My initial story told of my first experience with another man. “My Cross Country Adventure” detailed my evening with Walt, the elderly gentlemen who picked me up while hitchhiking and taught me a great deal.
This story tells of my further explorations in this way of life. One thing I should have mentioned at the top of the last story was that these events happened in the late 70’s; a time when there were far fewer health concerns than there are today.
I encourage you to read the previous story, but it is NOT necessary in order to be able to read and hopefully enjoy this one. Don’t be put off by the 3 pages, as the last page is only one paragraph. Thanks!
After making my way out to my brother’s place in Wisconsin without any further problems, I made the necessary arrangements for school and then investigated the area around Milwaukee. I was still reeling from my incredible evening with Walt, and I was unsure about exactly what I was.
I had always been attracted to girls, and those feelings were still there. Men were another thing. I had never been attracted to men, or so I had thought. Yet, the more I thought about it, the more often I remembered looking at other guys changing in the locker room at school.
I also remember the couple of times I got stuck taking a shower when the gym teacher would insist upon everyone doing so. He even took roll call as you went in, as if you could work up a sweat standing around for a half hour waiting to take a couple of swings at a softball.
Those times were hell, especially when I realized how shortchanged I was in the penis department. When I saw those guys walking around with their cocks swinging I covered myself up as best I could and took the shortest shower imaginable, followed by a quick exit to get my underwear on at top speed. The humiliation was unbearable. Mind you that people never said anything, probably because they didn’t get a good look, but just the same I dreaded it. I took no measurements, but I sure did peek, and I never saw any guy with a smaller dick than mine.
This had a great effect on my love life, as you might guess. I got a hand job from a girl once, and she didn’t say anything bad, but she probably wasn’t all that excited because we stopped seeing each other after that.
From then on, I figured that I needed to find a very innocent girl; one who hadn’t seen very many men before. Marry her before she knew how she was getting cheated, and live happily ever after.
After being with Walt and seeing how little importance he placed on the size of my dick, however, I started to think that just maybe I had been looking in all the wrong places for love and affection.
I recalled that evening often and how much I enjoyed holding another man’s cock; how good it felt and how erotic is was for me. The fact that Walt was so well developed had frightened me at first, but that became a source of excitement as the night went on. When he ended up taking me, the pain was intense but so were the thrilling feelings that came with it. I lost track of how many times I got myself off during the ensuing weeks just thinking about it.
2. Changing myself.
One thing that came of that night was my desire to get into better shape. The sight of me naked in the mirror in all my pudgy glory made me determined to get in condition. I took to running around the campus, and while it was tough at first, once the weight started coming off it became easier. I lost the 25 pounds I was aiming for plus a few more. Now when I stood naked in front of the mirror I looked a lot more presentable without my pot belly.
Another thing that had always bothered me was my hair, or lack thereof. I had no hair on my chest, and my legs had only the lightest dusting on the insides of my lower calves. I could probably have easily counted the few hairs under my arms, and the little tuft around my dick was next to nothing. I didn’t have to shave my face more than once a week either.
The decision took a long time to make, but the actual shaving didn’t take more than five minutes. When I got finished, the only hair on my body was on the top of my head and my eyebrows. Everywhere else was smooth as silk.
My reflection in the mirror was a jolt at first, but the more I looked, the more I liked what I saw. Besides, the absence of hair around my dick made it look bigger. Well, maybe not bigger, but at least you could see all of it now.
After admiring the new me looking back from the mirror, and recalling Walt and that night, a few seconds of pulling on my dick got it hard, and so I began to jerk myself off. I looked at my reflection in the glass as I did, and only the acorn shaped head of my dick was visible with my hand wrapped around it. Nothing to be done about that, I thought to myself as my fist began sliding up and down my dick harder.
Better to finish this in the shower, I thought to myself, and as I stood in the warm spray and rinsed the remnants of the shaving cream off my body, I brought myself to a nice orgasm, all the time thinking about Walt and the incredible things we did together.
3. The mixer.
I saw flyers posted around campus for a mixer being thrown by the gay and lesbian alliance and took note of the time and date. It certainly seemed like a possible way to meet a guy, since at least you didn’t have to worry about whether someone was gay or not if they were there.
I dressed neatly but casually in the new clothes I had been forced to buy with my weight loss. Wearing 32 waist jeans was something I hadn’t done since I was 12, and I looked okay in them, although stuffing a sock down in front might have helped the look a bit.
