📚 a new chubby to chase Part 2 of 2
← PreviousPart 2
a-new-chubby-to-chase-pt-02
GAY SEX STORIES

A New Chubby to Chase

A New Chubby to Chase

by Luvthechub
20 min read
4.64 (3100 views)
gapechubchubbybreedtoys
Loading audio...

I finally arrived at Braxton's hotel room. With my short delay, it gave him time to set up. He had cleared off the bed with only a fitted sheet remaining. The room's desk was closer to the side of the bed and set it up with lube, water for drinking, and two toys he had brought with him from home. Those two toys were imitations of average sized cocks. A good warm up, but well short of the limits of my ass hole.

As I walked in, I took in the sight of Braxton again. His limbs were thick and his ass wide. I bet most guys he hooked up with used him as a bottom. His chest was graced with two beautiful man boobs. Perfect sized nipples that made my mouth water. His belly stuck out about 5 inches from his abdomen, but was perky and soft. Braxton noticed my backpack slung on my left shoulder.

"What's in there?" He asked with an excited expression and much curiosity. "I hope it is full of some aids for tonight."

"It is, " I said. "I was thinking you might not mind if I brought some 'friends' to tag along, in hopes you were into that kind of thing. And, from the looks of this desk near the bed, I was right. When you started to add that third finger earlier, it made me think you might enjoy using my myriad of toys and seeing just how far I'll stretch for you.

Was I right?"

He sighed heavily with lust, "oh yes, you were correct. I would love to see how far I can open you up. May I see what you have brought?"

"In time." I said. "Each toy will be revealed as the need arises. Sound good to you?"

"That sounds great. I can't wait to reach your limit. I'm gonna stretch you gently, but make sure your limit is tested tonight."

Braxton was already down to his skivvies. So I quickly matched him and started setting up for a fun evening. He reached down and started rubbing my cock through my boxer briefs. His hands trembled from the excitement of it all. I reciprocated the action, rubbing his large belly as I slid my hand down to merely tease his frenulum before moving away to set my backpack on the desk. I looked up from the back pack.

"Go to the restroom for a minute so I can get set up. I don't want you to peek as I pull out my toys."

He obeyed and I was alone for a few minutes. I opened up my bag, immaculately organized. Each dildo had its own pocket and was organized by girth. In the front pocket, there were two sections separated by a thin piece of fabric sewn into the pocket itself. In the front section, I had different kinds of underwear ranging from thongs, crotchless underwear, and jock straps. The back part contained 3 butt plugs of various girth. I decided to change into a jock strap and insert a butt plug. As I imagined the things this sexy chub and I were planning on doing tonight, I became aware of both my anus and my penis throbbing with anticipation. Just the idea of having him slowly insert gradually bigger dildos like a make shift gang bang had me on edge. Not to mention the idea that I'd be exposing myself to a beautiful fat man's cock. If only they could all deposit a genuine load into my gaping hole.

Speaking of my gaping hole, I pulled out my mid sized butt plug, approximately 1.25 inches in girth. This would match his girth well. Removing my underwear and placing them in a side pocket of my backpack, I squeezed some lube on my chosen butt plug, bent over as I rubbed the tip of it against my greedy hole, and started working it inside. It took a minute, but I eased it in slowly, centimeter by centimeter until it popped in. My ass was needing a moment to remember being stretched earlier that day, but it has a good memory and was eager for more reminders of its best hits. Using a towel, I wiped away the excess lube. The jock I had chosen had a blue front cock piece and bright green straps that went around my waist and round each thigh to sit just under my gluteal folds. It accentuated my ass, isolating it from the rest of as a sign that I was a true bottom. It had been 5 minutes, max. But, I knew that when you're eager for something to happen, 5 minutes could feel like an hour. So, out of consideration for my host's anticipation, I decided I was done and he should join me.

"You can come out now," I called to the restroom.

"Are you all set?" Braxton asked while stepping out of the bathroom.

"Yeah, wasn't much need for setup. But, my rule is that I grab the next dildo when we are ready to move on. Are you good with that?"

"Absolutely," he replied. "Wouldn't want to spoil the..."

He stopped mid sentence, his large frame stopped mid stride, taking in the sight of me in my new regalia. His eyes were immediately brought to the jock I was wearing.

"Come here and let me take off those underwear. Do you like what I'm wearing?"I inquired.

