After finishing school I got a job in a large and successful warehouse as their computer expert. Fortunately, I was paid an above average salary because of my considerable computer knowledge. Being a geek in high school had really paid off. I was average looking and measured five-foot-nine inches tall. I weighed about one hundred and forty-five pounds and had an attractive physique. No, I didn’t wear geeky spectacles and my vision was very good. I was no stud but had a slightly above average seven-inch circumcised cock. People did not stop and stare at me in awe, but being nineteen years of age was certainly an advantage.
When I moved to the small city where I was employed, I was greatly relieved to finally get away from my family. I could now embrace my homosexuality with no qualms. The small apartment that I rented was very private and extremely well situated. After starting my new job, the ensuing ten months of my sex life was almost non-existent. One evening, however, my life changed significantly. While purchasing a porn DVD in the Adult bookstore near my home, I was asked if I wanted to visit the cinema. I had no idea what the person behind the counter was talking about, but inquisitively I paid the required amount and entered this den of iniquity.
The back section was rather seedy, and there were two cinemas. More accurately put, they were television rooms. Both rooms had flat screen televisions and a dozen or so chairs for viewing. One was for straight porn and the other played gay porn. There were several cubicles for private viewing. At the far end of this compound, there were another four larger glory hole cubicles. To the one side of these cubicles, there were stairs leading up to a platform located behind the booths. I climbed the stairs and observed a fairly good looking man standing in front of the furthest glory hole.
I immediately descended the stairs and entered the cubicle that he was facing. I was presented with an uncut cock that I instantly started to suck upon. Being no oral expert I did my very best. He bent down after a while and told me to keep my head still so that he could face-fuck me. I obliged, and he started thrusting rapidly. As I relaxed the process became quite enjoyable. With supreme concentration, I was eventually able to accommodate his entire dick, in my mouth. I heard him instruct me to use my tongue, to which I complied. Shortly after, he shot his load into my mouth. The taste was quite pleasant, and once finished he pulled his pants up and left immediately.
After my initiation into oral sex, I milled around for about thirty minutes. There was no further action. The other two patrons I encountered simply did not do it for me. I left elated, if somewhat disappointed. After my initial visit, my routine at the bookstore was restricted to two visits a week. I would visit for an hour or so on Wednesday evenings and would spend about two hours at the establishment, late on a Saturday afternoon.
The visits, following my initial outing, were a lot more interesting at the bookstore. I really loved the glory hole section, and that is where I spent most of my time. I even had a scene in one of the one-on-one cubicles, and sadly have to admit that my cherry was taken by an unremarkable man. But at least, I had finally had anal sex. Thankfully he was quite gentle, and I was initiated in a pleasant way.
After leaving the bookstore at around seven one Saturday evening, I met Harry. He sat a half a block away from the bookstore. He was a homeless man and sat on the ground with his back propped up against a shop window. He was holding a cute little dog, and as I knelt a small way from him the little dog ran over. When I patted the dog, Harry asked me if I had enjoyed my visit to the bookstore. I smiled and said that it hadn’t been too bad. Harry then asked me if I lived nearby, to which I nodded yes. He asked me if I had some food to spare, as he was rather hungry. I will never understand why, but I invited him to follow me home.
He did so with his dog and a fairly large duffel bag. Harry was about six-foot tall and fairly clean-looking. He was forty-five years old, and not too bad on the eye. While walking to the apartment he mentioned that he could do with a shower, if I would allow it. I replied, “That won’t be a problem.” When we arrived at the apartment I gave the dog a bowl of titbits, and I then plated up some leftovers for Harry. As he ate I took note of his hands. They were a little grubby, but his nails were short and fairly clean. He removed his cap revealing a full head of mouse-brown hair. His hair was clipped quite short, and he had two-day old stubble. His teeth looked to be in good condition.
Harry told me that he visited a homeless shelter on Mondays, and Thursdays, to shower and shave. They also supplied him with a meal on those two days. When he finished eating I offered to do his washing for him, and he accepted gracefully. I told him to strip, and give me everything that needed to be washed. Naked, he was a sexy and well-proportioned man. Harry had a reasonable amount body hair and a substantial uncut cock. I placed all his clothing in my washer/dryer, and set it on the required four-hour cycle. I informed him he could stay the night, and that I would iron his clothing early the next morning. Harry sat on a towel on the sofa, as we sipped our beers, and smoked.
At around nine p.m. we headed for bed after I had placed a small blanket on the ground for the dog to sleep on. Before getting into bed, Harry asked if he should shower first. I replied that I would prefer him to do so in the morning. As we lay in bed I got a good whiff of his body odour. It wasn’t hectic, but strong and masculine. He eventually moved on top of me and pushed my legs apart with his knees. He really enjoyed kissing and was very good at it. He ground his cock into me as we made out for the next ten minutes. After nibbling on my ear he told me to turn onto my stomach. As he lifted his body, I changed position, before he lowered himself back onto me. His cock slid up and down my crevice for the next few minutes. I could feel my crack becoming slippery, as his cock oozed copious amounts of pre-cum between my cheeks.