Outside the place that the mixer was being held, I watched as people went in. Most of them just walked right in without a care, while I stood outside trying to make sure no one saw me go in. Finally, after walking past the door for the umpteenth time, I turned abruptly and bolted in.
Inside there were about 100 people standing around talking and listening to the records a guy was playing over in the corner. A girl asked me my name and promptly slapped a big smiley face sticker with TIM written on it in big bold letters. I got a drink and wandered around the room, trying to figure out what to do next.
“Having fun yet… Tim?” a tall husky guy said as he came up to me from the side. I had already heard his distinctive voice rising above the din earlier, and now I saw the face connected with the voice.
“Not yet, but I’m hoping to uh…,” I offered lamely while looking at his name tag. “Doc,” I said while finally finishing the sentence.
“Well, at least you still have hope,” Doc bellowed with a boisterous laugh. “Most of the rest of us here have no hope. I’m sort of the chairman of this sordid group, and it’s my fault you’re standing here in this wake. I know you don’t come here often, because I would have remembered.”
“No, it’s my first time.”
“Excuse me?” I asked in confusion.
“Deer. You look like a deer caught in the headlights.”
“No, please don’t apologize,” Doc said. “I love the shy and innocent type.”
“That’s me I guess. I don’t even know if I should be here or not.”
“Why? Are you FBI or something?” Doc chuckled.
“No, I’m just confused about who I am, or what I am,” I finally said.
“Join the club Timmy. You don’t mind me calling you Timmy do you?” Doc asked and continued without waiting for me to answer. “Most everybody here is confused, and the ones that say they aren’t confused are liars. College is a time for figuring things out, and getting to do it on the folks dime is a bonus.”
“Doc. Is that your real name?” I asked.
“Might as well be, because that’s all everybody calls me,” Doc said. “I’m pre-med, but I’ve been called Doc for almost my whole life.”
“From the cartoon… you know, What’s up Doc?” I suggested.
“That would make for a more socially acceptable story, but I got tagged with that moniker because I’ve always loved giving physicals to guys.”
“Good practice for the future I guess.”
“You could say that, but I was doing it long before I knew my ass from my elbow,” Doc said and exploded with laughter. Doc’s laugh was contagious and I couldn’t help but join him.
“I’m a deviate, but a likeable one,” Doc said as he patted me on the back.
“Maybe I’ll make an appointment with you sometime,” I told Doc. “It’s been a while since I’ve gotten a check up.”
Doc’s laughter faded away and he looked at me with a glint in his eye.
“No appointment necessary for you Timmy,” Doc said softly. “In fact, if you want to stick around until this thing ends, maybe we can go have a drink afterward.”
“Okay,” I heard myself saying, and Doc smiled and headed off to try and get his party energized.
I watched as the very genial Doc went from group to group while I finally started breathing again. I guess that I had just been flirting with a guy for the first time in my life, and it appeared that I had succeeded. Doc seemed like a really nice guy and at the very least the night might be entertaining.
Doc was a big guy, that much I noticed from standing beside him. He was about four inches taller than my 5’10” and had a husky build, much like mine, or should I say like mine used to be. I guessed him to be in his early 20’s, which made him about 4 or 5 years older than me.
Doc had carrot colored hair, cut a little shorter than my just over the ear look. His meaty arms were covered with hair, and the fur on his chest was peeking out from the open neck of his shirt. He was just a big old teddy bear, and as I watched him work the room my imagination worked as well, wondering what the rest of the night would bring.
4. Doc’s place.
I helped Doc wrap up the mixer, and found myself walking up the stairs to his apartment soon after. He had a small but neat apartment, and as Doc got us a couple of drinks, I looked at his record collection. It was mostly jazz, and I recognized a few as ones I owned.
“You a jazz fan?” Doc sai from behind me as he handed me a beer.
“Some of it. I love Bitches Brew,” I said pulling out the album. “Weather Report. Stuff like that.”
“A fusion man,” Doc said with a chuckle. “Sounds good to me. Now if I could only get you to relax.”
Doc stood slightly to my side and behind me, and I could feel his breath on the back of my neck while his hand gently kneaded my shoulder.
“Sorry,” I said as my heart went up to my throat. “I’ve got to be honest with you. I’ve only been with one man in my life.”
“It must have been good for you, or else you wouldn’t be looking for more,” Doc whispered into my ear.
