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My Mentor

Category: Gay Male
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The wall above the drapes was faintly lit by a gray light. I figured it was close to dawn. The room was dark and quiet. Getting up. I found my way to the bathroom. The short hall was lighted by a strip of muted light leaking under the hotel room door. I closed the bathroom door and plunged into total darkness.. Fumblingly, I found the light switch, flipped it, and instantly blinded myself.

I pissed, washed my hands and face and dick, drank some water, turned off the light, opened the door and waited for my eyes to adjust to the darkness. I thought about flushing the toilet, but didn’t because I figured the noise would wake my sleeping mentor.

I padded across the room to the draped window. I held the drape and curtain aside and looked across the airshaft to a lighted window. The drapes and curtains were wide open and two people were engaged in rear entry sex. I guessed some exhibitionists like to perform early in the day.

My mentor stirred and sat up in bed. ‘What’s going on, Jeremy? What are you looking at?’

‘Oh, just the people in the room across the way.’

‘What are they doing?’




‘Sounds like a nice way to start the day.’

I heard the bed covers getting pushed aside. Bare feet padded across the room. A pair of arms slipped around my waist and a pair of lips planted a soft kiss on my neck.

‘Open the drapes more.’

I found the wand and pulled the drape back a ways.

‘Open the curtain too.’

The hands moved from around my waist to my shoulders. Another kiss was planted on the side of my neck.

‘They look like they’re enjoying themselves.’

‘Yes. Looks like a loving fuck.’

‘Bent over that straight back chair like that might be a little uncomfortable.’

‘Probably the only chair they could easily move.’

‘You’re probably right.’

‘Looks like someone is about ready to pop.’

The guy across the way was driving his cock deep between his partner’s butt cheeks. We watched as he gave one more hard push, the several rapid short ones. He leaned over his partner’s back then pulled out. In spite of the distance across the airshaft, we could see a string of cum drip from his shiny cock.

‘Nicely done.’

‘Nicely hung, too.’

The partner straightened up and turned around. They kissed, then the guy bent down and took the partner’s hard, erect cock into his mouth. He sucked furiously for a few moments, then pulled away. A stream of cum squirted across the gap between them and into his mouth. He followed the cum stream back to the source and took it back into his mouth.

When he was finished, they both turned and looked, rather expectantly, I thought, out their window.

‘I don’t know whether to applaud or look away.’

‘Open our drapes and curtains.’

Although our room was dark and in shadow, it was obvious, in the gray light, that both my mentor and I were naked.

Hank turned us sideways to the window. He kissed me then squatted down. My dick lay across his cheek as he licked and sucked my balls. The two guys in the room across the airshaft watched intently as Hank sucked my dick into his mouth.

In spite of the semi-darkness, I was very self conscious of this rather public blowjob. Our room was filling with light as sunrise came nearer.

Hank was fondling my balls as his lips slipped up and down my dick.

I thought, nervously, ‘The sun is rising in the sky and the cum is rising in my balls. And we’re on stage.’

My balls popped just as the sun cleared the roof of the building and flooded our room with bright light. Hank pulled off so a couple of wads landed on his face. Then he sucked me dry and cleaned me with his tongue. When he finished, he turned to the window and waved. The two guys across the airshaft grinned and waved back. Hank stood up and gave me a cum sharing kiss. The window across the way was empty when we finished kissing.

‘Close the drapes.’

And so began one of our weekends together at the most gay friendly hotel in the city.

It was too late to go back to sleep and too early for breakfast so we lay on our bed and engaged in some foreplay and horseplay until we decided to shower together. The shower is a great place for slippery fun. Soaping each other’s body and washing slippery body parts is enjoyable. Hank enjoys rubbing our bodies together and he likes it when my soapy hard dick slips between his butt cheeks and when I run it up and down in his butt crack.

Hank is usually very discrete. That’s why we are spending the weekend in a hotel. We met at the university. He is a full professor – Dr. Henry – and I’m a student. He is fifty-three and I’m twenty-two. The university is located about two hours from the city.

I said Hank is usually very discrete so this morning’s blowjob in the window was way out of character for him. He sometimes does things like that when he feels he can remain anonymous.

