Saturday a week before payday at the Pendleton Marine Base in Southern California. Short of money I had thrown my flippers, mask, snorkel and prybar into a travel bag and thumbed a ride down to La Jolla to see if I could catch a few abalone to sell at the local restaurant. Diving in the kelp beds just off the rocks had been productive and I had sold four nice shells. It was illegal at the time to sell wild caught game, but the restaurant owner was willing to buy them, so I now had a few bucks in my pocket.
I had sold him fish before, but shellfish were what he ask for. Walked out on the 101 and stuck my thumb out looking for a ride back up to the base where I would be able to clean up. At 19 years old, just back from a year in Korea. Even though I was wearing Levi's, sandals and a T-shirt, it was obvious where I belonged with my shorter hair and clean cut straight back stance. This was during the times when cruddy clothing with dirty facial hair was fashionable, so I got a ride quick.
Where you going, Oceanside he asks?
I replied San Clemente, and he smiled.
The next thing he said was I'll give you twenty bucks if you let me suck your cock.
I looked closer at him, a little older maybe forty something, short and rather stocky. What the hell twenty bucks is a lot of money in 1954, so I said OK. Still in La Jolla, I expecting him to find a place to pull over by the beach and do his thing, he instead pulled into a motel. He got out and went to one of the units doors, opened it and said come on. He already had the room, so maybe he owned the place, but then maybe a trap. Leery because back then homosexual acts were illegal, could get you locked up, plus a dishonorable discharge, but you know, twenty bucks was half a month's Marine's pay.
I walked in behind him as he pulled a twenty out of his wallet and laid it on the table. I set my travel bag on top of it. He started undressing so I figured he wanted me to do the same. I ask if I could take a quick shower, I was still all salty from the ocean water. He said he liked a little salt on his meat. I decided I liked this guy. Naked he was a bear, very hairy and powerful looking for a short guy. I flopped on the bed expecting him to get between my legs. He got on his hand and knees, head over my crotch, put his hands under my ass and rolled back into a sitting position, pulling my body over to his belly, with my legs wrapped around his waist. He lifted my ass until my cock was in his face as he bent over. My half hard cock was sucked into his mouth in that manner, and he did suck hard on the head working the underside with his tongue. In the military you don't find a lot of time to get off, so it had been a while. Being uncircumcised my dick head was very sensitive to his touch with the head out of its sheath, so within a few minutes he got my load. It was very heavy and he swallowed much of it down with only a bit dribbling down on my balls. It was only then that I realized he was rubbing my ass crack with the head of his dick while he sucked. He looked at me with a question in his eyes.
Was that it he asks?
I said twenty more and I'll hang around longer. Without an answer he went back down on my dick which was still hard. I had been laying on my back with his knees up under my ass jutting my cock up in his face. For twenty more I get to play with you more?
He asks me to sit up, so I did with my legs still wrapped around his waist. At nineteen years old I was lean and lithe from running around exercising daily. A tad over six feet, a hundred ninety pounds, small ass large chest, with plenty of muscle. But I had been short changed in the testosterone department, for I had no body hair to speak of and a soft skin like a girl. It also gave me tits, very small ones like a little girl just going into puberty and not really noticeable if it wasn't for my nipples. My nipples were on a cone shaped aureola that protruded a quarter inch away from my chest. On base, Guys in the shower would tease me about them. Sitting on his lap now with his arms around my waist, he started licking and sucking my nipples. It felt good, as did the hair on his body pressed against my hairless skin. He had started pulling my waist closer to him and I could feel his cock rubbing in my ass crack. Wanting to earn my money, and actually enjoying myself, I started clenching my ass on his dick when he pulled me close. This went on silently for a long period of time and as it did, he produced so much pre-cum my ass crack was now slippery. Every time he pulled up his dick was pressing hard on my pink little ass hole. While I had never been fucked before, I was curious now. I relaxed my body as he pulled and it went in just a bit more with each pull. That was when I slid my ass forward pressing down on his cock a fraction. I could feel his dick head putting pressure on my asshole as he sucked on my nipples. It felt good. I had almost taken over the movement thing and was working trying to get more of his cock up in me. A little lube would have done it. He provided that in the form of a heavy cum load on and up my partially open ass. By pressing down as he continued to cum, I felt his dick head pop through and in. While it was only six inches or so, it was in and it felt really good. He fell back on the bed panting breathing hard. Now I was sitting on top of him his still stiff dick up my ass as far as it could go. I moved my ass working his cock in and out very good as he made little whimpering sounds of pleasure. I was trying to keep him excited, but eventually he went soft and his dick fell out. Cum ran out of my ass all over his chest as I moved my cock close to his face in case he felt like a little more sucking. He had a few licks, but was wiped out so I went in the shower. Did a quick clean up. He was still in bed up on one elbow as I came out. He watched me dress with satisfaction on his face. I took the twenty out from under my travel bag, when he said hand me my pants there will you? I did, he got out his wallet, pulled out a twenty and a ten. As he handing them to me, he said here, you earned it. I was pretty pleased with what I had done for him, and for me.
