Slow Teasing Hand Jobs

This is the first of three installments in which hot newcomer Ian is tied up and drained of every drop of cum in 4 intense orgasms in a single session. Part 1 begins as Rich slowly caresses and kisses Ian's body, and fondles his cock through his underwear. He takes his time working the bound boy up, then cuts off Ian's underwear with a pair of scissors to expose a cock that's already "like steel". He slowly and lightly strokes Ian's cock, which is for the boy who wants it stroked long, hard, and fast. Rich then makes Ian suffer even more, he takes out a makeup brush and ever so gently teases Ian's cock with it. Rich goes back to slowly jerking Ian's cock, and Ian is more than ready to cum. He repeatedly begs for permission to shoot but is denied. Next Rich goes to work with the vibrator, running it slowly up and down Ian's long hard shaft, he stops and focuses on the head and this is what puts Ian over the edge. He desperately asks for permission but Rich denies him. With Rich holding the poor young man’s cock in the air by the base, no longer stroking, a tense 20 seconds follows as Ian tries to hold back, desperately begging for permission while Rich warns him not to shoot, but Ian ultimately looses his struggle and explodes in a hands off orgasm all over Rich’s hand. Unfortunately for Ian, an unauthorized orgasm doesn't come without consequences, as he finds out when Rich the boy's sensitive head. Stay tuned for future installments as the victim is fully drained until he’s shooting dry, painful shots.

Cody is one of those straight guys who’s used to getting everything handed to him because of his looks, so when he’s without a place to stay, he asked Rich to help him out. Rich is wise to this game though, he takes Cody in, knowing that he will collect “rent” from this hot boy in one form or another. One morning, while Cody is still napping, Rich quietly enters the bedroom and goes to the bedside. He begins to fondle and slowly removes the covers from Cody. He continues to play with Cody’s cock through his underwear and once Cody has a nice hard on, he carefully removes it from his underwear. As Rich strokes, Cody awakens and tries to put a stop to it all. Rich doesn’t take no for an answer, and eventually gets Cody to submit, knowing he has no place to go. He calms Cody, has him lay back, and slowly strokes his cock to completion, while Cody voices concerns about others finding out about this, the shame and defeat obvious on his face.

Scott has Drew in tears, bound with his hands at his sides, whipping him with the cane and having him count the strokes, when he offers him an out. Scott will stop whipping his ass but Drew must cum for him. Watch this poor, desperate slave boy struggle to shoot a load, unable to touch his own cock, as Scott jerks him off. When he arches his back and shoots into Scott’s hand his only reward is to have his own semen spread on his bruised and torn ass.

Scott has Drew in tears, bound with his hands at his sides, whipping him with the cane and having him count the strokes, when he offers him an out. Scott will stop whipping his ass but Drew must cum for him. Watch this poor, desperate slave boy struggle to shoot a load, unable to touch his own cock, as Scott jerks him off. When he arches his back and shoots into Scott’s hand his only reward is to have his own semen spread on his bruised and torn ass.

Scott has Drew in tears, bound with his hands at his sides, whipping him with the cane and having him count the strokes, when he offers him an out. Scott will stop whipping his ass but Drew must cum for him. Watch this poor, desperate slave boy struggle to shoot a load, unable to touch his own cock, as Scott jerks him off. When he arches his back and shoots into Scott’s hand his only reward is to have his own semen spread on his bruised and torn ass.

Jae agreed to make another teasing scene, and Rich and Scott were in quite a devious mood and wanted to have some fun with him. They restrained Jae, who had abstained for a few days in preparation for this video and was very horny and ready to go, then left him alone for an hour or so. Eventually, Rich answered Jae’s calls and began to tease the horny boy’s dick. It wasn’t long before Jae was ready to come but Rich sensed this, stopped abruptly, and left Jae alone to suffer, his hard dick bobbing and throbbing in frustration. After some time, Scott went in, and took a turn at teasing Jae’s cock. Scott brought Jae to the point of orgasm, but left the helpless boy just before he shot his load. Rich and Scott continued to tease poor Jae, taking turns jerking him to the edge and denying him while Jae became increasingly frustrated, begging and pleading for Rich or Scott to let him cum. Finally, poor Jae is made to cum by Scott, and explodes a nice load of cum with a very loud orgasm, but the isn’t over yet. After cumming, Scott continues to play with Jae’s sensitive head while he writhes in his restraints and begs Scott to stop.

