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.
"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.