The usual disclaimers apply, if you're not old enough to be reading this, or if consensual sex between an older man and a younger man offends you, please don't read on!
Hey there guys, this is my third story I've submitted here. It's a little different than my other ones, but I hope you'll enjoy! As always, I love to hear any comments, questions, complaints or dirty stories! E-mail me at subboyns@gmail.com
A Different Kind of Guidance -- Part 1
I'd always been able to keep my professional life and my personal life secret. That was until Tim Henke walked into my office. I was a high school guidance counselor, maybe not the best job for someone who's attracted to teenaged boys, but like I said before, I could usually keep it seperate.
Tim was an exception however, he was a relatively popular jock here at the school, his body toned and powerful looking from football and rugby. His black hair was always spiked, and his generous lips gave his face a soft quality. The deep green eyes just made him all the more sexy.
Not that I wasn't bad looking myself. For a man of 48 I kept in decent shape. Once my hair started to thin I shaved it all off, and kept a salt and pepper goatee on my face.
Tim had made an appointment with me for half an hour, and I eagerly awaited him. He arrived on time, a tight baby blue t-shirt barely covering his torso, and a pair of old looking cargo shorts on his lower half. His hairy legs went down to a pair of flip-flops, showing off his gorgeous feet. I was always jealous of the kids here, getting to be so casual. It was almost summer and I still had to wear a shirt and tie every day.
"Hi there Mr. Clarke." He said, shaking my hand over my desk. A firm grip. He sat down on the chair across the desk.
"Hi there Tim, can I get you a drink or anything?" I asked.
"No, thanks anyway though." He smiled. Fuck, what a smile. I bet he could drown in cheerleader pussy.
"Well what can I help you with?" I asked, stretching back in my chair.
"I've been having weird dreams lately... they're really confusing me." He looked troubled, I leaned in closer to him. "It all started a few months ago, I had a dream about Will." Captain of the football team, people often thought they were brothers they looked so alike.
"What happened?"
"Well we were at my place just playing X-Box, and all of a sudden he just leaned over..." He trailed off, looking down at the floor.
"Go ahead Tim, don't worry. Whatever you say here will be kept confidential."
"Well he kissed me." Silence for a minute. This teenaged jock was having gay dreams about his hot friends? It was my lucky day...
"Is that it?"
"Yeah, for that dream. Then I started having some other ones."
"Go on." My suit pants were tented up, I was glad I had the desk to hide behind.
"They started to get weirder after that. It got.. well kinkier." He paused again, sounding nervous and quiet. "Have you ever seen a porno where it's like, chicks in a dungeon, they're all tied up and shit?"
I had seen them with guys plenty of times. "Of course Tim, bondage is one of the more common fetishes out there." This wasn't in my normal realm of counseling, but my cock had taken over.
"Well it's sort of like that, except I'm the one tied up. I'm usually naked, sometimes in my boxers. A couple of times I was in like, my jockstrap or panties."
"And women are abusing you?" Images of him tied up in his underwear flitted through my mind. My cock was leaking into my silk boxers. Who knew I'd have this much fun at work today?
"No." A long pause. "It's always men." He stopped again, as if admitting it to himself for the first time. "Older men too, sometimes my friend's dads, sometimes just a random guy, sometimes teachers..." He trailed off. "A couple of times it was even you." He looked over at me.
"These dreams sound very vivid, what did I do to you?" I could think of a million things I wanted to do...
"Well I was in your office here, and you stripped me naked." He took a deep breath. "Then you leaned me over your desk and spanked me."
"Hmm." I said, trying not to shoot in my pants. "Do you watch a lot of pornography?"
"I used to, but then I stopped because I figured it might be causing the dreams, so I stopped. Then they only got worse."
"Well Tim, this sounds very serious. I don't think we'll have enough time to accurately cover it all here." I wanted to hear every fucking dream this stud boy had, and maybe make a few of them come true. "We could set up another appointment, or you could come over to my place after school and we could discuss it further."
"I would like that, I have football practice after school though."
"I can wait." I promised.
"Ok!" He said. "I'm sorry if I'm weirding you out. I just can't believe I might be gay." He looked on the verge of tears.
"Well Tim, it's not that big of a deal these days. And tell me, do you wake up erect from these dreams?"
"Yeah, all the time."
"Do they ever give you wet dreams?"
"A few of them have." He was blushing deep red now.
"Did any of mine?" I asked.
"Yeah, the one where you spanked me in here made me cum." He admitted.
"Are you hard now?"
"I'd rather not say." He turned away, blushing.
"Stand up boy." I ordered.
"Yes sir." He stood up, his head hanging down towards his tented shorts. It was a decent bulge for a kid of 16, looked to be about 7 inches.