Hank said he didn’t know what a homosexual was when he found out that boys and girls were different, but he knew from the start that he liked other boys more than he liked girls. He was in high school when he learned more about homosexuality. He also learned it was something you didn’t talk about or show.

His first encounters with men were through school and church – teachers and preachers. It began with the usual touching and fondling and being naked together. Then it moved on to receiving oral sex and then to giving oral sex.

He said, ‘None of what I learned and did seemed wrong. It was right for me. I learned about my sexuality and I knew I was gay. Having sex with a woman made me uncomfortable. I had one girl friend who gave fantastic head, but it wasn’t the same as when a man was giving me head. And giving her head was no where close to going down on a man. And don’t even mention intercourse.’

Both during and after college he found other like minded men. At the university, Hank appears to be an older, almost asexual, celibate Academic. He is known on campus by his title and first name – Dr. Henry. Now he is mentoring me in the ways and pleasures of man love.

I am curious and I’m a willing student. I’ve had several girl friends and I’ve enjoyed sex with a number of them. And I’ve had some enjoyable one night stands, but man love is another aspect of sex and sexuality that I want to explore.

Dr. Henry teaches some rather esoteric courses that involve discussions of the interrelationships between philosophy, ethics, religion, international events, and how it all involves and affects each individual. Since I hadn’t declared a major, I was just taking courses to see if any field of study really interested me. I signed up to audit one of Dr. Henry’s courses. And that’s how we met.

Actually, we met while working out at the gym in the field house. Sometimes, when I have trouble studying I’ll take a break and go to the gym for a workout session. Sometimes, Dr. Henry would be working out too.

One evening, he asked if I was taking one of his classes. I said yes, that I was auditing a class. He asked me what I thought about the course and I told him it was all rather heavy going for me and that about the only subject he hadn’t mention was human sexuality. He laughed and said that was for next semester.

We worked out together and often went for a cup of coffee after we finished our workout and after we showered. One evening, just after we showered and dressed, the power failed. The coffee shop was without power too. Dr. Henry suggested that we walk to his home. If the power was on there, he’d make some coffee.

From then on, we’d walk to his place for coffee after our workouts. One thing I liked about Dr. Henry’s home was that he had a lot of art type photographs on the walls. Some of them were of nudes and several of those were male nudes.

He seemed pleased that I liked his taste in art. We talked about the human form and nudity and how people perceived nudity. Dr. Henry felt that nudity and being nude was not offensive and that it was a natural state for one to be nude.

We continued to work out together and we always ended up at Dr. Henry’s.

‘Let me show you something that I show to very few people.’

I followed him down a hall to a closed door.

‘This is my inner sanctum. My study. My refuge.’

He opened the door. It looked like an office to me. The first thing that I noticed was the walls were covered with framed photos.

Dr Henry turned on the lights. ‘Go ahead. Go in and take a look around.’

All of the photos were male nudes. All were homoerotic. In many, the men’s dicks were in various stages of arousal.

Together we walked around the room. ‘I think the male body and form are as beautiful as the female’s.’

I looked at a grouping of photos, ‘These men are handsome.’ There was a black and white photo of a younger man. He had shaggy pale blonde, almost white, hair, pale skin and very large eyes. He was lying on his side, on a rumpled bed, in a pose that was definitely seductive. ‘He’s almost beautiful.’

Dr. Henry stood next to me. ‘He is, isn’t he?’ He put his hand on my back. ‘I have a collection of photos of him.’

He turned and walked to a bookcase. I watched as he selected an album and placed it on the desk. ‘Sit down here. I think you’ll like this.’

The album contained a number of pictures of the pale blonde. The pictures became more explicit as I paged through the album. In several he was fully erect. In several he was holding his dick. The last pictures were of him and different men. They were posing while holding hands or with their arms round each other. In many of the photos, either one or both were erect. The last picture was a kiss. I noticed their hard dicks were pressed together too.

Dr. Henry put his hand on my shoulder. ‘This is particularly erotic, don’t you think?’

I looked up at him, ‘Yes, it is. It’s almost. . .’

