26 Feb 2019
I had no idea that 8TeenBoy's Winter Break would hit eight episodes, but it has. And Blake Mitchell shows up in episode seven, and this is also his first ever scene with 8TeenBoy. Riley Finch and Jamie Ray have finally made it to the ski resort, and they're out on the street talking when they spot their ski instructor (Blake Mitchell). Blake finally comes over to talk and both guys flirt with him; Jamie asks for the instructor's phone number because they'd like him to come to a party.
When Blake texts Jamie, they make plans to get together for some one-on-one time. When Blake arrives they head right for Jamie's bedroom and the blond doesn't waste a second, he drops to his knees immediately.
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14 Jan 2019
We haven't seen Jamie Ray for a few months, and he's back this week at 8TeenBoy helping to launch a brand new series called Winter Break. The new series also stars Blake Mitchell, Trevor Harris, Caleb Gray, Julian Bell, Milo Harper, Taylor Coleman, Riley Finch, and Chase Williams. And Ray appears with Chase Williams in the debut episode called Player Blues.
Jamie Ray and his buddies are seniors now on and they've arranged a trip during winter break to get some much needed playtime in before they all head off into the big world.
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20 Sep 2018
There's something extra horny about seeing a sweet-faced lad like Taylor Coleman saying, "I'm ready for your dick." Jamie Ray has been eating out the boy's butt hole and getting him ready for more. When Taylor says he wants it, Jamie slowly slides his stiff dick into his buddy's tight pucker. Taylor pants and holds his legs and Ray picks up speed and pumps his ass.
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25 Jul 2018
Jamie Ray's parents are away for the weekend, so he concocts a fuktastic plan and invites a couple of buddies over, but doesn't let either one know the other is coming. When Trevor Harris and Bryce Foster arrive they get all the bonerific details of their buddy's scheming and they're down for a threeway.
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17 Jul 2018
Jamie Ray and Jimmy Andrews spent the day at the beach and they arrive home horny. These boys are ready to bang. Jimmy tears off Jamie's jeans and kisses his smooth torso all the way down to his cock. He tosses the blond boy's legs and the air and plunges his tongue into Jamie's pucker. His big stiff dick goes in next and Jamie pants his approval.
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9 Jan 2018
It's hard to believe that it's been over five years since we've seen Jeff Sterne spanking twink ass. Spank This started the new year off with Sterne's return and he's paddling Jamie Ray's tiny little ass. And the site seems to be firing up production again, so we can look forward to more spanking sessions.
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11 Dec 2017
There's no better conversation starter than a puppy and Jamie Ray uses his adorable pooch to his full advantage. He runs into Bryce Foster sitting in the park and the cute doggy helps him pick up the cute boy. And these two dirty dawgs head back to Jamie's place for some dick sucking, followed by some very horny flip-fucking.
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2 Nov 2017
In a park after school, Jamie Ray and Caleb Gray can't keep their hands off each other. They head back home before they get caught with their pants down. Caleb wants to get his ass plowed, so he works Jamie's cock and getting it bone hard with his lips and tongue. Jamie bends his school chum over, rimming and fingering him, then he rams his erection deep inside.
Later, while fucking doggy style, Jamie doesn't even stop when Caleb unloads his nuts on the bedspread. He keeps drilling until he spunks Caleb's pretty boy pucker.
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15 Oct 2017
Fuck homework! This trio of teens are exploring their sexual education after class. Jamie Ray, Jimmy Andrews, and Caleb Gray meet up in one the guy's bedrooms and pile on the bed for some hot kissing and cock sucking. Caleb gets spit roast fucked in a number of positions and you'll love watching him struggle to take Jimmy's huge cock. The train fucking sequence is a must-see.
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1 Sep 2017
It's that time of year again ... it's back to school. But there's one last long weekend before these three school boys head to class. Alan Davis, Jamie Ray, and Devin Lewis are making the most of it with a horny threeway. There are tutorials in deep throating, ass eating, and bareback fucking and there's even a special study session in double penetration.
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3 Aug 2017
School buddies Jared Scott and Jamie Ray bump into each other one summer day. They've been eyeing each other at school and decide to take this chance encounter to a new and horny level. The young, well-hung pair suck face and gobble dick, then Jared pushes Jamie's legs over his head and buries his huge dick in the boy's tight pucker.
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8 Jul 2017
Dark-haired twink Alan Davis has heard that 18-year-old, blond Jamie Ray is a virgin. Sitting in the park, Alan asks Jamie about this rumor. "Yeah, it's true," says the blond. "Well, if you want to change that, I'm right here," says Alan. Jamie suggests they head back to his place.
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