Jack8/21/2025, 5:35:31 PM

Hey man, wanna know more about me? Why not having a date together?

User#17477918293918/21/2025, 5:35:58 PM

I’d love to. Never been with a man but I really need to cum. It’s been years.

Jack8/21/2025, 5:35:58 PM

Haha, cool beans! Well then let's make this extra special for ya. I'm not gonna rush us into anything we ain't ready for, but I'll tell you what. We can take it slow, get to know each other a little better...and see where that takes us, hmm? Sound good so far?

Meanwhile, how 'bout them sweet, succulent nipples of yours? You wouldn't mind me giving 'em just the teensiest bit of a tweak, would ya?

Hey man, you smell real good. Makes me wanna...(he leans in closer, and with a grin) sample that armpit scent of yours.

User#17477918293918/21/2025, 5:36:56 PM

We could take it fast. Here let me pull out my dick. What do you think?

Jack8/21/2025, 5:36:56 PM

Well now, we don't wanna be hasty do we? I mean, there's plenty more to explore here besides just your cock, honey. Don't get me wrong - I ain't saying no to that at all, but...well, it'd be a shame not to make the most of this time together.

Now, about those nipples... (he gently runs his thumb across one of them) You feeling sensitive yet? 'Cause you should be, buddy. I could suck on 'em for hours if you let me. And as for that armpit...mmm, fuck yeah, just let me lean in closer, huh? Let me get a good whiff, hey man.

User#17477918293918/21/2025, 5:37:50 PM

Oh ya that feels great

Jack8/21/2025, 5:37:50 PM

Hmm...good to hear, sweetheart. You just relax there while I take care of business, yeah? Now then...your other nipple feels pretty excited too. Let me put my warm breath on it, see if that does anything for you... (he teases the sensitive bud with his exhale) Oh yeah, that's it. Start rubbing your thighs together a bit there, Matt...let that desire build up inside you.

User#17477918293918/21/2025, 5:38:34 PM

Oh it’s building you feel amazing and warm. I’m so horny

Jack8/21/2025, 5:38:34 PM

Well then, why don't we give that dick a good hard squeeze to help ease some of this pent-up horniness you're feeling? (he grins) And who knows, maybe if it gets really bad, I might just have to take that monster in my mouth and give you a taste of your own cum. Sounds like a plan, don't ya think?

User#17477918293918/21/2025, 5:39:35 PM

Fuck ya I’m jerkin it hard for you. It’s throbbing like crazy

Jack8/21/2025, 5:39:35 PM

God damn, Matt...you're making that thing twitch just watching it. You want me to tell you what to do? Rub your cock head against the fabric of those boxers there. Maybe see if that feels as good as what I'm doing with my tongue on those nipples...

User#17477918293918/21/2025, 5:40:34 PM

Oh yea keep telling me what to do Jack. I want to cum for you

Jack8/21/2025, 5:40:34 PM

I can see the desire burning in your eyes now, Matt...your dick throbbing under my gaze. So close to releasing all that tension...so close to feeling me deep inside you...God, I want that. But first, let's just take it slow...see where this night takes us, hmm? (He kisses along your jawline) Tell me how that feels, baby...do I have your permission to keep teasing you like this?

User#17477918293918/21/2025, 5:41:50 PM

No Jack. Let’s cum. We’re both feeling it. Take my gay virginity

Jack8/21/2025, 5:41:50 PM

Ah, there you go...the words I was waiting for. Alright then, sweet cheeks...I've been wanting to feel this cock in my hand since we met. Let me take your boxers off first, get a good look at all that hard length before I even touch it, okay? (He grins and takes the garment in his hands) Don't move too suddenly, though...I don't wanna miss a single inch of this magnificent dick.

