Am I a Sugar Baby? Older friend is offering me an "Arrangement"

Good deal! Did you iron actual details on who does what?

Do the other guys in the gym group know ya’ll are fucking?
He told one guy, who is his best friend. I made a joke about "inviting" his friend sometime, and he grimaced and it made me laugh. They're kind of old school and macho, kind of phobic about eachother's bodies I think. Not intolerant of gay people, just squeamish about it.

So I got the point. That's not gonna happen. He said he'd be more than happy if i brought one of MY friends sometime 🤣 and i gotta think on that one...
 
But anyway...he flat out told me, his friend is very into me too, and was kinda jealous but happy for us....

And he kinda shocked me by saying if I wanted to see his friend sometime...he was ok with it and would tell his friend he could call me

So...wow

Should i be insulted? I'm not. I'm intrigued
 
It sounds like you’ve found something that works well for you both. I like how respectful to each other you both are. The fact that you’re not tallying everything up all the time makes for a much more enjoyable and deeper connection, he absolutely did the right thing considering your arrangement to offer when it came to the trip to Hawaii but I think your reaction was also perfect.

You’re the one that’s living it but as somebody who is similar to your guy in terms of age, circumstance, desires etc. I’ll offer you some different thoughts. I think he's navigating the stuff with his friend group as well as he can, I think he’s extremely happy with the connection he has with you, knows he can’t deny what you guys have but at the same time has no desire to have this a topic of conversation with them.

Women I think often make the mistake of thinking that men talk about their intimacy and relationships with their friends in the same way they do and they really don’t.

My guess is that your guys friend put two and two together pushed and he didn’t want to lie, (yes he’s also probably very proud of what he has with you). The friend (who I already don’t like), thinks highly of himself and was probably a little pushy thinking that he has a shot too. Your guy wants to be respectful to you, and acknowledge that it’s not exclusive so feels like he has to be open and share the information with you. I think the grimace is more about the thought about sharing you than anything else, he also probably doesn’t trust his friend (I know I wouldn’t). What you both have right now is a respectful relationship that satisfies both of your needs, it’s clear that you both care for each other and the subtlety you both have handled the financial side has helped with that.

I’d caution entertaining something with the friend, and think there’s only a few reasons why you would do so. 1) You’re truly attracted to the friend and want that sexual experience. 2) You want to signal to your guy your independence, although he’s already acknowledged this for you. 3) You want to make more money. 4) The fact that it is your guys friend gets you off

In all cases except for 1 I think it would be a bad move, I think you’re much better off pursuing other arrangements outside of his friend group.

In general one of the reasons why I think it hasn’t taken a toll on you mentally is because there’s a lot of respect and connection between the two of you and so it doesn’t feel transactional. Don’t get me wrong plenty of women have no issues in having a further arrangements where it’s is transactional and do fine with it I’m just not sure you’re one of them.

Instead I would suggest you think about what you want to achieve personally long term, my guess is your guy friend would be able to help you achieve them with advice and connections way beyond picking up your rent.

Anyway I hope this is helpful and hope the whole trip is fabulous!
 
It sounds like you’ve found something that works well for you both. I like how respectful to each other you both are. The fact that you’re not tallying everything up all the time makes for a much more enjoyable and deeper connection, he absolutely did the right thing considering your arrangement to offer when it came to the trip to Hawaii but I think your reaction was also perfect.

You’re the one that’s living it but as somebody who is similar to your guy in terms of age, circumstance, desires etc. I’ll offer you some different thoughts. I think he's navigating the stuff with his friend group as well as he can, I think he’s extremely happy with the connection he has with you, knows he can’t deny what you guys have but at the same time has no desire to have this a topic of conversation with them.

Women I think often make the mistake of thinking that men talk about their intimacy and relationships with their friends in the same way they do and they really don’t.

