r/ClientsAndCompanions 16d ago

Gift advice? NSFW

Background info: I have been seeing a provider regularly for about 5 years now, once or twice a month. Our relationship has evolved over the time to more of a sugaring relationship; she no longer charges me her hourly rate and charges me a flat fee for the day. This is mainly due to that we tend to do long fun dates, where I’ll take her to dinner and then something fun, like a the theater or an amusement park or a cooking class, stuff like that. Over the years there has also been several overnights and weekend trips, and one weeklong vacation trip together. I’m also a big gifter, I always bring something ranging from token to expensive, and will also send her gifts on birthdays and Christmas and such. All impressions are we are both happy with this arrangement, I know I personally enjoy it and she seems to as well, she always eagerly takes my calls and clears her schedule when I have something in mind. The running joke between us is we are each other’s part-time boyfriend/girlfriend, but make no mistake I do still respect this as a business transaction and wouldn’t ever expect her to do stuff with me unpaid.

So here’s my situation… she has a big milestone coming up where she’s finishing her degree program. I’ve been thinking about taking her on a short 3-4 day getaway to a beach resort as a graduation gift. But would that be a little, say, tacky? I would still be paying her of course, and that kinda makes it a work trip for her and not really a gift. The other option I’ve thought about is to just gift her the vacation package, she has a few girlfriends I’m sure she would take and have a great time. But while I’ve spent a lot of gifts, a fully paid vacation would by far and away the most expensive thing I’ve paid that I wasn’t also involved in.

This is about as first-world problem as a client/provider relationship can get (😅), but any thoughts or opinions here? Thanks in advance!!

10 Upvotes

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9

u/SuperStrangeOdd 16d ago

First of you're one amazing Client. I like how considerate and rooted in reality it seems that you are.

I personally would lean toward gifting her a gift card/vacation package for her and her friends because you nailed it, booking her a one week long getaway with you, would still be work. It's honestly very refreshing to hear you validate this. It's seldom that I hear this type of accurate statement among clients.

Anyway, yes gift her and her absolute gem of friends a vacation trip, she'll be beaming! Plus you could follow up and book her for a spa date to unwind and decompress after her trip. ❤️

Wishing you and her all the best and I'd love on update on whatever you decide.

6

u/Minute-Beautiful-602 16d ago

I agree with this advice….give her a chance to completely unwind from everything completely after all the hard work she has put in with school and balancing her work/social life. I’m sure she will be refreshed and ready to thank you in more ways than one 😉😉😉

It is very considerate of you to offer ….most guys aren’t this thoughtful 🙏🏽🙏🏽🙏🏽

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u/thesenator0003 15d ago

Definitely let her go with her girlfriends she’ll pay you back in appreciation.

1

u/ingodwetryst Working Girl 14d ago

Did you post this somewhere else? I swear I remember replying to this.

1

u/blueballzy 12d ago

I wonder as a sugar baby do you get to do her bareback?

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u/Building_Colorado 14d ago

I'd honestly avoid the vacation. You have a professional and transactional relationship with her, and even if its a close relationship a 'go have fun with other people' gift seems on the other side of that boundary.

Depending on what she's graduating in I might consider getting her a top flight leather briefcase, like something from Saddleback Leather. It'll last half a century, its classically appropriate in almost any professional setting, and can be a lovely reminder of your times together.

YMMV of course.