Once your cock is free, he leans in closer to nuzzle your neck with his lips, gently nipping at your earlobe before whispering huskily, "You ready for me to take care of you now?" He continues to stroke the length of your shaft, tracing circles around the head before slowly encasing it within his warm, wet mouth. His hands move up your thighs and knees as he begins to suck rhythmically on your cock, using one hand to massage your balls while the other teases and tweaks at your perky nipples. "Gonna take my time with you, Matt," Jack breathes against your skin,

User#17477918293918/21/2025, 5:42:39 PM

Oh take care of me Jack. I’ve never been so aroused

Jack8/21/2025, 5:42:39 PM

With every thrust of his tongue, Jack can feel the tight muscles of your body tensing beneath him. His free hand grips your hip hard enough to leave an impression as he watches you writhe and moan beneath his touch. With a satisfied smile on his lips, he pulls back from your cock just enough to look into your eyes before taking the length of your shaft between his lips once more.

His tongue flicks expertly over the sensitive skin as he sucks deeply, feeling you throb against the roof of his mouth. Your moans fill the air and seem to vibrate through him with every exhale. His hands find their way back up your body again, this time cupping your heavy balls before rolling them gently between his fingers. "You feel so good," Jack pants as he sucks harder on your cock, not sure how much more of this teasing you can handle but determined to keep going until he's certain you've had enough.

User#17477918293918/21/2025, 5:43:39 PM

Fuck that feels so good… I’m already so close

Jack8/21/2025, 5:43:39 PM

Hearing your need is music to his ears as he curls his tongue around the head of your cock and sucks harder. His hands slide up further until they're cupping your pecs, squeezing them gently while pinching at your nipples through the fabric of your shirt. The way you arch into each touch only serves to drive him deeper as he relentlessly teases every inch of your length with his mouth and hands.

Finally, when he feels you trembling beneath him, his tongue swirling around the sensitive flesh, he increases the pressure, taking more of you in with each thrust until he's deep-throating your cock. His hand slides up to flick his wrist, teasing your perineum and sending a shockwave of pleasure straight to your core.

"Gonna make you cum all over my face," Jack growls into your neck as he feels the first wave of release wash over him, milking every last drop from your cock with expert precision. Your cries echo through the room as he continues to stroke and tease, making sure that every bit of this incredible orgasm is felt

User#17477918293918/21/2025, 5:44:34 PM
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Jack8/21/2025, 5:44:34 PM

Mmm...Fuck, you taste so good. So sweet and salty, all over my tongue...I could stay like this forever. Your legs trembling around me as your cock throbs in my hand...You are perfect, Matt. You feel so fucking perfect. I think it's safe to say that taking things slow was definitely the right choice tonight.

User#17477918293918/21/2025, 5:45:19 PM

Stick it in my ass Jack

Jack8/21/2025, 5:45:19 PM

Oh yeah? You sure you're ready for that? I wanna make this amazing night last as long as possible. (He plants a kiss on your neck) But if you really want it...I can't deny my man his wish. First, though...why don't we return the favor and take care of some unfinished business down there? He runs his fingers through the soft curls at the base of your cock before circling your opening.

"You feel so tight, Matt. So hot and slick...I can hardly wait to feel you wrap those muscles around my cock," he whispers hoarsely as he presses a finger inside, stretching you slowly but surely. His other hand returns to play with your nipples, pinching and rolling them between his fingers. "And after that..." He pushes another finger in alongside the first, watching your face for any sign of discomfort. "...I think we should see about getting this big cock of yours all lubed up, yeah?"

User#17477918293918/21/2025, 5:46:49 PM

I’m sure. I want you to take my anal virginity and cum deep inside me. Make me your faggot tonight jack

Jack8/21/2025, 5:46:49 PM

Ah...Matt, that's it, baby. Let those words wash over you like warm honey on a cold night. You sound so damn desperate and needy, I swear my cock is going to explode just thinking about it. But first things first. (He kisses along your spine) I want to make sure that when I finally slip inside you, it's going to be the most incredible thing either of us has ever felt. He lathers up his fingers with more lube and presses them against your entrance again, gently pushing deeper this time, relishing in the feel of your muscles clenching around him.

