For the next several months I would meet Jessica a couple times a week after I left work. She introduced me to some of her tranny friends and I eventually started playing with them as well. These days I get my ass plundered three to four times a week. Life has never been better.
--THE END--
A Lover’s Revenge
Thankfully, his legs were tightly bound, otherwise he would’ve kicked me straight in the face. I gripped one of his ankles and began tickling the bottom of his feet. I tickled the bottom of his feet faster and faster, enjoying his desperate pleas for mercy.
Jason was tickling under both of Weston’s arms. And if that wasn’t enough, he was also biting down on his nipples. Oh my god, it was so hot.
Sweat broke out on Weston’s forehead. Sweat covered his whole glistening body.
****
I squirted lube into my palm and slowly rubbed my hands together, eyeing Weston the whole time. His cock seemed to be twitching on his belly. It had a mind of its own. I couldn’t wait to fuck with it. By the end of the night I knew that I would have him coming multiple times, shooting come off the walls, and howling at the moon.
I ran my lubed fingers up and down his cock, then slowly picked up speed. He was trembling. I went up and down the thick, rock hard shaft, gently grazing the head.
“Let me get some of that in my mouth,” Jason said. “You always did like coming in my mouth. Didn’t you?”
Jason stuck out his tongue and licked the head of Weston’s cock. It wouldn’t be long now. I jerked it harder up and down. Since my other hand was covered in lube, I easily slipped a couple of fingers into his asshole. But he was still holding on, refusing to give in and come, fighting for the last piece of dignity he had in his life.
“You know how goddammn embarrassing it is to be associated with the flamboyant as fuck down low Congressman?” Jason said.
Weston was nearly in tears. “No don’t do this to me, please what have I done to you?”
I tugged on his cock harder and harder and managed to jam four fingers into his asshole. I could see in his eyes that he was going to come.
“Yes, yes, yes, come on Weston let it go and come in his mouth. Come right in his mouth you know you want to…”
He was shaking and squirming from side to side. I knew he wanted to let it go, to bust a huge nut, but he feared the consequences. He held on with everything he had. His muscles looked deliciously defined. They glistened with sweat.
I’d never had so much fun in my life. I wanted this night to continue forever.
Jason was sucking hungrily at Weston’s dick. He looked like such a cum whore. I yearned for the opportunity to thrust my hard dick in and out of his mouth. That would have to wait for now. First things first. It was way too early to let Weston off the hook yet.
I gradually slowed down my jerking of Weston’s cock. He seemed relieved. Jason noticed what I was doing and looked at me with surprise.
“What’s up?” He asked. “Are you done with him?” I could hear disappointment in his voice.
I laughed and patted him on the shoulder. “Definitely not,” I said. “I just want to try something else on him.”
“Like what?” He asked.
For a moment I stared at Weston’s exhausted body. He was trying to catch his breath. While he seemed to be enjoying the brief reprieve we had given him, his eyes were still full of fear. He knew that this ordeal was far from over.
I paced around the room for a few moments, searching for ideas. Then it came to me in a flash. I couldn’t contain my excitement. A huge smile broke out on my face.
“You thought of something?” Jason asked.
“I think so,” I said.
Jason sat on the edge of the bed, his eyes wide with excitement and anticipation. “Well, don’t make me wait any longer he said.”
“Do you remember if your ex-lover was ever ticklish?”
Immediately Jonathan’s yes lit up. “Ticklish?” he repeated turning towards Schock.
The ex-congressman began shaking his head wildly back and forth. He was clearly afraid of what was coming next.
“Yeah, did you ever have a chance to tickle him and find out where his weak spots were?”
Schock twisted his body back and forth on the bed. It began to make loud creaking sounds. I was afraid that he might break it. I had to calm him down. If he broke the bed, it would cost me thousands of dollars to replace it and I would never be allowed back in this hotel.
“Quit it Schock!” I yelled.