Back out on the highway, I stuck out my thumb again. A few minutes later a little green MG pulled over to stop. He asks me where was I going, I told him San Clemente as I got in. The wet bathing suit and swim gear had seeped through my travel bag. He said you been swimming. I said yea, and the conversation went on with me telling him how it was the week before payday on the base. I was broke and was diving for abalone to make a few bucks. General chit chat about snorkeling went on for a few miles. When we were on the open road, after shifting gears he would put his hand on my leg. As I didn't object next shift it went a lot higher, so it was not accidental. Not too many shifts later, it was going straight to my crotch, and me wearing tight Levis meant he had a handful of balls to squeeze. I rearranged myself as the Levis were tight and my dick wanted out, so I let it pop out the top of my waist band under my T shirt. I was tempted to pull my pants down so he could play while driving but to many small towns with stopping for red lights in a small low car with no top, I decided just letting him rub my dick head was enough. After Oceanside he came out with it and said, want blow job?
I did but now wise to the game, I told him twenty bucks would really turn me on. It was dark now with a full moon, he found a dirt road to the beach and turned into it. He reached behind his seat to pull out a blanket out as we exited the car. Checking him out, he was a tall, strong bodied mature man who could have been a military person himself. Wearing shorts and an open shirt he was quite handsome in the moonlight. I took my clothes off as he dropped what he was wearing on the blanket. We both sat down on the blanket. He was fascinated with my body in the moonlight, running his hand over it as he played with my dick and explored. My nipples now back to normal after the stretching workout they had earlier, were hard from the cool night air. He kept rubbing and pinching them. I was holding his cock in my hand playing with it. I had never before held a man's cock. It was firm but not solid hard like mine. I was sitting watching him, when he laid down on the blanket. Motioning me to also lay down, I did and he moved to put my cock in his mouth.
His hips were turned so his cock was facing me as I played with it, slow stroking. His cock head was now sticking out at my face, so I put it in my mouth. The taste was not what I expected, it was just skin like sucking my thumb. He was sucking my dick with a steady motion that felt really good, so I tried doing the same thing to him. He said you've never done that before have you?
I replied nope, first time. My dick was now rock hard, almost eight inches with a seven-and-a-half-inch circumference, and he was rubbing it with lube. He smeared some on his ass hole and laid down on his belly. His ass all white in the moon light looked hot and he said fuck me. I got on top of him, and started working my dick in it. Getting past the tight spot I found the best feeling my cock had ever felt. A warm tightness that gripped the shaft when I pulled back and heated the head as I went in. I had fucked many women, it was a thing Marines do in foreign countries, but I had never had a pussy that felt this good. I started pumping hard wanting the cum release, but he twisted a bit and said slow down there' tiger.
Slow and easy is best, he had raised his ass in the air.