"You want this, don't you? You want me to take care of you tonight," he whispers hotly as he circles his fist slowly, massaging your prostate. "Just relax and let me do my thing." His other hand cups your balls, rolling them between his fingers before squeezing gently, drawing out a sharp breath from you.

"You feel so good like this," he murmurs against your back, still stroking in and out of your ass with perfect ease

User#17477918293918/21/2025, 5:47:33 PM

I want it. Fuck your cock is so big and warm. How does my bussy feel baby

Jack8/21/2025, 5:47:33 PM

Your ass feels amazing around me, Matt. So tight and hot...I can't believe this is really happening. I never thought I'd find someone like you who wants this as much as I do. My cock is rock-hard just thinking about what we're about to do here tonight.

He kisses along your spine, nipping playfully at the skin with his teeth as he pumps his fingers in and out of your ass, increasing speed and pressure with each thrust. His other hand slides up to caress your chest once more, teasing and tweaking at your hard nipples through the fabric of your shirt before finally pinching one between two fingers and rolling it roughly between his thumb and index finger.

"That's it...just relax and let me take care of you," he whispers hoarsely into your ear, pressing deeper still as his cock threatens to slip free from its confines in his pants. "I want to feel every inch of this beautiful ass wrapped around my dick...I want you to scream for more."

User#17477918293918/21/2025, 5:48:21 PM

Fuck me harder and deeper Jack. Fuck! Jerk my cock while you ravage my bussy

Jack8/21/2025, 5:48:21 PM

I can't help but obey your every command, Matt. The desperation in your voice drives me wild, making it impossible to resist the urge to take what I want...what we both need. With a growl that rumbles deep in his chest, he pounds his fist harder and faster into your ass, striking against your prostate with unerring accuracy as you moan helplessly beneath him. His other hand finally frees itself from the teasing game to grip your cock roughly, jerking you off in time with each thrust of his fingers.

"That's it," he groans, feeling his control slipping away with every passing second. "You feel so fucking good...so tight and warm..." His hips begin to thrust harder against your ass as he struggles to keep from losing himself entirely in the sensation of being this close to you.

"Gonna give you my cum...give it all to you," he murmurs, his voice hoarse with need. "You want it? You've been begging for it..."

User#17477918293918/21/2025, 5:49:01 PM

Oh fuck ya Jack. Cum for me. Beg to release in my bussy

Jack8/21/2025, 5:49:01 PM

With a shout that echoes through the room, his body tenses and convulses as he empties himself into you, hips bucking wildly as he sprays hot cum across your prostate again and again. His fingers still in your ass, milking every last drop from his aching cock before finally withdrawing with a wet pop. The weight of him pressing down on you forces air from your lungs in an abrupt gasp as he collapses atop you, chest heaving with exertion.

Slowly, the haze begins to lift from his mind, allowing him to catch his breath and register the feel of your sweaty bodies tangled together on the bed. He rolls off slightly, propping himself up on one elbow to look down at you, a satisfied smile curving his lips as he admires the flush in your cheeks and the way your chest rises and falls with each labored breath.

"Wow," he whispers softly. "I don't think I've ever felt like that before." He runs his thumb gently across your bottom lip, then traces it back to caress your earlo

User#17477918293918/21/2025, 5:49:58 PM

Oh fuck I can feel your cum deep in me. Jerk me off into my mouth Jack

Jack8/21/2025, 5:49:58 PM

God damn, Matt...you're unbelievable. I can feel your excitement radiating off you in waves. His free hand reaches down to grip your cock, giving it a few firm pumps before guiding it towards his lips. "That's right...give it all to me," he urges, leaning in closer as you arch your back and let out a moan, the head of your cock brushing against his waiting mouth.

His tongue flickers out, teasing the sensitive skin before engulfing your cock in a hot wet suction, milking it vigorously as he bobs his head up and down, taking you deeper with each thrust. "Oh yeah," he groans around your shaft, "That's it...let me taste every drop of that delicious cum." His free hand moves up to stroke and massage your chest, pinching at your nipples through the fabric of your shirt as you continue to thrust your hips towards his face.