He nodded his head as I knelt beside the foot of the bed and waited as he approached. When he got closer, I started rubbing him and licking him through his shorts. It wasn't long before he was at full salute and ready for action. I grabbed his waist band and slowly lowered it, hooking it on his member as I dragged them down. Forcing his dick to point downwards, I could see the outline of the base of his cock meeting his FUPA. As I went further, his V became more pronounced. That spot where the thighs meet the Fupa is so sexy. I kissed him there on both sides as I continued to reveal his rigid shaft. I paused and licked the 5 or so inches of his thick shaft thus far exposed. Then I leaned back to get a good view as I finalized my descent. With his dick hard, it was like a spring and bounced up to hit his Fupa with a satisfying smack. With a smile and a glance up at him, I made eye contact and moved to take him into my mouth again. I didn't try anything fancy, this was just something to keep him occupied as the butt plug did its magic on my rectum. After having him move to the bed, I squared up in front of him. With his hand on my head, moving with my bobbing motions as I swallowed his shaft, he attempted to reach over me to get a good look at my ass. His large belly pressed at the crown of my head which ended up pushing my head further into his pelvis resulting in deeper throat penetration. I began to gag and sputter but soldiered on. I had him completely in my mouth. His balls were effectively on my chin and my nose was buried in his pubis. My arms were around his waist and thighs, rubbing is legs and ass as I used my grasp on him for leverage. Though I hadn't been expecting his intrusion to reach such depths, it happened none the less. I stayed there to allow my throat to adjust to his cock being there. It was difficult at first, especially without the ability to breathe, but eventually got better. I moved my hands to his chest to fondle him and massage his sexy mounds. I was so aroused. It was turning me on having him all the way in my mouth and down my throat. With a couple more strokes of my throat, I heard him moan, or maybe it was more like a growl.

"Sean, if you keep doing that, I'm gonna release this river of cum right down your amazing throat." He said with a sense of urgency.

I immediately pulled off with a smack of my lips and a much needed gasp of air. I wiped away the mess on my face and stood up, allowing him to stand up, too. He grabbed my arm and guided me to the edge of the bed as he made his way around me, pressing his chubby girth and pudgy body against me. He lowered himself down behind me, placed his left hand on the front of my left thigh then reached up with his right hand to my back and gently guided me to bend over. He was greeted with a pleasant surprise when my cheeks began to part on my descent. I heard an audible gasp.

"When did you put this in?" He asked.

He moved his hands to my ass cheeks and gently spread them open to get a better look. I looked between my legs and saw him squatting. The sight was overwhelming. His fat thighs were spread open revealing his hard member saluting me. His thick fat pad was pressed into a sexy v shape that accentuated his cock. His belly sit above all that, wide and bulbous.

📖 Related Gay Sex Stories Magazines

Explore premium magazines in this category

View All →

"While you were in the restroom, I decided to give your eyes something to feast on." I said as I took in his figure.

"That is very sexy. May I remove it now? Now that my eyes have been pleased, I wish to feast on something else." He was a very polite guy.

"Yes you may." I replied with anticipation growing.

He guided me to the bed and had me climb up on all fours, ass facing him. He rubbed my soft cheeks and moved to grab the end of my plug. Slowly he began to pull on it. The only thing as good as feeling something go in is when it slides out too. He pulled just enough to start it moving then pushed it back in. He did this for a few strokes making my anus open up slightly each time. Then he pulled it out until my sphincter released it, essentially taking it out, but he didn't let the tip exit completely. He pushed it in again then pulled it out, then back in and out again. This last thrust in, he let it stay and had me lay on my back, ass at the edge of the bed, knees to my chest. I quickly complied.

Laying on my back, he knelt in front of me, slid my jock to the side, and began licking my balls. Sucking on my little ping pong ball sized testis as he fumbled for a good hold on my plug. He pulled out as he took my cock into his mouth. A unique sensation. Great feeling going in and another going out. An interesting technique. The slight sandpaper like feel of his now forming 5 o'clock shadow increased the sensation. A mix between pain and pleasure, which enhanced the pleasure. Standing up, he grabbed a towel and wiped away the excess lube. Discarding the towel he plowed his face into my ass again. Just as hungry as he was poolside. I wasn't expecting analingus, the lube after all. But I loved it and wasn't about to complain.

