Long Hot Summer - pt 13

The next day, Caleb was hanging out at Maddie’s again. The dynamic had shifted between them, no longer cocksure and alpha, Caleb found himself quieter and more submissive around her. This was probably helped by the fact she’d made him strip and start eating her ass from the moment he’d stepped through the front door. After 15minutes Maddie let him pause for a rest.

“How long until you actually unlock me Maddie? My cock aches all the time in this cage almost as bad as the last one, I let you throat fuck me and I even hit my own nuts last night.” Caleb had clearly worked up a lot of courage to ask her this. “You made me agree to a month-“

“I think you’ll remember you actually begged me to cage you for a month, unless we need to rewatch the video to check?” Maddie interjected.

“Ugh, yeh I asked for a month, fine. But yesterday you said a year” Caleb looked up at her, worry deep in his eyes.

“Haha aww baby, I was just joking, I thought you’d take the bait. You’ve got 26 days left of your month and then I promise you’ll get out of that cage, don’t forget to use that lubricant cream I gave you if the cage is chafing”.

“Yeh I use it before bed every night, it really helps. Okay, 26 days is a lot, I havnt cum properly in ages.” Caleb looked around like he was waiting for someone to help him say what he wanted to say. “I wonder if, like, could I borrow one of your small toys?” Caleb’s cheeks burned with embarrassment.

“One of my dildos? How come babe, you’re not considering an anal orgasm are you?” Maddie looked overjoyed.

“Nah, well, I just…did some research and if I can’t get out this cage… I gotta cum somehow and it looks like most guys can cum from it, especially after a while in a cage” Caleb had clearly done his homework, maybe she would have him feminised after all.

“Awww baby, of course I’ll help fuck your virgin ass” Maddie laughed, causing Caleb to cringe. “I’ll go grab my harness”

“Wait no, I just wanted to borrow a dildo, they’re so expensive to buy and I know you’ve got loads” Caleb protested, realising Maddie had got the wrong end of the stick.

“You really want to go home and fuck your own ass like some beta gooner? When you could instead have, slightly unconventional, sex with a hot girl? Maybe the cage has changed you more than you think” Maddie waited for Caleb to weigh the options.

“Ugh you gotta go easy on me Maddie, I get to decide which dildo” Caleb said, clearly unsure if he was going to regret this decision. After much haggling, pouting and sulking they had agreed on a standard 6inch black dildo which Maddie was attaching to her harness.

“Get on the bed on all 4s and stick your ass up like a good boy then” she said, Caleb reluctantly complied, his full plump nuts hanging neatly between his legs proved irresistible to Maddie who caved to the urge to give them a quick slap.

“Ooops sorry they just looked so inviting” Maddie giggled. True to her word Maddie started gently with plenty of lube, soon Caleb was moaning and pushing back onto the dildo in pleasure. Maddie slowly upped the dominance, pulling his hair, pounding his tight ass and pushing his head down onto the pillow. After 20minutes of getting his hole stuffed Caleb was still no closer to cumming but hornier than ever.

“Oh baby don’t worry, it takes a lot of training to cum from anal, either we can try a bigger dildo or just try again in a few days” Maddie consoled him.

Despite his highly aroused state Caleb could feel the embarrassment creeping in, had he really just let a girl peg him…and now he was considering letting her plough him with an even larger dildo. No way, he needed to get out and get this cage off, it was seriously fucking him up.

“Can I just take that black one home and see if I can get a better angle?” Caleb suggested.

“Aww no I don’t think so baby, I like the idea that you’ll be longing for another pounding in a few days time too much. I have heard that being in a smaller cage improves the chances though, you can go back in the flat cage if you want?” Maddie toyed with him.

“No, no thanks, I’ll just head home” Caleb knew he needed to get out, he could feel Maddie running circles around him in the way only she could.

“So you’re going to leave without even making me cum? Have you forgotten that I am your key holder?” Maddie sounded almost genuinely pissed off before she broke into a huge grin. Dropping the harness she spread her legs wide and clicked her fingers. Like a well trained bitch, Caleb obediently moved towards her and began devouring her pussy.