“It was,” I admitted.
“Tell me about it,” Doc asked while I looked blankly ahead at his record albums without seeing them. “Don’t spare any details, and talk dirty too. That really turns me on, and believe me just looking at you already had me turned on plenty.”
“You really want to hear about it?”
“Hell yes,” Doc said as he nuzzled the back of my neck, causing my whole body to shiver.
“I was hitchhiking after I got my bus ticket stolen and this elderly guy picked me up and drove me west a few hundred miles. He got us a motel room and after we went to bed I felt his hand on my hip.”
“Oh man, I’m going to cream in my jeans any minute,” Doc said as his hand slid down my back and squeezed my ass.
“He reached down and grabbed my dick and started to jerk me off.”
“Then what happened?” Doc asked.
“I came. Then he went down on me and I came again.”
“And you liked it?”
“God yes!” I exclaimed. “It was the first time my dick had been in a mouth. Then he put my hand on his cock.”
“How did it feel?”
“Big,” I said.
“Mmmmm… you like the big cocks then Timmy?” Doc said as he rubbed my back.
“It was the only one I’ve ever touched, so I don’t know,” I confessed. “I did like that one though. Problem is, everybody else’s cock looks big to me. I’m really small.”
“Oh yeah?” Doc asked. “I’m not. That okay?”
“Yes,” I croaked meekly.
“Here,” Doc said as he took my free hand. “See what you and your story have done to me?”
Doc brought my hand down and put it on his crotch. I felt the thick bulge in his jeans and my hand slid down to follow the outline. As my hand finally reached the end of his cock well down the inside of his thigh my breath caught in my throat, creating a sound that matched the nervous way I felt.
“What else did you two do?” Doc said as he rubbed up against me some more.
“He put a finger in my ass, and then another one,” I said rather breathlessly. “Then he put his cock in.”
“You let this guy put his big cock in your ass?” Doc said. “How did it feel?”
“It hurt. It hurt real bad,” I recalled. “But then it started to feel okay, and by the time he came, I was sorry it was over.”
“Oh you are such a naughty boy Timmy,” Doc said. “Anything else happen?”
“He let me stick my dick in his ass.”
“You did? You liked it?”
“Yes, but I liked jerking him off while I did it just as much,” I said. “I put his cock in my mouth while he was asleep, but I never got the chance to really do it.”
“Never sucked a cock before?” Doc said, and I shook my head no in response. “How would you like to suck on mine? I’d love to be your first.”
“I’ll probably do it badly, but I want to try” I said.
5. Doc’s bedroom.
Doc brought me into his bedroom, which was covered with posters of a wide spectrum of topics from music to nature and everything in between. The light stayed on, which made me a little uncomfortable at first, but things were happening so fast I had no time to react.
Doc brought me over the the side of his waterbed and took my hands in his and put them on his chest. My fingers were trembling as I fumbled trying to undo the buttons, My ineptness caused Doc to smile as he watched.
“You’re so sweet Timmy,” Doc said. “I don’t care whether you’re an actor or just really innocent. You’re turning me on like I can’t believe.”
“No act,” I muttered in frustration. “Nobody could be this lame on purpose.”
“Not lame Timmy. Sweet. Just take your time man. We aren’t going anywhere, or at least I hope not, and I’m not laughing at you.”
I managed to eventually get all the buttons of Doc’s shirt undone and pulled it off his beefy shoulders. His upper torso was completely covered with thick red hair. My hands ran through the dense carpet, and as my fingers ran over Doc’s plump nipples I watched them blossom before my eyes. He was a little chubby but fairly solid, and had to be the hairiest man I had ever seen.
“Not exactly Charles Atlas, am I?” Doc asked.
“You look nice,” I said. “Feel nice too,” I added while running my hands over his shoulders. Impulsively I raised his arm and buried my face in the thick tuft of hair that fairly exploded from Doc’s armpit. When I kissed and licked the lightly scented fur and heard Doc groan, I knew that I was doing something right.
My hands fumbled with Doc’s belt for a moment before Doc gently pressed down on my shoulders. I went to my knees and worked on opening the buckle. I could have done a better job with it but I had a lot of trouble keeping my eyes off the absurd bulge that commanded my attention. There was a slight damp spot right where the bulge ended which I found exciting to look at. I suspected I had a stain of my own by this point, because my dick was pulsating with excitement.