Harry then lifted his hips and started inserting his cock into me. He was a lot bigger than the first guy who had fucked me, and the pain was fairly intense. He took his time, however, and eventually went balls-deep in my hole. Rhythmically, he started thrusting into me while licking my neck, and ears. The rough stubble on his face was driving me crazy. He pulled both my arms up on either side of my head and started caressing my arms with his rough hands. I had never experienced anything as erotic as this, in my entire life. He kept varying his pace and fucked me for thirty glorious minutes. When he emptied his load into me, I had cum twice. We were both very sweaty when he got off me, and I suggested we go to the lounge and have another beer. He was very happy with my suggestion.
Returning to bed a while later, Harry got straight on top of me and resumed our lovemaking. This time, however, I was on my back. When he again inserted his dick into me, it felt twice the size it had before. After five minutes I had adapted to my anal intruder, and with my legs wrapped around him, enjoyed my second fucking. Before cumming, Harry pulled his cock out of me and moved his hips up to my mouth before unloading. Once round two was finished, we were in dreamland within five minutes.
The following morning I awoke and went to the bathroom to douche. Returning to the bed I observed Harry on top of the continental quilt. I walked over and kissed him, before lifting his left arm and cleaning his armpit. The right armpit followed to sighs from Harry. I then moved down to his genitals and washed them with my tongue. Tugging on his tight foreskin, I release its prisoner. His cock-head was very funky and obviously saw the light of day very seldom. Having never rimmed anyone before, I decided to explore this practice as well. When Harry pulled his legs back I winced at the pungent smell emanating from his crack, but dove right in and started licking voraciously.
Once finished, Harry hopped off the bed pulling me into the doggy position, before fucking me at the edge of the bed. Overexcited as he was, his entry was quick and painful. His powerful hands, however, made it clear that escape was not an option. After a while, he lifted my torso and started caressing my body as he continued fucking me. Ultimately pushing me onto my stomach he leaned on straight arms and started thrusting into me urgently. Minutes later he shot his load into my backside.
While Harry showered and shaved, I made breakfast. I had also given him a new toothbrush from one of my many spares, having seen the one that he had used the previous evening. The old toothbrush looked like it had reached its sell-by date, a year earlier. After breakfast I ironed all his clothing, and have to say that once dressed and shaved, Harry looked very respectable. I asked him if he wanted to stay for lunch, but he regrettably had an engagement.
Apparently, a buddy of his named Willie had been beaten up that week and was in a hospital. Already missing four teeth, Willie had gotten another four knocked out. As if that wasn’t bad enough, while in hospital four of Willie’s rotten back teeth were also extracted. Laughing, Harry said that he was pleased about this in a way because Willie had breath that could raise the living dead. “Hopefully,” Harry said, “the extractions have sorted that problem out.”
Harry told me that Willie was a really great guy and that I would like him a lot. Politely, I said that I would love to meet him. Before leaving I gave Harry some money, five packets of cigarettes, and a packet of sandwiches for later. He also asked if he would see me the following Saturday. Smiling and said that I would like that very much. Once gone, I was very pleased with my reckless decision the previous evening, and would definitely look out for him the following Saturday.
The following Wednesday evening at the bookstore was a good one. I met a guy a year older than me called Tommy. I introduced myself as Warren, after which we chatted for a while. It was really strange to engage someone in this place of total anonymity. Tommy was taller than me, and about thirty pounds overweight. He had a cute face and lovely demeanour. He lived with his parents and was shit-scared of them finding out that he was gay. Ultimately, we moved to one of the cubicles and undressed. He was quite hairy and had a cut cock that was almost identical to mine.
Tommy was very loving and adored fondling and kissing. Being versatile he loved giving and receiving, and I finally got to penetrate someone else. The kissing never ceased throughout our encounter. We flip-flopped for half an hour, before shooting our loads into each other’s mouths. Once done he asked me if he would see me again the following week. I answered that I would definitely be back the following Wednesday. Spent, we left the bookstore and went our separate ways. As I walked home smiling, I knew that he could become a habit with me.
On Saturday, I half-heartedly went to the bookstore. I was far more interested in seeing Harry after my visit. I milled around before sucking a guy off through a glory-hole, and after the required time had passed, left hoping like hell that Harry would be waiting. As I left the bookstore I was delighted to see him in the same location as the previous week. He was accompanied by a tall lanky guy, which I surmised was the buddy he had spoken about. It appeared that my politeness had been taken literally.
Where it took some time to realize that Harry was a homeless man, with Willie it was totally obvious. With his missing teeth, his mouth looked like an old graveyard with several missing tombstones. He was unattractive, with huge prominent ears, and a large nose. Willie had wispy blond hair that was almost white and a ruddy complexion. His flimsy beard was slightly darker than his hair and had a reddish tinge. His eyes were light brown with a hint of green, and he stood six-foot-two tall. Willie had a wiry body, with enormous hands and feet. His clothing was really grubby and there were holes in his pants and shirt. The trainers on his feet were skanky.
When Harry asked if Willie could tag along I almost bailed. His shit-faced smile and look of anticipation, however, made me relent. Willie also had a duffel bag, albeit smaller than Harry’s, and we presently left in the direction of my home. After arriving I fed the dog Harry’s titbits and plated up two dishes for Harry and Willie. Before sitting down at the table I asked them to strip, so I could do their washing.