"In the dream, did I strip you?"
"No, you made me strip myself while you watched."
"Take off your shirt son." He peeled off his t-shirt, exposing his tight and toned body. The beginnings of a six pack were forming, and his pecs looked delicious. Quarter sized pink nipples stood erect in my air conditioned office, and a soft trail of hair led down to his shorts. A Joe Boxer waistband stuck up over the top of them.
"The shorts, strip down to your boxers."
"Yes sir." He undid his belt, and dropped his shorts. He stood there in his dark blue plaid boxers, his cock jutting them out. I stood up, noticing his eyes dropping to my own erection. I walked around the desk and pushed him down on it. He leaned over it, his ass looking beautiful in the cotton of the boxers.
I gave him the first spank. He gasped, and twitched a little. A few more light taps on his bubble butt, he started to squirm. I gave a few gropes to it, it was a nice firm ass.
"Nice ass you've got here boy." I said, letting my fingers trail up his crack. He gasped and moaned, before I drew back and gave him a hard spank. He cried out a little. I was glad my office was in a secluded part of the building.
Another hard swat, he tried to move away a little, but I grabbed him by the arm and put him back. "Stand still you little cunt, or it's only going to get worse." I hissed at him.
"Yes sir!" He stood in place, tears starting to form in his eyes. I gave him a few more hard swats, imagining his ass getting pink underneath his boxers. I reached around and gave his cock a squeeze, causing him to jump again.
"Well boy, I guess you can stop wondering if you're a fag or not." I leaned over and licked his ear, his spasmed underneath of me. I gave him another few spanks, before grabbing his boxers and yanking them down, letting them pool around his feet with his shorts.
His ass was smooth as silk, and starting to turn pink on the cheeks where I had been spanking him. I gave him another few hard spanks to each cheek, letting them turn red. He was sobbing softly as I continued my assault on his tender ass.
"Your appointment is almost up boy." I said, giving his left cheek another swat. "Time to finish this." I reached around him, grinding my hard cock into his ass. He moaned as I started to jerk him off.
His cock was uncut like mine, and was dripping precum like mad. I probably had a pool of it on my desk. In barely any time his body was tensing up, and I knew he was approaching orgasm. His breathing got erratic, and I noticed he was almost sweating.
I stopped, just before he was about to shoot, spinning him around and kissing him.
"We'll finish this at my place, after school."
"Yes sir." He said, looking up at me with his misty eyes. "Thank you sir, I was beginning to think you wouldn't do anything to me. I feel terrible, but I want to be used so bad..." He looked aside.
"Don't feel bad Tim." I pulled him into an embrace, kissing his full lips. I could have died, this boy tasted so sweet. "Trust me, the best is yet to come." I winked, letting him get dressed again.
"I'll meet you here after practice." He said, putting his shirt back on.
"I can't wait boy." I said, giving him another kiss as he left.
My mind reeled, what did I just do? I could get fired for this if it ever got out.
But at the same time, I couldn't resist that stud boy, ready and willing for whatever I was throwing at him. I looked forward to the end of the day.
That day, after school was out, I headed out to the football field to watch the practice. Tim was one of the star players at the school, and I loved to watch him out there on the field, his athletic body running around, ass in tight football pants. A hint of a jockstrap underneath of them.
Hard to believe this picture of teenaged masculinity was bent over my desk a few hours beforehand, letting me spank him like a child.
The practice started to wind down, and I went back to my office for wait to him.
Ten minutes later there was a knock at my office door. I opened it up, and Tim was standing there, looking nervous. He had changed back into his t-shirt and shorts from earlier.
"Come on in." I held the door open for him, closing it behind him. We were in complete privacy now. "Very nice performance out there boy." I rubbed his shoulders as he sat down in the chair, tossing his bag into the corner.
"Thank you." He relaxed as I massaged his shoulders.
"You're tense." I said, working his shoulders harder.
"I've been really nervous all day." He said. "I've never been so close to fulfilling my fantasies..."
"How long have you felt this way?" I asked, moving lower down his back.
"Well since I hit puberty really. I started to notice that I didn't look at girls like most of my friends did. I would rather look at my friends, or their dads." If you could hear a blush in someone's voice, you would have heard it from Tim as he confessed all of this.
"And you've always felt submissive?"
"Yes sir. Especially for an older man. Or older men." He chuckled softly. "It feels good to let all of this out."
"That's what I'm here for." I had reached around to the front now, and was playing with his nipples. He moaned softly as I twisted them, feeling them grow hard underneath his shirt. "So what do most of your fantasies revolve around?" His nipples were fully erect now, and I kept tweaking them.
