What was it I was looking for? That was the question from Chester as the Latin trash truck driver was online looking for playmates.
"You able to get fucked? I notice you say you're a bottom, but I haven't seen one photo of your hole," he said to me.
I wasn't too keen on creating naked photos of myself as I wasn't the proudest of my body, but Chester, a young guy who measured at five foot nine, 160 lbs., stated that I was "grand in his book."
"There's nothing like fat pussy," he added as he himself was married to a woman with three kids.
Like Zay, he explained he wasn't getting it at home, and needed to venture out in order to heed his needs.
"I can always host here in the early afternoon. The wife is gone at work, and the kids don't come home until around 5 p.m.," he added as he usually finished his shift before noon.
I checked out Chester's profile to see the 33-year-old carried a six inch cock, one that wasn't the thickest, but with a cremini mushroom-like tip. He was of light brown complexion, smooth all over except for small follicles around his cock and balls, and he claimed he was versatile, being just as susceptible to take a cock just as much as throw his.
"I really want to fuck you," he messaged. "I'll host so you can remain discreet."
I had nothing to hide for my family was far away, and most friends were always on leisure travel and never home. I'd already hosted Zay a month prior with no hitch, and right now at 12 p.m. on a Monday I had a serious itch that needed scratching.
"I've never done this before, " I told him as that seemed to pique his interest more.
He claimed he'd be honored to "open me up," and that "he would make sure I became addicted to cock."
"I pride myself on getting a man off, too," he told me. "And if that means fucking you continuously until you pop all over yourself, then we'll make it happen."
I was reading his messages then scrolling back to his profile to contemplate how I would let this man invade me. I wondered if I could even take cock, or perhaps I, too could give it for I was getting hard thinking about being naked again with another man. Chester had a nice peach on him, and I for one recalled what it felt like to infiltrate my wife, and cum due to her brilliant pull. I agreed for him to come over, and 30 minutes later I saw his pickup pull in my driveway as I checked my security camera.
"Hello. Nice to meet you," as I said I opened the door.
We shook hands and I let him in, and we walked into the first guest room where we could talk and I offer refreshments.
"I hope this isn't an interview. Either we're gonna fuck, or not fuck, grandpa," he said to me as his tone somewhat turned me off.
"We will fuck, but I wanna make sure the man that's sitting in front of me isn't some crazed maniac," I told him.
I had up my "wall," but for some reason deep down I was super nervous, as Chester carried somewhat a thug disposition when in front of me. Zay wasn't as coarse, not nearly as rough around the edges when he approached me, and that allowed me to feel normal and do whatever with ease. Chester's accent was strong and tone aggressive, and I was about to ask him to leave until came over to me and lifted my shirt, just to plant his lips on my left nipple.
"You want me gone," he asked.
"Not if you're gonna do that," I told him as I laid back.
The tide switched once Chester nursed on this left nipple while caressing the other. I opened my legs as the only other garment I was wearing were my Fruit of the Looms, my little cock poking through with a oozy-like dot in the middle from my precum.
"You still want me to leave," he asked before slipping a hand in my underwear to play with my cock and balls.
He then went lower in my underwear and slipped a finger in my hole, and I lost my breath. I told him to ease up as I was naturally tight, but then he found my prostate, and lightly rubbed it to make me shiver, thinking I had to pee.
"You don't need to pee, baby. If anything you need to cum," he told me as he treated my prostate as if it was a piano key . That's your spot baby, look at your face!"
The confusion within my body turned into pleasure as I didn't want it to end, as I would find myself riding his hand, giving myself self-gratification. He pushed in deeper and I winced, then grabbed his hand as I wasn't sure I could take any more pressure.
"You say you wanna get fucked, huh," he asked as he let that finger wiggle more inside me.
He reached a depth I didn't ever experience and when he pulled his finger out, I felt my hole tingle then shudder, with my body falling in line to provide the same reaction. He slipped that finger in my mouth and I rejected it at first, but once I noticed I was clean, I sucked it thoroughly, leaving some saliva on the tip so he could re-enter and repeat.
"There you go. Ride it," he said as he had me gyrating on his finger, riding it like a horse.
It felt amazing to have this controlled motion caused by this short man that was such a patient figure, a guy who didn't mind helping me explore new heights. He finger popped me for a few minutes and gave me glaring orgasms, making me rain internally for when he finished, I had a damp spot on the surface. I begged to return the favor by sucking his cock and he laughed me off, telling me that I wasn't ready for the penetration he'd offer.
"I'd hurt your little pussy," he said to me.
"Hurt me, baby. I need it, I'm soooooo ready, Chester," I told him.
I was ready for the next step in man sex, perhaps seeing if I was built for this position or perhaps being the one giving cock. After all, Chester claimed he was verse, and his little peach was one to play with, as I even offered to tongue fuck him only for him to decline.
