The Ride

If you were ever looking for the perfect example of a wimp, that would be me. I am the guy who cannot say boo to a mouse. Standing five-foot-seven inches, I weigh around one hundred and thirty pounds. I am not butt-ugly, but rather wispy looking and live on a small plot. I am an accountant and at twenty-three years old, have never had a relationship with anyone. My modest collection of erotic DVDs, and surfing porn sites on the internet, totally sum up my sex life. The few encounters that I have had with other men scarcely bear mentioning. Therefore, I will not bore you with those pitiful details. Before you gag or shake your head in disgust, let me tell you about the experience that changed my life.

* * *

Having been on a short vacation to visit an old school friend who lives about two hundred miles away, I was returning home on a windy and rainy Sunday afternoon. At around one p.m. I stopped at a gas station, one hundred miles away from my home. Once the car got filled and as I was waiting for the credit card transaction to finalize, a big rough man with a backpack approached and asked, “Can you please give me a ride,” hoping I was heading in the direction he was travelling.

In my usual wishy-washy way, I nervously answered, “Sure.”

Without hesitation, his backpack got slung onto my back seat, and soon we were heading off. I introduced myself as Ralph, and he countered by telling me his name was Jonathan. After thanking me for the ride, Jonathan told me he was heading to a major city, a further one hundred miles past my small town. Upon explaining that my smallholding was a couple of miles before that town, I, promised to drop him off beyond the town to facilitate his onward journey.

By now, his pong was circulating in my small vehicle, and he apologized for his odour, explaining that he had been roughing it the previous few days. He informed me that his life had been hard over the past several months after losing his job.

“Fortunately, I am no longer married, and added pressure that I no longer have to deal with,” he informed me.

He then went on to say he was very excited about getting the contract job in the city, which had got promised to him.

Jonathan was in his late thirties and must have been very good-looking when he was younger. He wasn’t unattractive, but it looked like his recent misfortune had taken its toll on him. He had week-old stubble and was to be in sore need of a shower. His clothes also needed good washing. Ten miles from my home, he looked at me with a pleading expression and then asked if I would consider allowing him to shower before going on his way. He promised that he would not harm me in any way but could do with my assistance in this regard. Despite my earlier fear, I was taking a liking to this unfortunate man.

After our arrival, I explained; my geyser was off and that it would take an hour for the water to warm. Once inside, Jonathan asked if he could hand wash an outfit as all his clothes were dirty, and he did not want to arrive at his new job looking skanky. I then offered to wash and dry all his clothes for him. I also suggested that he could stay the night and that I would drop him off the following day.

 With the most gracious smile, he thanked me profusely. After retrieving a thermal blanket from my linen cupboard, he stripped and was soon sitting on one of my kitchen chairs wrapped in the blanket. I had politely turned as he undressed, missing out on the sight of him naked. After all his clothes were in the washer and awaiting warm water for his shower, I busied myself with a meal for the two of us. Luckily, I had beers in the house.

Forty-five minutes later, his clothes were in the dryer, and I announced that the water would be warm enough for him to shower. Getting up, he removed the blanket from his body, and after folding it neatly, placed it on the chair. His body was stunning. Jonathan must have been at least six-foot-two-inches tall, and there wasn’t an ounce of flab on him. He was moderately hairy, and he had a cock that I had only ever seen in my dream. It was thick and floppy and swung before him with cavalier arrogance.

I told him to take his time and enjoy himself as he left toward the bathroom. It took him a good half-hour, and when he finally rejoined me, he looked magnificent. Shaved and clean, he was a good-looking man. As he approached with his spectacular member swaying boastfully, I had a tracksuit top and pants at the ready, which had dried adequately for him to wear. The meal I was preparing was also well underway and would only take a further fifteen minutes. Once dressed, he walked around my living area.

Most of my art was somewhat homoerotic, and I wondered what he would make of it. Returning to the kitchen chair, he was very complimentary and said I had a lovely home. Twenty minutes later, we enjoyed an early dinner. He kept thanking me, and having myself, finally relaxed, discovered that I was having the time of my life. His company was exhilarating, and I was rather pleased about my rash decision at the gas station. I even defrosted a hot desert that I had been saving for a rainy day.

At around nine p.m., after a few more beers and fantastic conversation, I informed him that the spare room was ready for him. Smiling, he asked me if I would allow him to thank me properly for my generosity. I shrugged apprehensively.

Staring at me intently, he asked, “Would you allow me the honour of sharing your bed with you tonight?” As I began trembling, he walked over and hugged me before continuing, “You are more beautiful than you imagine.”

After gently wiping the tears from my cheeks, he kissed me, and when he affectionately began stroking my back, I started to sob. He tightened his embrace, holding me tighter and more lovingly than I ever experienced before.

Next, we moved through to the bedroom and undressed. After getting into bed, I saw him place a tube on the bedside table. Having only ever tried anal penetration once before, which turned out to be a disaster because my partner on that occasion was unskilled and disgusted with my inability to follow through, I was somewhat apprehensive given Jonathan’s endowment. I was also very nervous about a possible repeat of my former failure. After he moved onto me, he resumed kissing me ardently. There was no hurry, and the experience was breathtaking.

