“Tripp,” he says sincerely, once Tripp is secure against his chest and can’t look away. “I’ll take care of you. I promise you that.”
***
As stretched and loose as Tripp might already be, it’s not enough to comfortably take two cocks (or a tennis ball, no matter what Tripp thinks). So Leander lays him out on the bed, stepping away briefly to grab a particular toy that he’s long had in mind for this,shouldthe occasion ever arise. It’s a realistically-shaped dildo that has vibration capability and a very natural, skin-like feeling when touched. Slightly smaller in girth than an average-sized cock, which seems about right for Tripp’s first time with two.
In truth, Leander is definitely suspicious that Tripp would gladly consent to (and enjoy) being fucked by more than one man (or woman) at a time, but that is not on the menu in their dynamic. It has nothing to do with trust, either. Ultimately, Leander’s never going to be the sort of person who canshare,never going to be comfortable with casual strangers in his playroom. It’s a hard limit—no, more than that, it’s part of who heis—and he doesn’t see that changing in the future. In light of those things, the least he can do is try to make experiences like this mimic the real thing as much as possible. For Tripp’s sake, but also his own. Monogamy should be as interminably spicy as a person cares for it to be.
If Tripp winds up enjoying this, perhaps Leander will obtain one of those torsos meant for riding—that would certainly push things to the next level, as far as realism goes. And perhaps they could take this scene to the BDSM club, allow others to participate with them in a controlled and safe manner, one in which they’re both comfortable engaging.
Tripp has responded more than favorably to the semi-public sex they’ve had, as well as the times they’ve discussed it, and Leander has absolutely no objection to watching or being watched—they just haven’t made time to actuallygodown to the club yet. It’s something to prioritize, though—Tripp deserves to explore his kinks and his limits. Perhaps the next weekend they’re both off, they can make a night of it.
Returning to the bed, Leander smiles down at his wonderfully patient sub. Tripp issogood when he wants to be, splayed out exactly where he was placed, ass propped up on some pillows and his arms above his head.
“I don’t want to restrain you for this,” Leander says. “But I’m going to give you the cuffs to hold onto, something to pull on, should the need arise.”
“Thank you, Sir,” Tripp says softly, and nothing more. Leander recognizes the nerves kicking in high-key, so he sets the items he’s holding down on the mattress and crawls between Tripp’s legs, covering Tripp’s body with his own. He kisses him, soft and deep, smoothing a hand over the side of his head and into his hair, reassuring and sweet, until Tripp relaxes beneath him.
Once he does, Leander grabs the restraints from where they’re each already locked onto a respective post at the top of the bed, closing Tripp’s fingers around one cuff at a time.
“You won’tneedthem,” he assures his anxious sub, adding a cheeky wink. “But you may want them. I’m going to make you feel so good, Tripp.” As Leander sits up again, he pauses. “Having your hands free is a gift, so don’t make me take them away. Keep them above your head until I instruct you otherwise.”
“Yes, Sir,” Tripp agrees, still sounding more subdued than normal, but that’s not unusual behavior for him when they’re trying something new. Leander expects that Tripp will come apart beautifully beneath his hands, just as he always does, and the thought makes his own cock twitch.
“Safeword?”
“Halligan.”
“And are you using it?”
“No, Sir.”
“My good boy.”
Tripp preens, and Leander has a strange thought. “Tripp,” he says carefully. “You know that using your safeword is the right thing to do, if you need to?”
“‘Course, Sir,” Tripp replies, shifting a little against the sheets and blinking up at Leander curiously.
“And that being good has nothing to do with the fact that you arenotusing your safeword?” Something flickers across Tripp’s face, and Leander is suddenly glad that he followed his instincts on this. He grabs Tripp’s chin, forces him to maintain eye contact.
“Tripp, you are wonderfully good and sweet, and will never be less so for enforcing your boundaries and limits. Please assure me you understand that.” Leander softens his tone on the last sentence, wanting Tripp to comprehend that this isimportant to him, personally. That he truly cares whether Tripp accepts and internalizes what he’s saying.
He must look upset, because Tripp’s brow furrows and he visibly slips back into his normal persona, self-dissolving any subspace that might have been creeping in. As Leander stares down at him, Tripp struggles up onto his elbows, balancing on his left so that he can reach out and touch Leander’s face with his right.
“Yeah, Lee,” he says pointedly, voice full of solemn empathy. “I hear you. I promise.”
The little smirk Tripp then immediately offers is enough to snap Leander right back into Dom-mode and the scene, proving so by shoving at Tripp’s shoulders so that he flops down flat on the bed with a pleased gasp.
“Fuck, yes,” Tripp whispers.
Leander doesn’t waste any more time getting busy in between Tripp’s legs. He starts with two fingers, lubing them up and slipping without resistance inside Tripp’s hole, watching his face for any reaction. Tripp doesn’t disappoint, biting his lip and letting his eyes flutter closed, flexing his hips down onto Leander’s hand. If they didn’t have an end result in mind, Leander could do this endlessly—just touching and teasing Tripp until he falls to pieces and begs for release. He’s beautiful that way.
Today’s playtime has a goal, though, and they will not reach it like this. Even four of Leander’s fingers aren’t going to cut it for where they’re headed, which makes it time to up the ante. When he withdraws his hand, Tripp writhes against the mattress and complains—as expected—but Leander pays him no mind. HewantsTripp lost to the sensations, wantshimreallyinto what they’re doing. Swallowing a small dose of brattiness will be a necessary rub.
“Sir, come on, don’t treat me with kid gloves!”
Again, Leander ignores him, except to say, “All good things in time,” which makes Tripp snort and drape an arm dramatically across his forehead. Leander responds by shoving the fake cock he’s holding inside of him in one go, and Tripp abruptly stops mouthing off.
The dildo helps move things along, and Tripp is relaxed enough that Leander is fucking him easily on its length within a scarce two minutes. Feeling bold, he adds more lube and starts to test Tripp’s limits, fitting first one finger and then the next inside his ass around the silicone. In working him open, Leander’s been both careful and patient, and Tripp’s rim is therefore stretched but willing, allowing both to pop past with little issue.