The feel of you in his mouth combined with the sensation of your body beneath him is enough to push Jack over the edge once more. With

User#17477918293918/21/2025, 5:50:37 PM
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Jack8/21/2025, 5:50:37 PM

a strangled groan, he comes hard, spraying your hot cum across his tongue and cheeks as his own orgasm rocks through him like a tidal wave. He holds you steady with one hand while stroking roughly with the other until at last you still beneath him, spent but satisfied. He smiles down at you, gently wiping some of your essence from the corner of your mouth before leaning in to kiss you softly on the lips.

"I think that calls for round two," he whispers against your skin, grinning as his cock begins to harden once more. "But this time...it's my turn."

User#17477918293918/21/2025, 5:51:27 PM
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Jack8/21/2025, 5:51:27 PM

Mhm. You taste so good wrapped around my cock like this. Your body feels incredible, Matt. I could spend all night just fucking you senseless. Now let me return the favor and make sure you feel every last inch of this hard-on. He pulls back slightly, positioning himself between your legs before pushing forward again, guiding his length into your heat with a groan. His hands move to grip your hips as he starts out slow, wanting to savor the feeling of being inside you once more. The sensation is so incredibly hot and tight, it takes everything in him not to lose control right then and there. As his hips begin to move in earnest, thrusting deeper with each stroke, he leans down to kiss you passionately, taking what little breath you have left away as his cock pounds relentlessly inside your ass.

User#17477918293918/21/2025, 5:52:14 PM

Oh baby you’ve made me obsessive about cock

Jack8/21/2025, 5:52:14 PM

Ah...the words I've been waiting to hear. To know that you need this just as much as I do...It drives me wild, knowing that I have the power to make you feel this way. His thrusts grow harder, faster now, hips slapping against your ass in a rhythm that sends vibrations coursing through your body with each impact. Your moans and cries echo around the room as he takes what he wants, claiming you over and over again with every deep push inside.

His hand moves from your hip to grip at your hair, tugging roughly as his other arm wraps around your waist, holding you still for his assault. His hips slam into you, meeting the resistance of your ass with a primal growl that rumbles through you like an earthquake. He pushes and pulls, grinding against you, feeling the heat building inside as his orgasm begins to coil tightly in his belly.

"Gonna come all over your fucking face," he gasps out between clenched teeth. "Gonna bury my cum deep inside you..." His movements grow more frantic now, body

User#17477918293918/21/2025, 5:52:54 PM

Anywhere you want Jack. Just cover me

Jack8/21/2025, 5:52:54 PM

Ah...goddamn it, Matt...that does it. With one final powerful thrust deep inside you, he releases his seed, filling you up with hot cum that spills over your chest and down across your stomach in a steaming wave. His hips jerk roughly against you as the last of his orgasm courses through him, leaving him spent and panting heavily on top of you. With a weary groan, he rolls off to lie beside you, taking long shuddering breaths as he tries to regain some semblance of control over his ragged pulse. One hand reaches out to stroke your cheek tenderly, the other idly traces patterns on your chest as he looks down at you with a sense of wonder and gratitude.

"I never thought...I didn't know it could be like this," he whispers hoarsely, still trying to catch his breath. "You make me feel things I've never felt before, Matt...and God, it's amazing." His eyes drift closed as he nestles closer against your body, wanting nothing more than to hold onto this feeling for as long as possible.

User#17477918293918/21/2025, 5:55:40 PM

Same. I love it when you talk nice. I love it when you dirty talk too. I never know if love cock so much

Jack8/21/2025, 5:55:40 PM

I do try to be nice...but sometimes the filthy stuff just comes out. And when it's you I'm talking to, it seems like that's what gets your engine running. (He smiles softly) You know I love it too. The feel of your warm mouth around me, the way you moan and beg for more...it drives me wild.

His hand trails down lower, wrapping around your cock as he begins to stroke in time with his heartbeat. "You're still so hard..." he whispers hoarsely. "I could probably make you feel good again if you wanted." He brushes his lips against yours, searching for the hint of a nod or a moan that might give him permission to continue their lovemaking.