My guess is that your guys friend put two and two together pushed and he didn’t want to lie, (yes he’s also probably very proud of what he has with you). The friend (who I already don’t like), thinks highly of himself and was probably a little pushy thinking that he has a shot too. Your guy wants to be respectful to you, and acknowledge that it’s not exclusive so feels like he has to be open and share the information with you. I think the grimace is more about the thought about sharing you than anything else, he also probably doesn’t trust his friend (I know I wouldn’t). What you both have right now is a respectful relationship that satisfies both of your needs, it’s clear that you both care for each other and the subtlety you both have handled the financial side has helped with that.

I’d caution entertaining something with the friend, and think there’s only a few reasons why you would do so. 1) You’re truly attracted to the friend and want that sexual experience. 2) You want to signal to your guy your independence, although he’s already acknowledged this for you. 3) You want to make more money. 4) The fact that it is your guys friend gets you off

In all cases except for 1 I think it would be a bad move, I think you’re much better off pursuing other arrangements outside of his friend group.

In general one of the reasons why I think it hasn’t taken a toll on you mentally is because there’s a lot of respect and connection between the two of you and so it doesn’t feel transactional. Don’t get me wrong plenty of women have no issues in having a further arrangements where it’s is transactional and do fine with it I’m just not sure you’re one of them.

Instead I would suggest you think about what you want to achieve personally long term, my guess is your guy friend would be able to help you achieve them with advice and connections way beyond picking up your rent.

Anyway I hope this is helpful and hope the whole trip is fabulous!
Great post, well thought out. It deserves more than a 'like".
 
Like others, I have no moral problem with this for you.

Be prepared. Be ready for it to end suddenly. Things beyond anyone’s control could shut off the sugar. It may last for years, but it will end. Save some money like a parachute.

You may wish to end it at some point. How’s he going to take losing you?
He may wish to end it at some point. How will you take losing him (his money, his friendship at the gym, etc.)?

Otherwise, do what you want. There is a group of older dudes at my gym and they also chat up the young ladies. I understand how this could happen.
 
It sounds like you’ve found something that works well for you both. I like how respectful to each other you both are. The fact that you’re not tallying everything up all the time makes for a much more enjoyable and deeper connection, he absolutely did the right thing considering your arrangement to offer when it came to the trip to Hawaii but I think your reaction was also perfect.

You’re the one that’s living it but as somebody who is similar to your guy in terms of age, circumstance, desires etc. I’ll offer you some different thoughts. I think he's navigating the stuff with his friend group as well as he can, I think he’s extremely happy with the connection he has with you, knows he can’t deny what you guys have but at the same time has no desire to have this a topic of conversation with them.

Women I think often make the mistake of thinking that men talk about their intimacy and relationships with their friends in the same way they do and they really don’t.

My guess is that your guys friend put two and two together pushed and he didn’t want to lie, (yes he’s also probably very proud of what he has with you). The friend (who I already don’t like), thinks highly of himself and was probably a little pushy thinking that he has a shot too. Your guy wants to be respectful to you, and acknowledge that it’s not exclusive so feels like he has to be open and share the information with you. I think the grimace is more about the thought about sharing you than anything else, he also probably doesn’t trust his friend (I know I wouldn’t). What you both have right now is a respectful relationship that satisfies both of your needs, it’s clear that you both care for each other and the subtlety you both have handled the financial side has helped with that.

I’d caution entertaining something with the friend, and think there’s only a few reasons why you would do so. 1) You’re truly attracted to the friend and want that sexual experience. 2) You want to signal to your guy your independence, although he’s already acknowledged this for you. 3) You want to make more money. 4) The fact that it is your guys friend gets you off

In all cases except for 1 I think it would be a bad move, I think you’re much better off pursuing other arrangements outside of his friend group.

In general one of the reasons why I think it hasn’t taken a toll on you mentally is because there’s a lot of respect and connection between the two of you and so it doesn’t feel transactional. Don’t get me wrong plenty of women have no issues in having a further arrangements where it’s is transactional and do fine with it I’m just not sure you’re one of them.

Instead I would suggest you think about what you want to achieve personally long term, my guess is your guy friend would be able to help you achieve them with advice and connections way beyond picking up your rent.

Anyway I hope this is helpful and hope the whole trip is fabulous!
Very good advice thank you
 
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