Hot and Homeless

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, and being a geek in high school had paid off.

I was a reasonable looking guy with a good body and stood five-foot-nine-inches-tall. I weighed about one hundred and forty-five pounds. Although I was no stud, I had a slightly above average seven-inch circumcised cock. People did not stop and stare at me in awe, but being nineteen-years-old, needless to say, this was an advantage.

After I moved to the small city where I attained employment, I was greatly relieved to finally get away from my family. I could now finally embrace my homosexuality with no qualms. The small apartment that I rented was private and extremely well-situated.

Upon starting my new job, however, in the ensuing ten months, my sex life was almost non-existent.

One evening, my life magically changed significantly. While purchasing a porn DVD in the Adult bookstore near my home, the desk clerk 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 viewing rooms. Both rooms had flat-screen televisions and a dozen or so chairs for viewing. One was for straight porn, and the other showed gay porn. There were also several cubicles for a private viewing. At the far end of this compound, there were another four larger glory hole cubicles. To the one side of these cubicles, stairs were leading up to a platform located behind the booths. I climbed the stairs and observed a moderately 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 got presented with an uncut cock that I presently started sucking on. 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, after which he commenced thrusting rapidly. As I relaxed, the process became quite enjoyable. With the utmost concentration, I was eventually able to accommodate his entire dick in my mouth. I also 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, but there was no further action. The other two patrons I encountered did not do it for me. I left the place somewhat disappointed but delighted that I had finally had my first proper gay encounter.

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 spent 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 loved the glory hole section, and that is where I spent most of my time. I even had a scene in one of the ‘individual’ cubicles, but sadly, I have to admit that my cherry got taken by an unremarkable man. At least, however, I had finally had anal sex. Thankfully, my cherry snatcher was quite gentle, and I got pleasantly initiated.  

After leaving the bookstore at around seven on Saturday evening, I met Harry. He sat 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. As I knelt a small way from him, the little dog ran over. After 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 then asked me if I had some food to spare because he was rather hungry. I will never understand why, but I invited him to follow me home after our formal introduction.

Next, Harry did so with his dog and a 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.

“Would you mind if I have a shower?” Harry entreated as we made our way to my home.

“That won’t be a problem,” I replied.

When we arrived at the apartment, I gave his 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 clean. He removed his cap before eating, revealing a full head of mouse-brown hair. His hair was clipped 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, which he accepted gratefully. I then told him to strip and give me everything that needed to get washed. Naked, he was a sexy and well-proportioned man. Harry had a reasonable amount of 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 laundry 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. Before getting into bed Harry asked if he should shower first, but 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 enjoyed kissing and was very good at it.

Grinding his cock into me, we made out for the next several minutes. Next, 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. As his cock slid up and down my crevice for the next while, 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. Harry 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 drove 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 more anything as erotic 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 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 inside 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 body up to my mouth before unloading. Once round two got finished, we were in dreamland within five minutes.

The following morning, when 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 licking his armpit. The right armpit followed shortly to sighs from Harry. I then moved down to his genitals and washed them with my tongue. Next, after tugging on his tight foreskin, I release its pungent prisoner. His cock-head was very funky and presumably saw the light of day very seldom. Having never rimmed anyone before, I also decided to explore this practice. When Harry pulled his legs back at my request, I winced at the overpowering smell emanating from his crack. Unconcerned, I dove right in and started licking voraciously.

Once finished, Harry hopped off the bed before 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 commanding clasp, 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, after turning me onto my stomach, he leaned on straight arms and started stabbing 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 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 shaved and dressed, Harry looked very respectable. I asked him if he wanted to stay for lunch, but he regrettably had an engagement.

According to him, Willie, a buddy of his, 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 also got extracted. Laughing, Harry said that he was pleased about this state of affairs because Willie’s breath could raise the living dead.

“Hopefully, the extractions will have sorted that problem out,” Harry mirthfully informed me.

Harry told me that Willie was a great guy and that I would like him a lot. I politely replied 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, I said that I would like that very much. Once gone, I was very pleased about my reckless decision the previous evening and would 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 named Tommy. After introducing myself as Warren, we chatted for a while. It was really strange to engage someone in this place, which usually consisted of total anonymity. Tommy was taller than me and about thirty pounds overweight. He had a cute face and lovely demeanour, nevertheless. 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 caressing 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 next 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. Harry was with a tall, lithe guy, whom I surmised was the buddy he had mentioned. To my dismay, it appeared that my politeness had got taken literally.

