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Massage with Release

Category: Gay Male
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After I’d divorced my wife of 10 years, I moved into a condo while she and the kids lived in the house. We’d parted amicably, but I was still pretty hurt by the whole process and the things that we’d said in court. Luckily, she wasn’t able to take me all the way to the cleaners, so I was fairly well off even with the alimony and child support I had to pay. 

My condo was nice, on the fifth floor. A two bedroom with a little balcony that overlooks the river. I’d settled in and started to think of it as home after about a month. 

One day, I was sitting on my balcony having a beer and watching the world go by when my neighbor came out on to his balcony. I said hello and we talked for a bit. His name is Chuck and he seemed nice enough. He was about my 6-foot height, but probably only tipped the scales about 30 pounds less than my 185. His skin was deep brown and he had a wide smile. We made idle chatter for a while and then he went inside.

Several days later, I’d come home from work and headed out to my balcony for a beer. Chuck was on his balcony, so I invited him over. We sat out on my balcony drinking beers and getting to know each other for several hours. The conversation moved on to sex, as most inevitably due after I’d remarked about how pissed I was that the local baseball team’s pitcher got shelled the night before.

Chuck remarked, “Yea, he’s never been the same since we broke up. I guess I broke his heart after all.”

I replied “Wait. You DATED him? Like dated, dated him?”

Chuck then told me how they met at a local bar and slept together that night. Their relationship progressed to where the player moved in with him a week later. Chuck went into very gory detail about their sex life: how he used to beg Chuck to fuck his ass, how he loved it when Chuck came on his face, and other intimate details. I sat there listening in disbelief.

“THAT guy is gay?!?!? Seriously? I can’t believe he’s gay!”

Chuck said “Oh, he’s gay alright. You’d never know it, but he is. One of the reasons we broke up is because he didn’t want anyone to know. When we’d go out, it was always made to look very platonic. I couldn’t deal with it anymore so I broke up with him. We were together about a year, I guess. “

“Wow, I’m dumbfounded. Hell, I didn’t even know you were gay either.”

Chuck said “All my life! How about you? I saw the pictures when I came in. I see you have kids. You married?”

“I was. We divorced about 6months ago. It was hard, but I think I’m much happier now. “

Chuck asked “So, you got a girlfriend or anything?”

“No,” I said. “I think I’m kind of ‘A-sexual’ now. I just don’t have any desire to get into a relationship at the moment.”

“So, you’re just jerking off every night now?”

“Pretty much,” I said. “When I’m horny, there’s a little Korean massage joint a mile or so away. I get a massage and a hand job. It’s ok.”

When Chuck asked me how much that cost, I said “It’s $120 for the massage, but I give a $50 tip for the handy. The massage is OK but I’m not allowed to touch her during the hand job. I need to find a place that’s a little more ‘interactive’, I think.”

Chuck said “Hell, for $100 I’ll give you a massage and a hand job. I love giving massages.”

I looked at him and thought he was joking. “Right. I’ll keep you in mind should my Korean chick break her hands.”

“Seriously,” Chuck said. “I guarantee I’d give a better massage than some Korean chick. I was with a professional athlete, for Christ’s sakes! I used to give him a massage and happy ending damn near every day!”

“Thanks, Chuck,” I said. “But I think getting a hand job from a guy would be a bit more strange than I could handle. I’ve never done anything like that with another dude. “

“Well,” Chuck said as he stood up. “Think about it. I’m right next door if you change your mind. I’m headed home, so we’ll see you around. Thanks for the beers.”

Chuck left and I finished my beer and headed off to bed. As I laid there in bed, I couldn’t help but think about Chuck and his offer. He was a good looking guy, for sure. I had to admit that I was a little curious, but wasn’t sure if I could actually do it. I drifted off to sleep, but couldn’t quite stop thinking about what it would be like to have Chuck stroke my cock.

Weeks went by. Chuck and I would hang out every few days, drinking beers on one of our balconies. He’d broach the subject occasionally of a massage, usually asking how my Korean chick was doing. I always assumed he was still joking about the whole thing. 

One day, as I pulled into the parking lot of my massage place, I saw 4 or 5 police cruisers in front. I quickly spun around and acted like I was just turning around. Judging by the looks of things, I’d narrowly missed a raid of some sort. 

I was as horny as I remember being, so I headed on home to take care of things myself. As I was getting into the elevator, Chuck came through the door. I held the elevator for him and we rode up to our floor.