"Well the most common thread is just giving myself over to an older man, letting him do whatever he wants with me." My hand moved up underneath of his shirt, playing with his nipples still.
"How far would you go?" I asked. "What are your limits?"
"I don't know if I have any." He admitted after a pause.
I leaned down to his ear. "Good answer boy." I whispered, giving his nipple a hard squeeze. He jumped a bit and cried out.
"I've thought about it, there's definitely stuff that doesn't turn me on, scat and permanent damage, 24/7 slavery, that kind of thing."
"Mm." I acknowledged, tracing my hands down his torso to undo his belt and shorts.
"But I want to try everything." He sighed as my hand wormed into his shorts, grasping his hot, hard cock through his cotton boxers.
"Were you wearing a jockstrap at practice?" I asked.
"Yes sir." He admitted. I stuck my finger into the fly of his boxers, inside of his foreskin to rub his precum around. He inhaled sharply as I made contact with his sensitive cock head.
"I think you would look fucking hot in a jockstrap son, why don't you put it on for me?" I withdrew from his shorts, and he stood up.
"Yes sir. I love being dressed up too." He said.
"How so?" I asked.
"Well, whatever you want me in. I've fantasized about it, everything from just my regular boxers, to briefs, to leather, to panties." He blushed as he said the last part, removing his shirt. "If it turns the guy on I want to do it for him."
"Hm. I hadn't thought about panties, might be good for a cocksucker like you."
He stepped out of his shorts and boxers in one quick motion, bending over to get his jock out of his bag. I had a clear view of his ass as he bent over, his tight pink hole pointing at me. He stepped into the white jockstrap, pulling it up and over his hard cock.
"Do you have any skimpy underwear at home?" I asked, admiring the view of him in his jock.
"I have some briefs, and a thong one of my girlfriends got me."
"What's the thong like?" I asked, letting him stand there nervously. His nipples looked redder than they had before.
"It's black material, nylon or something. Almost sheer and see through." He said, hands by his side.
"I bet you look very hot in it son." I said, standing up and heading towards him. He tensed up as I stood in front of him, lightly teasing his nipples with my fingertips again.
"She really liked it." He said, gritting his teeth as I restarted my pinching of his chest. "I liked to wear it when I jerk off, and fantasize."
"One last thing before we go." I said. "Did you really have a dream about me?"
"Not just one." He looked up at me, his big green eyes shining. I could tell he wasn't lying. "And one of them was a wet dream too." I reached down and stroked his cock lightly through the jock. He sighed as I gripped it in my hand and jerked slowly.
"Get dressed son, we're going back to my place, remember?" I gave his cock one last squeeze and gathered up my briefcase. He threw on his clothes, tossing the discarded boxers into his bag.
"Give me those." I said, pointing to his boxers. He handed them over without a word, and I put them in my briefcase. "A souvenir." I said slyly. "Maybe I'll give you one later."
"I would love that sir." He said.
He followed me to my car, obediently. I could tell from the bulge in his shorts he was still hard. I was still pretty boned up in my slacks too.
Once we got in and I started to drive off, I went to take my tie off.
"Oh." He sounded disappointed.
"Everything ok?" I asked.
"Oh it's just I love the way you look in a suit." He said sheepishly.
"I can leave it on for you for a bit." I smiled, tightening the tie back up.
"Thank you sir."
"We have a stop to make first." I said, heading downtown.
"Oh?" He said.
"Yes." A friend of mine ran a sex shop downtown, his specialty was sexy lingerie for him and her. I explained this all to Tim, watching the look on his face. It went from shock to nervousness, to anticipation.
We pulled up in front of the store and I ushered him out. John, my friend was already waiting for us.
"Hey there boys." He said, heading out from behind the counter. He was obviously gay, and was looking hungrily at Tim. John was a pretty good looking guy in his mid-30s. I'd fucked him a few times. He was covered in thin blond hair everywhere, over a nice swimmers build. "Nice catch, Steve." He said to me. The store was luckily empty.
"Do you have that fitting room ready I called about earlier?"
"Of course, right this way." He led us to the back room. I knew from experience regular customers didn't get to use this one. It was a bright white room with mirrors on three of the walls. Tim looked nervous as we stepped inside.
"Now strip boy." He looked from John to me, then stripped off his shirt. I smiled, proud of him for obeying me.
"You should see how good he looks in this jockstrap." I pointed it out as he undid his shorts. John's mouth was open the whole time, watching this stud boy strip down. He stood there in his jockstrap, his ass on display in the mirror.
"His ass looks a little pink." John said. "You must have given him some spanking." He smiled, as Tim shifted nervously, but made no move to cover his ass, or the growing bulge in his jockstrap.