‘Pornographic, isn’t it? Dr. Henry leaned against me as he reached down and closed the album. He leaned against my arm. I could feel his hard dick pressing against my arm. And I realized that I had a hard-on too. From looking at nude pictures of a young man.

He put the album back on the bookcase. ‘Let’s have some coffee, shall we?’

Over coffee, we talked about our workouts, my classes, some of the pictures in his collection, and I learned that one of his hobbies, in addition to collecting photos, was taking them. Several of the art photos on the walls in the living room and halls were his work.

‘Most of my pictures are still life’s and of objects. I’m not into scenics or nature, except I do like to photograph leaves, flowers, seed heads, and so on. Forms in nature, you know, like the human form.’ His smile was particularly warm and generous.

One evening, we were walking to Dr. Henry’s when we got caught in a cloudburst. We were soaked to the skin.

‘We better get out of these wet clothes. Let me get some towels and robes.’

Dr. Henry pulled off his wet shoes and socks and disappeared down the hall. He returned with several towels and two robes. We quickly got out of our wet things, toweled off and slipped into the warm, dry robes.

‘Put these wet things in the clothes dryer.’ He indicated a set of folding doors in the hallway. ‘And I’ll make some hot tea.’

After putting the clothes in the dryer, I followed Dr. Henry into the kitchen. He bustled around with kettles and cups. He filled a teapot and sat it on a tray alongside two cups. He carried the tray into the living room. ‘Have a seat.’ He nodded towards a large leather sofa. ‘Make yourself comfortable.’

I sat down on the sofa. Dr. Henry moved a wing back chair closer to the couch. He checked the tea.

‘I think I’ll have a little rum. Tea and rum goes well with wet weather. It’s so warming. Would you like a little too?’

‘Yes, please, Dr. Henry.’

He poured the team and rum. ‘Here you go.’ He sat down in the chair, ‘And call me Hank.’

‘Thank you, Dr. Hank,’ I smiled.

He laughed, ‘Just Hank. We’ve worked out together and showered together, so I think we can dispense with the formality of titles.’

‘O.K., Hank.’ I sipped the tea. ‘This is good.’

The conversation quickly turned away from the weather and tea. We talked about some of the art photos that Hank had hung on the walls. He started talking about his camera equipment and he went to another room and came back with one.

‘This is my newest.’ He was holding what appeared to be a single lens reflex camera. ‘It’s digital.’ He showed me some of the features of the camera then set it aside. ‘Would you like some more tea? With rum?’

‘Sure. Please.’ I handed him my cup. He refilled it and handed it back to me. My robe kept slipping open a little as I moved around. Hank refilled his cup and sat back down. He crossed his legs at the ankles. His robe fell open, exposing most of his legs. He continued to talk about his hobbies – collecting art and homoerotica and developing his skills as a photographer and artist.

‘I like working in black and white and I never even stopped to consider that the new camera is color digital. But I guess I can take care of that when I down load to the computer.’ He looked at me, ‘Let’s find out. May I take your picture?’

I was feeling relaxed and comfortable, ‘Sure.’

Hank got his camera. He stood up and began snapping pictures as he moved around the sofa. He made comments such as ‘Nice.’, ‘Good.’, ‘Perfect.’ as he moved around. I got into the act by changing poses a little. The robe came more and more open.

Hank stopped snapping photos and sat down on the edge of the sofa. I moved my legs. He moved around so he was sitting beside me. We reviewed the pictures that he had snapped. In the last one, the robe barely covered part of one of my legs and my crotch.

‘That’s going to be a nice print.’ He put his hand on my arm. ‘You’re very handsome in your robe. And seductive’

I looked down. My robe had fallen aside as I had scooted around. I was essentially sitting in the nude in one of my professor’s living room.

‘Jeremy, You do know that I’m a notorious homosexual?’

I smiled, ‘I’ve heard rumors.’

‘And you’re not frightened? Or put off?’

‘No. Maybe a little apprehensive, but more curious than apprehensive.’


‘Yes. About how men can, er, can. . .’

‘Experience man love?’

‘Man love?’