In as much as it took a while to realize that Harry was a homeless man, with Willie, it was blatantly obvious. With his missing teeth, his mouth looked like an ancient 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 moth-eaten 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 grubby, and there were holes in his pants and shirt. The trainers on his feet were squalid.

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 Harry’s dog tidbits and plated up two dishes for Harry and Willie.

Before sitting down at the table, I asked them to strip so I could do all their laundry. The outfits they wore and the contents of the duffel bags were soon getting washed as they sat on hand towels at the dining table, eating and enjoying a beer.

After Willie got undressed, I observed that his body was extremely pale-skinned. He was almost hairless except for tufts of hair under his arms and above his crotch. His feet and hands were attractive but needed a serious scrubbing. He wore size thirteen shoes. His cock was like no other I had ever seen, nor would ever see again. It was extremely pale and almost translucent. Prominent blue veins crisscrossed his entire dick. As I would later learn, his cock was nine inches long and had a very pronounced upward curve. When erect, the tip of his cock touched his body above his belly button. His dick tapered from a very thick base to a smallish head. His dick-head, covered by a very long overhanging foreskin, was almost indiscernible. The extra skin that hung off the end of his cock looked like a wrinkled dried fruit.

Willie had the strangest balls I had ever seen. The actual balls were not particularly large, but his scrotum hung halfway down his legs and was also pale and covered with blue veins.

After dinner, we sat in the lounge while smoking and drinking beer. Willie had an infantile sense of humour, and one couldn’t help laughing as he joked and chuckled. After a while, Willie asked me if I didn’t feel a bit overdressed for the occasion. Laughing, I left the room before returning naked and joining them in the lounge. I then sat on the couch opposite the guys who occupied the two chairs. Shortly, Willie got up and joined me on the couch. Willie then put his arm around my neck and moved closer to me. I was rather pleased I had not met him a week earlier because his breath wasn’t too pleasant. With the hum of his body odour enveloping us, he swiftly placed his mouth over mine and started to kiss me.

Willie’s penetrating tongue was long and thick as he surveyed my mouth. The gaps between his teeth felt strange as my tongue played around his mouth. Soon, we were naked, and he had me flat on my back in the middle of the couch before assuming a sixty-nine position on top of me. His cock smelt of stale urine as it danced above my face. As he entered my mouth, I was amazed at how easily his curved cock slid down my throat, and before long, he was balls-deep in my throat. As he sucked on my cock, I felt my legs getting lifted and then the unmistakable prodding of another cock pushing at my arsehole. I was in heaven, and I prayed that this would continue all night.

I was enjoying my very first threesome, and I had hit the jackpot. After five minutes, when Willie tried to get off me presumably to swap places with Harry, I clung on to his backside with all my might. I heard him tell Harry that they had better retain their current station. A short while later, Willie unloaded down my throat as I shot my spunk into his mouth. As Willie got off me, Harry continued fucking my backside before unloading into me soon after.

We all resumed our seats after grabbing another beer. Both men now needed to piss, and I wasn’t about to allow another milestone in my sexual education, go to waste. I told them I wanted them to piss on me and down my throat. Both men salaciously smiled as we moved to the shower. When we got into the shower, Harry moved up first. As I knelt before him, he started pissing all over me, and soon I was drinking his golden nectar straight from the tap. Willie watched entranced before stepping up and spraying me through his rumpled foreskin. I also swallowed some of his delicious yellow sap. Afterward, as we all towelled off, the hectic state of my towels did not bother me.        

After we returned to the lounge for a smoke and a drink, they continually mentioned someone called Alf. When I asked about him, I got assured that he would not be into our sexual practices. According to them, he was a bit homophobic. Jokingly they said that he was the third member of the ‘Three Stooges,’ as they referred themselves. They hung out together after dark and looked out for one another.

When we went to bed that evening, I was initially fucked by Willie. His cock was unbelievable, and his curve knob thoroughly pulverized my prostate. I shot two loads without even touching my cock. Stink Willie gave me the best fuck I had ever had, and I thanked goodness I had invited him along. After Willie came inside me, Harry took over. We all fell asleep afterward, with me in the middle of the two.