Chuck asked me how things were and I told him about the raid on my massage place.

“No shit!” he said. “They got raided? You’re lucky you weren’t there already!”

“No kidding,” I said. “I don’t know what I’m going to do now. That was the only sex I was having!”

“Well,” Chuck said as a sly smile crossed his face. “My offer still stands. I’d be happy to take care of things for you.” He looked me up and down a few times and then straight into my eyes. “I guarantee it will be the best massage of your life or your money back!”

My horniness got the better of me so I said “Why not, Chuck? Are you available now?”

“Sure! Let’s go to my place.”

I followed Chuck down the hall and to his door. He turned to me as he opened the door and said “Welcome to Heaven!”

“Very funny, ” I said. “Where should we do it?”

He smiled and said “‘Do it’, huh? Why don’t we ‘do it’ in the bedroom. This way…”

I followed him to his room. He had a very large, four-poster that had to be larger than a king size. His room was also meticulously clearn.

“Wow,” I said. “That is a huge ass bed!”

He walked over to his nightstand as he said “Biggest one they make. Getting sheets to fit is nearly impossible though.” He pulled a bottle of massage oil out of his nightstand and then turned to me and said “Well? Come on. Take off your close and get on the bed. Face down to start.”

“Oh, right,” I said as I started to strip. Chuck just stood there and watched me as I disrobed. I half expected him to turn his back, but he didn’t. He just stood there watching me as a peeled off my clothes with a sly grin on his face.

I became a bit self-conscious as I dropped my pants to reveal that I don’t wear underwear. The fact that I was standing there naked in the middle of the day in another man’s bedroom got the better of me and I could feel my erection building. I stepped out of my pants and walked over to the bed. “Which way do you want me to lay?”

Chuck looked down right at my growing cock. “Well, somebody’s excited! Why don’t you lay across the bed.”

I did as I was told and I could feel Chuck get up on to the bad and then straddle my naked ass. He was wearing jeans and I could tell that they were probably going to be chafing on my bare skin. But for now, I didn’t say anything.

Chuck warmed his hands and then began massaging my shoulders. He rubbed the oil over my back and then continued with my shoulders and upper back. It felt fucking amazing! He had very talented hands and his technique was better than any massage I’d ever had. I just closed my eyes, smiled, and enjoyed it. 

After a few minutes, Chuck asked me if the pressure was ok. I told him that it was fine, but his jeans were starting to rub my ass raw as he moved. He asked me if I’d be more comfortable with them off. I told him “Sure. I think that will be fine.” 

I felt him get up and he asked “Are you sure you’re not gay? Having another guy sit on your ass in his underwear might cross your hetero line somewhere.”

I smiled and said “I don’t think I could be gay. I like tits too much.”

Chuck said “Well, there are advantages to being gay that you don’t get with a woman.”

I asked him to explain and as he peeled off his jeans and shirt he said “Well, familiarity with the equipment, for one. You’ll see when I’m getting you off. Knowing your own cock means you can take care of another better. “

“I see,” I said, still with my eyes closed. I could feel Chuck get back up on the bed and straddle my ass again. This time, I didn’t feel his jeans, but I could feel his bare skin. I opened my eyes, looked back at him and said “I thought you were going to keep your underwear on?”

Chuck said “I did. See? ” and he stood up where I could see him. Sure enough, he was wearing some sort of black thong. 

“Oh,” I said. “Ok. That’s not much in the way of underwear.”

“You don’t wear any underwear, so what’s the point? Just relax, will you?” he said as he sat back down on my ass and started my massage again. 

I closed my eyes and relaxed. So what if he’s practically naked while sitting on my ass, rubbing my shoulders? He’s going to be jerking me off anyway. What does it matter?

Then I started thinking: What if he gets hard while he’s doing it? Every time I’ve given a massage to my wife, I always got an erection. A little voice in my head said “Yea, you didn’t exactly think this through, did you?” Shit. What was I going to do when I turn over to get serviced and there he is: His black cock sticking out from the top of his underwear?

Chuck continued to work his way down my back to the top of my ass. As he did, he slid off my ass and down my legs. He moved my legs apart and kneeled in between them while he rubbed oil on my ass and rubbed it into my skin.

“The ass is the most misunderstood part of the body, I think. Since it’s where the shit comes out, people think it’s dirty. There’s so much pleasure to be had in the ass. Your prostate gland is in there, for example. Have you ever had your prostate massaged, Mike?”

