late night talks

(    open  to  males.             connections.  half/step  brother,  step-father,  fathers  friend,  professor,  friends  father/brother,  anything.      )

Dark gaze watched the young blonde before him--- an act alone that was going to send him to hell. Grayson hadn’t even married Hailey’s mother yet, but there was a ring on her finger all the same with a date set in a few months. The young woman before he was much more tempting, even though Grayson knew he shouldn’t think of her that way. It was impossible not to, especially now with her hand brushing against his hardening cock. Her mother wouldn’t be home for hours--- and, Hailey wasn’t wrong. Grayson did want to strip the girl of what little clothing she was wearing and bend her over the closest surface available. “Scared isn’t the issue, darling,” he murmured, hand reaching to her wrist. “Make it worth my while.” If he was going to hell he was going to enjoy it. “You have a pretty set of lips.”

open  → f, m, nb (prefers women). connections  → tab*oo, family, step-family, wife, ex-wife, student.

Renee had made the bet on a whim, not expecting him to actually go through with it. Or maybe she wanted him to? The pair had been drinking and gambling (her excuse of gambling, he’d learn she sucked at poker)--- doing something for entertainment while her father and Jay’s mother were off on some extravagant date to keep them away for the night. The young woman glanced up at her step brother as he spoke, laying her forgotten cards down on the table. “You---” She was rarely at a loss for words, but watching him drop his shorts drew attention to his cock and anything she was about to say got lost. “Jay, you’re being ridiculous.” Was he? “That’s not going to fit.” The second part she did believe to be honest.

{ open to m/f/nb | based on this | possible connection: ex/friends partner/anything taboo tbh }

Grayson hadn’t planned on things getting as deep as they did with Esmeralda. He’d met her at the bar one night and listened to her drunkenly complain about her college studies. It’d been a bit of time since he himself had to worry about that, but she’d been intriguing. She’d initially been someone he entertained himself with while dealing with the break-up with his fiancée. That was likely why one night he pushed things a little further, desiring to have the young girl underneath him during his drunken stupor one night. That hadn’t changed, but as he stood there in her apartment Grayson’s head was at least a little more clear than their previous encounter. “Is that what you want?” the man asked, taking a few steps closer to her to close the distance between them in the small kitchen. “Because if you can honestly tell me you have no desire to kiss me again I might bring myself to leave.”