He ignored me and continued his wild movements on the bed, as desperate as ever to get free.
I rushed toward him with my fist raised over my head. He attempted to duck his head from the blow. I caught him square on the mouth. He winced, then moaned in pain. It wasn’t what I wanted to do. Too bad for him. He would learn one way or another.
“Do you still want to know about his…” Jason smiled wickedly, “weak spots?”
“Yes,” I said, “This bastard definitely needs some tickling.”
The fear shot back into Weston’s eyes. He knew better than to start squirming.
I started laughing. The anger in Weston’s eyes intensified. If he had been able to break free, I didn’t doubt that in that moment he would have tried to kill me. And given his size he might have succeeded.
“Well, Jason, today you’re going to get you chance to tickle this asshole all you want. I’m gonna to help of course.”
Jason’s eyes were on fire with lust.
“You start on the armpits,” I said, “And I’ll work on the bottom of his feet. This will definitely send him over the edge.”
Jason got in position and began tickling Weston’s armpit. Right away the tickling had an effect.
“No no no no, please no, stop, I can’t—”
Thankfully, his legs were tightly bound, otherwise he would’ve kicked me straight in the face. I gripped one of his ankles and began tickling the bottom of his feet. I noticed right away that his cock had grown even larger and harder than I’d seen it before. It was twitching on his stomach, ready to shoot its load.
I tickled the bottom of his feet faster and faster, enjoying his desperate pleas for mercy. Fuck you, asshole, I thought. This is just what you deserve.
Jason was tickling under both of Weston’s arms. And if that wasn’t enough, he was also biting down on his nipples. Oh my god, it was so fucking hot. I had one hand tickling the bottom of his feet and with the other hand I grabbed on to his cock. It felt so hard in my hand.
Sweat broke out on Weston’s forehead. Sweat covered his whole glistening body. I could feel his cock pulsating in my hands. I could feel the cum rising through the shaft.
“I can’t I can’t, NOOOOO.”
AHHHHHH, he finally let it go. Cum spurted wildly from his dick. I swear it hit the ceiling and the surrounding walls, as Jason took the massive cock out of his mouth so he could marvel at the huge load. Weston was panting and sweating. He closed his eyes, and for a few moments it seemed like he was going to pass out.
“That was a beautiful load,” I said. “But unfortunately you broke the terms of the agreement. I might as well go get TMZ CNN, and NBC on the phone.”
“No, you asshole. Why are you doing this to me? I’ll give you money anything you want. Please!”
I looked at Jason and shook my head. “He still thinks that he’s going to pay his way out of this…”
“Typical,” Jason said with a smirk. “He always thought that throwing money around was the way to solve problems. Politics tends to attract those sorts of assholes.”
We had brief laugh together. “What next?” Jason asked.
“I’m not sure. Maybe we should ask the ex-congressman what he would like to do now.”
“Please do anything you want, but promise me that you will destroy that tape. That’s all I want.”
I took a minute to consider my next course of action. I definitely wanted to go public with the video. But what would be the harm in
giving him another chance?
“I’m gonna give you another chance,” I said. My eyes quickly scanned the room. I noticed an empty pint glass sitting on the kitchen counter. An idea came to me instantly. I hurried over to the counter and came back with the glass.
“What are you going to do with that?” Weston asked.
I smiled. “Just one more test for you to pass, that’s all.”
“But I came. I couldn’t contain myself. What else do you want from me?”
“I’ll give you one more chance to get out of this. But instead of holding back, now I want you to release as much cum as possible.”
“How much?” He asked.
“This much,” I said, holding up the pint glass.
“What? That’s fucking crazy! There’s no way I can come that much.”
I looked over at Jason. He was smiling and shaking his head.
“This is going to be fun,” he said.
This was definitely going to be fun. Jason was right. Whether or not Weston could meet the terms of the agreement, didn’t really matter. I was going to fully enjoy watching him groan and strain and try to pump more cum from his cock than he ever had before.
