Henry, who had been the leader of Thomas’s gang bang three months earlier, had accepted Thomas’s invitation to dinner when he was in Dallas—Henry’s home—for business. Throughout dinner they played a cat-and-mouse game of role reversal. Unlike his previous sub role, Thomas immediately took control; meanwhile Henry acquiesced, scratching a long-held itch…the itch of giving up control. Minutes after getting to his hotel room, Thomas had Henry on his knees worshipping his cock. That alone was a first for Henry. Then he had him blindfolded and restrained on the bed while he passionately rimmed him. Henry found himself in tears he was so exhilarated . Thomas didn’t stop there….he simultaneously sucked Henry’s cock while he aggressively poked and prodded his prostate with his fingers…a sensation Henry didn’t even know existed. Henry had thought all his men moaned like bitches because of his long, thick dick. That was part of it, but what he never understood, until tonight, was the exquisite pleasure waiting for him in his anus. Where had he been all his life?
One last step before the big moment would be Thomas and Henry passionately 69’ing each other’s holes. Henry had rimmed many of his victims, but it was only to get them wet enough to take his cock. He had no idea of the erotic pleasure it was to give and simultaneously receive tongue in his unexplored regions.
Now it was time; Thomas had tormented Henry long enough. If his groaning was any indication, his hole would never be more wet or more ready. Thomas flipped Henry on his stomach, spread his legs and climbed in between them, lowered his mouth to his hole and once again began to slowly tongue his now yielding hole. “I’m going to go slowly, Henry. I want you to enjoy this every bit as much as I do. You’ve waited long enough for this. I want it to be worth your while.”
Henry, now becoming impatient to take cock up his ass for the first time in his life, raised and gyrated his hips as if to say, “Please hurry….please.”
“Somebody wants it bad…” Thomas smirked.
“Please sir, take me…I want it so bad…” Henry pleaded.
“Here we go little man”, and with that Henry felt a hot, bulbous presence pushing against his sphincter. On one level he knew exactly what it was; on the other, he couldn’t believe this was happening. “Relax….just take it…relax…” Thomas cooed.
Henry could barely comprehend what had overtaken him. Typically, he’d be shooting his load in some random twink’s face or barking “Take my load bitch” as he pummeled some anonymous slut’s hole. Now he was about to be at the receiving end and Thomas made it so….normal. So…natural.
Thomas pushed in barely past the crown of his thick circumcised cock. He had worked over Henry’s hole so long he knew he could easily penetrate it.
“Oh my god…”, Henry gasped. “I feel it! I feel your cock in me. Just stop for minute”, he begged as he felt an unsettling burn.
Thomas had no intention of hurrying this…he had all night and planned to use it.
He quietly held it there, feeling the synchronization of his breath along with the man beneath him. “You ok down there little man?” He asked.
“Fuck yeah…” Henry groaned with a whisper.
That was Thomas’s cue to push in for the first time after the entry. Ever so slowly he pushed in another inch at most. “Oooohhhh….” Henry gasped again.
“You like that, don’t you…” Thomas baited him.
“Yes sir…” now barely a whisper. “Soooo much sir. Sooo much…”
Thomas surprised him by not pushing in any further and, once again, letting his cock rest in that position. His thickening cock laid in there like it had found its new permanent home.
But Henry wasn’t satisfied and he unexpectedly pushed back on Thomas’s cock, implicitly asking for more.
“Ohh…my big man wants more of his daddy’s cock…” and he pushed in at least another two inches, but still wasn’t even half way penetrated.
“Arggghhhh!” Henry nearly yelled out. “Oh fuck that hurts”. Thomas felt Henry take several deep breaths each one allowing him to relax into the bed, until he was finally at peace with this new, foreign object invading his rectum. “Oh fuck that feels so HOT!” he now declared. “Gimme more Daddy, give your boy more..” Henry begged.
But Thomas was going to make he earn it, beg for it. “Oh, my big man wants more Daddy cock? How do you ask for it?”
“Oh please Daddy, give your boy more… I need more cock Daddy.”
“I didn’t hear the magic word, little man..” Thomas continued to torment him.
“PLEASE Daddy!!!” Henry begged. “PLEASE!!!”
Henry had never begged for cock in his life. This entire episode should’ve been entirely foreign to him, yet he took to it like a duck to water. What the hell was going on, he thought to himself.
Henry expected (and desired) Thomas to aggressively thrust his cock into his guts, but Thomas continued to tease him and only slowly added about another inch of depth into Henry’s bowel. But that alone nearly sent Henry into orbit. He’d never experienced anything like this before and all he knew was it felt even better. He had an unprecedented sense of fullness inside him that was simultaneously satisfying and erotic. All he knew was he wanted more. He pressed his ass into Thomas’s cock again, essentially begging for more, which made Thomas grin devilishly.
“My little man likes this?” he goaded him.
With a croaking voice he responded, “Oh fuck daddy…I never knew….why didn’t anyone tell me it was like this?”
“You haven’t seen the half of it”, and with that, surprised him with a more forceful thrust of at least another two inches.
“OH FUCK!!” Henry yelled, but before he knew what was happening, Thomas pushed in even further, and zeroed in on what he believed was Henry’s prostate.