He pulled off me and rolled over on his back now. Raised his legs in the air and I was back in his asshole again. Slow fucking him, I could see the pleasure on his face in the pale light of the moon. It made me feel good that I was providing it. He was holding his cock and jacking himself off as I slammed into his ass hard with each stroke. After a period of time doing this he moaned and shot his load on his chest. He reached up and started pulling and pinching my nipples hard, that was enough to make me cum like I never had before. Actually, that first cum up his ass was the best feeling of all the cums that came before or after. Afterwards, as we dressed, he said he had a place local if I wanted to spend the night in town. I thanked him while putting his twenty in my pocket.
He dropped me off at the base entrance, and as I got out of his car, he gave me his local business card after writing a phone number on the back. He said need a few bucks again, give me a call. I put it in my pocket. Back on base, walking back to my area, I was pretty pleased. Diving had earned me eight bucks, but I had seventy from enjoying myself. I took his card out of my pocket and put it in a safe place in my wallet.
The next weekend was a duty weekend for me. It was also a payday weekend so all the buddies went to Tijuana and had a blast. I couldn't go so when they staggered back ragging on me about what I had missed, I laughed at them. The next Friday they were getting primed to again go out and get wasted. I begged off. After chow I went over to the PX and made a phone call to the number on the back of his card.
Hello, this is Dan, you told me a couple weeks ago you might have a job for me. He remembered me and said he was just closing the office. He would meet me at the doughnut shop. I jumped on the 5:30 buss to town and walked over to the doughnut shop. I didn't see him so sat down. Before I could order anything this super sharply dressed guy, picked up his coffee, moved over and sat next to me.
He said hello Dan.
What a change clothing makes on a person. I hadn't recognized him. His stance was still domineering and powerful, but he now looked the part. We had a brief conversation over coffee and left. He was driving a big expensive car this time. It was a short ride to his place overlooking the ocean which was uneventful as we talked to establish a more personal connection. Inside he showed me the fridge, telling me to help myself and left.
I pulled out a beer and walked over to the patio doors looking out on the pool. Before long he came out naked with a towel over his shoulder. He dropped the towel on a pool chair and dove into the water. Without a word, I knew what was expected. Soon I joined him in the water. He laughed and told me to get out wet and walk around the pool apron a few times. The sun was low and wet I looked great when I checked my reflection out in the glass patio door mirrors.
After strutting around a bit, he told me to look up at a house on the hill overlooking his place. Seems the guy who lived up there was a peeper with a telescope, and Dave wanted to show off his new toy, me. I laughed at that.
Got back in the water with him and swam a few laps, before he wrapped his arms around me pulled me close kissing me on the mouth. I had never kissed a man before but it seemed natural to relax and let him control everything. His hands were on my body rubbing and feeling all over. I was being seduced and I loved it. We spent a long time messing with each other's cock in the water. I seemed to be floated on my back a lot as Dave would give me a suck now and then.
Eventually we moved to a chaise lounge chair where the peeper could watch. Dave had laid down on his back, with his crotch facing the peeper. He had a stiff dick and I knew what to do. Leaning over I wrapped my lips around the head, sucking on it while he gave me instructions. My first time to actually suck a cock. I was becoming educated in the fine art of cock sucking. Quickly gaining control of the gag reflex I was enjoying myself and he could tell. He hunched his back shoving his hips in the air and groaned as he filled my mouth with cum.
So much cum it ran out of my mouth and down his balls, I licked the salty sweetness as I dribbled it on his asshole. I pulled him out to the edge of the chaise lounge, kneeling in front of him, my throbbing dick now found its target as he lifted his knees and gave me access to his pucker point. Between his cum and my spit we were started to work it in, when I felt a tap on my shoulder and a hand offered some jelly.
Seemed Dave's partner had silently joined us. He had gotten naked and watched as I sucked Dave off. I used the offered jelly going balls deep up Dave's ass in a few thrust. New guy was now standing close to the chair Dave was on, offering his cock to me, so without looking up I soon had a hard dick head sucked into my mouth. We stayed like that for a bit, me sucking on him while I slow pumped on Dave the way he liked it. He moved down and with lube on his fingers started playing in my asshole. Dave was laying back knees in the air with his forefinger and thumb gripped tightly on my nipples, squeezing and twisting them to produce awesome pain sensations running from my nipples down to my groin. The entire thing was blowing my mind coupled with my exhibitionist tendencies thinking of the telescope guy on the hill watching. All the physical sensations of Dave's hot ass squeezing on my shaft, my balls sticking in his ass crack were too much. I did want to earn my hopeful pay with long play, but soon blew my nuts up Dave's ass. My entire body was quivering uncontrollably thrusting and slamming my nuts against Dave's ass with every lunging thrust.