The belt opened up and I pulled Doc’s jeans off with his help. Doc’s legs were coated with more of the brilliant orange hair that he was apparently covered with. He was wearing white boxer shorts with red stripes. They were not the real long and baggy variety, but it was still an unreal sight when I saw the pink tip of his cock peeking out of the leg opening. A strand of precum hung off the end, and my finger swiped at it before I reached up for the elastic of his boxers.
My hands were now shaking so badly that I was getting dizzy looking at them. I undid the clasp at the top and slowly pulled them down. As they came down, the thick pelt of hair continued until just above his cock, where it seemed that Doc had shaved around the base of his member.
Doc’s cock was pinned down along the leg of his boxers, and as the shorts came lower it came into view. The base of his shaft was thick and actually seemed to get thicker as more was revealed. When I got the boxers down past his cock, it sprang up wildly in response to being freed, almost clubbing me in the chin as it swung upward.
Doc’s cock was breathtaking, and the gasp that exploded out of me when it was exposed was unintentional but honest. Doc’s gigantic cock bobbed in front of him much like a diving board being jumped on. The impossibly long and almost inhumanly thick tool arched slightly upward toward his navel, exposing the richly veined underside and the pale white skin stretched so taut that it seemed ready to tear from the strain. The gentle upward curve also exposed Doc’s pendulous scrotum, which was as outrageously oversized as the rest of his equipment. The way he had shaved around the base of his cock made it look even larger than it was.
I looked up at Doc, who was smiling down at me, clearly enjoying my look of awe which I couldn’t have hidden if I wanted to.
“You do like the big cocks, don’t you Timmy?” Doc asked while he cradled the back of head and pulled me toward his tool. “Show me how much you like mine. Just watch your teeth.”
I didn’t need any encouragement, and I leaned forward, letting my tongue slide along the underside of his cock right down to his balls before retracing the path right back up to the tip. My tongue dabbed at the cum which was leaking out of the opening of his cock, and it tasted musty but not unpleasant. I dragged my tongue up and down the underside, which not only made Doc groan but kept the precum oozing out of him. My fingernails ran up and down his furry thighs as I licked away.
This teasing was not only fun for me, it also bought me some time, as I tried to figure out how I would ever be able to get Doc’s huge cock in my mouth. The head was bulbous to say the least; the pink crown was the size of a plum and the ridge of it flared out widely.
When I finally touched Doc’s cock for the first time he groaned loudly. My fists squeezed the shaft tightly, and I gently twisted my hands as I pumped him. My lips slid up the head of his cock, and I tried to keep my teeth from scraping the bulb as I took him in. Once I got the head inside my mouth, I began moving my lips back and forth over the ridge, unable to take much of the shaft beyond that. I tried to make up for what my mouth couldn’t do by using my hands on the rest of him.
I knew that I was doing something right, because Doc was grabbing handfuls of my hair and breathing heavily. His knees buckled a little and he suddenly yelled out to me.
I had so little warning that I had no choice about what to do. I felt him spurt into my mouth, and the roof of my mouth absorbed the first few blasts. Another spurt went down my throat which almost made me gag, but I put my tongue over the tip of his cock. This diverted the force of his orgasm, and I managed to keep him in my mouth while his ejaculations eventually subsided.
Doc pulled me up to my feet and kissed me, his tongue dancing inside of my cum-filled mouth, while his hands clutched my buttocks. The slightly sour taste of his cum was not unpleasant at all even after his tongue spread it around my mouth.
“If that was your first head, you are going to be unbelievable in no time,” Doc said as he held me close.
“I think my jaw is dislocated,” I said as I flexed it to get it back into alignment. “I guess that there are big cocks, and then there are BIG cocks. Your cock looked so amazing that I wanted to take all of you into my mouth so badly.”
“You did great Timmy,” Doc said as he began to unbutton my shirt. “Now it’s time to take care of you.”
6. Doc’s examination.
Doc got my shirt unbuttoned a lot with far greater ease than I had done his, and he ran his hands up and down my smooth chest, pausing to lightly pinch my little nipples along the way.
“Beautiful body you’ve got on you Timmy,” Doc said. “You’re so smooth and tight.”
Doc looked into my eyes as he undid my belt, and then tugged down my jeans. My dick was pointing straight out in my white briefs, and I watched Doc as he pulled them down. The look on his face when they came off was one of shock, as he stared at my stiff little pecker in all its hairless glory.