“No. I didn’t know you could massage that.”

“Well,” Chuck said. “You have to go through the anus to get to it, but by rubbing the prostate gland, you can induce an orgasm.” I could feel his hands all over my ass. Spreading my cheeks apart, he lightly ran his hand down the crack and across my asshole. A shock ran through my body and I so desperately wanted to moan. 

“Really,” I said. “I’d never heard of that before.” I tried to remain calm, but my heart was pounding. He was running his hands all over my ass again. Squeezing gently and rubbing the oil in. 

“Oh, sure,” he continued. “It’s very intense. But there are other things too. Have you ever had your asshole licked?” I heard the massage oil container open.

“No, never,” I said, my mouth very dry now.

“Oh, that’s the best. It is just about the best feeling in the world. I love it when a guy licks my ass as I stroke my cock. Gets me off every time. ” I felt the massage oil being poured on to the top of my ass crack and slowly slide down over my asshole. “Ooops,” he said. “I used a bit too much.”

I doubted whether that was an accident or not, but when he started to rub the oil into my ass crack and around my anus, I no longer cared. He slowly worked his way down to my asshole and then traced circles around the edges.

“Getting your ass licked feels amazing, but do you know what feels even better?” One finger was tracing circles around my hole and I could feel his other hand grab my ball sack. He rolled my balls around in his fingers and I could feel very gentle pressure on my hole. 

“Having a hard cock slide between your lips feels amazing, too. You don’t get to enjoy that unless you’re gay. The way the head is softer than the shaft and the feel of it sliding over your tongue. That also feels wonderful. And when he shoots his load in your mouth? That’s incredible. Now, a lot of guys will tell you that it’s rude not to swallow a man’s sperm, but I disagree. In fact, I don’t like to cum inside a guy’s mouth or ass. I like to pull out and watch it as it sprays. Across his face, stomach, or ass. It doesn’t matter. But I do like to see a guy with my cum on his face to be honest with you. ” He continued to tease my balls and ass. I could only lay there and moan loudly as he toyed with me. “But still,” he continued. “That’s still not the best feeling in the world. Would you like to know what the best feeling in the world is, Mike?”

“Oh, God. Yes. Tell me” I panted. 

“The best feeling in the world is a hard cock sliding into your ass. That’s the best. Nothing compares to that initial penetration. And as he slides his cock past your prostate, then you’ll know what ecstasy is.” He slowly slid his finger into my ass. My mouth dropped open and another moan escaped my lips. 

“Yea,” he said. “That feels good, doesn’t it?” 

I could only moan as I felt his finger move around in my ass and his fingers massaging my balls. 

“Yea, I can tell it does. Just relax and enjoy it.” He’d inserted his finger about three inches or so and began to make small circles at the “top” of my asshole. Suddenly, I felt like I was going to cum right then and there. I let out a loud moan as the feeling didn’t intensify, but rather stayed on a plane as he continued to rub.

“That’s your prostate right there, isn’t it? See what you’ve been missing? It only gets better, too.”

I started to move my hips around as Chuck massaged my gland. Where has this been all my life? I couldn’t help but wonder if I could do this to myself?

“Ok,” he said as he pulled his finger from my ass and climbed out from between my legs. ” Turn over.”

Reluctantly, I turned over to face him. He’d moved to the side and was back on his haunches. My cock was standing tall and hard and I looked over at him and I could see the top of his cock head sticking out of his thong.

“You really need to shave your pubes. You have way too much hair down there.”

“Really,” I asked. “I’d never noticed before.”

“Oh, yea,” Chuck said. “You need to shave it all off. It’s much more sensitive and it makes your cock look larger. Here I’ll show you.”

Then he stood up and pulled his thong down. He was, in fact, completely shaved. I’d never actually seen another man’s erect cock before. His looked to be a little bigger than mine, maybe 7 inches long and thick. 

“See how big it looks? It’s probably the same size as yours, but it looks bigger since there’s no hair. You should shave yours. Or I could do it for you if you want? It’s no problem at all.”

“You want to shave me?”

“Well, you get a handjob anyway, so this will make it even more exciting, I promise. Come on.” And with that, he turned and walked toward his bathroom. I heard the shower start as I said a mental “What the hell?” and got up to join him. 

He opened the door to the shower and I stepped in. There was plenty of room for two people and I wondered why my master bathroom doesn’t have a shower like this? I moved around in the stream of water and got myself wet. Chuck sat down on the little bench in front of me, my cock even with his face.