‘Yes. The feelings and attraction between two men can be just as intense and overwhelming as that between a man and a woman. Or between two women, for that matter.’

‘I was thinking more about two men having. . ., er, having sex.’

‘That’s a small part of man love. May I touch you?’

I shrugged the robe off my shoulders. Now I was completely nude. ‘Yes.’ I smiled and put my hand on Hank’s arm.

He took my hand in his and he gently squeezed. The tips of his fingers on his other hand caressed their way up my arm to my neck. Hank touched the side of my face with the back of his hand. ‘You are seductive.’ His hand moved to my chest. ‘Lay back.’ 

I reclined against the cushions and pillows on the sofa. Hank got on his knees beside the sofa. He returned to caressing my chest. I jumped a little when his lips touched my skin. His fingertips rubbed one nipple as his tongue touched the other. I felt my nipples harden.

Hank stood up and took off his robe. His hard dick stuck up at an angle in front of him. I’d seen him nude in the showers plenty of times, but I’d never seen him with a hard-on. I had an urge to touch his dick. Hank got back on his knees beside me. He put his hand on my hip as he leaned towards me.

He began sucking my nipple again. I could feel my dick stirring. I thought to myself, ‘Maybe I’m a homosexual. I’m lying here naked and a naked man is kissing and rubbing my body. And I’m not repulsed.’ I was sort of lying on my side. My dick was trapped between my thighs. Hank’s hand moved across my hip to my lower back. My dick stirred some more as his fingers traced part of my butt crack.

I squirmed around and shifted my position so I was lying more on my back. Hank was kissing my chest. His hand moved to my stomach. He gently rubbed and caressed my skin. His fingertips grazed my pubes. His hand moved to my thigh. My dick felt hard. I shifted my position a little more to free it.

Hank was leaving a trail of soft licks and kisses across my stomach. His hand was resting on the inside of my thigh. I inhaled as he lightly kissed the head of my dick. Hank moved himself closer to my waist. He picked up my hard dick and licked. He looked at me and smiled, ‘You’ll enjoy this, Jeremy.’

I held my breathe as he closed his lips around my shaft.

Hank held his head still. I could feel the flat of his tongue massaging the head of my dick. His finger tips touched my ball sac. Unconsciously, I spread my legs so he had better access. Hank separated my balls with his thumb. He massaged them and rolled them around as he sucked.

The thought that I was homosexual re-entered my mind. A man was sucking my dick and I was enjoying it. Hank stopped sucking my dick. His mouth moved to my balls. His hand squeezed and stroked my dick as he gently sucked my balls.

My hands moved to my chest. I found my still hard nipples with my fingertips. I twisted and squeezed them as Hank took my cock back into his warm mouth. He was sucking harder as his lips moved up and down my shaft. I could feel my dick getting more rigid.

‘I’m going to cum!’

Hank grunted.

‘Yahhh! Ohh!’ I arched my back as my balls popped.

I was amazed he kept my dick in his mouth. When I finished cumming, Hank took my dick out of his smooth. He stroked and squeezed it and he licked a drop of cum off the tip. Then he licked the shaft and kissed the head. Without a word, he got to his feet. Picking up his camera, he took a number of pictures.

He held the camera in one hand as he stepped close to me. His hard dick looked like it was ready to explode. I wondered if he expected me to suck him, but instead he began to stroke his dick with his free hand. He popped almost instantly. He held his dick and sort of aimed it as he squirted a long, thick steam of cum which landed on my neck, chest and stomach. When he was finished, he took several more pictures.

Hank put his camera down and left the room. I heard water running. He returned with several warm washcloths and a towel. He got back down on his knees beside me. He didn’t say anything as he washed my dick and cleaned his cum off of me. He just smiled a lot. When he finished, he took the washcloths and towels away.

I was sitting up on the sofa when Hank returned. He helped me to my feet.

‘Did you enjoy that, Jeremy?’

‘Er, yes, er, Hank.’

‘Was this your first time?’

‘Uh, no, er. . .’

‘I mean the first time with a man?’

‘Uh, yes, its. . .’

‘I’m glad I was your first.’

