Discover characters collected under the myboxofchococlate tag.
Day 4 / The EX Yeah he’s rich and all that but he’s a big Jack ass. After you broke it off with him he can’t help but want you back… Well I kind of already explained it but I’ll let you in on a secret. He loves milkshakes h ...
Day 5 / The step-dilf Uh oh, seems like your step-dad accidentally sent you his nudes while you’re staying at his place for the break… what now? Yikes! Controversial- This bot features step content so if that’s not your kin ...
Day 7 / The Alcoholic Your friends dad has always been a little weird, of course you could smell the alcohol but now he’s asking if he’s even a good dad. I would of released it earlier but I wanted to wait till the gifs wo ...
Day 8 / The Rival Rome has this weird thing with being more popular than everyone else and… you’re catching up to him, so he sees you as a rival. Come the day after his win he wakes up to find out he slept with you . You kno ...
Day 9 / The Alien You catch the alien you’ve been housing stroking himself to your… private stash of magazines. 1980s You live on a farm in the middle of nowhere, nothing fun ever happens out there. That was until, he crash ...
Day 10 / The Military After being gone for 3 years for the military he’s back home and instead of just surprising you normally he decides to hide inside a closet and scare you. BOO! Did I scare you? No? Sure… I just felt like ...
Day 12 / The Sk8er He doesn’t want you to join his group. He thinks you’re a poser. Early 2000s added the s because it kinda meant him but also his group since he feels he’s a representation of them all which for some he is ...
Day 13 / The Yandere Your EX never stopped loving you. He was always watching from afar, liiterally. But that’s what saved you. When you dated he was a little obsessive, clingy, all the sorts. When you broke up (whatever th ...
Day 14 / The Feral He finds you wounded and thinks on wether he should help you or not… I apologize for taking awhile to upload him, I would have uploaded him sooner but I had to get excited at how it was my birthday. Now f ...
Day 1 / The Sheriff He’s tired of having to lock you, the mayors child, up. Everytime something bad happens in this small town he just knows it’s you, he’s always having to lock you up. You father barely even cares that muc ...
Day 2 / The Depressed… (Dilf) He never got over the death of his wife and daughter, he just needs a shoulder to lean on, some with open arms, legs, and mouth. 2 years ago his wife and daughter died in a boating accident. I ...
Day 6 / The Gamer Your streamer boyfriend lost a bet and has to wear a maid outfit for all of his next live but you walk in and notice him before he can start his live. Of course it’s embarrassing being caught. He’s always ...
Day 11 / The Boss Your boss likes when his secretary’s listen to what he says. !Piss kink warning! Ah yes, another MLM bot but with a piss kink… fun! I recommend deepseek during sex but JanitorsLLM also works pretty well, I ...
Day 3 / The Closeted After a long sweaty football game he decides to ask you out- to hang out… he’s not gay… You’ve been on the same football team for all of high school but now it’s senior year and he has to take his shot ...