A whole pint glass. It seemed crazy to me too.
But why not go for it? Most guys wouldn’t have been able to come close. Weston wasn’t most guys though. Most guys weren’t built like him. And most guys probably didn’t have as much testosterone pumping through their bodies.
My cock jumped in my pants.
“There’s no way I can come that much, please. Give me something else to do. Anything.”
There was no way I was going to change the terms of the agreement.
“I’m sure you can do it,” I said, looking at Jason with a smirk on my face. “You better. Or else.”
“NONONO.”
I handed the pint glass to Jason. “I’m going to work his cock and ass,” I said. “You hold the glass and catch as much of his cum as you can.”
Jason hurried into position. “This will really be something,” he said. “I’ve seen him blow some big loads, but nothing that ever came close to this much.” He held the pint glass in front of his face and stared at it dubiously.
“Don’t worry,” I said. “As long as we work together, I’m sure we can get him there.”
This is exactly what I had wanted when the night began: a chance to push this asshole past him limits. If he didn’t go past those limits tonight, he knew that his life would be forever be ruined. I relished that feeling of power and control.
I began slowly jerking Weston’s dick. His body had relaxed and his hard dick had turned soft. Getting him hard again didn’t prove to be all that difficult. A few tugs on his cock and my soft lips pressed against the head. He grew stiff as brick.
I sped up the rhythm of my strokes. Began pumping the hard cock in and out of mouth. Jammed one, two, then three fingers into his asshole.
He immediately got wet and started squirming.
“Oh yeah,” he said, “Keep working my ass. Push more fingers in there. Please go deeper.”
He didn’t have to ask me twice. First I needed more lube. Jason tossed me the bottle. I squirted some in my palm and went back to work on his asshole. It wasn’t long before I got four fingers and then began pushing my whole fist into his hole.
He wrigled with delight. “Oooohhh,” he said. “I gonna cum.”
Jason clamped down on his nipples and tickled his armpits. Weston began giggling and shaking uncontrollably and seconds later the cum began spurting from his dick.
Jason picked up the pint glass. I aimed Weston’s spurting cock into it. He pumped out a huge load.
He was panting and sweating. But there was a smile on his face. It was the first time I’d seen him smile all evening. I wondered what he could possibly be so happy about.
“Oooh, that felt so good,” he said. He was laying on his back with his eyes closed. “Did I almost fill it?” He asked.
I looked at the pint glass. It wasn’t near being full. Yet he had shot a very impressive load.
“Not even close,” I said.
He lifted his head up and darted his eyes around the room. “What? That’s not possible! I’ve never cum so much in my life.”
“Oh come on now,” Jason said. “You know you’ve got much more in you than that. Remember the last time we were in L.A.? You were like a fucking machine.”
“How much more?” Weston asked, then he swallowed hard as he waited for an answer.
“Five, six, seven more times,” I said. “That really depends on you. “
“Five or six?” Weston said before falling back on the bed.
With some more tickling and fisting of his ass, we quickly brought him to another orgasm and another one after that.
“Almost half way,” I said. You’re doing well.
“I can’t do anymore. This is already more than I’ve ever come before.”
I backed away from Weston’s prone body. He was completely out of breath. So was I. I needed a minute to gather my thoughts. Jason was working his fist in and out of the stretched asshole.
I took the pint glass from Jason. It was three quarters full. I couldn’t believe it. One more good load and he would have reached the goal. What a fucking stud.
I knew how we would get the last bit of cum from him.
“Jason, pull your fist all the way out. I want to take a good look at the faggot’s hole.”
He slowly eased his fist out of the stretched asshole. It had been a long time since I had seen an asshole so completely stretched. Jason wore an expression of sadistic satisfaction on his face.
Weston seemed like he was on the verge of passing out. I smacked him on both cheeks a few times and brought him back to his senses. I couldn’t blame him for feeling as he did. Yet I didn’t feel sorry for him. He was getting exactly what he deserved.