He lathered up my groin area and slowly removed all the hair around my cock and balls. I have to admit that it was very erotic watching him shave me. I was hoping that I’d get a blowjob right then and there since he was in the perfect position, but when he’d finished, he stood up and turned off the water.

“Ok,” Chuck said. “Let me dry you off and then get back in bed.”

He got into the closet, pulled out a towel and then dried me off. I walked over to the bed and laid down on my back. After he’d dried, he came back to the bed and picked up the oil.

“Now, you’ll see what I mean about how much more sensitive you are now” and he climbed up onto the bed in between my legs. 

He poured a large amount of oil on his hands, rubbed them together and then all over my cock and balls. I definitely was much more sensitive without the hair and I said so.

“See?,” he said. “Being gay has its advantages.” He began stroking my cock with his left hand. His strokes were firm and went the entire length. “Good, isn’t it?”

“Oh, God, yes!” I said. I sat up onto my elbows to get a better view. Then he moved in closer and started to stroke his own cock with his right hand. I moved my legs on top of his thighs as he wiggled in closer. Watching him stroke both of our cocks was so erotic, I could feel the cum building in my balls.

“I’m gonna cum soon,” I said. 

He picked up his pace on our cocks and I felt myself fall over the edge. Cum erupted from my cock with such force that the first shot hit me in the cheek. Chuck continued to stroke as my orgasm began to subside and the cum stopped flowing from my cock. “Here I cum!” he said as the first of many ropes of velvety white cum flew onto my cock and my stomach. 

I laid back to catch my breath. I could heel him get up from the bed and head for the bathroom. He came back with a damp towel and as he cleaned our cum off me, I said “That was incredible. Thanks a lot.”

“I told you,” he said. “I told you it would be the best message of your life.”

I got dressed and paid Chuck his money. As I handed him the money, he said “Call me whenever you’d like another massage. “

“Thanks. I sure will. Maybe next week?”

“Sure. Anytime.”

About a week later, I called Chuck. He was home, so I went over.

When I knocked on the door, he let me straight in. He was wearing a white, terry cloth robe.

“Come on in, Mike. Good to see you again.” I entered the room and he closed the door behind me. He said “Have you kept up on shaving your cock, or do I have to do that again.”

“I’ve been shaving every day. I gotta tell you that I like not having any hair down there.”

“Good,” he said. “Lets get started.” And he led me to his bedroom. I took off my clothes and walked over to the bed. 

“You want me on my stomach first?” I asked.

He untied his robe and let it fall from his shoulders. He was completely nude. “That’s a good place to start, I guess.”

I laid down and felt him crawl up and straddle my ass. As he began to rub my shoulders, I could feel his hips moving on top of me. I could also feel my erection starting underneath me.

“How’s that feel? Is that hard enough?” he asked.

I smiled at the innuendo he was implying and said “The harder the better, I think.”

“Oh, I like the way you’re thinking. Harder is better, I think.”

He continued to rub the oil into my skin as he worked his magic on my muscles. I was relaxed and just plain putty in his arms. I was completely under his control at this point.

“So, have you been thinking about this all week, Mike?” he asked.

“Yes, I have. You’re an amazing masseuse. How did you get so good?” I asked.

“I’ve had a lot of practice. What did you think about all week? What was your favorite part of the massage?”

“Well, the best part was the way you played with my ass. I’ve never had that before. The shaving was very erotic. And I liked how you were able to stroke us both at once. But really, watching you cum on me was the best part.”

“Oh,” he said. “You liked watching me cum on you? I figured that would freak you out since you’re straight and all.”

“I thought it would too, but it didn’t. I don’t know why.”

“Maybe,” he said. “You’re not as straight as you think you are. Maybe you’re just a little curious about what it’s like to be gay. I can show you, if you’d like.”

And with that, he slid off my ass and in between my legs. He poured oil over my ass and started to rub it in. It sure seemed he used quite a bit of oil again and I could feel it dripping down my crack.

As he massaged my ass, I started to move my hips under his pressure. 

“You like that, don’t you? You like having your ass massaged?”

“Yes,” I said as my heart was pounding and my mouth went dry.

“Good. Then you’re going to love what’s next.” I felt him get up from between my legs and move them together. Then, he straddled my legs and leaned forward. I could feel his hard cock force its way between my butt cheeks. Slowly, he started to rub his cuck up and down my crack. I moaned softly at the sensation.