“OH. MY. GOD!!!” Henry yelled. Thomas’s suspicions were confirmed. He’d found it.
“Like that, bitch?” he sneered. “Want more of that?”
“Oh please Daddy, PLEASE…”
Thomas was finding it more difficult to restrain himself, so he completed his entry, pushing in as far as he could go, until Henry could feel his pubes tickle his backside.
“Now we’re cookin’” Thomas gloated. “Like that little man?”
Henry couldn’t get enough. Even though Thomas had fully penetrated him, Henry ground his ass against Thomas’s cock to take even more. He wanted that beautiful instrument of pleasure that had invaded him to find that special spot and take up permanent residence there. He’d never felt anything like the sensation of Thomas’s cock rolling over his spot and he wanted more…he’d do anything for more.
Thomas knew he had changed Henry’s life. Sex would never be the same after feeling what he was feeling now. He began to aggressively thrust his thick hard cock up into Henry’s guts, knowing that each time he did, Henry’s life would change a little bit more.
Henry was full on groaning and sweating now, begging for more with every thrust. “Fuck me sir, fuck your boy hard.”
“My, my…you’re a little slut, aren’t you?” Thomas gloated.
“Fuck yes sir, I’m YOUR slut sir. Please keep fucking me…forever sir.”
“Don’t worry boy,” Thomas responded as he wrapped his arms around Henry’s chest and jammed his cock in harder than ever before.
They were now as one. Thomas was squeezing Henry so hard he didn’t know if he could even breathe. Lifesaving oxygen was the last thing on Henry’s mind…all he wanted was cock, more cock, cock until his head exploded. He was nearly delirious with the wonderous feeling that had evaded him so long. ‘No wonder those bitches moaned like they did when I fucked them’ he thought to himself.
“How’s my boy?” Now that he had fully penetrated Henry, he was genuinely concerned how Henry was tolerating him. What hadn’t been addressed (yet) was Thomas’s girth. He was average length, but most guys he’d played with swore it was the fattest cock they’d ever seen. Thomas, knowing this, added, “Henry, if you can take my cock, you can take anyone’s. How’re you doing my man?”
“Daddy?” Henry whispered.
“Yes, baby boy”.
“Please promise you’ll leave your cock up there for the rest of time”, pushing his ass even further into Thomas’s cock.
“I can’t promise that, my man, but I can promise you haven’t seen anything yet”, and, with that, he pulled out slightly and thrust back even more forcefully.
“ARGH!!” Henry yelped.
Not responding, Thommas repeated it
“ARGH!!” he shrieked again.
And again, and again, and again.
Now holding Henry down by the wrists with Henry face down in the mattress, Thomas pounded into him like both their lives depended on it. With every thrust, Henry would scream and thrash his head to the right, the left, the right, the left, loving every moment, but wondering how much he could take.
Under normal circumstances, Thomas would change positions to give him a moment to recoup. He was getting dangerously close to cumming, but cumming early and often was part of his plan. He was going to cover Henry with cum—inside and out—before he’d allow Henry to cum himself. Denying Henry control over his orgasm was part of the plan and Thomas had stored enough up to go several times tonight before allowing Henry to.
When it was time, Thomas lifted himself up into a plank position over Henry and pushed his face into the mattress, leaving him just enough space to breathe. With an uncharacteristic violence, he thrust into Henry’s hole relentlessly.
“FUCK!!!!” he screamed as he released what felt like ropes of hot cum into Henry’s hot, waiting intestines. “Take my babies…all of them….we’re one now Henry. I own you!”
Thomas moved his hands off his face, allowing Henry to turn his head and draw breath. By now, he was up to spasm #’s 8.…9….10….11….trembling as he continued to shoot.
Once the orgasm began to subside, he made a point of observing the look on Henry’s face, which was pure bliss. Thomas’s cock was swimming in cum inside Henry’s hot hole, and, by the look on Henry’s face, he’d never been more at peace.
Careful not to pull out, Thomas gently lowered himself onto Henry, and pulled them both on their sides so now Thomas spooned Henry while still fully penetrating him.
“Like that little man?” he asked as he hugged him tighter.
Henry simply sighed and said nothing.
Thomas wasn’t surprised by that. The force with which Henry nestled into his half-hard cock said it all.
They laid there for some time…Thomas gently stroking Henry’s chest, torso, cock, and face from behind him as he held him tight. Words weren’t needed; in fact, they’d be superfluous. The tenderness of the moment said it all.
Finally, however, Henry broke the silence. “Sir?”
“Yes, my man?”
Pushing his ass back into Thomas’s softening cock so as not to dislodge it from its home, he said, “Promise me you’ll fuck me again. Just like that. EXACTLY like that”.
Before allowing Thomas to answer, he added, “…and Sir?”
“Yes, my boy” he responded with another gentle push into his hole.
“I don’t need to cum. I just want your cum. All night long.”
Smiling, Thomas responded, “Oh, you’ll get my cum all night long…don’t worry about that. But I’m making sure you cum too when the time is right. And when you do….”
Thomas pulled Henry closer, pushed his cock in deeper, and they both closed their eyes for what would be a very short nap.