Doc’s hands slid all around my cock and balls, feeling the smoothness that was the result of my fresh shave, and then looked up at me.
“Uh… Timmy, I should have asked before this, I guess, but are you eighteen?” Doc asked in a terrified tone.
“18 years and 3 months. I warned you I had a small dick,” I reminded Doc, starting to cringe with embarrassment and what I feared was to follow..
“That’s cool. I love it. That’s all I wanted to know,” Doc said instead, as he pulled himself toward me and swallowed my dick in one lunge.
Doc’s head drove down on my dick with an intensity that almost knocked me off my feet. I groaned as he seemed to be trying to suck my dick clean off. His hands cupped my buttocks, pulling me tight against him as his face ground into my groin.
I felt Doc grab my nuts and squeeze them while pulling them upward, and then he released my dick from his mouth and replaced it with my nuts. First the right one, then the left and then both of them at once went into his eager mouth.
Doc’s assault on my nuts was relentless, and I found my hand going down to my dick. I took my little boner between my thumb and index finger and began stroking it while Doc sucked my balls.
“Don’t cum yet Timmy. Lay down on the bed.”
I fell back onto the bed and Doc climbed on top of me with his knees on either side of my head. His flaccid cock hung down in front of me, and so I grabbed it and started pulling on it much like I was milking a cow, while running my tongue all over his hairy nut sack.
I tried to get one of his balls in my mouth but it was like trying to suck a tennis ball, so I kept licking his nuts and the area between his balls and his anus. I felt Doc shudder as my tongue darted through that sensitive area, which was as hairy as the rest of him.
The intensity of Doc’s sucking was wearing me down, and finally I felt like I could not hold back any longer. My dick spasmed wildly inside of Doc’s mouth while I yanked on his rubbery cock until my orgasm faded.
7. Explaining myself.
Doc spun himself around and curled up next to me, putting his arm around me as he did.
“I didn’t mean anything by that comment,” Doc said sheepishly. “I mean, when I asked you if you were 18. It was because you didn’t seem to have any hair anywhere. Are you a competitive swimmer or something?”
“No,” I chuckled. “I swim like a rock. It’s just something I wanted to try. I hardly had any hair anywhere to begin with, and I wanted to see if I liked myself this way.”
“Well, if I get a vote, I vote for you to keep yourself smooth,” Doc said. “It put me off for a minute, because I wasn’t sure whether it was right that I should be liking it that much, but I gotta tell you that I think you look great.”
“I believe you,” I said while reaching down and grabbing hold of his cock, which had started to get hard again. “This is giving it away on you anyway.”
“Guilty,” Doc admitted.
“Would you mind if I jerked you off?” I asked him. “I know it sounds weird, but I really like doing it.”
“Be my guest. It’s not weird at all,” Doc said as he rolled onto his back. “Matter of fact, that constitutes most of my sex life. Having lovers jerk me off. Having a big cock is great in a lot of ways, but it scares off a lot of guys too.”
“Really?” I asked Doc, who handed me a bottle of baby oil as I knelt beside him. “I would think that you would have them lined up to get at this beautiful cock.”
I squirted some oil in my palms and lifted his cock off his stomach. I ran my greased hands over the length of his cock before I began to slowly pull on it. Doc put his left hand behind his neck and craned his neck down to watch me.
“You have a way with words Timmy,” Doc said softly, clearly pleased at my words of praise.
It struck me that Doc seemed to enjoy a great deal the fact that he was so well hung, and I couldn’t blame him for that. He also appeared to get off on the vast difference between us. I had also gotten that impression at times from being with Walt. It was nothing they said or did, but more of a general feeling I got from them.
I couldn’t blame them, because if it were me I would feel the same way. The strange thing to me was the way I felt about it. It was almost as if I got off on being so small in comparison to them. I know that if they ever ridiculed me or anything like that I would be crushed, so it wasn’t like I was looking to be humiliated, but there was something about these relationships that I didn’t yet understand. The one thing I did understand was that the things I said and the way I reacted to them seemed to excite men, so I did some experimenting.
“You say that a lot of guys like to do this to you?” I asked while I stroked Doc’s weapon, which was now fully erect and glistening in my hands.
“Mmmmm… that’s nice,” Doc said as he watched me work. “Yeah, a lot of guys do. They find it easier than the other options.”