"Maybe next time, this is about you," he told me.
He stood up and came out of his clothes while I moved to the edge to the couch, eager to get my hands, and mouth on his tool. It was a struggle to get my lips around that tool, but I did it, and he would push forward to where I managed to receive his entire cock to begin a slow face fuck. I had my eyes closed while I grabbed on to his hips, allowing him to tap my throat muscle as he went back and forth, grimacing from the feeling of my grip.
"You can definitely suck some cock," he said while I rubbed his ass cheeks, trying to get my hands inside until he grabbed my wrists. "Just suck the dick. You can play with my ass later."
I just wanted to return the favor of what he'd done to me, as he turned me out in a way where I felt I was ready for my insides to be destroyed. Each time his cock head bordered my throat muscle, I felt my hole twitch, as I anticipated how'd it feel for him to pop inside and rummage to my sphincter. He kept juking his hips and I'd feel that dick of his throb, and he'd pull out, claiming he was getting close and would rather fill my ass than my mouth. He moved back and I got off the couch to turn around, and poke my ass in the air for his convenience, and he'd spit on his hand and rub my rosebud. He asked again if I was sure, and I told him yes, and I'd feel his massive cock head rip my hole open, having me scream as it felt like glass was pulled out of me.
"Holy shit," he said as he pulled away.
I was laughing, not as ready as I thought after he'd fingered me pretty well. I'd instruct him to go into the bedroom and grab the Astroglide, and he'd come back to smear some on my hole, then stroke his cock in it before he'd playfully tap my hole with his tip.
"Try again," he asked.
I didn't say a word, instead letting him push that pipe inside me and repeat that same disastrous feeling, with this time him not pulling away, rather pushing in and giving me every inch of his manhood. He grabbed my ass cheeks to keep me stable and from running as I jolted forward, and I tried to toughen it out until he was completely inside of me, my hole feeling his pulse through his cock.
"I guess this is what I signed up for," I said with a chuckle.
The experience had me sweating and panting, truly wondering if I was cut out to get fucked as the entry hurt like nothing else. He smacked my ass a couple times and I ranted.
"Don't, don't do that," I said with a laugh. "Not yet anyway."
He pulled out of me as he became irritated from what I could tell, but then he spread my ass cheeks, and I'd feel his goatee touching my skin and his tongue plunging inside of me as this was a surprise relief. I lost all common sense while he ate my hole as he performed as if he was trying to make up for what happened.
"Better daddy," he asked.
"Yes baby, eat that cunt honey, and don't stop," I demanded.
He had my walls riveting against that tongue the way he devoured me, twisting his face side to side, guiding his tool to touch each and every inch in diameter. I felt like a piece of fruit the way he munched as it almost seemed he couldn't get enough, but he did enough just to re-enter me successfully as his mushroom seemed to fall in, and he could push and pull that shaft as the orgasms like before repeated, except this time they were times two in level of delight.
"Go slow," I told him, but even in that level of speed he hit spots within me that had me embarrassed to react.
It was clear Chester could fuck as he was diving inside my fold with the perfect stroke, pushing that cock at different angles of my hole, hitting the "p-spot" every third or fourth poke and making me precum. After a few minutes he had my hole "talking back," belching from the pressure and the flooded release from my twat as he couldn't miss. I was whimpering and whining out of control, singing praises for him opening me up without actually saying the words, just letting him know I was grateful.
"Finally got that cherry popped, huh," he said as he sped it up.
My well was no longer dry as he drove that dick deeper, pounding away as I was a anal virgin no more. He opened the doors to me becoming the best cock slut I could be with every thrust he executed, every imprint created from that big head on that cock that was providing me so much joy. I claimed I could fuck Chester, but my position was settled: I would enjoy getting fucked more than throwing a cock. I knew I loved sucking it, and Chester proved to me I would be a better receiver as he gave faster digs into my system. Hell, I didn't want him to stop but he claimed my tight pussy had him on the verge of cumming, and once he placed his hands on my shoulders as he pulled from behind, that was all she wrote as he filled me up with his semen, me feeling that hot fill splatter against my walls, my prostate, triggering my own climax. When he finished he pulled out of me and I laid face flat on the couch, not caring of my sweat embedded within the fibers.
"Rocked that ass to sleep," he said in an arrogant manner.
He smacked my ass a couple times then went into the bathroom, and I laid there, feeling like a new chapter of me was being written. I felt I could've gone another round the way he gave me his log, but it was smart that he stopped, for hours after he left my hole felt a little different, and I went to examine to see he beat it up pretty good and made it all puffy. Chester would pledge to return again, but he never did for one reason or another, but I knew I was on deck to get some cock, preferably now black cock, when I needed, or wanted.
The void I experienced was no longer. I found what I was looking for.