Early the next morning, Willie shook me awake and told me to follow him to the lounge. Once there, I lay on the floor with him on top of me, again in the sixty-nine position. With my head slightly raised on a cushion, he pissed down my throat in installments as my right hand controlled the flow. Every time I needed to breathe, he would lift his hips so I could inhale fresh oxygen. Once the pissing finished, he started face-fucking me. Once again, his exaggerated thrusting allowed me plenty of oxygen. I begged him not to cum for as long as possible, and he did not disappoint. Our session lasted for half an hour. After we came, we fell asleep before Harry awoke us a while later.

After breakfast, I did their ironing while they showered. Willie and Harry stayed for lunch and only left mid-afternoon. I gave both of them money for the week and five packets of cigarettes each. I also packed a parcel of sandwiches for later that evening. Willie even got a complimentary toothbrush.

The following week, Tommy and I again enjoyed our flip-flop session at the bookstore. On Saturday, Harry and Willie once more visited me, and we followed the same ritual as before. This weekly routine continued for the next three weeks. During this period, I bought Willie and Harry new trainers, four pairs of socks, three new shirts, and a pair of jeans for both of them. They were beginning to look more and more respectable. I also bought hair clippers and took to becoming their hairdresser.

When I exited the bookstore on the following Saturday, I was surprised to see only Willie waiting for me. I then learned that Harry’s brother had tracked him down and had invited him to live with their family. They had built a flat for him on their property, and we're hoping that they could rehabilitate him into the ‘normal’ world again. I had come to like this man and his little dog, and I was miserable to lose contact with him. On the other hand, I hoped that this new development would work out for him.

Willie and I had a wonderful time that evening, and he only left late the following afternoon. Over the next two weeks, I also saw him more regularly as he started coming directly to my home.

When Willie arrived at my home the following Saturday with Alf, I was perplexed and uncomfortable. Because of Willie, I decided to relax about it and go with the flow. Alf was rough-looking and stood five-foot-ten-inches-tall. His black beard and hair were unkempt and dirty. His clothes were rather ragged, and he seemed a bit scummy.

Both guys had their duffel bags with them, and when I asked the guys for their clothes, Alf undressed gingerly. He had a stocky masculine body, and his feet and hands were broad but dirty. All in all, he was fuckin’ hot!

Alf was hairy and had a very chunky cock that was incredibly bloated in the middle, tapering off to either end. It must have been seven to eight inches soft, with a foreskin that completely covered the head. His dick was very dark and surrounded by a forest of black hair. His balls were huge and would not have been out of place on a bull. He had tattoos on his upper arms, chest, and back. With their washing on the go, I plated up their food. They sat on hand towels at the dining table as always, drinking and eating.

After dinner, I asked Alf if he wanted a haircut and a beard trim. Shrugging indifferently, he answered, “Whatever.”

As he sat in the kitchen, I went to work, using a number-four clipper attachment on his head and beard. After that, Alf had a long shower while I did the dishes, after cleaning up all his hair. When Alf emerged from the bathroom, he looked magnificent. He had given himself a good scrubbing. His hands and feet were clean, and his new hairstyle and beard looked fantastic. When Willie and I applauded, I saw him smile for the very first time.

We had a few more beers before retiring to bed. I had made up a bed for Alf on my large couch, and as he snuggled in, Willie and I left for the bedroom. The sex with Willie was incredible as usual, and after an hour of fucking, we fell asleep.

The following morning the breakfast ritual was followed by ironing, as always. Both guys stayed for lunch, and I went all out. By four p.m., they were on their way with smokes, money, and leftovers. I saw Willie on Monday, Tuesday, and Thursday, that week. I also enjoyed another flip-flop session with Tommy on Wednesday.

I did not see Willie Friday, and on Saturday, as I left the bookstore, he was also not in his usual spot. The following week I did not see Willie at all. I did not visit the bookstore on Wednesday evening, as usual, because of my growing concern over Willie’s absence.

On Saturday, I sat in the bookstore and tried watching a porn movie while counting down the minutes till seven p.m., hoping that Willie would finally appear at our former designated time. I was disinterested in any action.

At seven, as I walked out of the bookstore, I prayed that I would see Willie.