“Well, it was really hard to get my mouth around you,” I admitted.
“You did real good Timmy,” Doc insisted. “That was really nice for me.”
“How about the other option?” I asked. “Don’t you like… you know, the bottom stuff?”
“I do, but others don’t!” Doc laughed.
“I might,” I offered, although when I looked at the enormous cock in my fists I thought I should get my head examined for suggesting such a thing.
“Are you serious?” Doc said in amazement.
“We could try,” I said. “If you can get it up again after I finish with what I’m doing here, that is.”
“Oh, that won’t be a problem,” Doc assured me.
“I’ll bet it won’t be,” I agreed. “I hope I can do it. I had thought the other man that I had been with was big but he was nowhere near as big as you are.”
“That right?” Doc asked with a moan. “Tell me about it. Tell me about his cock.”
“No, he wasn’t nearly as big as you are,” I said while I milked Doc’s cock more rapidly, twisting my hand over the mushroom head as I did. “I guess that shows how inexperienced I am about all this. He only had about 8 inches and he wasn’t real thick like you are. That’s funny, me saying ONLY about a man whose cock was probably twice the size of mine.”
“I love your cock,” Doc gasped. “Fun to suck. Eight inches is pretty big you know,” Doc added in deference to my previous lover.
“I guess, but yours is beyond belief. How I wish I had something like this between my legs, even for only a day. I can’t even get my hand around your cock, it’s so thick. And the head of it? I don’t know how I’ll be able to take that inside of me, but I want to try. Will you like that Doc?”
“Yes,” Doc grunted, his face turning pink from the excitement.
“Imagine how that’s going to feel Doc,” I told him. “Think of how tight my ass is going to feel when you squeeze your huge cock inside of me. Stick a finger in my ass now Doc. Tell me how it feels.”
As Doc reached over I grabbed his finger with my oily hand to lubricate it. Doc reached behind me and slid his stubby finger between my ass cheeks.
“Arrrgh!” I moaned at the digit probed me roughly.
“So tight!” Doc groaned as he wiggled it around inside of me.
“Cum for me Doc,” I insisted as my fists worked up and down his cock as fast as I could manage. “Show me what you’re going to do inside me. Show me what a big load of cum looks like!”
Doc’s face contorted insanely as he erupted, his cock spurting jets of milky white cum straight up in the air. By the time Doc stopped cumming, my hands and forearms were dripping with his seed. Doc looked at me with glazed eyes and shook his head.
“Another finger Doc, fast!”
While Doc pulled his finger out of me and lubricated his middle and index fingers with the baby oil, I wiped Doc’s hot cum over my dick, which was twitching with excitement, Doc’s thick fingers crammed their way into me, but not without difficulty, and as he corkscrewed them into me, I squirmed over right beside him, jerking myself off with one hand while I pulled on Doc’s limp dick with the other. I pulled his cock toward me and rubbed the crown of his cock against my acorn, and the sensation made both of us shiver.
“Oooooh that feels nice,” Doc said. “Keep doing that.”
Doc was spent but propped himself up on his elbows to watch me rubbing our cocks together, the sensitive tip of my dick drooling precum all over Doc, and while the sight of them on top of each other looked absurd, it was also very erotic.
When I felt myself start to come, I leaned back onto Doc’s hand, feeling his fingers slide into me to the hilt. My orgasm was so strong that I felt almost like I was about to faint as I came, and when I finished, I saw that I had hosed down Doc’s unit pretty throughly, along with his stomach and thighs.
“Oh man, you are something else all together, my man!” Doc said as he looked at me with an air of wonder and confusion.
8. Doc’s final exam.
We both lay exhausted on our backs for a few minutes before Doc got up on his knees and rolled me over onto my stomach. By the look of his totally limp cock, there was no way he was going to do what I had suggested, but I let Doc do what he wanted.
“I’d love to give you a rubdown Timmy,” Doc said as I felt the baby oil being poured on my back. “I think you’d enjoy it, and I know doing it to you will get me hard fast.”
“That sounds nice,” I admitted, and relaxed as Doc’s hands kneaded my shoulders and back. It felt so relaxing and Doc was so good at it that I was utterly under his control. He went down to my thighs after working the lower back area, and his hands glided effortlessly over my smooth legs.
“You feel so nice,” Doc said as he worked his way up to my thighs.
