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

[ebony_pussy]

It felt so amazing and sexy having him fucking me while I was already filled with his cum. We both agreed it was a different feel and it felt very romantic and intimate.

We got a lot of pleasure even though he didn't cum again. We fell asleep after that.

He was a fucking steel pipe in the morning and the sex was wild and fun. He got on top and his fitness showed because he bounced me hard for a long time without getting tired and he came inside me again.

 

[ebony_pussy]

We ate breakfast downstairs in the cafe. I wasn't self-conscious, i felt good about being with him. He was openly affectionate and i liked it.

He asked me to go to Las Vegas with him this weekend, and I said let me think but probably yes.

He dropped a bomb and said he wanted to make an "arrangement" and would provide a nice apartment and maybe other things and some living expenses if I'd agree.

I told him it was a big step for me and i needed to think.

 

[ebony_pussy]

Ok you're all caught up lol

Thankx for your comments so far, let me know any other thoughts.

Bye for now

 

[Gemini1985]

I am so fucking jealous of this old man right now...

 

[ebony_pussy]

I told him I'm going to Vegas with him

Flying out Friday night

 

[Dill_the_Dog]

Hey, @ebony_pussy !
We've chatted a bit over the last wee while, and maybe I have an idea of how you roll. So this is what you'll do.

You'll be you.

The perfect, funny, capricious unique you that you are.

Every relationship is transactional to one degree or another - even marriage.
What he is proposing, and you are considering is, at least, entirely honest.

So you do you, and be happy with that.

Love Dill

Ps prob similar age to Gray, and now just a little bit jealous!

 

[Kissjoanie]

I told him I'm going to Vegas with him

Flying out Friday night

Enjoy your time in Vegas.

 

[ccphila]

I told him I'm going to Vegas with him

Flying out Friday night

Please file a detailed report of your adventure when you return. Seems you've both struck gold!

 

[cuckoldbill]

Please file a detailed report of your adventure when you return. Seems you've both struck gold!

Looking forward to the Vegas report

 

[Gemini1985]

Ebony are you exclusive?? Asking for a friend lol

 

[lifeis2short2b]

So I joined a new gym a couple months ago. Nice place, the people are pretty serious, not "social" with guys hitting on me all the time and girls working out in full makeup etc.

There are some older guys I see there a lot. They're pretty cool and they flirt a little and they've been really nice and I kinda became part of their "group" even though they're white and 50s-60s and I'm black and 30. They're funny and nice and help make it fun.

One of them i was talking to and I was whining about I had to spend a bunch fixing my car. I do gig work, a buncha different things, and things had been slow. So money was a little tight and I owed my roomie $2k for rent.

The guy, let's call him Gray, said he'd cover me, give me $2k. I'm like whoa i can't just take your money.

See if you can guess what he suggested.

THAT WAS YOU ?

 

[30bandits]

Ebony are you exclusive?? Asking for a friend lol

I'M the friend.

 

[BillyWalrus]

All these horny thirsty bastards are just jerking off thinking about it lol.

 

[bobb_sledd]

All these horny thirsty bastards are just jerking off thinking about it lol.

I can neither confirm nor deny...

 

[ebony_pussy]

Hey, @ebony_pussy !
We've chatted a bit over the last wee while, and maybe I have an idea of how you roll. So this is what you'll do.

You'll be you.

The perfect, funny, capricious unique you that you are.

Every relationship is transactional to one degree or another - even marriage.
What he is proposing, and you are considering is, at least, entirely honest.

So you do you, and be happy with that.

Love Dill

Ps prob similar age to Gray, and now just a little bit jealous!

"Every relationship is transactional" yes so true but so easy to forget. Thank you for saying that today on a day I have this "arrangement" thing on my mind

 

[ebony_pussy]

Please file a detailed report of your adventure when you return. Seems you've both struck gold!

Yes I will probably need to do a big download when i get back

 

[ebony_pussy]

Hey, @ebony_pussy !
We've chatted a bit over the last wee while, and maybe I have an idea of how you roll. So this is what you'll do.

You'll be you.

The perfect, funny, capricious unique you that you are.

Every relationship is transactional to one degree or another - even marriage.
What he is proposing, and you are considering is, at least, entirely honest.

So you do you, and be happy with that.

Love Dill

Ps prob similar age to Gray, and now just a little bit jealous!

And thank you for the compliments it's always nice to get a ego boost

 

[ebony_pussy]

Ebony are you exclusive?? Asking for a friend lol

No I'm pretty much a slut. Oops I mean non-exclusive

 

[ebony_pussy]

All these horny thirsty bastards are just jerking off thinking about it lol.

Well it IS a sex site

 

[ebony_pussy]

Who knows maybe I'll inspire some of y'all to git out there and make some ARRANGEMENTS lol

We all deserve a little bit of happiness, right?

 

[ebony_pussy]

I can neither confirm nor deny...

Schrodinger's dick

 

[ebony_pussy]

One thing I should be clear on is I never felt upset or angry or creeped out by him proposing this. First off, he did it in a very careful, respectful way.

But mostly just because I ain't judging anyone else. Like I said, I got a friend who does escorting sometimes.

i aint the Morality Police. I gotta figure out what is ok for me, i aint got time to tell anyone else what to do.

 

[IARainman]

Who knows maybe I'll inspire some of y'all to git out there and make some ARRANGEMENTS lol

We all deserve a little bit of happiness, right?

Probably still fantasy for me, but great that you're sharing this journey with us!

 

[JennyCapricorn]

Ok you're all caught up lol

Thankx for your comments so far, let me know any other thoughts.

Bye for now

Reading this over I think you know your answer.

 

[JennyCapricorn]

One thing I should be clear on is I never felt upset or angry or creeped out by him proposing this. First off, he did it in a very careful, respectful way.

This part is so important. Earlier this year I set up a Secret Benefits account just to see what response 50+ year old me would get and while I did get some interest and lucrative offers (largest was $1500 for dinner, a sex club, and overnight) none of them managed to be not creepy past the 3rd exchange. That you found a guy who was truly respectful with the offer is amazing!