I crashed down into Dave's arms. After I gained control of my breathing, I realized someone still had fingers up my ass. They were replaced with the cock head I had been sucking earlier. We must have looked odd to the telescope guy. My dick was still in Dave's ass and I was being straddled and I had a cock working it's way up mine. I was being used like the whore I had turned into. Remembering how good the guy in La Jolla felt, I wanted it deeper. I pulled out, bent over on my knees putting my face down on Dave's semi hard dick, I sucked the head in and started mouthing it. More lube was worked up my asshole, and the cock head started pushing again. It went in a bit and I gasp. Holy hell that hurt, but I was not about to stop. He worked it in slow and it started to feel good. really just enjoying the feeling up my ass. Not as much as I had down in La Jolla, but it did still feel great. Back to sucking on Dave's cock head. He sped up his thrusting and I stopped sucking. Dave slid out from under me. He knew what was to come. Soon the dick in me was going nuts, fucking me like a rabbit. I had fallen down on the chair and raised my ass pressing back on the dick in me. My asshole was getting hot from the friction. My ass banger was really excited now and was racing to the finish line. His smaller dick had warmed up from the rapid friction and soon exploded in my ass. Jab hold, jab hold, went on for a while as he pumped cum in my tight Marine ass. It felt great.
His arms wrapped around me, we stayed still, he just held on and soaked his dick in the cum he had shot up my ass, then after what seemed like a long time, he pulled out panting, leaving me like Dave, with cum dripping out our assholes. Dave had more than me, I had a giggle.
Dave broke the silence saying, this is Dan, he is working for me this weekend." Dan say hello to Dee, he lives here. Dee was about five ten in height thin with a bare hairless body like my own, but with long hair and a smart little mustache. I noticed his cock was maybe 5 inches and rather thin in diameter. From the activity moments earlier, I thought he knows what to do with it.
Dee was Dave's longtime partner, they shared the house, but it was actually Dee's property. Dave had sold it to him as a broker long ago. They hit it off and Dave helped him set up, both his house and his businesses. Dee had a few Beauty Salon's along the coast and was getting well paid by rich women to mess with their hair, giving them special treatments, fawning over their appearance. His name was also David, but his salons were called Love by Da-Vyd. His customers called him Da Vid but Dave used Dee so I called him Dee also. I watched them together. Dave had made drinks and when he gave one to Dee they shared a loving kiss. They were a couple but sex with me was OK in their relationship.
About that time Vinny showed up, dressed in white clothes he was a chef at the ritzy place up on the hill. He had a couple boxes of food from the kitchen when it closed. Fried chicken and cakes, we ate. Vinny was stocky, in his late thirties, nice looking guy. I wondered if I was expected to have sex with him now. Soon found out Vinny was married to Dee's sister. He was just friends, dropping off things from the restaurant. He had a few drinks with us then left to go home.
The rest of the evening was spent socially drinking, me getting teased for being barely nineteen. A little food a lot of sex, they were tired and went to bed. I wasn't invited to join them. I was still naked under the pool robe I had been given when it chilled off. Dave said I was there for the weekend, so I went into the other open bedroom to sleep.
Sometime during the night, I felt a warm body next to me. Thinking it was one of the guys I put my arm around it and felt tit. Back to sleep thinking it was a weird dream. Morning came and I woke to find a young girl in bed with me. Not to look a gift horse in the mouth, I curled up with her. My dick was again hard. She woke up, turned over and ask who are you and what the hell are you doing in my bed. Not in a nice way, she was pissed. I tried to explain, but how do you explain to a naked girl you really want to make out with, what the circumstances were. She was very pretty maybe a couple years older than me. But she was pissed and I must have looked frightened.