He leaned forward and with his mouth right by my ears whispered “Would you like me to show you what being gay is like, Mike? Can I show you a whole new world that you’ve been missing?” 

The feeling of his cock sliding along my crack was driving me crazy. I continued to move my hips to his rhythm and pressing back up against him. The thought of having his cock in my ass was driving me crazy.

“Yes,” I said. “Show me what it’s like to be gay.”

“Are you sure?” he asked. “You won’t ever go back if I do.”

“Yes, please. Do it.”

“You’re not ready, yet. But I’ll get you ready. Don’t worry. ” Then he got up off me. I opened my eyes and looked back to see what he was doing. He rolled over on to his back and sat up at the head of the bed, his erect cock resting on his stomach. “Come over here between my legs. The first lesson is how to give a blowjob.”

I rolled over and got up on my knees between his legs. I reached down and stroked my cock as I looked over his wonderful body. Just looking at his cock made me hotter than I can remember.

“First, stroke my cock.”

I released my aching cock, leaned forward and took another’s cock in my hand for the first time in my life. The shaft was harder than mine and I could feel the muscle fibers under the skin. I slowly stroked the length of his shaft and looked up at him. “Like this?,” I asked.

“That’s good. Not too fast. Just go slow and let me enjoy it.”

I stroked his cock and marveled at the feeling of it. I’d never done anything like this before and it was really turning me on. I was amazed at how much harder his cock felt than my own.

“Good. Like that. Now, kiss the tip.”

I leaned forward and touched the tip of his cock to my lips. I opened my mouth and let the spongy head enter as I continued to stroke. When I felt the tip hit my tongue, I swirled my tongue around it. Chuck was right. It did feel wonderful to have a hard cock in my mouth. I slowly let more and more of his cock into my mouth and then sucked as hard as I could as I pulled it back out again. I’d gotten many blowjobs in my life as a straight man, so I had some idea of what to do. I kept stroking the base of his cock as I slowly slid his cock deep into my mouth and then back to the tip again. Over and over I let his cock slide along my tongue. I must have been doing something right because I heard him moan slightly and could feel his hips thrusting his cock into my mouth. Chuck reached up and put his hand on the top of my head, forcing his cock deeper into my mouth. I stopped stroking when my hand hit my mouth as he forced my head down to the base. When his cock got to the back of my throat, I started to gag. I pulled off his cock, leaving long trails of spit between his cock and my mouth. 

I looked up at Chuck and said “Sorry, I was starting to gag.”

“It’s ok,” he said. “I wanted to see how much of it you could take. Here, lay down on your back.” 

I did as I was told and Chuck got up and then straddled my head, his balls directly above my mouth. “You just sit there and lick my balls while I stroke my cock,” he told me. I looked up at him as I stuck my tongue out to tease his balls. The feel of his smooth sack across my tongue really turned me on. I ran my tongue around and then pulled one of his balls into my mouth and sucked lightly. Watching him stroke his cock right above my head as I teased his balls made me want to stroke my own cock, but my hands were above my waist and I couldn’t reach it. So, I just concentrated on what I was doing instead. I let his ball fall from my mouth and then I went back to licking his sack. Remembering what Chuck had said the last time we were together, I started to work my tongue toward his ass. He felt where I was going and said “Yea, lick my ass.” So, I pulled him further up my face to where I could get at his asshole. I licked his anus with the full length of my tongue to get as much spit on it as I could, then I went to light, teasing licks. Occassionally, I tried to stick my tongue into his ass, but that was difficult to get more than the very tip in. I just laid back and concentrated on making him feel good. 

I knew I was hitting his spots as I felt the pace of his strokes pick up when suddenly, he hopped up off of me. I opened my eyes just in time so see the head of his cock about six inches from my face, pointed right at me.

“Shit,” I said, turning my head and closed my eyes. Moments later, the first of many streams of cum painted my face. 

When he’d finished, I wiped the cum out of my eye socket and off of my face. I looked up at him, laughing, and said “you dick. I can’t believe you just did that.” I looked at my hand and the palm was covered in cum. I couldn’t resist, so I brought my hand to my lips and tasted cum for the first time. It wasn’t offensive tasting, a little salty, but not like anything I’d ever tasted before. It smelled a bit like bleach. 

Chuck got up from the bed as he said “I’d say I’m sorry for cumming on your face, but I’m really not. Hang on.” He headed for the bathroom and came out with a towel in his hand. He wiped his brow and then up the crack of his ass, and then threw the towel on the ground.