Upon turning me on my side, he moved behind me. I then felt his lubricated finger playing with my butt-hole. He gently inserted a finger and leisurely began opening me up. As he kissed my head, ears, and mouth, his finger kept stirring in my backside. Gradually a second finger entered without too much discomfort as he continued massaging my hole. When a third finger entered, there was momentary anxiety, but as the penetration of the triple digits became more pleasing, I began to relax. When he finally commenced working his fingers more intensely, I started gasping with delight.

He then gently pushed me onto my stomach and mounted me. As his shaft started sliding into my cavern, I felt a divine infiltration of fulfillment. His gasps echoed in my ears as he finally bottomed out. His penetration became rhythmic as his pelvis pistoned his large knob into me. When his hands moved under my body and located my nipples, he began to tweak them. My horny howls only intensified his onslaught as his huffs grew ever louder. Thank goodness, I lived on a smallholding because we were growling like animals, and when he erupted into my tight hole, I ejaculated all over the sheet simultaneously.

He continued lying on top of me as we savoured the after-glow. Amazingly, his knob remained rock hard. After a few minutes, as he again began to nibble my ears, his hips sprang to life once more. Then, upping the tempo of his thrusting, he was soon hammering into me. After lifting his body, he turned me onto my side before clasping my right leg to his chest. As he continued to plunge his cock into me, he began to masturbate me with his right hand. After several minutes, as he announced he was getting close, I took over from him and wanked myself furiously. With my leg grasped in both his arms, we bellowed loudly as our dicks gushed once more.

Next, as he lay next to me, he announced, “Two down, four to go.” As I giggled he smiled, before resuming, “Six has always been my favourite number.”

A short while later, he placed my legs over his shoulders. His entry was less gentle than before, and within seconds, I got pummelled energetically. Upping the ante, he repeatedly began withdrawing his cock before slamming it back into me entirely. I wasn’t sure how I was going to be able to walk the following day. The initial strain soon turned into utter bliss as Jonathan jackhammered my arse. I again began frantically pleasuring myself. Shortly, the subsequent tidal wave of spunk flowed from both of us.

Without withdrawing from my arse after round three, he told me to wrap my legs around his waist before his sweaty body fell onto me. With my head cradled in his hands, his mouth molested my lips. Unbelievably, his pelvis again sprang to life before pummelling my butt was once. With all the sperm that I had received thus far, the sloshing sounds from my butt were getting louder. Almost drowning in sweat, with body secretions everywhere, Jonathan unloaded his fourth deposit ten minutes later. I mentally thank goodness for mattress protectors.

As he lifted off me, he smilingly announced that a short break was in order. After towelling off, we moved through to the kitchen for some liquid refreshment. Having consumed our drinks, we then moved through to the shower to freshen up.

Before turning the water on, he pushed me onto my knees. Servicing his large dick was an ordeal, but I have to give myself credit because I managed to take at least three-quarters of his monster in my mouth and down my throat. With his hands on my head, we got a steady tempo going as he skull-fucked me. I was dying to taste his cum, and satisfied several minutes later when he unloaded into my mouth. It was yummy, and when he pulled my body up afterward, we locked lips and shared the delicious snack.

After a lengthy kiss, my body got turned, and after pushing my body against the wall, Jonathan again entered me. Soon, he was fucking me like a madman as his hands tightly gripped my hips. Upon pushing my backside backward and into him, I was also able to start tugging my dick as we lustily gyrated. After a lengthy session, when I surmised that we were both getting close, I begged him to unload into my mouth another time. Our timing was spot on, and as I fell to my knees, I receive his creamy nectar as I shot my load on the shower floor.

Afterward, we enjoyed a well-earned shower before returning to the lounge for another round of drinks.

Jonathan now asked me about my emotional state after our sexual marathon. I told him I was elated. Next, I shared the history of my former anal failure and loveless existence with him.

After returning to the bedroom, I discovered that he had lied to me earlier. It appeared that seven was his new favourite number! The following morning after breakfast, I showed him around my smallholding. Jonathan appeared stunned by the lack of vegetables and fruit trees on the farm. He was into agriculture and said that he would have developed the property far more aggressively. I then invited him to visit me whenever he liked and said that I would be happy with his assistance.

Pleased by my invitation, he promised that he would unquestionably do so. As he was only due to report for duty the following afternoon at noon, I offered to take him to the city the next day. Jonathan was delighted with my offer. I was very keen on having him around for the rest of Monday, and fortunately, only due back at work on Wednesday.

We visited a nursery that afternoon and bought ten fruit trees of his choosing before he busied himself planting them late that afternoon.

That evening we took things a little slower and only had sex five times. Having become a total cum-slut, I got to savour another three of his delicious loads. Fortunately, I could still walk correctly, after my backside got put through its paces again that evening.

At nine the following morning, I drove him to his contract job in the city.

We spoke on the phone a few times that week, and we arranged that I would collect him from the bus stop in town on Friday evening. Fortuitously, there was a regular bus service between destinations.

After that, this became a weekly routine for us and my property transformed over the next six months. Sex with Jonathan was always spectacular and Friday nights were the highlight of my week. We also broke our previous records, as his favourite number got extended to eight.

After six months when his contract ended in the city, I invited him to live with me permanently. Having fallen in love, it was a suitable arrangement for both of us. The fruit and vegetable garden flourished and we were soon selling our produce at a local morning market on Saturdays. Apart from that income, which naturally belonged to him, Jonathan also frequently got work in town and made quite a good living.

Life was great!