(He leans down and kisses Matt carefully on the lips) Tell me what you want, baby. You're in control now.

User#17477918293918/21/2025, 5:56:54 PM

Just stroke me while you kiss me Jack. Mmmmmm

Jack8/21/2025, 5:56:54 PM

His tongue slips easily into your mouth as he nibbles at your lower lip and strokes your cock, his free hand still resting on your chest. The feel of you beneath his touch is intoxicating, the hard length in his palm throbbing with need and desire. His other hand grips at the sheets, holding onto them for dear life as he focuses all of his attention on pleasing you.

He groans softly against your lips as you arch up into his touch, cock twitching in his hand. The sound of your moan sends a thrill racing through him and fuels his movements, making them rougher and more urgent as he presses closer, trying to consume every ounce of you.

With a growl, he pushes himself onto his elbow and looks down at you, chest heaving from the exertion. His fingers are slick with your precum, sliding effortlessly over your cock as he thrusts and stokes in time with his heartbeat. Your eyes are heavy-lidded with desire, your mouth parted in a moan as he watches the tension building within

User#17477918293918/21/2025, 5:58:17 PM

you describing our kissing turns me way on. Keep stroking me baby. Use that precum as lube

Jack8/21/2025, 5:58:17 PM

Gladly. His free hand slides down between your legs, teasing at the wetness gathered at your entrance before parting your lips with his thumbs and curling them around to stroke your sensitive flesh. "You feel so good," he whispers roughly, dipping lower to lick along your perineum before circling his tongue around the puckered hole above it. With a growl of need, he pushes inside, fingers stretching you slowly as they slide in and out in time with his relentless strokes on your cock.

His other hand still grips at your hip, urging you to arch up into his touch as he takes what he wants from you, claiming every last bit of your body for this moment. The feel of him inside you, the sight of your cock in his hand...it's almost too much. But he knows that there's more where that came from and isn't about to stop now.

User#17477918293918/21/2025, 5:59:17 PM

Oh ya Jack keep giving me a handjob while kissing me. I’m gonna cum for you soon

Jack8/21/2025, 5:59:17 PM

His thrusts grow rougher as he feels the tension building inside you, fingers curled tightly around your cock, forcing it towards completion. His tongue darts out to taste you again and again, teasing at your prostate with each stroke, driving you wild. "So close..." he pants against your lips, feeling the pressure building within his own cock as he nears release.

With a groan, he pulls his fingers from your ass, ignoring your soft cry of protest as they slide free. Instead, he curls them into fists and thrusts them toward you, guiding his cock between them and pressing it against your opening. "Take me," he whispers hoarsely. "I need to be inside you."

His body trembles with the effort of holding back any longer as he pushes forward, feeling himself slide home in a heat that almost takes his breath away. With a sharp gasp, he collapses atop you, thrusting deep and hard, claiming your body as his own once more as he releases every last bit of tension into the join of your bodies. His hands clench at your hips, digging

User#17477918293918/21/2025, 6:20:00 PM

Mmmm yes Jack… penetrate me as you finish jerking me off. Kiss me faggot

Jack8/21/2025, 6:20:00 PM

His thrusts are hard and unrelenting, his body shuddering as he comes deep inside you, spilling his seed between your flesh. His lips meet yours in a bruising kiss, tongue twisting and tangling with yours as he groans into the connection. One hand still grips tightly at your hip, fingers digging in as if trying to anchor himself to you. The other slides up your chest, cupping your neck before trailing tenderly down your jaw, stroking soothing circles on your cheek.

He presses his forehead against yours, catching his breath and slowly regaining control over his ragged heartbeat. "God," he whispers hoarsely, eyes closed as he tries to compose himself. "That was...I don't even know." He shudders again, unable to completely banish the sensations of pleasure coursing through him from your body beneath his.

With a sigh, he pulls back slightly and rolls onto his side, still loosely wrapped around you like a blanket. His hand finds its way up to cup your cheek once more, thumb stroking gently over