“Hey, gimme that!” I said, reaching out for the towel.

He climbed up on the bed and said “Nope. You’re just going to have to wait because we’re not done yet.” With that he grabbed my leg and said “Turn over.”

I wiped my hand on his bedspread with an evil grin and then turned over on to my stomach. I turned my head so that the cum covered side was up. If he liked the visual of his cum on my face, then he might as well get his money’s worth. 

Chuck spread my legs and I felt him climb between them. “Now,” he said. “We’ll get you ready for the best part.” With that, I heard the massage oil bottle open and he poured a large amount of it directly on to my ass. 

“Jesus, you’re using enough of that!” I said.

“You’ll be thanking me later, trust me,” he said as he began to rub the oil all over my ass. “Lift your hips up for me.”

I lifted my hips off the bed and I felt him grab my erect cock and pull it toward him. Then he pushed my ass back down. As he rubbed my ass with the oil, he would occasionally stroke my cock or run his fingers around it, teasing me. 

“That feels really good. Keep doing that,” I said.

“Well, we just want you on the edge for now. Don’t cum yet or you’ll spoil the surprise,” he said. 

He spent the next several minutes sliding his fingers up and down my ass crack and then running his fingers along my cock and over my balls. I was in heaven as he just kept me on the edge of orgasm without letting me cum. The teasing was driving me crazy! 

After what seemed like an eternity, I asked “Are you ever going to let me cum? This is driving me up the wall!”

“You’re almost ready. We just have to do one more thing for you.” With that, he slowly slid a finger into my asshole while he continued to tease my cock. 

“Oh, my,” I said. “That’s gooooood.” I then started to push back against his finger out of reflex.

He slowly slid his fingers around inside my ass and then he pulled his finger out to just the tip. Then, he slid in a second finger and began to tease my prostate. This just forced me to back up onto his fingers even harder. I was in complete heaven as sensation after sensation swept over my body.

“That’s good. Just relax and enjoy,” Chuck said. He continued to wiggle his fingers inside my ass, stretching me out, as the incessant teasing of my cock continued. 

After what had to have been minutes, Chuck said “Ok, you’re ready now. Turn over.”

He got out from between my legs and laid back at the head of the bed with his back against the head board. “Stand up and straddle my cock,” he said.

I stood up and positioned myself so my feet on either side of his hips. I could still feel his cum drying on my face and looked down at him. He had his hard cock in his hand, pointing it straight up. It was glistening from the amount of oil he’d rubbed onto it. 

“Just lower yourself on to my cock. Go as slowly as you want. If it starts to hurt, just pull up again and start over,” he told me.

I reached forward and grabbed the headboard in one hand and then lowered myself down. When I got close, I grabbed his cock and aimed it toward my asshole. I lowered myself down to where I could feel his cock head right against my hole, then let go of his cock and grabbed the headboard with both hands.

Slowly I began to lower myself on to his cock. As I exerted pressure down, I felt a bit of pain as his cock head tried to enter my ass. The more I pushed, the more it hurt. I fought through the pain and felt the head enter. There was a very sharp pain that lasted less than a second, so I popped back up off him.

“Ouch!” I exclaimed as I stood up over him.

“Just relax. You got the head in and that will be the only time it hurts. This is just popping your cherry and it’s going to hurt a little. I promise that the pain will go away after a second,” Chuck said.

I lowered myself into position again, aimed his cock at my opening and then settled down. Slowly, I pushed down until I felt the head pop in. The pain was still there, not as bad this time, so I didn’t hop back up. Instead, I slowly lowered myself a few inches more and then stopped.

“There,” he said. “You did it. Does it still hurt?”

“No,” I replied. “It feels more like a have to shit than anything.”

“Just relax and move up and down, fucking yourself on my cock. That feeling will go away soon.” he said.

I closed my eyes and slowly moved up and down just an inch or two. After about 5 cycles up and down, the feeling of having to shit had stopped and It started to feel really good. My erection had softened significantly and I could feel my cock flopping around as I moved on his cock. I went another inch or so down and I felt his cock hit my prostate. A smile crossed my face and I said “There…..That’s the spot.” I continued to just work his cock over my gland for several strokes until the feeling of an impending orgasm started to build. Now, every time I was on the down stroke, I allowed more and more of his cock into my ass. In a short time, I was able to get his whole length in me.

