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From Jose to John: from a top to a bottom
by Endoman
I perused Craig's list. I had lost my then current massage guy. One who would massage all parts of me from the top of my head to the head of my appendage and all the way down to the feet. No penetration.
I called Jose and made a late morning appointment. I am a morning guy and would have made it earlier but body workers work to the wee hours and need their beauty sleep.
On the appointed day I climbed two stories to the third floor apartment of Jose, a nice Hispanic who looked a lot older than his advertised age of 24. He was close to thirty and still well formed at 5'6". We hit it off with a massive hug. He grabbed me and kissed me. My cold hands sent a shiver through his almost naked body. He was wearing boxers. I had removed my warm coat on the way up the steps, and dropped it when he grabbed me.
We preceded to the bedroom as soon as I removed my shoes. He stripped me. Not that I was wearing much at that time, as I go commando and sometimes sock-less. He gently toppled me over onto the bed and had me on my stomach.
Usually the body rubs started at the shoulders and back. He started on my buttocks. He grabbed and massaged each of my buns and put lots of finger pressure on my rosebud. His thumb went in and he pushed it around.
He slid on top of me for a full body rub and gently penetrated my chute. An uncovered cock is a much nicer feel than a condom. He remained still but started a massage on my shoulders.
I gently requested that he put on a rubber if he intend to cum. He complied and went right back to filling the void. A one minute hiatus in joy-land. His piston was usually still as he massaged my back and sides, deep and long strokes. His piston was activated irregularly and not for very long. I enjoyed every minute of it.
He went down my arms and massaged my hands while still basically on my back. Somewhere along the way he had gotten into a squat position with my legs spread wide. Joy of Joys.
Then the pistoning started. He relocated so that he had his arms around me and I complied with the raising of my ass. He worked hard at it and he finally shot a load. I missed the bareback but it was still nice.
Afterwards he took off the condom he showed me the big dose I had missed. He then proceeded to my legs and feet giving me a great massage and light sensual message alternately. I was in sixth heaven. I was a sexagenarian and enjoyed the contact.
He flipped me over and started on my chest. Gentle pressure. He then worked around the stomach/abdomen ignoring my rising wood. Then he got well into the perineum and crotch checking repeatedly to see if I had a hernia. I did not cough.
After much teasing he started on the shaft. He licked the shaft and did all but swallow me. Lube was the next item in his apothecary. Teasing became his trick and it felt like a blow job even though it was a hand job. Talented fingers. I came quickly as I was well prepared and psyched up. It was a joyful happy ending.
Actually he went on to fill up my time with a foot and hand rub. We did not shower as I wanted to leave the 'feel' on me until bedtime.
We had many encounters over the following weeks. I loved giving him an allowance and having him minister to my needs.
The US Immigration service interfered with our great relationship. He was being deported back to Venezuela.
At our last encounter he greeted me at the door in a T shirt (that's all). We hugged and I was not cold of hand as the weather had gotten into lovely spring days. I grabbed him by the cock and led him to the bedroom. I sucked his cock for a while to get him hard but not to blow. It had to be hard to penetrate my chute.
This he did promptly and then he withdrew to put on a rubber. The body rub proceeded as usual but he took extra time with teasing sexy strokes. He did the pistoning but did not come when he finished my back. He rolled me over and jerked himself as he jerked me so the we almost came together. I got lots of splatter all over me.
After wiping me up he proceeded with the balance of the massage. It was heavenly and he knew I would long remember the occasion.
He needed a piece of luggage, which I had to spare, and I delivered it to his door a few days later (as promised). He was not in and I just left it.
That put me on the hunt again. And again to Craig's list. I found an ad from John who turned out to be a few blocks from Jose's place. It was again a half hour drive but this was the neighborhood where the guys lived. Cheap rents and neighbors who were not too nosey.
I followed John's directions to gain access to his place. I took a coin and tapped on the ground floor window to the left of the entrance. He waved to me and came to the door and let me in. He had put a finger to his lips: quiet!.
I followed him into a sloppy one room apartment. Junk all over the floor and a bed as the only piece of furniture. John was older than I liked, about 30 and aging with a fatty body. He was short but when I hugged him he responded.
As there was no chair I stripped and got onto the bed. I had made the appointment and had to pay the money, so I got ready for a massage. John undressed slowly but not in a sexy manner. He climbed on bed and lay down next to me. We chatted for a while and I realized that he was a nice compliant guy. I also realized he had to do something for spending money, and this was all he was qualified to do.
He actually gave me a decent massage, but not particularly sexy. I asked for a little more attention to the perineal area and he did so. It was a lazy but decent massage and I actual started enjoying it. I played plenty with his cock, got him hard and licked my way to his heartland. I fingered his hole and penetrated. using his lotion. which he liberally put on my hand.
I finger fucked him for a while. He then stopped the massage and lay down next to me, his face near mine, and his ass in the air. It was an invitation which I was not going to pass up. I kissed his cheek as his mouth was not available. I got a smile in return.
I easily found the lube and condom waiting on the pillow and proceeded to suit up. It was an easy penetration of a well lubed, well used hole. I fucked until I came. He thanked me. He also pointed to a basket into which I dumped the spent condom.
He finished the massage and I decided that I would try him again. I left without showering as I did not see one. I was suspicious that it was a community bathroom. He did hug me before I left.
I was back the next week, after a spin through the neighborhood (I was too early). I spotted a park facing the East River and made mental notes that a 'fuck in the park' was what I needed.
I got laid on a public beach at about noon on the Rhode Island shore. I got laid under the sunshine under long bridge at Bridges National Park. A good fuck was had at a beach on Okinawa. I walked BA across a park in California. I needed a new experience.
As I got my massage I discussed it with John who got eager about it. I was to supply lunch; he would bring lube and condoms. I had a blanket in the car and also a towel. That was our next scheduled appointment.
He was waiting outside his stoop when I pulled up and jumped into the car. I drove the few blocks to the park and quickly found a place to park near the entrance. We cased the joint. There was one attendant and he had an office and storeroom which we really wanted to avoid. The river front walk was too dangerous. We selected an open area not too far from the attendant's place, figuring he took lunch.
We spread the blanket, ate our lunch in silence, and contemplated how to position ourselves. I had instructed him to wear fleece gum pants with a drawer string and no underwear. I did likewise. We lined ourselves up with me behind him, our coats on top of us and his pants down in back and mine down in front.
He actually put the condom on me while we were facing each other, then rolled over. I applied lube to his asshole and easily got in. He was hard and I fingered his cock but left him to do his own HJ. He came, I came, we all came. Each of us wary about passerbys and each of us watching the folks on the river walk. Fortunately no one came near us.
We disengaged and I handled the rubber. I flicked it into the nearest trash container as we walked out. I drove him home and that was the last I saw of him as we did enough together.
I started a new search on Graig's list.