Jake is an 18-year-old straight skater boy with a great body. He's shy and a bit awkward with a boyish demeanor about him. One thing Tom loves about Jake is that he is so obedient and deferential. Tom tells him what he wants to do and just does it. As is always the case, it's made clear that Jake can object to anything at any time and stop the shoot, but he doesn't do that. In fact, Jake has never declined to do anything Tom's asked of him or raised any objections. This video was shot about 6 months after the "Blowing Jake" video in which Tom gave Jake his first blowjob from a man. Tom had tho...

Jake is an 18-year-old straight skater boy with a great body. He's shy and a bit awkward with a boyish demeanor about him. One thing Tom loves about Jake is that he is so obedient and deferential. Tom tells him what he wants to do and just does it. As is always the case, it's made clear that Jake can object to anything at any time and stop the shoot, but he doesn't do that. In fact, Jake has never declined to do anything Tom's asked of him or raised any objections. This video was shot about 6 months after the "Blowing Jake" video in which Tom gave Jake his first blowjob from a man. Tom had thought that Jake might have decided not to come back, but luckily that was not the case. Jake came back and did this video in which he is anally penetrated for the first time. Tom had planned to get Jake up on all fours to jerk him off while fucking him with the vibrator, but it became clear early on that Jake was really getting off on being jerked off in the prone position while getting fucked with the vibrator, so Tom let things follow their natural course. At the same time Jake was apprehensive about having something up his ass for the first time (what straight boy wouldn't be), Jake apparently ended up enjoying the vibrator to some extent, and Tom wanted him to have the intense orgasm it was about to bring. In this video, you will see Jake's reactions as Tom slowly works into penetrating and then fucking him with the vibrator. After fucking Jake with the vibrator for a few minutes, Tom spreads Jake's legs and pulls his cock into view. Surprisingly, as you'll see, Jake is already rock-hard from the vibrator action. It's at this point that Tom decided Jake should experience climaxing in the prone position that he was already in with the erection that the vibrator alone had given him. Jake squirms, spasms and twitches as Tom works the vibrator back and forth with his left hand while jerking Jake off with his right. It doesn't take Jake long to shoot a huge load all over his thigh, and you'll see it all. As always, this video is shot from several angles so that you can see all of the action and Jake's reactions to it. (Standard Definition/Fast Download Version)