He hugged me. I could feel his dick pressing against my thigh. Hank shifted his position and moved his hands to my butt. His pelvis pushed against mine. He kissed me lightly on the lips. I thought of the picture of the pale blonde guy and another man kissing. Our dicks were pressed together just like theirs were. Hank ground his pelvis against mine. I could feel his dick was harder and my was twitching.

‘I hope we can do this again.’

‘Uh, er, uh, I. . .’

‘I’m sorry, Jeremy.’ Hank smiled, ‘I’m making you uncomfortable.’ He kissed me on the cheek then stepped back.

‘l, er, I don’t know. I’m, uh, confused,’

‘I understand. I’m sure your things are dry. I’ll get them.’

He walked out of the room, Still nude. He was a nice looking man. And he did have a rather impressive looking dick and a set of balls.

He returned with my jogging clothes. They were still warm from the drier. ‘I’m sorry, but your shoes are still wet.’

‘That’s o.k. It’s only a short jog home.’ I dressed as we made small talk.

Hank stood in the hall, still nude, as I opened the front door.

‘Good night, Jeremy.’

‘Good night, Dr. Henry.’

I jogged home in the cool, damp dark. Several times during the night, I awakened and thought about what Hank and I had done. In the morning I woke up with a raging hard-on.

For the next two weeks, the workouts and attending Hank’s class went on as usual, only we didn’t stop by his place for coffee after the workouts. I went out on dates with several different girls. We made out a lot and that made me feel better, but the feel of my dick in Hank’s mouth still interested, and aroused, me.

One Thursday evening, while we were dressing after our workout, Hank asked, ‘Are you doing anything late Saturday morning?’

‘No. Just studying. And, maybe, my laundry.’

‘Why don’t you come over for lunch. We can do your laundry while we eat.’

‘Er, sure.’ I thought about his mouth on my dick. ‘That’d be great. Thanks. What time?’

‘Whenever you like. Say ten thirty or eleven?’

‘Eleven will work.’ I hoped I didn’t appear eager. Hank seemed to be a little eager too.

Promptly, at eleven, I rang the doorbell at Hank’s.

‘Come on in, Jeremy. Where’s your laundry?’

‘I did it last night. My date cancelled at the last minute.’

‘Oh, that’s too bad. Was it a hot date?’

‘No, just a movie and maybe a brew or two afterwards.’

‘Sounds like fun.’ A timer beeped in the background. ‘Sounds like lunch is ready.’

While we ate, we talked about our workouts, jogging, classes, and everything but what we both knew we wanted to talk about. We cleaned up the dishes and the kitchen. When Hank casually mentioned that he had downloaded and printed some of the pictures.

We went into his den where he took an envelope out of the desk. The first print out of the envelope was the one where Hank had just finished sucking me off. My eyes were closed, there was a slight smile on my face and my hard dick looked all wet and shiny from being in Hank’s mouth. Several of the other prints were of Hank shooting his cum onto me. He managed to get one just as his cock erupted into a long stream of thick cum. In the last print I was covered with cum and grinning like a real slut.

Hank had his arm around my waist as we thumbed through the stack of pictures. ‘Would you take some photos of me?’

I looked at him, ‘Sure.’

“And if it is o.k., I’d like to take some more of you and of you and me together.’

‘How are you going to do that?’

‘I’ll show you.’ I followed Hank into a room that had very little furniture in it, but he had several cameras set up on tripods positioned around the room. ‘The cameras will be set on automatic.’ He handed me a digital camera, ‘Use this and snap some as I strip.’

When Hank was undressed, he took the camera, ‘Now you.’

I stripped as he snapped away. He put the camera down and went around to each of the other cameras. We stood in the center of the room. We started out by holding hands and touching each other. We got more explicit as Hank held our dicks together. We kissed and the kisses became more that just lips brushing together. Hank continued to rub our dicks together. We were both hard and erect.

I reached down and touched them. I’d never touched another man’s dick before. Hank moved his hands. His dick felt thick and heavy and warm in my hand. I used my other hand and found his balls. Hank smiled, ‘Your hands feel good, Jeremy. I like having you hold me.’