By now he had easy access to my hole and I found his tongue gliding in and out of my ass with ease. He was moaning as he tongued my brains out. Honestly, I had hoped he would be sliding himself in and out of me by now, his belly rubbing my cock as he plowed into me, but this was so good. One thing I hadn't notice was he grabbed one of his dildos from the desk. I discovered this as he rubbed the tip of it against my hole and all of it between my cheeks and against my taint. I was ready. I ached to feel his cock in me, but I wanted that dildo first. This realistic dildo pressed into my rectum with almost no resistance. It was smaller than his cock and mine, for that matter, but still felt good. With a couple of thrusts, he hummed to himself in thought.

"Hmm, I think we are ready for the next step, what do you think?" He said appreciatively.

"Yes, I think so." I said. We could probably even skip a stage or two if you'd like."

I hoped he would. Stage three was supposed to be his cock and I wanted it now.

"I'm not skipping any steps. I want all of these toys to be covered in your juices by the end of the night."

"Okay," was all I could say.

He went for the next size up, which was the first one I had removed from my bag and placed on the desk. He showed it to me and squeezed just a little bit of lube on it. He plunged it into my ass with only a slow entry, but a somewhat quick thrust to the hilt. I was shocked for a second as he cocked back for another thrust. I relaxed my hole as much as I could. This time the dildo slid in past the hilt and all the way in. It was a short double ended dildo with a slight curve.

"Now push it out for me." He instructed.

I gently pushed it out and it almost fell out of me. He caught it and placed it back on the desk. He picked up number three, and walked over to me. He knelt down again and took me in his mouth. Sucking my flaccid cock, he began spearing me with this new dildo. It was about the same girth as his boner, fully erect, and my butt plug. So it stretched me to the max that I had reached thus far this night. I moaned with pleasure as he sucked on me and fucked me at the same time. Within seconds, I was hard again with this dildo pressing against my prostate. Each time he inserted it again, it built up the pleasure and tension in my sack and made my dick throb. He made short work of me and had me about to climax.

"I'm about to cum, Braxton." I said with desperation on my lips.

Removing his mouth, he reprimanded me. "Oh no you're not. At least not with out me being inside you first."

He stood up and lowered himself just enough to get his stiff rod lined up with my ass. He slid the dildo out and replaced it with the real thing. It was glorious. His dick was so warm and real. It wasn't just physical, but psychological. I knew that while I was getting intense pleasure with the gentle stretch and prostate massage his cock was giving me, I was also satisfying his craving for phallic attention. The feeling was so good. I felt his balls smacking the top of my ass cheeks and lower back, his hips pushing me into the bed. His thrusts made his ample stomach rub my cock as he motioned back and forth and gyrated. His belly jiggled with the effort and his breasts bounced. I watched as his thick cock slid inside of me, his stomach rippling from each smack and his chest heaving with effort. I reached forward and touched his soft belly as he continued his onslaught. With the glands of his cock massaging my prostate and his chub massaging my member, I quickly built up to orgasm again.

"Oh my gosh, Braxton. Keep going. I'm getting close. Your cock feels perfect in my ass. I want you to fill me up. Shoot your load in my ass and finish making me your little cum slut." I was craving for that cum.

"Fuck!" He said. "You want me to breed you?"

"Yes, breed me."

"I'm gonna give you every drop."

With my encouragement, he renewed his vigor and started going harder. His cock started feeling even better as I felt him engorge further with added arousal. My climax was at its peak and I shot my load on my stomach, chest and face. As he saw me cum, he couldn't hold it anymore and reached his final ascent into pleasure. I could feel him pulse inside of me and the warmth of his cum move within me. He kept thrusting with each throb of his cumming shaft. It felt like he was gonna make my ass erupt. I loved that this fat guy was also giving me his fat load. The amount of cum was surprising despite my experience with it earlier.

Finally, starting to lose rigidity, he pulled his flaccid member from my dripping ass hole. His fat pad was lightly glazed with cum and lube. I had been able to hold onto most of it, but some dripped out as he removed his tip. I rolled over to the desk and grabbed dildo number four. This one was about two inches thick. I knew I'd be able to take it with all the proverbial and literal lube that was there. I handed him the dildo.

🔓

Unlock Premium Content

Join thousands of readers enjoying unlimited access to our complete collection.

Get Premium Access

🛍️ Featured Products

Premium apparel and accessories

Shop All →

"Please continue," I begged. "I want you to reach your goal of covering each of these with my ass juices."

"Sure you don't need a rest?" He asked with genuine concern.

"No, I'm good. I'm definitely good. So far this has been so amazing and you've been so gentle." I replied with a fawning tone.

