God forbid a boy place himself in danger!
Disclaimer: practice safe sex. Use a condom and/or birth control unless you genuinely want babies to happen. Significant trust and respect between sexual partners is necessary for what is described here to be done in an emotionally (or physically) safe manner. Don't subbies - dont let yourselves be abused!
It was a day like most - he spent it doing his work, pent up in a pair of snug panties as a form of light chastity, driking water as She told him to, and sending pics of himself doing periodic exercises in lace stockings. Then she came home to the hot meal he'd prepared for them like always.
"You've really been a good boy today haven't you."
Feeling sheepish about answering that question in the affirmative because it feels like bragging, he smiles and hugs Her hello. She's a petite, sweet looking, 5-1 to his masc, gruff, and a bit chubby 6 feet. "Did you have a good day at work, hon?" He asks.
"Yeah, but tomorrow is a huge day so I think I'd just like to cuddle tonight and get to be early. Leave the stockings and panties on tho, okay baby?"
They eat the dinner he prepared for them and get ready for bed. She in cotton shorts and a tank top, he in black panties, stockings, and an A-shirt...plus a surprise - a pair of black leather platform heels adding a good 5 inches to his height and placing their height difference now at nearly 18 inches.
She takes one glance at him coming out of the bathroom and a look of surprise washes over her face. "What's this," She asks, "I thought i told you we're just cuddling tonight?" Sheelpishly he replies, "i know, but i didnt know that when I got these and I still wanted to show them off for you." She can see a slight glint in his eye though, a bratty glint that says, "we can cuddle, but only of you can ignore all this!" She couldn't.
"Well, youre welcome to leave them on, but lay down - I don't need you getting hurt right before bed." She says as she lays down in bed.
He takes the 4 tentative steps (they really are too tall for him - he isn't used to walking in 3.5"+ heels) to the bed and then flops down and flips onto his back next to her. "So," he asks, "what're we watching tonight?" She's staring at him.
About 30 minutes later, She's tied his hands together and above his head, having spent the last 25 of them with his arms pinned under her legs as she straddled his face, lashing his thighs, and panty clad dick and balls with the rope ends, while barely speaking a word. Occasionally sje hit hard enough to elicit a mumbled, frantic "yellow!" from beneath her butt. She paused the lashings only to occasionally move his panties aside to kiss the base of his shaft even while keeping the head covered by the snug fabric. She speaks only to occasionally say how much she likes hearing the noises he makes, or how she likes his responsiveness. But now he's tied down, and she's truly free to do as she wishes, and besides, she's taken what she wants from his face and tongue enough for 2 shuddering orgasms already - "Its time to get those off," she says.
After removing his panties, she spends a good 10 minutes continuing to smack around his cock and balls, but this time while occasionally sucking him - just enough to approach an edge, but always stopping well short of it. Finally, she stops. "Relax," she says, as she gets up to collect and lay out some supplies. Standard stuff for them - towels, wet wipes, bullet vibrator, paddle, blindfold, lube, and a couple facsimile of the male anatomy. One a reasonable, medium-soft 6x1.5" and the other a monster compared to his own: 8" long not counting the balls, 2" wide, firm, veiny, and with a pronounced mushroom tip. The kind of thing they usually work up to during a session, if it gets used at all.
By the time she's finished laying everything out and tucking a towel under his butt, he's gone soft and she smirks. "Lift your legs, dear," she says...
He cant see anything from his vantage, arms above his head and tied down to the bed as theu are. And She doesnt start small this time, but she is gentle, patient, and generous with the lube. She sucks on him as she's about to get the head all the way past his sphincter , causing him to clench on it. She doesnt stop, but she chuckles before continuing to suck him, while, with increasing speed, fucking his ass with a cock significantly larger than his own.
The thing is, he has trouble cumming from his dick when she's in his ass, and she knows it. It feels good, and he cums from his ass - almost constantly, but there's no penile orgasm, just the prostate and a steady flow out of his dick as he moans. With the smaller dildo, she can edge him or orgasm him, or ruin him and keep going as she likes - she just either has to stop fucking his ass, or go hard enough overwhelm his sleepy dick. But the big one? It puts the orgasming part of his dick into a coma.
After about 15 minutes (but what seemed like eternity to him) of railing his ass while sucking his comatose dick hard and fast enough to make him come even if he'd had stage 9 whiskey dick, and hearing his desperate moans, she finally stops. "Its my turn now," she says with a predatory smile.
But he's soft - panting, ass agape, eyes closed, whimpering. She mounts him all the same and begins to grind - at an angle that'd be difficult for penetration even if he were hard, and she knows it. "Oh baby, don't you wanna be inside of me? Isn't that why you wore those heels? You're so soft!" She smirks, and the brat in him rises to the challenge and begins to grind and thrust back, using the ropes his arms are tied in as leverage.
Soon enough, he's in, but the monster did its work well and climax is repeatedly elusive. All the while, She, with a grin of extasy and pride, grinds and bounces on his often barely more than flacid dick. Occasionally she teases more about him being soft, or her being too wet to feel him, and each time, he musters the energy to fuck her from below until she makes another o-face or he has to stop because he'll cum. But that second thing never happens, he gets 90% of the way there and then goes flacid again! "Oh baby, are you having trouble?" She asks on the 3rd time; panting and out of breath, he merely whimpers. "You're such a good toy, you hit all the right spots," she says as she rides him some more.
After the 5th time, She laughs. "Honey, if you dont cum, I might just leave you tied up here all night." Being the involuntary brat that he is, he replies with a smile, without thinking, "but, then you'd have to stay up too...might be worth it. Her eyes go wide and she grins - a sadistic, "oh, I dont have to be nice anymore" kind of grin; "well, if you do manage to orgasm, it's gonna be a ruin now!" And with that, she hops off, sits on his chest, and starts smacking his dick around again, occasionally stopping to grip and stroke it like she wants to start a fire. For her efforts, she's rewarded with more whimpering and moans, but still no orgasm to ruin.
"This is your last chance tonight," she says as she smothers his face in her breasts while untying the ropes frthethe bed frame, but not from his wrists. "I'm done doing all the work. Its time for YOU to fuck ME and ruin yourself," she commands, and lays down on her back. "If you don't manage to cum this time, I don't know when's the next time I'll give you a chance," she adds.
Again, he's soft. She puts her feet up on his chest and makes another mocking comment aboit.his flacid cock. "Gimme a minute" he whines, genuinely scared she'll call it off at any moment! Slowly, his rubbing on her soft, slightly fuzzy mound gets him hard again. Hard enough, just barely, to penetrate. She moans "oh... that's a good toy. Fuck me. You can do it!" She moves one of her feet and uses her big toe to push down on his bottom lip, and then on his tongue once his mouth opens. "Keep going baby, you can do it. Don't forget to ruin though!" She giggle at that last comment; he merely puts his hands on her hips, and fucks harder.
After some time, he, huffing and out of breath but still going like he's in the last stretch of a mile run on a 6minute pace, finally reaches the peak and pulls out. He lets out gasping moans as his dick lets out a couple feeble twitches and he tries to make the ruin as thorough as possible.
"Good boy!" She says, and, after seeingbthe absolute agony on his face, begins to stroke his dick again, causing it to gush. "I changed my mind about the ruin, I guess I forgot to tell you." She smiles and holds eye contact with him until his dick has finally given all it has to give, whereupon she released him, and he collapsed, panting in the fetal position next to her - ropes still around each wrist.
She looks at him adoringly for a minute and finally says, "let's get those off you, okay honey?" He mewls, eyes closed, still panting, a content smile on his face.