I felt like I was autopilot. Hank held my head in his hands and kissed me. I was still holding his dick and balls as I leaned forward and kissed his neck. I moved down to his chest where I kissed and sucked his nipples. Hank didn’t say anything. The next thing I knew I was on my knees in front of him. Both of my hands were wrapped around his dick and I was holding it just inches from my face. I kissed the head of it.

‘You don’t need to do that, Jeremy.’

‘But I want too.’ I looked up at Hank, ‘I’ve never sucked a dick before.’

‘Cock, Jeremy. Men suck cock. Boys suck dick. And we’re men.’

I heard Hank go ‘Ahhh’ as I put my mouth down over his cockhead. I wondered what I should do next now that his cock was in my mouth. I’d had several blow jobs from girls, but I never thought that I would be giving one. I remembered what Hank had done and I rubbed the flat of my tongue around and over the head.

Hank encouraged me by making suggestions suck as licking up and down the shaft and licking his balls which, I noticed, were shaved. He encouraged me to suck lightly and suck hard. Finally, he started groaning. He pulled his cock out of my mouth and pumped it. He shot his cum onto my neck and shoulders.

That’s when I remembered the cameras. I just sucked my first cock and it was recorded. Hank helped me to my feet.

‘So that was your first time?’

‘Er, yes. You were the first man who sucked my, er, cock, and yours is the first that I’ve, uh, sucked.

‘Did you like it.’

I smiled, ‘I think it might be a taste that I’d like to acquire.’

‘Good for you,’ Hank laughed. ‘By the way.’ He indicated the cum on my neck and shoulders, ‘That’s called a string of pearls. On the face is called a facial or face painting.’

He got onto his knees, ‘This is the slave position.’ Then he began to suck my cock. He sucked hard and fast and in a few minutes my knees were shaking.

‘I’m cumming.’ Hank pulled my cock out of his mouth and held it as the cum splattered on his face. He put my cock back into his mouth and gently sucked until I finished cumming.

We cleaned up and downloaded from the cameras. Seeing myself with a cock in my mouth gave me pause, but it excited me too. Although we stayed naked all afternoon, we didn’t have any more sex. We looked at some more of Hank’s collection and talked about man love.

‘I know a hotel in the city where we could stay and enjoy ourselves. Would you be interested?’

‘Sure.’ I wanted to learn more about man love. And I wanted to suck Hank’s cock some more.

The next weekend we went to the city. Hank explained the hotel was very gay friendly and discreet. We visited several galleries and some tourist attractions. When we were in our room, Hank told and showed me a lot of the techniques of fellatio. He demonstrated them on me and I practiced on him. I liked to practice a lot.

Hank introduced me to prostate massage. I felt like I had to pee, but I didn’t want him to stop. And my cock and balls literally exploded when I did cum. I massaged him until he had a huge orgasm. I sucked him dry and tasted cum for the first time.

We became more discreet on and around the campus. I stayed in his class and we cut back on the workouts and jogging together. I wanted to go to the hotel every week, but Hank insisted on no more than two visits a month. I’d visit Hank on a Saturday or Sunday afternoon. We got to a point where we’d immediately strip and begin servicing each other. We did our first sixty-nine on Hank’s bed. It quickly became our favorite position for sucking cock.

Some of the hotel stays consisted of staying in our rooms, staying naked and practicing man love. We did a lot of touching and kissing and caressing and stroking in addition to sucking each other and giving each other prostate massages.

During most of hotel stays we would visit one or two gay bars, eat at one or two nice restaurants and visit museums or art and photo galleries. On one trip, we visited a couple of gay clubs. One called itself a spa and the other called itself a swim club, but both of them were primarily were sex clubs.

At each club, we paid the admission charge and rented a locker. The clubs had rooms for rent, but those are for guys who were looking for sex and who wanted a place with a bed for the sex. We were tourists. We left everything except some cash and an ID back at the hotel. After we stripped we’d go on a tour of the club. Everyone had a towel, but almost everyone walked around naked. Almost everyone had hard-ons. Each club had numerous public rooms – the locker room, of course, a TV lounge with mostly gay porn running, a steam room, a weight room, a game room, a room full of hot tubs and spas, a sauna, and a number of rooms filled with pads, cushions, and pillows.

