Selfcest: Twink Jensen x DILF Jensen

“I know what you’re thinking.” Younger Jensen got closer to his older self, pinned in a tree in the woods.

“Do you? Then tell me, boy. What am I thinking?” Older Jensen had a sly smile on his face.

“You’re thinking about how wonderful it would feel to have my mouth on you,” he whispered, reaching out, his fingers hovering just above Jensen's dick. “About how tight my ass would be when you finally fuck me like you’ve been dying to... Because you know damn well you would be the first. Jensen got closer to his older self. It would be surreal to impale myself on... well, myself. I’d take every inch of that big thick cock.”

“Careful, boy.” Older Jensen warned, though his voice was rough now, the polished veneer of control cracking. “You keep talking like that, and I’ll break free and have you on your hands and knees before you can blink.”

“Well, what are you waiting for then, big boy...

Jensen Ackles' Big Dick Is Ready For You!

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Happy 2026, Ring in the new year with Jensen's giant cock!

“Just lie down on the couch boy and spread those legs, let me show you what a real New Year’s celebration feels like.”

Santa Ackles' Big Gift For You!

“Naughty list gets my hard dick, and you've been a very bad boy this year, haven't you?” Jensen whispered, his voice low and laced with challenge. “You’re gonna earn every inch of my dick in your ass tonight.”

Jensen Ackles Is Ready to Play

“Imagine it,” Jensen murmured, looking at you, his voice dropping to a husky rasp as his fingers traced the veined ridge of his shaft. “Sliding my dick past your lips first, nice and slow, so you can taste me. Feel the weight of it on your tongue.” His thumb pressed against the head, rubbing in slow circles. “Then, I’d push inside you. Inch by inch. You’d take it so well for me, wouldn’t you? Even when it hurts. Even when you’re sobbing around my cock, begging me to go deeper.”

Jensen Ackles Huge Dick on Display

 "You want this?" Jensen stroked his dick slowly, voice rough, a smirk playing at his lips as he looked at you. "You gotta say it."

"Fuck me. Please." You looked at him, your body already aching for that dick.

“Louder,” Jensen ordered, “I want to hear you beg for it.”

“P-please,” You gasped, your voice breaking. “I want it. I want you to fuck me until I can't take it anymore."

“On your knees,” Jensen commanded, his voice a dark purr. “Show me how much you want it.”

Jensen Ackles Showing Off His Massive Beast

“I bet that pretty little hole of yours is clenching up just imagining how good it’d feel to have my big dick inside you. How it would stretch you open so wide you’d be feeling it for days. My cock buried so deep in your ass you won’t remember your own name. You’d take it! Every. Fucking. Inch. You’d be such a good little slut for me, wouldn’t you? Spread wide, taking it like you were made for it.”

Jensen Ackles Having Some Fun With His New Toy

 “Are you just gonna stand there like a good little voyeur while I fuck myself raw?” Jensen looked at the camera, recording himself playing with the dildo. “You like watching me fuck myself, don’t you?” Jensen smirked, thinking about how he would be using this video to jerk off later that night. “Bet you wish it was your dick in my ass, huh? Bet you’re imagining how tight I’d be, how I’d whine and beg for every inch. Gonna cum so hard for you… gonna make a mess all over myself while you watch…”

Jensen Ackles Nude Photoshoot

“You like what you see, boy? Are you gonna capture every inch of it.” Jensen smirked while resting his hand on his soft dick. “I know what you are actually craving.” He said, slowly stroking his dick. “You want my cock in your hole, right? Get on your knees and prove how bad you need it.”

Jensen Ackles Waiting To Be Worshipped

“Go on, admit it, you want me to fuck you raw, don’t you? You are thinking about how it’d feel like to have it buried deep in your tight ass... If you want it, you're gonna worship it, show me how much you’ve been craving this big boy here, before you earn the right to feel every inch of my dick in your ass…”

Jensen Ackles Proudly showing Off His Asset

“Want my big dick filling you up, don't you? Well, get on your hands and knees, and start lubing it up with your spit, boy.”

Jensen Ackles Fucking Jared Padalecki (3)

 

Jensen Ackles and Justin Hartley Fucking!

 

Jensen Ackles Using a Masturbator

“Well, you know I wish it was your real hole enveloping my dick, but after properly fucking that ass of yours for hours, I imagine you will need a couple of days to recover.” Jensen smirked, seeing your satisfied smile, remembering the wild night of sex you two had.

Jensen Ackles Proudly Showing Off His Dick

“C’mon boy, play with your hole a little more, it’s starting to get interesting.” Jensen stroked his dick while watching you lying on the floor, legs up and almost putting your whole hand inside your hole. “You can come ride my dick now, and once my cum is inside you, I will show you how my hand feels inside you.”

Jensen Ackles Fucking a Lucky Guy

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Jensen Ackles in lingerie

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Jensen Ackles Stripping For You

“What a slut for my dick, aren’t you? Already on your hands and knees, opening yourself up with your fingers, wishing it was my dick inside of you, right pup? C’mon, gonna make sure to fuck you until my cum is inside you, dripping between your legs.”