The Senator's Boy (closed for tamgreen)

Dallas adjusted his stance, put his head back and purred, eyes closed, with delight at the treatment his cock was receiving from Damien and Tommy.

"He doesn't say much, big man," Damien said, breaking from kissing Tommy, and Dallas's cock, to speak. "And he'll be enjoying your hand on his ass."

Damien felt with his own hand until he touched Tommy's fingers. Together they caressed Dallas through his trousers, tracing the outline of his butt crack and then between his legs to his balls. The senator smiled broadly, his lips still on the tailor's cock, doing everything he could to affirm that Tommy was doing well.

"You are making me very happy, big man," Damien said. "And Dallas. But what I want you to do now is see how much of his cock you can take inside your mouth. It's fucking big, for sure, so think of it as a challenge. And a favour to me."

Damien sat back and guided Tommy round until the 18 year old faced the end of Dallas's cock.

"Open wide, Tommy, and give Dallas a taste of what you've done for me. What you've learned. Go on, baby. Be a good boy for Daddy."
 
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Tommy was deeply touched as well as massively aroused by being able to share this experience with the senator. His body could hardly contain it. So many paradoxical mixes of emotions were surging through him - he felt respected and cherished, used and debased, cheap, desired, important, worthless, boyish, manly, disgusting and holy all at once. He was the senator's baby, Daddy's good boy. He was a shameless teen whore.

And he wanted that huge, fat granddaddy dick in his mouth right the hell now, knowing it would make his Daddy so happy. But maybe also because he was just so addicted to cock by now, and so out of control with lust and the depraved ecstasy of everything he'd done so far today, he was ready for almost anything.

Opening wide at Damien's guidance, he felt an immediate ache in his jaw. God, Dallas was so fucking huge. His eyes watered with the strain of effort. His mouth was painfully full, and he barely had more than the head inside. He swallowed instinctively, over and over, and tried to push forward.

Tommy started out stroking Damien's dick and occasionally jerking his own in between groping Dallas's meaty ass, but now he was wrapping both hands around the thick base of the tailor's cock, trying to give him as much pleasure as possible since he didn't see any way he was going to be able to take even half of it. Still, he tried his best, and felt a hand pushing at the back of his head and he gagged briefly before pressing onward. He didn't know if it was Dallas's or Damien's hand urging him onward, but he struggled not to fight it.

Do it for Daddy. Be Daddy's good boy.

He blinked rapidly. His teary eyes strained to find Damien, as if looking for help.
 
Damien watched Tommy struggle to swallow Dallas's cock. Maybe it was a mistake to think Tommy could do this so soon, or at all. But Damien had managed it as a young man. And he felt an obligation to please Dallas.

"Come on big man," he said. "You've swallowed my cock, so you can swallow Dallas. Come on, I know you can do it."

He held Tommy's face, a hand on each cheek, his fingers under the 18 year old's chin, stroking his throat.

"Gently, gently. You can do it."

Tommy was tearful. Damien could feel the wetness on his hands. But the feel of Dallas's cock through the boy's swollen cheeks, stretching Tommy's mouth, consumed him. His own cock was hard between his legs, hard but unstroked. The sooner Tommy did what Damien wanted, the sooner they could turn to the senator's pleasure.

Damien looked up at Dallas. The tailor opened his eyes and smiled. 'No fucking way', Dallas mouthed.

Damien put a hand behind Tommy's head, caressing his hair and cooing into his ear. "You can do it, big man. You did it for me so you can swallow Dallas. I know you can." Gently, Damien applied pressure to Tommy's head, using his other hand to stroke the young man's throat more firmly, drawing his hand down, pushing harder against the adam's apple. Dallas's cock was obviously banging against the back of Tommy's mouth, but as for his throat, Damien couldn't feel a thing.

"Bend your head back. Swallow."

He felt Tommy gulp under his hand, then cough.

"Maybe we need to lie you on your back and bend your head back. Come on, let's try that."

Dallas shrugged and withdrew his cock, letting Tommy pant and struggle for breath. Damien let the boy cough and spit unto his hand, but couldn't help himself feeding the goo back into Tommy's mouth. He kissed him.