Jae agreed to make another teasing scene, and Rich and Scott were in quite a devious mood and wanted to have some fun with him. They restrained Jae, who had abstained for a few days in preparation for this video and was very horny and ready to go, then left him alone for an hour or so. Eventually, Rich answered Jae’s calls and began to tease the horny boy’s dick. It wasn’t long before Jae was ready to come but Rich sensed this, stopped abruptly, and left Jae alone to suffer, his hard dick bobbing and throbbing in frustration. After some time, Scott went in, and took a turn at teasing Jae’s cock. Scott brought Jae to the point of orgasm, but left the helpless boy just before he shot his load. Rich and Scott continued to tease poor Jae, taking turns jerking him to the edge and denying him while Jae became increasingly frustrated, begging and pleading for Rich or Scott to let him cum. Finally, poor Jae is made to cum by Scott, and explodes a nice load of cum with a very loud orgasm, but the isn’t over yet. After cumming, Scott continues to play with Jae’s sensitive head while he writhes in his restraints and begs Scott to stop.

Jae agreed to make another teasing scene, and Rich and Scott were in quite a devious mood and wanted to have some fun with him. They restrained Jae, who had abstained for a few days in preparation for this video and was very horny and ready to go, then left him alone for an hour or so. Eventually, Rich answered Jae’s calls and began to tease the horny boy’s dick. It wasn’t long before Jae was ready to come but Rich sensed this, stopped abruptly, and left Jae alone to suffer, his hard dick bobbing and throbbing in frustration. After some time, Scott went in, and took a turn at teasing Jae’s cock. Scott brought Jae to the point of orgasm, but left the helpless boy just before he shot his load. Rich and Scott continued to tease poor Jae, taking turns jerking him to the edge and denying him while Jae became increasingly frustrated, begging and pleading for Rich or Scott to let him cum. Finally, poor Jae is made to cum by Scott, and explodes a nice load of cum with a very loud orgasm, but the isn’t over yet. After cumming, Scott continues to play with Jae’s sensitive head while he writhes in his restraints and begs Scott to stop.

After a trip to the West Coast, Drew is back home and hoping to offset some of his San Francisco shopping days by making another movie with Rich. We begin with Drew on his back, wearing nothing but a sexy pair of underwear. Rich begins to work Drew’s cock up by rubbing through his underwear until the young man’s dick is rock hard and straining for release under the briefs. Rich then pulls out Drew’s thick 9 inches and begins the Drew is very horny and is quickly worked into a frenzy, thrusting and gyrating, attempting to get a quick release. Rich remembers that last time he came without permission and keeps a close eye on him. Drew gets slowly stroked to the edge several times only to be denied permission to cum. Then Rich informs him that he can cum, but must ask for permission first and, once permission is granted, he has only 30 seconds to shoot his load. Drew asks for permission 3 times, but can’t manage to get off within the 30 seconds allocated. The poor boy is frustrated as hell, but on his fourth attempt he is finally able to cum, but he must be drained into a chalice and give forth his cum as an offering.

This is Part Two of the compilation video “Milked Dry”. (From the videos “Draining Ed”, “Peter”, “Hairbrush Spankings”, “Interviews”, “Two Guys Tied and Tickled II”, and “Edging Luke”. The second installment is a collection of 6 scenes of sensitive dicks and slowly milked dry after the cum shot. Cum shots when I wickedly keep on jerking to ruin the orgasm and the victim when he least expects it. Bound and helpless, they can do nothing to stop it. Starring Ed, Peter, Jake, Blaze, & Luke.

Rich walks in to find Bo struggling, tied to the bed and gagged, in nothing but his underwear. Seizing the opportunity he begins to feel him up and then slowly jerk him. Finding himself powerless, he submits to Rich. Bo works hard, fucking Rich's hand to completion, but this isn't about Bo's pleasure, so Rich continues to milk Bo's sensitive cock relentlessly after he cums. Bo's cock is super sensitive and Rich has him pleading to stop in no time.

The coach walks into the locker room to find straight, hunky baseball player Ronny bound and gagged on the floor struggling to free himself. Finding the situation rather appealing, he slowly begins to feel up and undress the helpless boy. Ronny is attractive and has a great body, but the best part is discovered when Rich reaches into Ronny’s pants and pulls out his obscenely large dick. He works that large dick for all it’s worth. Ronny is retied with his legs spread, and moans and struggles as Rich brings him to a loud and intense orgasm, then plays with the sensitive head of his dick as the young man whimpers in his restraints. This clip is 20 minutes long with 5 free minutes.

