A New Chubby to Chase Pt. 02 by Luvthechub

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.

“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.

report As Braxton pressed the final toy to my relaxed orifice, I could feel the first inch slide easily inside of me. From past experience, I knew this wasn’t going to take long. My hole was reaching its max, but it still had a little to go. As he pressed, I pushed to accommodate the head. It felt amazing being split open like this. With a fump, the last and final dildo of the night was in. The corona past my sphincters and remained there for the time being. I started pushing back on it, fucking myself as Braxton held the dildo steady. I wanted to reach for his inviting crotch, with all its rotund glory, but I needed both my hands to stabilize myself. I pushed back until I couldn’t anymore, then went forward. I pushed back again, trying to take this monster to the hilt. My ass was so sore, but it was a good sore. I went back and forth until my ass completely swallowed my huge dildo up to it’s flared base.

Braxton took over after a few seconds and gradually increased his pace. He was doing small thrusts at first, making sure to return to the hilt after pulling out only a couple inches. That felt great, it would relieve the pressure then apply it again. This motion made my hole stretching bearable. As the pace increased again, so did the length. He pulled half way, then most of the way. He eventually started letting the corona of the glans peak out from my opening. With his blood still churning, he got the urge to see me take it faster. He sped up and was pounding me harder. From the tip to the bottom he would slide this beast into me and pull it back out. Tearing into my ass with lust in his eyes, Braxton pulled the mammoth free and told me to spread again.

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