"Yum, you're doing great. Let's get you on your back and have another go. Yeah?"

Damien helped Tommy stand, then positioned him on his back on the bed with his head over the side. Dallas, still dressed in the smart suit with just his enormous cock pointing proudly from the open zip, stood over the boy's face, letting his cock head bob and slap Tommy across the lips.

"You look so fucking hot, big man," Damien said, "naked and hard like that, and your head bent back ready to swallow cock. When you've done fucking Dallas I'm gonna need some fucking myself."
 
Damien's constant encouragement was everything keeping him going right now. Dallas's cock was a monster and felt like it would tear his throat apart - he remembered the one time Damien had throat-fucked him, and he hadn't been gentle about it. Damien's smaller cock doing that had definitely hurt a lot, and he recalled feeling sure he was going to die during it, as well as blacking out for a moment at the end. But he also recalled feeling excited and even euphoric about it. He didn't feel quite the same sense of euphoria here - only a keen hope that he wouldn't disappoint either man, that he could truly fulfil the senator's every desire.

Tommy was feeling like he'd about hit his physical limit when Damien suggested moving him to the bed. He knew he must look a mess - all tears and spit - but Damien still kissed him and he couldn't help melting a little.

Once in position, he opened up bravely, emboldened by Damien's assurances of how hot he looked. But once Dallas's beast filled his mouth and jammed against his throat again, the agony and fear returned in force. He gurgled and choked. His body went rigid, his hands clawing at the sheets. The force with which the giant, throbbing cock was pressing against his too-small throat was inducing a sharp panic, and he was crying even more than before. His nose was beginning to clog, and he could scarcely fill his lungs now.

Once more he became certain he was going to die with a cock in his mouth, and that it wouldn't be a bad way to go, but that didn't stop the panic from seizing his body. His eyes, wide and wild, searched for Damien, and his face and neck turned scarlet.

He prayed for his throat to open, for his body to be up to the task. He begged whatever benevolent force existed in the universe to let him swallow Dallas like a good boy. Damien said he could do it. Damien wouldn't lie. He needed to be able to do it, but he was failing. The tears made it impossible for him to see. He couldn't fail. He had to be a good boy for Daddy.

His heels dug into the mattress. He was choking, drowning. The redness in his face began to drain away, and shift to pallor.
 
Damien knew he had to put a stop to what was happening. It was too soon. Tommy was seriously distressed. And knowing Dallas as well as he did, Damien knew his intervention was required if the tailor wasn't going to just force himself on the 18 year old.

But Dallas was hard and way beyond stopping. If he wasn't going to get his pleasure from deep throating Tommy, then Damien would have to substitute.

"Hey, big man," Damien said, his face close to where Dallas's cock was spearing into the youth's mouth. The senator stroked Tommy's neck, gently pushing his head back until the line of Dallas's cock pointed straight into the boy's throat. But Tommy obviously had lots to learn, and needed much more practice before accommodating someone the size of Dallas. He could feel the boy swallowing hard, and imagined the strain and pain of the enormous blockage he was trying to overcome.

"Dallas," Damien whispered. His old friend had his eyes shut, head back, hands on his cock, gripping, massaging, pushing, easing himself into the boy. Maybe we should have tried anal, Damien thought, although he knew his young lover was sore from being well used over the past two days and if anything, Dallas's cock in his ass might be just as hard to manage.

"Dallas," Damien said more loudly. Over the sounds of Tommy's distress, Dallas looked down, the sly, lustful look on his face showing little concern. "The kid's not going to manage."

The senator saw his friend's disappointment and thought again for a moment about what he could do to bring the coupling to fruition. It wouldn't be the last time Tommy would struggle if he was going to serve Damien's needs. But maybe it was a lesson for another time. Some guys are bigger than you can imagine, a challenge for you to overcome. He'd talk to Tommy later, when the boy had recovered, when Dallas was sated.

"Dallas, fuck my mouth instead," Damien said. He took Dallas's cock in his hands and extracted it from Tommy's mouth. Immediately the boy coughed, spit and precum spraying into Damien's face as he brought his mouth down to Dallas's slick cock head. The senator kissed the cock, placing his lips gently on the smooth skin, then running his tongue along the veiny shaft.