"Alright, turn over on all fours, ass up head down. We don't want too much of my cum getting out, right?"

"Right." I said as I rolled over.

I placed myself beside the desk near the corner of the bed. Placing my knees at the edge, I laid my face on the bed and reach behind myself with both hands. Gripping my ass cheeks, I spread my ass wider to allow for a good visual. Braxton was not disappointed.

"Fuck yeah," he cried. "Spread your greedy hole for me. Show me how much you want to get fucked."

"I'm ready," I said. "Be gentle, but not too gentle."

After cumming, I knew my ass had tightened up a little bit, but I was hoping Braxton's thick shaft would have helped me maintain my slackened muscles. I relaxed completely as I felt him rubbing the dildo against my crevice giving it a layer of lubricant. There was a fair amount there, the lube had been added with each dildo and was now mixed with his cum. He placed the tip of this 2" thick cylinder against my wet hole. With a gentle push he got the first half inch in, but hadn't reached the widest part yet. That was at the corona of the faux glands. I braced myself for another push and relaxed my hole further. As it stretched my opening, I pushed and asked him to push a little harder. With a sucking pop sound, it slid in. My eyes opened wide as I felt the familiar stretch. It was intoxicating. Braxton left the dildo there for a second as I acclimated to the drastic change. After a moment I gestured for him to continue and he pulled it back out and did it again. The second and third go went about the same as the first. My anus was clamping down around it as it attempted to stretch me. Come the fourth and fifth slow thrust, it began to get easier.

Braxton checked on me as we went, making sure I was ok. I reassured him that I was fine and would let him know if it was too much. However, I wanted to show this guy what I could do. I was eager to impress. With my anus relaxed again, Braxton started thrusting more fervently, his thickness swaying with the effort. He began going deeper. Then he would take it out completely, then put it back in, careful to make sure I felt no pain. As my opening began to loosen, he pulled out again.

"Pull your cheeks apart and hold it there." He instructed.

I obliged and asked, "am I gaping?"

"Not quite yet, but it's getting close."

He put it back in and fucked my ass ferociously. I was getting pounded like I wanted. I looked back at him and saw his phallus was erect again. Reaching for him, he noticed and stepped closer for me to stroke him. His dick was a bit sticky and I knew that wouldn't feel great. I reached back and put my hand around the dildo that was currently fucking my ass, collecting some of the liquid concoction. I grabbed his penis and began stroking him. I tried to match the rhythm of his thrusts into my rectum. I moved my hand to fondle his large orbs, and massage his fat pad. Pressing my hand into his fat increased my arousal. After thrusting in one more time, he tried to slip an additional finger in to prepare me for the next step up. He went in with some difficulty, but still no pain. So now I was getting fucked by a thick dildo and his finger. I was enjoying the stretch and his patience.

"You can move on to number five," I said as I reached into my bag and pulled out a 2.3 inch thick dildo.

"Ill take that," he said, playfully snatching it from my hands.

"Could you add some more lube while you're at it?" I pleaded.

"As you wish."

The next dildo did much the same to me. A couple initial thrusts and then penetration. After that, a few slow full penetration and I was ready to go. Braxton's cock was still in my hand, stiff. He was enjoying me gaping my ass for him. Spreading it for him and letting him into the most intimate regions of my body. With his cock hard again, he alternated between fucking me and stretching me with my dildo. I loved feeling him pressed his body against me as he inserted himself in my loosening asshole. Soon, we went to number 6, and he was in awe with its girth.

"You can take this fatty?" He asked in bewilderment.

"And that's not even the biggest," I said. "I would think you would have realized I love a good fatty by now."

"Yes, I figured with the way you run your hand over the chubbiest parts of me, you enjoyed it."

Once again, he began the stretching process with this new toy and made quick work of it. My rectum was beginning to recall the many times before when I had inserted this old friend. I was accepting it eagerly, with little to no resistance by now. Braxton continued to alternate between dildo and real cock. I was being pounded by so many cocks tonight. It might have been only one man doing the work, but the fantasy was being entertained, if not quite satisfied.

Then we moved on number 7. This one was my favorite toy. The biggest and it came with a cum tube. I really enjoyed being bred, if you couldn't tell, and would inject fake cum into myself every time I used this dildo. I would have done it daily if it was as satisfying as the real thing.

Enjoyed this story?

Rate it and discover more like it

You Might Also Like