Jessie Montgomery

Helix Academy 2 – Sc. 3

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Helix Academy 2 – Sc. 3 – Jessie Montgomery & Scotty Clarke

It’s after hours at the Academy and although the boys are banned from late night visits Jessie Montgomery can’t bare to spend any time apart from his secret crush. The romantic teen slyly climbs through Scotty Clarke’s window and the two star-crossed lovers share an intimate kiss. The sweet blond boys don’t need to say much before Scotty can’t help himself anymore and wraps his lips around his classmate’s smooth cock.

After getting hot and horny with some ass play Scotty finally crawls on top of Jessie’s thick twink dick for some passionate pounding as the two lovers stare longingly into each others eyes.

Helix Academy 2 – Looking Back

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Helix Academy 2 – Looking Back – Jamie Sanders & Jessie Montgomery

Recovering from his problems at home Jessie Montgomery retreats to his old dorm room at Helix Academy. Cheerful memories are conjured up as Jessie finds his Crescent Club medallion, academy gym shirt and old photos which spark a recollection of his time in the locker room with Jamie Sanders. Visions of Jamie’s sweet tongue wrapped around his throbbing dick inspire Jessie to start stroking himself in the empty dorm room.

Temperatures continue to rise at the thought of his big bare cock slamming Jamie’s perfectly tight hole on the locker room bench. And memories of his earth-shaking orgasm that filled Jamie to the brim and slowly ran down the crack of his round ass is too much for Jessie to handle and he explodes in ecstasy all over his own stomach.

 

Bareback Night and Day – Scene 3 – Blade Woods, Jessie Montgomery

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Bareback Night and Day – Scene 3 – Blade Woods, Jessie Montgomery

Super hot blond twink Jessie Montgomery is in the middle of giving sexy stud Blade Woods a very sensual massage when he begins to feel horny. Jessie pulls out his breath-takingly beautiful cock and begins to ravage Blade’s tight little boy hole. Jessie and Blade continue to get down and dirty in this arousing bareback scene until Blade’s dick erupts with pleasure and Jessie shoots his own creamy seed on Blade’s asshole.

Max’s Live Lap Dance – Max Carter & Jessie Montgomery

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Max’s Live Lap Dance – Max Carter & Jessie Montgomery

Watch this blond 18 year old’s arousing performance on the stripper pole for our viewers and hot jock bod Max Carter during Helix Live. Jessie Montgomery’s erotic dancing on the pole leads a hot scene and candid action with Max.

Eager to Fuck

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Eager to Fuck – Blake Mitchell & Jessie Montgomery

Jessie and Blake can’t wait to get behind closed doors where they’ll be free to rip the clothes off each others’ beautiful bodies. Once naked, they kiss and grope, suck and rim, then Blake squeezes his huge cock into Jessie’s bubble butt. The boys try to make their way up to the bedroom, but only get as far as the landing where Blake spins Jessie around and sits him down on his big hard cock for some reverse cowboy fucking. Even though Jessie is on top, Blake is giving him the pounding of his life from underneath, and Jessie is loving every second and every inch of Blake’s long dick. Finally, Jessie succumbs to Blake’s incessant hammering and shoots a thick load, then Blake pulls out and paints Jessie’s face with his own creamy mess.