This clip contains a 4 minute, excruciating milking of David’s cock after a cum shot. Scott tied David to the bed and jerked him off for a tickling video, but after David shot his load, Scott stayed on his dick and continued milking for 4 painful minutes. David struggled, cursed, begged him to stop and pleaded with me (behind the camera) to make him stop as Scott stroked, squeezed, jerked, thumbed and polished his extremely sensitive dick head. No one hates this more than poor David and no one enjoys doing it more than Scott. This is a hot clip.

This clip shows how well trained Jay has become. He knows he must have my permission before he cums. He's restrained on the bed, on the edge of shooting his load, yet he asks for permission and answers my questions before I give permission. You can hear the desperation in his voice as he responds when he answers my questions, he waits until I give the OK, then says thank you before he proceeds to cum.

I restrained Jae spread eagle to the bed and began slowly caressing and jerking his cock, gradually moving up to focus only on the head. As he got closer to shooting his load, I slowed my tempo even more, just squeezing the head, until he shot his load in a loud, explosive orgasm. This clip is 13 minutes long with 4 free minutes.

I tied Jay down and gave his cock a long, slow teasing. When I had him fully aroused, I told him he wasn't allowed to cum without permission, then continued to slowly and gently work his dick until I had him right on the edge. When he asked for permission to cum the first time, I told him I wanted him to hold on, then I increased the tempo of my stroking. But the faster stroking soon became too much for the poor boy, and he began asking for permission over and over again, sounding more and more desperate, until his voice sounded like he was about to cry, while I simply ignored his pleas and continued stroking while he struggled to hold back. I finally took pity on him and told him it was OK to shoot, then played with his sensitive dick after he shot an intense load. This is a hot clip of a young man pleading for permission to cum while trying to hold off. There are lots of close ups in this 18 minute clip.

Ed is so easy to with a hand job. This time I tied him to a bench and slowly got him off using only my index finger rubbing the head of his dick. He moans and struggles as he tries to cum for me, but I don’t make it easy. I want him to work for it. When he finally manages to cum I continue stroking the sensitive head of his dick, telling him I want to get every last drop out, as I massage one lingering drop from the head of his dick while Ed struggles and shouts for me to stop.

With just the tips of my fingers on the head of his dick, I made Jae perform a frustrating and degrading little dance in an effort to shoot his load. First I had him strip naked and lay on the bed, hands behind his head in a submissive position, as I slowly worked him up until he was ready to pop. Then I made him stand, with his hands behind him for the cum shot. Jae danced, crouched and stood, and thrust his hips in frustration, trying to get some traction from my fingers so he could shoot as I gently stroked his dick and watched him perform. He finally came with a scream into the palm of my hand, then I milked his sensitive head dry. This clip is 21 minutes long with 6 free minutes.

Poor Ed is restrained and given a long, frustrating thumb job after a tickling session. He’s made to cum with just my thumb slowly and lightly brushing the head of his dick. He struggled so hard to cum, his breathing got harder and harder, his balls retracted, his dick was rock hard as he was right on the edge but still couldn’t get off. He was completely at my mercy. At one point he cursed me for slightly changing the position of my thumb on his dick when I sensed he was about to cum, as I frustrated him this way over and over again. This poor boy was on the edge for what seemed like an eternity, until I slowly worked him over the edge and allowed him to cum in a powerful and intense orgasm, just my thumb on the head of his dick. Then I milked the sensitive dick dry. This clip was originally part of the Two Guys Tied a Tickled II video. It’s 15 minutes long with 6 free minutes.

I tied John to a chair and slowly worked him to the edge. He was hard before I even touched his dick, just from my stimulating his nipples and balls. First I gently caressed his cock with my hand and nibbled the head of his dick for a while. Then I told him I was going to alternate between giving him 10 fast, hard strokes followed by 10 slow, light ones, until he came. He put on a great show as he struggled to get off, his concentration and arousal building slowly, only to be frustrated every time I slowed the stroke. He finally came while I was stroking him very gently. There are great facial expressions of arousal and frustration from this guy. This clip is from the Teasing 103 video available at Reluctant Young Men. It's 19 minutes long with 8 free minutes.