I first met Randy through Craigslist one night when I was horny and alone in my hotel room. I used to stay at the Embassy Suites in Bloomington nearby the Mall of America. It was at this hotel I would stay monthly for a period of four years where Randy and I would hook up.
I was only in my upper 20’s at the time and Randy was 5 years my senior. He towered over me with a strapping frame of 6’5”, he had very thick and wavy dark brown hair, green eyes, a permanent five o’clock shadow, thick dark chest hair and thickets of lush hair under his arms and pubes and he worked out at the university gym every morning. His cock was one of the longest I’d seen at that point in my life, well over 9”, and very thick, cut. His large egg-sized balls were usually trimmed.
The first time I met him, when I opened the door to my hotel room I could not believe my eyes. He was an Adonis, and I thought maybe he’d see me and change his mind, but that didn’t happen at all. I was 6’, about 165, thick brown hair myself, brown eyes, short cropped beard, and a runner. I had a tight little ass back then, and still do. I welcomed him inside and he saw I was nervous, so we stood there and hugged and then he began to kiss me, and he melted my nerves away.
We undressed each other down to our briefs, and made our way to the bed. He climbed on top of me and we continued to make out while I slipped my hands under his briefs to feel his hard lightly hairy ass. I could feel his boner rubbing against my hip. I slipped his briefs off and he was now naked and I wrapped my arms around his strong, smooth, back, moaning into his mouth.
Randy rose up and straddled my chest and began to slap his throbbing hot cock across my face. I took deep breaths to inhale his musky scent and his pheromones had my sex drive off the charts. I stuck out my tongue and Randy slapped it with the head of his cock, until finally with all that teasing, he pushed it inside my mouth and I wrapped my lips around it and he slowly fucked my mouth, taking his time to reach further down my throat.
He began to reach behind me to probe my ass with his finger and I lifted my legs up for easier access. I had never taken dick so huge before, and this was before I discovered the power of poppers. I was too far into this for me to change my mind. Randy repositioned himself so now he was eating out my hole while I continued orally pleasuring his tool.
When three if his fingers fit inside me fairly well, he whispered, “I think you’re ready”. We started on all 4’s as he spit into my hole and pushed very slowly inside, bareback.I bit down on a pillow as I screamed to holy hell. His cock was immense and he was tearing me open. But I’m not a quitter and let him bottom out and he stayed inside allowing me to work through that initial wave of pain. Randy began with an intense slow fuck that left me babbling noises I’d never heard myself make before. The feeling of my ass being spread so wide and his cock discovering unchartered territory deep inside my love tunnel was too much stimulation, and I blew my huge load right into the mattress.
Randy pushed me down to my stomach and fucked me furiously, grabbing onto my shoulders pinning me down,and fucking using my hole to get himself off. My chest was sticky from all my own cum I’d spewed on the bed. Randy fell on top of me. “Oh fuck, you have a fantastic ass” he said.
We agreed to a shower to clean off. In the shower, I’d soaped him up good, running my hands over that hard hairy body and making out with him under the shower head. I’d made sure to get down on my knees to wash his feet, ankles, thighs, and ass, and took his wet cock into my mouth. I wanted more.
We dried off and Randy laid down on the bed and continued to blow him. When he was once again hard as a brick, I mounted him. I began to jerk off wildly as I rode his length up and down, squeezing tightly around his shaft. Randy reached up to pinch my nipples, and once again I was brought over the edge and shot my second load all over that hairy chest. Randy was so turned on as he fucked up inside me, I rubbed my hands through the mats if cum and fed it to him as he shot a second load into my guts.
Randy didn’t spend the night with me that time. I’d see him many more times over the next several months and my feelings for him were growing more intense. He’d fuck me in multiple positions all over the hotel suite and even once In the hotel pool.
It would be over a year later that Randy began to stay with me overnight and we’d usually fall asleep with his dick deep inside my ass after dropping his seed, spooning me, and we’d slept like lovers do. There were many times I’d wake up to either another load pumping inside me or a piss enema. My hole was always satisfied and I always looked forward to these trips.
As my time with the company was coming to a close, so was my time with Randy. He had accepted a teaching position in Oregon and i had taken another position with another organization, and we knew we wound never see each other again. My last trip was for 3 nights and for all those nights, Randy and I were together every one of them. We’d dine together and come back to the hotel room and fuck like rabbits. Randy must have emptied his balls no less than 15 times in those last days, all in my ass, and I’d be leaking cum all day long!
I miss Randy a lot and always wonder what he’s up to? Who he’s fucking, etc. I also wonder if things were different if I would have been with him. Our chemistry was terrific. We were completely uninhibited with each other and fulfilled our deepest desires together. That is a rare thing. But I look back and I’m so thankful we’d met. I think Sir Jace would have really liked him, too!