“That’s it. You got it now. Just ride my cock and fuck yourself,” he said.

I began thrusting up and down the entire length of his cock. I could feel my erection come back and I desperately wanted to stroke it as I rode his cock. The feeling of my sphincter sliding up and down the length of his cock was unlike anything I’d ever experienced in my life. This really was the best feeling I’d ever had. Up and down I went, holding on to the headboard with both hands as I fucked myself. I looked down and Chuck was watching his cock slide in and out of my ass. Sweat began to build on my forehead and I could feel my muscles in my thighs begin to strain from the effort. I lowered myself down the entire way and moved my feet behind me and knelt astride of his hips.

“My legs are getting tired. Let me do it like this for a while,” and I said and started to rock on my knees up and down on his cock.

“But,” he said. “I can’t see it like this. Here. Get off for a second.”

I leaned to my left and felt his cock fall from my ass, leaving a strange empty feeling. Chuck rolled off the bed and stood beside it.

“Lay down on your back right here, so your ass is just off the edge of the bed.” 

I did as I was told and spread my legs wide to let him in. Chuck grabbed the massage oil and rubbed more of it on to his cock. He moved into position between my legs and then lifted my feet up to his shoulders. Then he reached down and positioned his cock at my opening and pushed in.

I sucked in a deep breath and arched my back as he entered me. He wrapped his arms around my legs to keep me in position as he began to slowly fuck me. 

“Oh, Jesus,” I said. “Holy fuck! I can’t believe how good this feels!”

“Your ass is really tight. It’s been a long time since I’ve fucked a virgin,” he said as he moved his cock in and out of my ass. Feeling his hips hit my ass and his chest against my legs was so intense, I desperately wanted to back into him. But being on my back with my legs bound to his chest by his arms, the best I could do was lay back and let him use me. 

“Yea,” he said. “You like having a cock in your ass, don’t you? “

“Oh, God, yes!” I replied. Chuck began to push harder and I could hear the “slap!” of his hips hitting my ass.

“I knew you would,” he said. “From the first time I saw you, I knew it wouldn’t be long before you were begging me to fuck you.” 

He let my left leg go, slid it off his shoulder, and pushed it down on the bed. Now, my rock-hard cock was exposed. I opened my eyes just as he reached for it. I watched as he began to stroke my aching cock in time with his thrusts, bringing me toward orgasm. 

Again, I closed my eyes and just let him use me. The combination of his pounding his cock into my ass and the strokes he was giving my cock sent me over the edge. I could feel the cum building up in my balls faster and faster.

“I’m gonna cum!” I cried.

“Yea, cum for me. Let me see how much you like to get fucked!” he said. 

I arched my back as the first of many ribbons of cum flew out of my cock and onto my chest. Chuck kept stroking in time with his thrusts into my ass as I covered myself in cum. When he’d squeezed the last drops from my cock, he let go of it and pushed down on my leg. Then, he started to really pound into me. Faster and harder he fucked me. I put my hands behind my head and lifted my head to watch him. He was thrusting into me with everything he had as he looked down and watched his cock enter my ass. Since he’d already had one orgasm today, I figured he needed a little encouragement.

“Yea, that’s it,” I said. “Fuck me. Fuck me good. Stick that cock in my ass. Are you gonna cum on my face again? I won’t turn away this time, if you cum on my face. I want to watch you shoot your cum on me!”

Chuck had looked up at me when I started to egg him on and I knew it must be working. He kept pumping his cock into me at full throttle and the only sound I could hear was the “Slap! Slap! Slap” of his hips hitting me with every thrust.

“That’s it, baby. Give it to me. Fuck me hard and use my ass to make yourself cum. I want you to cum on my face. I want to taste your cum as it drips into my mouth. That’s it, baby. Cum for me. I want it so bad!”

Chuck pulled out of me and stepped back. “I’m gonna cum! Get on your knees and take it.”

I scrambled off the bed and knelt before him. He stroked his cock and aimed it at my face. I closed my eyes and opened my mouth for him. Seconds later, his cum splattered across my face and into my mouth. When the last of it had hit my face, I opened my eyes and saw the last of it drip out of his pee-hole. I reached up, grabbed his cock, squeezed the last drops toward the head. Then, I leaned forward and cleaned his cock with my mouth. The mix tastes of my ass, his cum, and my ass was “odd” to say the least, but I didn’t care. I sucked his cock clean and then licked the underside with my tongue. When I was done, I sat back and wiped my face with my hands.

