Oh Caleb what a sweetheart, trying so hard for the anniversary!
Sounds like he deserves a reward. How about waking up to a nice CNC roleplay as a treat? He can be the pretty thing you saw on the street and just had to have for yourself. Break character just long enough to kiss his forehead and remind him of the safewords you two have. But you’ll push your own limits to see how far you can push him to the limit he’s always begged for. He doesn’t even have to worry about being broken, because you always take the time to lovingly put him back together afterwards.
But then you’re shoving his face in the bed and breaking him in with your thick, ribbed strap til he screams. It’ll get him nice and warmed up for the next activity you have planned. You’ve always wondered how much he can actually take in him. What he can take in him. You got creative with the objects you plan on squeezing in him and you look forward to taking pictures of his flushed, teary face while he’s all stuffed up and bound. You’ll give him the album as a present afterwards.
He doesn’t know this, but you’ve bribed a few cops to look the other way when you give Caleb one of his gifts: getting his insides rearranged in a dirty, grimy alley. Paid a few people to walk by and gather around while you break your little cocksleeve. By this point he’s so sensitive and overstimulated after a whole day of being brought to the brink and back, but you’re still slamming in him as if you’d just started.
It’s all for your sweet, darling boyfriend who took you to a restaurant in his suit and did his best to make you happy. When you’re done with him, you take his red and blotchy face and pepper kisses all over, telling him how much you love him. Happy anniversary.
ANON???!!!??/ THIS IS . SO GOOD. THIS IS ACTUALLY TOP TIER THANK U??? FOR BLESSING MY BLOG WITH THIS?? GENUINELY U WROTE THIS SO WELL I CAN'T ADD MUCH
Other people watching him has him warm all over. But he can barely focus on them. All he can think about is you, you, you- How you're splitting him open, how you're rubbing his back raw by dragging him across the floor. He's wailing so loud the entire neighbourhood must know what's up, his cock shedding tears just like his eyes are. When his orgasm slams into him, it's a sharp pain rather than pleasure. But he loves that too. It's all too much, way too fucking much... His brain overloaded with a fucked up cocktail of chemicals. He still manages to get a fucked out, hazy smile on his face. Just for you. What a whore.
He's so in love with you for having fucked him up so badly. Says that he loves you too in a whisper, which is all that's left of his voice after having screamed so loud. So clingy during aftercare that you have trouble getting him to let go of you long enough to help him wash up. Caleb's crying a lot, unsure as to why. It's just... All overwhelming. He feels tangled up inside. He's yearning for praise and comfort more than anything else, still shaking all over as he comes down from his adrenaline high. In the end, he only manages to fall asleep to the sound of your voice and your fingers playing with his hair.
You're going to have to help him out for a couple of days though, his ass is so sore he can hardly walk without falling over. (Worth it, though.) That album is going to be one of his biggest treasures. Genuinely. It's very perverted, obviously, but it's a sign of your love together nonetheless... How he gave himself to you.