and object loudly: โDonโt be ridiculous! I was NEVER your girlfriend!โ
This article appears in May 26 – Jun 1, 2022.