There was sex every where. It started practically at the front door. There were guys sucking and getting sucked. There were guys taking it up the butt and giving it in the butt. Guys were being double and tripled teamed. Sex was going on in the public and the private rooms.

The spa had a three level glory hole setup. If you just wanted to be sucked, you went to the top level. If you just wanted to suck, you could stay on the lowest level. If you wanted to suck and be sucked, you got onto the middle level. It was a popular place. There must of been three dozen guys there and every mouth and cock seemed to be taken care of.

The swim club had two swimming pools. Some people did swim, but both pools were mainly hook up places. The outdoor pool was on a roof top. It was well screened and nude sunbathing seemed to be the main nonsexual activity. Hank sat on the edge of the outdoor pool with his legs dangling in the water. I hung on the pool coping between his knees. I made my public outing and debut as I sucked his cock. I received a round of scattered applause and cheers when I swallowed his load.

Both places pushed safe sex and free condoms and lube were everywhere. It was fun and exciting being in a crowd of naked men who were having sex with everyone and everywhere, but Hank and I agreed that sex with strangers was not for us.

Hank introduced me to anal sex during our fifth or sixth stay at the hotel. I was massaging his prostate when he said that he wanted to be fucked. I continued the massage, ‘By me?’

‘Yes. By you.’ Hank smiled, ‘It’s another part of man love.’

We used a silky lotion as a lubricant for the prostate massages and for jacking off. Hank picked up the bottle, ‘This will work for fucking too. Work more lube into my ass and grease up your cock.’

‘Uh, should I use a . . .’

‘You can use a condom if you want to, but I’d prefer it if you went without. That’s called going bareback. I want to feel the warmth of your hard cock and, if you cum, I want to feel that too.’

Hank piled some pillows on the bed. he took the lotion and rubbed it all over my cock. After he handed the bottle to me, he lay back on the pillows. He positioned himself so his hips and butt were elevated. He raised his legs and pulled his knees to his chest.

‘I’m all yours, Jeremy. Lube me and fuck me.’

I worked more of the lotion into his butt. I found using two or three fingers worked best. After applying another coat of lube to my cock, I got on my knees by Hank’s butt. I scooted close and held the head of my cock against his lubed brown hole.

‘Push slowly, Jeremy.’

I pushed. It wasn’t like slipping a hard dick into a hot, wet, slick pussy. Hank’s butt hole stretched as it opened to accept my cockhead.

‘Keep pushing, Jeremy. You’re almost there.’

I felt less resistance as my cockhead pushed through his muscle ring. His butt hole closed around my cock shaft.

Hank grinned, ‘You’re in. Welcome home.’

He let his knees come up off of his chest. I put my hands on his calves. I found I could brace myself and hold his legs up at the same time. I looked at Hank. He was smiling at me. His hard cock was flat against his belly. His shaved balls lay above my hard cock. Hank flexed his butt hole and squeezed my shaft.

‘It’s just like fucking a pussy, Jeremy. It’s a man pussy. Shove you cock in as deep as it will go and let’s fuck.’

I pushed until all of my cock was in Hank’s ass and my pubes were brushing him. Hank laughed as I began to work my cock in and out of his ass.

‘That’s it. Take me on a cock ride.’

I rolled him back on his shoulders and raised up on my knees so I could get the longest stroke possible. I’d never fucked anyone’s ass before, but it definitely was not like fucking a pussy. Hank kept clenching and unclenching his sphincter muscle as I pumped away.

‘That’s it, Jeremy. Pound my ass.’

Hank’s cock was bouncing around as my pelvis smacked against his butt. I couldn’t tell if my cock was massaging his prostate, but the flow of pre-cum was copious. Maybe Hank was just turned on. I was. I had to stop and rest a couple of times. The first time I rested with my boner buried deep. The second time I was barely inside him. Hank teased me by squeezing my cock. I teased him by pulling against his muscle ring.

The cum was rising in my balls and my cock was feeling swollen and more rigid. When it came to cumming, fucking ass was just like fucking pussy. My strokes became shorter and more erratic and I shoved my cock as deep as I could when I blew my wad.