Doc’s hands spread my ass cheeks apart and I felt his finger stroke the puckered ring of my anus, probably giving the opening that he would soon be savaging a close examination.
He inserted a finger, which made me gasp a little, and I shook my butt as he wiggled the finger around. Another finger entered, and I groaned as I felt myself get primed for what was to come.
Doc rolled me over and oiled the front of my legs and thighs, and my dick began to twitch as he worked around it without touching it. My hands were behind my head as I relaxed under Doc’s expert manipulations. His beefy hands ran up my stomach and chest, digging gently into my pectoral muscles to my delight.
“Good god, this is so sexy!” Doc said as his oiled hands slid through my armpits, feeling the smoothness of my underarms as he did.
“Oh, that feels nice!” I said as I inhaled deeply, enjoying the way Doc’s fingers stroked my armpits. Doc leaned forward and kissed my underarms, then ran his tongue up and down the deep craters, biting and nibbling before going back to the massage. I looked down at Doc’s cock, which was somewhere between limp and hard as a result of him rubbing me down.
“Let me get us some help,” Doc said as she swung off the bed and went to his dresser. He returned with a tube of lubricant and a couple of strange looking things.
“This will loosen you up a bit,” Doc said as he waved a white plastic dick in the air before covering it with gel and hitting the switch at the base.
I heard the light whirring sound just before Doc brought it down between my legs and rubbed it around my anus before slowly inserting it a little bit at a time.
“Sheez!” I howled as the vibrating cock slid inside of me, and Doc rotated it as he worked it inside of me.
“Get you used to what’s going to follow,” Doc said.
“Don’t you have a bigger one?” I asked only half-kidding because what Doc had up my ass now was more along the size of me.
Doc chuckled as he buried the thing up inside me until only the base was outside me, and then lubricated his flaccid cock as he watched me squirm as a result.
“Tell me what you want to happen Timmy,” Doc said as he began pulling on his cock harder.
“I’m not sure,” I said. “I’m kinda scared but excited too. You won’t be too rough will you Doc?”
“Try not to be,” Doc grunted. “You make me so hot though.”
“Can I lay like this when you put that huge thing in my ass?” I asked in reference to my staying on my back.
“No… on your knees,” Doc said. “I don’t want to look at your face when I do it… it would make me feel sorry for you.”
My heart was racing as the vibrator whirred inside of me and the sound of Doc jerking himself off echoed in my ears; the squishy slapping sound of Doc’s fist pumping his cock hard was exciting as well. I could see Doc starting to get aroused as his cock began to get longer and fatter.
I reached over and grabbed his balls, pulling and squeezing the dangling orbs roughly, and kneaded them even harder when I heard Doc’s groan in response. His cock was now almost hard, and he had both fists around the shaft, working them up and down over the head of his weapon.
“Told you I could get it up again,” Doc said proudly as his oily and shiny weapon swayed in front of me, looking even bigger than it had before. “Now for a little help to keep it that way.”
Doc grabbed the other object he had pulled out of his dresser, which appeared to be a watchband of sorts. He wrapped it around the very base of his cock and began fiddling with it as he came a little closer to me.
“Suck the head of it while I get this thing on,” Doc said and I complied, kissing and sucking the bulbous knob while he put this thing on, teasing the opening with my tongue. He was tightening this thing with all his might, and when he got done, I pulled my head back to see what it was that he had put on.
It was a leather strap of some kind that he had clenched around the base of his shaft. He had it on so tightly that it was deeply embedded into his cock, the result being that his cock was now so hard that it looked ready to explode. The head of the thing looked as big as an apple now, and the whole thing was changing hue from a ruddy pink to a deep crimson with hints of purple.
“Time Timmy,” Doc said. “Get on your hands and knees for me baby,”
I rolled over and did what I was instructed to do. The vibrator slid out of me as I rolled over, and as I got on my trembling hands and knees I was having serious misgivings about all this. Doc had a finger inside me, and that was followed by another. Churning and corkscrewing inside me, the pain was bearable until Doc tried to get another finger in me.
He didn’t get it in very far, and I was going to tell him to stop when the fingers retreated. Doc was rubbing the head of his cock around my anus, and while I braced of what to follow, he pushed forward hard. My arms were unable to hold me up as the stabbing pain made me dizzy.