"Well I'll leave you boys to it." John said. "Take anything you'd like him to try on."
I moved in close to Tim as John left, and pulled him close for a kiss. "Good job baby." I whispered as I grabbed his ass, watching myself in the mirror.
"Thank you sir."
"Let me grab you a few things." I left him shivering in the room there and browsed around the store. John helped me pick out some things we thought were appropriate, and we brought them back to the boy.
"First item, this wonderful jockstrap here." It was smaller than the one he had on, and red.
He held it for a few seconds, looking at it.
"Go ahead boy, put it on." John and I watched as he slowly dropped the jock he had on, stepping into the new one. He pulled it up over his cock, and it looked magnificent.
"Nice one boy. We'll definitely get that one John, add it onto the bill."
I tossed the next item to Tim. He gulped as he looked at it. It was a tiny pair of black briefs, made of a fine mesh. He slowly took off the red jockstrap and slipped on the briefs. He stood there silent while John and I looked him over. His cock was sticking straight out of them, tented and wet.
"Turn around" I said. His ass looked even better in them than his cock did. John let out a low whistle. "Bend over boy." He bent over and grabbed his legs. I came close to him and gave him a hard spank, the loud sound echoing in the small room. John was rubbing himself through his tight jeans as I gave Tim a few more spanks.
"What do you think boy?" I asked.
"I love them sir."
"Why?"
"I like feeling on display like this. It makes me feel..." He paused. "Slutty."
"Well you look like a filthy slut bent over like that." Another spank. "Showing that cunt of yours to us." Another spank.
"We'll take these ones too John. You can stand up now Tim." He stood up and I passed him the next pair. It was a silk thong, red. "Now you can feel really slutty." I said as he took off the briefs and slid into the thong. John was playing with himself now, his jeans undone. I could see the black boxer briefs he had on tented out as his fist pumped his cock.
"Put on a good show for John here, turn around and bend over." I coached Tim. He bent over in the tiny thong, his asshole barely covered.
"What about that one boy?"
"This is my favorite so far. I love the way it feels on my hole when I move." He said, his cock obviously twitching inside the pouch. A small wet spot was appearing where his cock head was.
"Get on your knees boy." He knelt down, and I guided John towards him. "Are you ready to service your first cock?"
He looked nervously at me and John. "I don't know sir." He said, looking frantic.
"Whip it out John, show him the meat he's going to be worshipping." John took his cock out of his boxers, it was thick and meaty, around 7 inches and cut.
"Nice cock, eh boy?" Tim's eyes were locked on John's cock, the precum slicked head inches from his mouth.
"It is a nice cock." He said at last.
"John, show that cunt how to service a man."
"With pleasure." He said, taking Tim by the hair and guiding his mouth to his cock. Tim opened his mouth and stuck out his tongue, rolling it over the head and shaft.
"Fuck yeah." John said as Tim's virgin mouth closed down on his cock. I couldn't believe how naturally Tim took to sucking cock. I figured it would take a few minutes of struggling,but he seemed to be deepthroating it with no problems.
"God, this boy is amazing Steve. I can't believe you're letting me go first." He pumped his hips into the boy's mouth, Tim's hands busy with John's balls.
"I have something better planned when we get back to my place." I grabbed John and started to kiss him. He was moaning into my mouth as Tim sucked on his dick.
I grabbed Tim by the hair, and shoved him down hard on John's tool.
"That's it boy, that's how you suck a man's cock." He looked up and me and nodded, never losing the speed he had built up.
"Oh god, I'm gonna cum soon." John breathed out. I reached down to play with his ass, driving him closer to the edge. He let out a yell, and pulled his cock out of Tim's mouth, in a matter of seconds, the boy's face was covered with jizz. Strings of it hung from his cheek and lip, some had landed in his hair.
"Feed it to him." I ordered John. He scooped up his semen off of Tim's face, and shoved his fingers into Tim's mouth, the boy licking his fingers clean. I gave John one last kiss.
"Wow Steve, thanks. You can take all the stuff you were looking at, no charge. Take anything you want." He was panting, and wiped sweat off of his brow. "And if there's anything else you want, take that too. That was payment enough." He smiled down at Tim, who was trying to avoid our eyes.
John got himself dressed again, and left us alone in the room.
"Put your jock back on son." Tim stood up, stripped off the thong and put his jockstrap back on again. I pulled him close to me, hands on his ass, and gave him a kiss. "Very good show boy. How did you like your first cock?"
"It was good. I wish it had been yours though." He admitted, looking up at me.
"Soon enough, get dressed. We have a long day ahead of us..."