“Wow,” I said. “Just plain incredible.”

“Jesus,” Chuck said. “I can’t believe that was your first time. You really got into it at the end.”

“Well,” I said. “I thought you needed a little encouragement. We’re doing that again.”

“Come on,” he said as he turned to the bathroom. “Let’s get you cleaned up.”

I got up and followed him to the shower. We both entered and Chuck scrubbed me all over, spending extra time making sure my cock was clean. I started to get hard again, much to my amazement. He was sitting on the little bench, playing with my cock as the water rinsed the suds away.

“So,” he said. “How do you feel?”

“Wonderful,” I said. “But you got off twice and I only came once.”

“We can fix that,” he said and took my cock in his mouth. Stroking my cock while twisting his wrist at the same time, he had me to full hardness in seconds. He reached up with his other hand and I felt his finger enter my asshole. I spread my legs wider to give him more access. He finger fucked me while he sucked my cock. I reached down with my hand to hold his head in place as I thrust my hips, fucking his mouth. 

He pulled off my cock and looked up at me. “That’s enough for now. Let’s get back to bed.”

We exited the shower, dried off and headed for the bed. We stopped by the side of the bed and Chuck grabbed the massage oil and rubbed it on my hardness. As he slowly jerked me off with his oiled hands, Chuck leaned in and gave me a passionate kiss. Our tongues dueled for supremacy in our mouths as he continued to stroke my aching cock. Chuck broke the kiss off, turned and got up onto the bed. He got up on his hands and knees and turned back to me. 

“Now it’s your turn to fuck me. Put some more oil on my ass, and then fuck me hard. I like it hard.” 

I grabbed the bottle of oil and got up into position behind him. I poured the oil at the top of his crack and watched the bead of oil flow down over his asshole. Then I used two fingers to smear it around his ring. I traced little circles with my oily fingers around his anus and I could feel him move his hips as I did. Then I pushed my fingers into him and twisted them around. Chuck dropped down so that his face and shoulders were on the bed, his ass high in the air. He began to push back to me, fucking my fingers. Moans escaped his mouth as I moved my fingers in and out of his ass.

“Put it in me!,” he said. “I need it. Put your cock in me.”

I removed my fingers and moved myself into position. I aimed my cock at his opening and smeared it around, getting as much oil as I could on my cock.

“Don’t tease me, dammit! Put it in!” he cried.

An idea struck and I smiled to myself. “No,” I said. “You have to beg me first.” 

“Ooooh,” he said. “I like to beg. Please, please, Mike. Put your hard cock in my ass. Let me feel the length of your cock slide into my ass. I want to feel it in there. Slam it into me. I want to feel your hips hit my ass as you push your cock in.” 

With that, I pushed my cock into him. I’d only fucked my ex once in the ass and we were both drunk, so I really don’t remember what it was like. His anus spread open and I pushed my entire length into him at once. I felt my hips hit him and I held it there. Slowly, I pulled out until I could see the head start to come out. Then I slammed in again with all my might.

“Yessssss,” he hissed. “Like that. Just like that.”

I started to fuck him faster and harder. Again and again, I pushed into him as hard as I could. He sat there and took every stroke, as he began to get off on it. 

“Yea, like that. Keep going. Keeping slamming your cock into me.”

I kept up the pace, going as fast and as hard as I could. Then I felt his hand reach up and caress my balls from underneath. That was all it took and I felt my orgasm coming. I gave him 5 more good, hard thrusts and then I pulled out.

“Turn around,” I told him. “I want to see it spray across your face.” I stroked my cock as he turned around and put his face right up to my cock.

“Cum on my face, baby,” he said. “I want it. I want to feel it drip down my face.”

That did it for me and the first shot of cum landed right below his nose. I aimed a little left, then right for the next two shots to coat his cheeks. I moved in closer to put the last few dribbles onto his nose and lips. He opened his eyes and mouth and licked my cum from around his mouth. I leaned back and watched him. He looked up at me and licked more cum off his face.

“Very good,” he said. “That was what I needed.”

I got up and got towels for us both. When I was getting dressed, I opened my wallet to pay Chuck his $100. He held up his hand and said “No. We’re past the paying part. These are free from now on.”

Needless to say, I’d found my new substitute from my Korean chick.

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Bob wrote

Now that you have me so horny from reading this story please write more love when a vigil losses his cherry. Reminds me of being fucked at 33 for my Birthday present by a hot older bear Daddy.