Doc was pushing hard as I tried not to collapse. My knees were failing and yet I still tried desperately to push my ass back into him as he thrust. Suddenly, there was what I swore was an audible pop, and Doc’s moan made me thing that he had managed to get the swollen ridge of his cock head inside of me.
The pain was unbelievable, and all I could do was bite the pillow that my face had fallen into as Doc began to try to get more of his cock in me. I tried to tell him to stop, but with my face trapped in the bedding there were only muffled sounds that could have been anything.
Besides, Doc’s grunting was so loud he might not have heard anyway. Doc had his hands around my hips and was thrusting in and out of me violently. I don’t know how much of that massive organ was inside of me, but it sure felt like all of it even though I knew that was not possible.
“Fuck! So fucking tight!” Doc screamed as he thrust into me with an animal-like intensity, his hand reaching around and grabbing my little limp dick, pulling on it savagely. I was in so much discomfort there was no way I would be able to get it up, so I just prayed that Doc would cum, and cum soon.
“You like the way my big cock feels inside your tight little ass Timmy?” Doc fairly screamed as I felt his sweat spray over my back with every violent thrust he made.
“So big… too big,” I tried to answer with a mouthful of pillow garbling my voice. “Hurts!”
Doc came, but not soon. Certainly not soon enough for me. After he came, my knees finally gave way and I eased myself down onto the bed, with Doc on top of me. Doc was still slowly sliding in and out of me, and I felt his hand trying to get that strap off his cock as he did.
The feeling of Doc’s slowly deflating dick inside me was a relief, as I knew the worst was over. Doc kissed my neck and shoulders and whispered into my ear.
“That was so fucking good Timmy,” Doc hissed. “My cock feels so good inside you I never want to pull it out.”
As for me, I really wanted to tell him to pull out of me and fast, because even though it was withering a little bit Doc’s manhood was still a sizeable piece of meat that continued to stretch out my punished bottom. I resisted the urge, figuring that after what I had just endured, it would be a shame to say or do anything to ruin it now.
Finally, Doc withdrew himself from me, and as painful as it had been inside me, it was almost worth it to feel that thing slither out. When the ridge of his crown popped back out, it caused a violent shiver from my head to my toes.
“Are you alright Timmy?” Doc said softly to me as he cuddled up behind me, his hand snaking over my hip and taking hold of my dick. “Is there anything I can do for you now?”
“This is nice… just like this,” I remember saying just before I slowly drifted off to sleep, my mind and body completely drained of all energy.
I think that was what I was suffering from in the weeks after that first night with Doc. It wasn’t love, that much I knew, but I still couldn’t get the vision of Doc’s huge cock out of my mind.
I spent many nights over at his place, sucking and fucking that massive tool. When I didn’t have it in my mouth or my ass, I was thinking about it. It controlled most of my brain, or so it seemed, and my school work suffered for it.
One night I was over at his place, and my mouth was gobbling as much of Doc as I could manage, Doc handed me a ruler.
“Measure my cock Timmy,” Doc said as I extracted his erection from between my lips.
“What? Why?” I asked, put off a bit by the interruption.
“Just curious, that’s all,” Doc said.
I shook my head and took the foot long ruler in my hand and tried to strighten out Dock’s arching cock to place it against it.
“Like this?” I asked, and Doc said yes, as I held his cock next to the stick, noting that the tip of his dick was only about an inch short of the end.
“Seems like about eleven… what the?” I said as a blinding light exploded in front of me.
“Just something for our memory book,” Doc said chuckling, as he looked down at the Polaroid camera he had just used to take a picture with. A picture of me measuring his cock.
“Oh great!” I said.
Doc showed it to me, and luckily I was pretty much out of the picture and unrecognizable. Besides, who would look at me when that cock was in the picture?
“This time Timmy, push the ruler down into me so it makes me look bigger,” Doc said, and although I had no idea why he felt the need to look even bigger than he was, for some reason I complied.
“Perfect!” Doc exclaimed as he took a picture of the head of his cock extended over the end of the ruler, although me shoving the other end into the area around the base of his shaft was unseen.
I didn’t know at the time what the pictures were really for, and it wasn’t until later that I learned they were part of a flyer that Doc had made up to promote a party of his. My shame was so complete that I broke it off with Doc after seeing one of them hanging on a bulletin board. Even though I wasn’t sure anyone else would recognize me, I could and that was enough for me. It was time for me to continue my searching for who or what I really was.
Thank you for reading this story. You comments are welcomed.