When I approached our usual spot, I saw Alf standing there with a sullen face. When I asked about Willie, he shrugged and started crying. Willie was dead. He had been killed by some thugs the previous week. Willie was prone to getting into fights, hence all the missing teeth. A group of hooligans had attacked him several days before. Willie had intervened while they were seriously harassing some girl. They brutally assaulted him, and he died in hospital a few days later.

Alf had only found out about the incident the previous day. There were no witnesses, and Alf was sure they would get away with it. Alf and I now stood there crying like two babies. He then placed his arm around my shoulder and offered to walk me home.

When we arrived at my place, I invited Alf to spend the night. I plated up the food that I had made in anticipation of Willie’s visit. Having not eaten in twenty-four hours, Alf got stuck in. I couldn’t eat and fetched two beers and sat with him.

He ate in the nude, with the washer/dryer in full cry. After dinner, we sat and spoke for an hour or two. As he regaled me with Willie and Harry’s stories, we laughed and cried. I made his bed on the couch as usual and departed for my bedroom.

Sunday morning, I made breakfast while Alf showered, and after breakfast, I did the ironing. During lunch, Alf asked me if I could get him a job at the warehouse where I worked because he was tired of his present existence. I promised that I would ask my boss to interview him.

We ate leftovers for dinner that evening. After a few beers and smokes, we went to bed at nine. As I lay in bed thinking about all that had happened over the past several weeks, Alf entered my room and got into bed with me. Surprisingly, he hugged me before we fell asleep. No other physical contact took place.

On Monday, I left my spare set of house keys with Alf so he could come and go as he pleased. I spoke to my boss, who agreed to interview Alf on Tuesday. At lunch-time, I went shopping and bought Alf four new shirts, two pairs of jeans, two pairs of trainers, six underpants, and six pairs of socks.

When I arrived home, Alf was sitting on the couch. As I handed over my purchases, he asked me if I had lost my mind.

“Alf, if you want to get serious about your interview tomorrow, then you have to get suitably dressed.”

He was elated, and once again, I saw his beautiful smile.

We ate dinner at seven and got into my bed by nine. I got another hug before we drifted off.

Alf got the job the following day. That evening I told him that he could stay with me for as long as he needed to. When Alf asked me why I was doing all of this for him, I said that this was what Harry and Willie would have expected of me. Alf then reminded me that he wasn’t gay.

Rather than be offended, I decided to introduce a bit of humour.

With a naughty smile, I then joked, “That’s a real pity because I would love to suck that beautiful cock of yours.”

Alf observed me for a long while before he slowly started pulling his zipper down. As I looked at the fat dick that I had dreamed about for so long, I looked up at him.

“Why are you doing this?” I asked.

With a chuckle, Alf replied, “Because it amuses me to think what Willie would be thinking right now.”

“Are you sure about this,” Alf? I queried.

“Sure, why the fuck not,” he answered with one of his rare smiles.

Although all good sense had deserted me, I leaned forward and tasted the dark sausage I had fantasized over.

The two things that I realized about Alf from the get-go was that unlike Harry and Willie had been, Alf was never gentle. I wasn’t sure whether this was an innate disposition or a mental aversion that manifested itself due to an obligatory or reparation acquiescence.

Uneasy as I was about this, however, Alf had initiated it, so refusal on my part would be tantamount to rejection. In summation, I happily decided to go with the flow.

As my hectic skull-fucking and frenetic arse bashing ensued, I not only coped but began to enjoy it. It was also apparent that Alf was thriving on it.

From the time he got home in the evening, and until we finally fell asleep, his libido kept astonishing me. There were days that I could scarcely sit comfortably at work, and my strained neck muscles and jaw muscles felt like they had been dislocated. Additionally, the sensual kissing of Willie and Harry were supplanted by the stinging slaps of Alf’s palm.   

After a year, when he had made quite a lot of money, I began to wonder when he would finally fly the coop.

“What are your ultimate plans?” I asked him one evening, wondering when his straight inclinations might once more manifest.

“Nothing. I’m quite happy with things the way they are,” he answered.

As I stood looking at him, Alf pulled his trousers and underpants off before saying, “Come here, Warren, get that hot mouth of yours busy and do your job.”

Alf never moved out. Although he did finally did start to kiss me, I frequently got a good spanking to keep me in my place. Alf liked to be in control and I loved it.