She said those bastards, referring to Dave and Dee. Our talk, well her yelling, had woken the others and now they were watching and having a laugh. Looking at my stiff dick she said common, lets fuck. She teased me building my desire to peak, playing with my body sucking here and there making suck marks all over it. I went down and started eating her out. Now we were in something sexual I knew how to do. Growing up my neighbors had three girls with a horny mom who taught me. Working her clit over, she got off and I knew it was a good one. We fucked like crazy rabbits. Again, I was dumping my nuts heavy, she was pleased. She pushed me off her as she got up to go to the john and told the laughing others, there I wore your boy toy out, you're not getting anything out of him now you bastards.
They had left her bedroom door open knowing I would go to bed in it and she would find a boy in her bed. She was Dee's little sister and claimed to be a lesbian. Stomping around still naked she started making breakfast. Dave had dressed and left saying he had to open the office until noon on Saturdays. Lilly worked for her big brother in the beauty salons. I was hungry and ate some left-over chicken and cake, while I admired her body. She knew she was turning me on and was getting a kick out of teasing me again.
Dee explained that I was his and Dave's because Dave had purchased my services for the weekend. Lilly thought that was cool. I was the first rent a boy she had met. Dee said isn't he cute, how old do you think he is. My face was still a kid's face, I didn't have to shave and my groin area had a few thin lightly colored pubic hairs, pretty much like a twelve-year old might have. She replied you better not let the cops know you have him, he's maybe thirteen.
Dee laughed telling her I was from the Marine base. Lilly replied he looks more like a girl with those little tits, he even turned me on. The abuse my nipples had been getting was showing in my chest now. I was actually getting a little cleavage. Lilly left for the shop leaving me alone with Dee.
De told me David said he was going to give me money for the weekend. What wouldn't I do for money? I replied if your talking sexually, nothing. I enjoy sex with beautiful people, a little money makes everyone beautiful, and smiled at him. He said I need to go for a ride, want to come along, we can leave a note for David telling him we will be back.
We drove the little green MG up to a large house in the Laguna Hills area. Rang the bell and was escorted to a back office where a very large fat man looking like some kind of gangster was sitting. Dee introduced me to him and mentioned that I might be willing to work his parties. Fat man looked me up and down, then said service guy, I don't use service people. Dee said get naked Dan. I did. Fat man motioned me over and gave me a better once over with a few touches. He told Dee, fucking beautiful. Fat guy said OK, I'll use him. The deal was once a month fat guy had a party and had people who attended to the needs of his party. The next party was two weeks away, I should be there at 2pm on Saturday. Handed me a bundle saying here's your uniform. He told Dee to do something about the military haircut. Dee said OK, and the left me to attend to their own business. I wandered around outside of the office. Open doors led to a pool, the other side of which was a very large room with plush furniture situated seeming in a random fashion.
Dee explained that I could make a lot of tip money at his party. To talk with Lilly his little sister I had met that morning. She worked at his parties. When we returned to the house Dave was back from his office. Dee told him about setting me up in Laguna and he was pissed. Dave felt I was his find. I thought later Dee was a bit jealous of the way Dave was becoming attached to me.
Dave took me out to lunch and left Dee in his den. There he explained that what I had signed up for was working at a party, where anything the customers wanted, I was to provide. He stressed the anything part again and said not many were beautiful people. Was I sure I wanted to do that? I started having my doubts.
We returned to the house to join Dee and Lily over a beer and pizza with a naked pizza delivery boy. The rest of the day went like the evening before. Lily left, I fucked Dave while Dee was fucked by the pizza boy. The pizza boy was paid and had to leave. They sucked each other's cocks then took turns fucking me while I played monkey in the middle with their cocks in my jaws. Dee dumped his nuts in my ass and David fucked in his cum to dump in me also while I cleaned Dee's cum off his cock. That seemed to satisfy both of them. That night I was taken to town and dropped off with forty bucks. Dee said come back in two weeks, Lilly will take you to the party.
To be continued if you want.