Hank jacked off until he covered his stomach and chest with a mix of pre-cum and cum. I pulled my cock out of his ass and rubbed it against his. I lay down on top of him. Hank wrapped his legs around mine and we ground our cocks and balls together as we kissed.

A couple of weekends after that, Hank took my anal cherry. We’d fallen asleep after a long sixty-nine session that ended with me fucking Hank. I felt the bed shift as Hank got up. ‘What’s happening?’

‘I’ll be right back, sleepy head. I’ve got to piss.’

After kicking the covers back, I piled up both pillows. I got on my knees with my ass up in the air and my head resting on the pillows.

Hank laughed when he returned from the bathroom, ‘What are you doing?’

‘I think its time for you to fuck me.’

‘Right now?’

‘Why not?’

‘Well, o.k. Let me find the lube.’

Hank spread the lotion around my tight pucker. He carefully worked one slick finger into me. He finger fucked my ass with one finger for a few minutes before he worked a second finger in. I tried to relax as he stretched and lubed my butt hole. The insertion of his third finer hurt a little, but after a couple of minutes of twisting and reaming, I wanted more than fingers.

Raising my head, I looked at Hank, ‘Let me suck you and get you hard.’

He crawled up to my face and pushed his cock into my waiting mouth. It tasted bitterly of urine. It tasted great.

‘Don’t suck too hard or too long.’

I wiggled my ass as I let his cock drop out of my mouth, ‘Take me.’

Hank smiled as he lubed his hard cock, ‘I’ll go slow. Let me know if it hurts too much.’

He got behind me and worked two fingers and more lube into me. I felt his hands on my hips and then his cockhead pressed against my tight hole. ‘Ready?’


Hank pushed and my hole began to open to receive him.


‘Yes. Keep going.’

There was a brief sharp pain followed by a burning sensation. I gasped. I hadn’t realized that I had been holding my breath.

‘Still o.k.’


‘Well, that was easy. I popped right in.’

The burning sensation had eased. My ass was no longer virgin.

‘Now that you’ve got my cherry ass, what are you going to do with it?’

Hank laughed, ‘You sound eager.’

‘I am.’

He lightly slapped my ass. ‘O.k., then. Here we go. Hang on. It could be a rough ride.’

I put my head back down on the pillow and grinned to myself as Hank pulled his cock back. I laughed out loud as I felt his thick cock push deep into me.

Hank didn’t ride me roughly. He was gentle and almost tender. He rubbed my back and shoulders. His fuck strokes were long and slow and deep. He laughed when I tried to squeeze his cock by flexing my muscle ring. I reached under myself and touched my cock. It was hard and flowing pre-cum. I forgot the pain and burning sensation and concentrated on the other sensations in my ass.

Hank buried his cock deep. I could feel it jerking and jumping as he filled my ass with his hot cum. I shot my wad onto the sheets. Hank leaned over me and rested until his soft cock dropped out of my ass with a soft pop. He got off me and I rolled over and pulled him down on top of me. We kissed and cuddled. We pulled up the sheets and, in spite of the wetness, we fell asleep.

We usually fuck each other several times on our weekends. I like being in the doggie position. I like churning my cock in Hank’s ass and I like to move my ass and feel Hank churning when he fucks me. But I like the missionary position too because we can watch each other’s face. When I’m the bottom, both Hank and I can play with my cock.

I like fucking because we can talk and tell each other what we like and to go faster or easier. Talking isn’t something one can do when one’s mouth is full of hard cock. I like fucking, but I still like sucking Hank’s cock best of all.

I’ve taken what I’ve learned from Hank and shared it with some girlfriends who have developed the techniques to give an excellent blowjob. I’ve introduced a couple of them to anal sex. They think I’m a little kinky, but they get off too when they butt fuck me with a strap-on.

I’ve learned much from Hank and I learn something each time we are together. Man love is something I will always practice. But I’m not stopping man-woman love.

Hank mentioned that two of his old friends will be in the city when we visit next time. Coincidentally, they will be staying at the hotel. I wonder if my mentor has another lesson in mind for me.

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