Finally got up the lust or courage to be fucked. I was ready for something like romance, what I got was amazing,
I had jumped into discovering my gay self suddenly, accepting that I preferred looking at the cocks more than the beautiful women on the small screens in the seedy porn theaters and arcades. More on that in another posting. I slowly slid into actually living out any personal activities or experiences.
While on business trips in several cities, I discovered the most active theaters and arcades, and had finally bought a small trainer and a medium sized rubber dildo, lubed my ass and tried my ass out as a pussy. Over one week, I practiced again and again. Sometimes it just hurt, and other times I felt pleasure as I relaxed and hit the right spots and rhythms. Before the days of luggage checks and 4 oz. limits, I even travelled with my toys and jell. I signed up for an account on a gay dating site and met a few friends during work weeks to share blow jobs.
I was in Tampa for a two-week trip, without my staff. I hit the theaters every night, played “suck and touch,” and was getting increasingly excited. Work was a blur only in that I did not care much. I wanted to get to the hotel, eat hurriedly and hit a theater. Then back to the hotel after a “late biz dinner” to call the wife before heading to an early sleep. Often, I would go out again, since tickets for most of the theaters I visited were good for 8-12 hours,
By Saturday, I was dead on my ass. After a late breakfast I walked over to mall to kill the morning and was bombarded by lingerie. Got me thinking, so I left the high-end stores and hit the cheaper box stores, bought two bras and some slinky panties, and headed back for a “nap”. After taking some pics and vid clips, I posted them on the dating site. I spent a few hours calling my wife wearing my new panties and bra, stroking my cock, and was excited. I went out for the afternoon to the beach and surf side dinner before going to the adult arcades. Though early for the trade, I had a great time, saw some more sexier bra sets and returned to the hotel. Instead of heading out after the obligatory check in call with the wife, I decided to make it an early night, and then the next day I decided to stay in.
I posted that I was available for sex in the next 12 hours and was hosting in a nice hotel. I soon had a request to meet. I checked him out and gave him the hotel name and address. A middle aged Asian, average cock. liked to top. My first? Ok? I cleaned up and flushed out like the instructions suggested. I lubed my ass, then used the rubber cock to loosen up. Then I put in a pretty good-sized butt plug I had bought the day before, waiting for the knock on the door.
After almost 45 minutes he texted from the parking lot to get the room number. I heard two sharp knocks, as I had removed the plug and cleaned my ass. I must have not been prompt enough as there was another, harder knock. I met him in a robe, and he darted inside. He had not cleaned up from the hot day and was sweaty. But he was good looking. And when he stripped down, he was very fit, even buff.
He made no attempt at polite pleasantries. He stripped off his loose shorts, tight red bikini pants and T-shirt. He laid back on my crisp white duvet and spread his legs. I submissively crawled up, took his flaccid cock in my mouth and started to lick it and suck him. He responded very quickly, swelling and got hard. He was not exceptionally long, about 5 1/2 inches, just hitting the back of my mouth, However, he was thick, stretching my mouth to what I then thought was the max. I felt two firm hands suddenly clenching my head and changing the pace, holding me down, changing the angles and then really holding me down, closing off my nose so I could not breath. I started to panic, he felt me squirming and trying to pull away, and he pushed harder. I was so turned on I did not care if I passed out. I felt his cock swelling and lengthening even more and I thought he would cum. But he slowly pulled me off letting me recover my breath. He stayed hard and suddenly started stroking my shoulders and back as I still kneeled between his outstretched legs. His thick straight black pubic hair was wet from my spit and I found myself rubbing my cheek through it, licking his cook at the base, then up the shaft. His sweaty scent was divine and I inhaled deeply.
“I saw your pics all dressed up. Put something on.” His voice was gruff, commanding. I obeyed.
“Now, act girly.” I had no idea how, so I wiggled, twirled, walked and slumped my shoulders in deference. “You suck ok, but you need to practice on the girly part. Come here,” pointing at the bed next to him. Then he kissed me, hard, long, lots of strong tongue action. I kissed back and felt his hand on my swollen cock. I thought he would suck me, but he squeezed, a little hard. “Did I say you could get hard? No!” He pushed me onto my stomach and slapped my ass. Hard. Not a gentle slap, but a stinging, hard spank. Again. Again. He was pushing down on my back, and I accepted his dominance without even realizing my natural submission, and he spanked me more. I was tenderized, especially since a few of the spanks were with the heel of his hand and not just a slap of skin. I felt my ass stinging and with some deeper pain.
Then he kneed my legs aside, pulled my ass up, pulled my panties' crotch to the side and I waited for a gentle pressure of his cock on my asshole. That was unnecessary as there was no gentle anything, he pushed suddenly, hard and rammed inside. I did not feel a nice pop as I expected as his head went past the muscle and into the cavity. Nope, he rammed into me and I felt his harsh stiff hair brushing against me. Although I had opened earlier, lubed well, and all, it was so sudden and I was so tense that I screamed, silently to myself, and felt my ass ripped apart. He was not that long, but thicker than my medium rubber cock. He did not let me recover but started stroking his cock in and out. He did not come fully out for the first 10-20 strokes and I felt the pain continuing until I was feeling the pleasure more. Then, the bastard pulled completely outside, let my asshole close, and then suddenly forced his way back inside, not feeling much resistance at this point. He repeated this several more times, spanking me occasionally.
Then he withdrew, turned me over, saw the lube on the desk and walked over for more. He grabbed two pillows, gestured for me to raise my hips and placed them under my ass at the edge of the mattress. He lubed my ass, pushing some inside to make it slippery. He wiped his hands on the hotel bedspread and looked at me as if to challenge me to say something. I did not even hand him the towel I had on the bed. He stood by the bed and was leaning toward me. Grabbing my ankles, he lifted my ass up a bit, positioned his hard cock and rammed in again. As I looked at him, I felt several emotions and sensations. Then I noticed my cock, stiff and ready. I reached for it, to stroke myself.
“No!” he ordered. I pulled my hand away. He stroked harder, causing tremendous surges of pleasure as he hit my prostate again and again. He picked up his pace and I sensed his urgency. He hammered me one last time and I could feel his cock throbbing as he released his cum. Condom? I had forgotten to give it to him. I just laid there as he released his cum into my ass and held me down, still by the ankles. I loved the flow of his hot cum into my channel and squeezed reflexively, enjoying being his pussy. No smile, no speaking, he just stood there, my master, my first master. He pulled out slowly as he took pictures of his cock buried in my ass with his cell phone. I held in his cum and he said, "Push it out. I want to see your creampied ass." I did and loved the feeling as it drained out.
Then he crawled on the bed and gave me his cock to clean off. I did and said thank you. More pics.
One last deep kiss and then he dressed in his shorts and shirt and left without a “Thank you Ma’am.”
Almost breathlessly, I laid on the bed, reached for my ass, felt the cum dribbling out. I pushed my finger in the loosened, hurting asshole and felt so sexy. I saw the unused, but discarded condom on the bedspread at my side. I straightened my legs and felt for my cock, It was unleashed through a leg hole of my twisted panties. I was shocked to feel the puddle of cum on my stomach. I could not remember the orgasm. But I could remember everything else like a movie, and still do. That night the booths were a lot more fun as I sucked anyone who wanted my practice blow jobs.