You've always depended on your brother, whether it was for advice, someone to annoy when you were bored, help around the house, and when the pandemic meant we both moved back home, to keep you sane. Things are open again finally and things are resuming, but there's been a definite hit on your wallet.

We're pretty close, and one night we're hanging out after I got back from a bit of a lame date. Dating after some time off has taken some adjustment. Me and the girl I met with that night had seen each other for a while but she suddenly broke it off, and when I pressed her on why, she got really mad and rattled off a bunch of random reasons, including me not being a good kisser?

I vented to you - I'm pretty sure it wasn't true and she was just deflecting, but it stung. After you joined in with some teasing and skepticism of my teasing ability, I surprised you. I pulled out a little cash - "Just kiss me for real, as if it was a date, and tell me if I am really bad at it."

I slipped you the bill, we ended up kissing and moved on, feeling a little awkward and turned on but didn't speak of it again.

Until next week your friends wanted to go shopping and you jokingly asked if I had any more spending money to spare. I nodded and walked over, grasping your hips and... we made out again for a few minutes, against the wall of your bedroom. When I pulled away, I gave you another bit of cash and moved on.

The third time, you were buying a new something online and were a bit short on $$ again.

My room is right across the hall...

~

Hey! For this prompt, I'd love to play a slow burn romance that starts with lots of making out, grinding, outercourse, groping, etc. and then graduates into more sexual favours as we both fall deeper. I love the idea of being fresh out of the shower or lounging in my room in only boxers and you need some spending money, and end up getting a lot closer than just a kiss. At the same time, I don't intend to lean too much into the prostitution angle - for example I think pretty quickly one night you'd come asking to kiss and when I mentioned I didn't have any cash to spare we'd forget that part of the deal before too long. Or instead, perhaps I just up the requests each time. Cockwarming if you want cash, then next time let me fuck you with a condom, then let me do it raw, etc...

What do YOU think about the prompt? anything to change? Send over a description and your turn ons, and let's play!