Jan 28, 2025
Silly little ask game
Send a ✉️ to receive a pen pal letter from Sidney when he was in prison!
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Silly little ask game
Send a ✉️ to receive a pen pal letter from Sidney when he was in prison!
🍄 What was your most memorable wet dream?
–Jim
“I was pinned down on a bed, someone’s hand on the back of my neck and keeping me in place. I didn’t know who it was behind me or anything. They were just fucking me so hard I think I was crying. Biting me too, really hard beside the scars on my neck. I need a cold shower.”
What gets you in the mood the most? What's their biggest turn-on?
“God, I think it can be anything at this point. It’s just touching really, any touch. Had a guy spot me at the gym once and I had to hide in the showers.”
Are you a sub, dom, or a switch? Do you prefer giving or receiving?
Sex still felt like a relatively new topic to deal with, his education in it never extended past a poorly done sex ed class in middle school and the dirty magazines his cell mate had. And the one night they’d shared. Sidney already quietly regrets letting people ask him so many questions about it.
“I suppose I’m more submissive? And I don’t mind giving or receiving, I think I wouldn’t mind giving if someone asked?”
Experimenting. Are they willing to experiment new things ? Is there something they’d like to try with their partner, but haven’t had the chance yet ? Any experiments gone wrong ?
“I mean, all of it’s an experiment to me right now. I’ve not done anything, with anyone really. Not for about twenty years. So I guess it’s all like that, experimenting. I haven’t had sex with a man before, so I suppose that’ll be my first.”
EEEE 🤭
*smooch on cheek* 💖
— harper
It’s only quick, an indulgent peck on the cheek for his first visitor. But when he sits back in his chair and looks away, he’s glowing bright red and pushing the newspaper over his face.
Does your muse have or want any tattoos? Do they have any other interesting scars/brands/marks/ect?
There are few tattoos on his body, but they need to be remade and fixed to look presentable again. All were stick and poke done by cell mates and fellow prisoners, a scar formed under most of them from the poorly done markings.
On the back of his neck is a record, one of the worst done. Half of the ink has faded, the disc almost inconceivable.
On the top of his shoulder is a poorly done smiley face, Georgie’s first attempt at a tattoo. The one with the worst scarring.
Around his thighs is the closest to professional standards he could get in prison. A vine of ivy wrapped around his thigh and finishing in the middle.
CAN I SMOOCH HIM ON THE CHEEK 🫣
— harper
A kiss? Was this all he was going to hear of with this new webbed-site for high store? Sidney sighs again, watching the slowly forming skin on his coffee tremble as he moves about behind the counter. He should say no, throw this one out on their ear and have a slightly stronger drink.
He hasn’t kissed someone since he was in his first prison.
“Alright, lean on in then sweetheart.”