While I’m spending some time with baby Jackson, I’ll be posting an occasional re-run column. This one originally ran on February 22.
I say you’re both consenting adults and if you have no reason to believe he’s lying to you about his availability, then your relationship wouldn’t hurt anyone else (other than potentially you), and you should go for it if it’s what you really want. But do keep in mind that you’re fooling yourself if you think this Sugar Daddy-Sugar Baby relationship has no strings attached. Of course it has strings attached. You would basically be providing a service in exchange for goods, which is about as stringy as you can get. If you fail to provide the service — sexual pleasure — in a fashion that suits your “Daddy,” he can withhold your “perks.” Likewise, you may come to be so dependent on those perks, that if they fail to suit you or if your John fails to pony up, you may be tempted to withhold your service.
And if you begin to see it that way — service in exchange for goods — it may be hard not to start seeing yourself as … well, a sex worker. I’m not saying that’s what you would be, but I am saying there’s definitely a gray area when it comes to sex, and your relationship would fall into it. Can you handle that? Can you deal with the strings that would be attached to your relationship? If so, go for it. But keep your wits about you, know what you’re getting into, and be absolutely sure you can trust this guy and that if you say “no” at any time, he will respect your boundaries. If you’re unsure about any of those points, hold off and find someone who would truly provide the NSA fun you’re looking for.
Oh, and don’t sell him your used panties. That’s just nasty.
*If you have a relationship/dating question I can help answer, send me your letters at firstname.lastname@example.org.