Jason spread Weston’s asshole. “Look at that gaping fucking hole,” he said, his face beaming with pride.
Yep, I knew exactly what would come next. There were so many people who would have paid tons of money to be in my position. And things were only going to get better. Tying him and torturing him was one thing. Getting an opportunity to pound him in his ass was something so much sweeter.
This was the final act of degradation. The final act that would break any pride or resolve he still had left.
I licked my lips and began stroking my cock. I had cum several times myself. Within minutes I was hard again. I rubbed a thick glob of lube on my dick and stroked myself a few more times while staring at the gaping asshole.
I looked at Jason. He knew exactly what was on my mind. He picked up the bottle of lube, squirted some in his palms, and began rubbing it on his dick. I reached over grabbed his cock and jerked it a few times. He gladly returned the favor.
“Thank you,” Weston said, “thank you for finally letting me go. I’m so grateful.”
Jason and I stared at each other with mischief in our eyes. This asshole thought we were done with him.
I held the glass in front of Weston’s face. “Remember our deal,” I said.
“No no please, no more. I can’t cum any more.”
“I’m sure you’re got at least one more load in you,” Jonathan said.
“Fuck you,” Weston screamed.
Jason looked like he was about to strangle his former lover. I held him back and told him to him to relax. There was still more work to do.
“I agree with Jason,” I said. “You’ve definitely got another good load in you. But I think we’re going to have to fuck this last bit of cum out of you. A nice pounding of your ass should get a few more drops of cum from you. And that would be just enough to get you across the finish line. What do you think?”
Weston’s eyes opened wide. “Pounding my ass? I’m not a fucking bottom!”
“Well, tonight you will be,” Jason said.
“Oh no no no no no, you’re going to hurt me,” he cried.
“Pound t
hat fucking ass,” I said. “Pound it.”
Jason picked up speed, grabbed Weston by his hips and rammed his cock in and out. I could taste the precum on the ex-congressman’s cock. It wouldn’t be long now. I jammed it in and out of my mouth, then started taunting him.
“It’s all over now…just let it go…you won’t have to live your life in the closet anymore you can be free.”
“No, no I don’t want to be free please let me go…”
Jason was grunting and sweating profusely. He started yelling at Weston, “Come you fucking asshole, be the faggot you’ve always wanted to be.”
Suddenly he stopped pounding and pulled his cock out.
“Oh you know want all this cum in your mouth, don’t you?”
“No no no,” Weston shook his head wildly. Jason hopped on the bed, got down on his knees and began jerking his hard cock in front of Weston’s pretty face.
“Ooohhhhhhh, keep fucking me, keep fucking,” he said.
I opened my eyes and saw Jason splashing cum on Weston’s face. He was twisting his head from side to side trying to avoid the spurts of cum. That just made me even hornier. I could feel the cum rising in my cock and I knew that it would only be a matter of seconds. I gripped Weston’s cock even tighter and tugged on it.
Moments later he began shooting cum again. I pumped my load in his ass, while Jason picked up the pint glass and tried to catch the last few drops of Weston’s cum.
I slowly pulled out of his asshole and stepped back to stare it. A long trail of cum slowly oozed out of his hole. It looked delicious. Absolutely delicious.
Jason was staring at the pint glass in amazement. “He fucking did it,” he said. “Holy shit.”
I couldn’t quite believe it either. I figured that I might have been hallucinating. I got a drink of water and came back and stared at the glass. He’d done it! He filled the glass right to the rim!
“You did it Weston! Congratulations”
“What? I filled the cup! I did! I really did! Ok, now let me go!”
I stared at Jason. He shrugged his shoulders as if to say he really didn’t care what I did next. He had gotten his revenge. This rest would be up to me.
Interracial Romance: Gay Romance: Bound By His Own Desires (MMM Endowed Black Men Bondage Threesome Romance) (A Billionaire's Freedom Book 3) Page 94