"Where do you want me, friend?"

Dallas nodded and gestured, as if to say on the bed next to the boy. Damien stood, patted Tommy's face, smiling down as the 18 year old recovered enough to give a little smile back.

"Watch and learn, big man."

Damien lay down beside Tommy on the double bed, letting his head bend over the side, opening his mouth and, upside down, watching Dallas's cock prepare to enter him. The thought of Tommy watching up close made him as hard as the thought of fucking his old friend.
 
Tommy fought to find his breath again after the panic of being utterly choked by a too-big cock. Between coughing fits, looked to Damien with as much adoration as he could muster - Dallas was hot, but he didn't seem caring like Damien was. The senator was Tommy's hero, over and over. Never mind that it had been he who'd pushed Tommy to take the tailor's cock in the first place.

He rolled over and sprawled weakly over the bed to recover as he watched Damien take the position he had just been in. He was relieved he didn't have to do this right now, relieved Damien hadn't been upset about his failure, and this sense of relief helped him not to feel quite so jealous of what was happening. The two men had obviously known each other for a long time, and Tommy supposed that things like this might just be transactional in some way - not something that had to take away from his special relationship with the senator in any way.

At least, he hoped it wouldn't. Maybe Damien would get tired of playing with a kid, especially a sensitive one like Tommy. He'd never be huge like Dallas, or as talented as Damien... would he? Damien had told him to learn, so maybe it was really possible, even if he was still smaller.

He leaned close, fascinated by the way Damien was able to accommodate Dallas's massive organ. He reached over and felt Damien's neck as he swallowed the beast down.

"Holy fuck," he whispered reverently.

He looked down and saw that Damien was hardening again. He reached down to stroke him encouragingly, while his other hand went in the other direction, fondling Dallas's heavy balls, hoping to at least do something for the big man.
 
Damien couldn't help but be disappointed with Tommy's inability to accommodate Dallas's cock in his throat. He'd promised Dallas something special and now it would just have to be him, a forty something guy Dallas knew well instead of a fresh unspoiled teen.

But even as Damien positioned himself on the bed and bent his head back, the thought of pleasuring Dallas, of testing himself and showing Tommy how it was done, improved his spirits. Dallas was always a challenge and he knew that Tommy would be engrossed by what he would see.

Damien wasn't disappointed. Even as he stretched and swallowed and relaxed around the enormous cock Dallas fed into his mouth, Damien kept eye contact with his teen lover, making sure Tommy saw all the signals. Watch closely. See how I breathe. Touch my throat. Feel the cock head. All the while, Damien was conscious of Tommy beside him, moving about the bed to improve his view or observe from close quarters. Dallas was just Dallas, of course, relentless, determined, oblivious to anyone and anything except his own pleasure. Once or twice Damien coughed, reminding himself that they all should have smoked weed first, to relax the gag response. Tommy and weed. The very thought helped Damien take his mind off the oral assault he was under going. Tommy and weed. Now that might just be the young guy's next lesson.

And then, with Dallas's cock deep inside him, and the lack of oxygen letting Damien drift into almost semiconsciousness, he felt somewhere far away a little hand on his cock. Tommy. Beautiful, young, fresh, inexperienced Tommy, but still sufficiently aware to stroke my cock, he mused. Dallas's overwhelming thrusting was almost an after thought, except for the early signs that the tailor was about to cum.
 
Tommy watched intently, as if he could see right through Damien and learn how he was accomplishing this impossible-looking task. It made him feel a little less like a failure to see that he at least struggled against his gag reflex at times. He wanted to urge Dallas to be gentler with Damien, but he knew neither man would appreciate that. He had a lot still to learn, and not only about physical techniques.

He kept up stroking Damien lovingly as he observed, noticing that Dallas was working up to a climax. He leaned closer, close enough that both would be able to feel his hot breaths - he wanted to put his mouth on Dallas's cock as soon as he withdrew and get one last taste. He was also aching to stick his tongue into Damien's mouth and try to find a little of what Dallas was about to deposit.
 
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