DOING THE MATH WITH MR. JENNINGS
The usual disclaimer: This story contains depictions of sex between consenting adult men. If it's not legal to read this wherever you are, don't.
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I wasn't at the bar very long when I saw Mr. Jennings, my old high school math teacher, walk through the door.
I was at the one of the few gay bars left in my hometown. It was about a week before Christmas and I was home from grad school.
I didn't have a lot of gay friends back home, so I decided to just head down to the bar by myself and see where the night headed. Crush wasn't a big bar and Middlefield wasn't a big town, but the bar was always crowded on Friday and Saturday nights, especially around holidays.
Tonight was no different. The bar was hot, sweaty and packed.
I watched as Mr. Jennings walked past the dance floor to the bar, taking a cursory glance around but not noticing me along the far wall by the bathrooms.
During high school, I had a major crush on Mr. Jennings. I had him for algebra and calculus, and I always found myself checking him out. I wasn't out of the closet, and I don't think he was either, at least not to his students. But I was pretty sure he was gay, and I was very sure he was hot.
He still was. It had been about three years since I last saw him, but he hadn't changed much.
Mr. Jennings was about six feet tall, and while he wasn't especially buff, he kept himself in decent shape. He seemed like the kind of guy you would see swimming laps at the Y. He had short, dark brown hair, a slightly receding hair line and a closely trimmed beard. He was wearing a nice pair of jeans and a fitted button-up plaid shirt.
I had a thing for older guys with facial hair. Mr. Jennings was exactly my type.
As I watched Mr. Jennings stand at the bar and wait for a bartender to come over, I decided to approach him. I walked over, put an elbow on the bar and said, "Hey, Mr. Jennings."
He looked over, seemed startled for a second, and then said, "Jake! Hi!"
"Fancy seeing you here," I said.
"I could say the same."
"Surprised?" I asked.
"I guess not," he said chuckling. "Can I buy you a drink?"
I already had one in my hand, but I said, "Sure."
"What is that, a gin and tonic?" he asked.
"Vodka soda."
"Perfect," he said, as the bartender came over and asked what we wanted.
"Two vodka sodas," Mr. Jennings said.
There were a few moments of awkward silence as we waited for the bartender to make our drinks.
"Home from college?" Mr. Jennings asked. "Wait, you've probably graduated by now."
"Yeah, well, grad school. I'm staying with my parents for the holidays but they're already in bed and I was feeling cooped up, so..."
"I know the feeling."
"What, you live with your parents too?" I asked sarcastically.
"Haha, no, I live alone. But I know how you feel. I needed to get out tonight. Too much energy to stay at home on the couch."
He was staring idly out onto the dance floor.
"Did you come here to dance?" I asked.
"Maybe. You?"
"Well I wasn't going to dance alone, but...yeah."
The bartender set our drinks on the bar and Mr. Jennings put down enough cash to cover the drinks and a sizable tip.
"Thanks, Mr. Jennings," I said.
"For the love of God, call me Paul."
"Sorry Paul," I said, smiling.
"No need to apologize, but you can make it up to me by dancing with me," he said with a wink.
He was looking me straight in the eyes and I felt like he could see right into my soul.
God, he was handsome. So many feelings from high school were bubbling to the surface. And now he was asking me to dance?
He didn't have to ask me twice.
I followed Paul onto the dance floor, where he found a clearing big enough for the two of us and started to bob along with the music.
"That how you dance, old man?" I asked jokingly.
"Ha! No, just getting warmed up," he said.
It turned out Mr. Jennings was actually a good dancer. By the time he'd finished his drink (and I'd gotten us both another) he was starting to work up a sweat. So was I.
As we started our third round of drinks, he thanked me and pulled me closer to him. We were both starting to feel a little more loose.
"This ok?" he asked.
"Definitely."
He smiled, I smiled back, and we continued to dance.
Pretty soon we were grinding together, holding onto each other, and I could feel his bulge against mine.
"You're a good dancer!" he said over the music.
"You too!"
Then he leaned in and said in my ear, "You were always one of my favorite students, you know."
"Oh yeah?" I said without pulling away.
"Yeah...cute too."
That's when I pulled away and looked at him. He was smiling, but he looked nervous.
I smiled back and leaned in to speak into his ear.
"Well you were always my favorite teacher...and I always thought you were fucking hot."
With that he growled and reached down to squeeze my ass.
"I would get boners while staring at the bulge in your chinos, Mr. Jennings," I said.
This time, he was the one to pull away and look me in the eye.
"I know...I noticed."
I raised my eyebrows.
"You never said anything," I replied.
"Are you kidding? I would have gotten in so much trouble if I'd tried to start anything with a student."
"You won't get in trouble now," I said with a smirk.
"You're bad."
"You have no idea."
I was going to lean in to kiss him but he beat me to it, grabbing me by the back of the head and pulling me into a wet, hungry kiss.
I could feel my dick thickening up in my pants, and by the feel of the bulge grinding against me, his was too.
As we continued dancing, we each got a little more handsy with each other. I ran my hands over his chest, noticing the lean muscle under his shirt, and he groped my ass.
Then, probably because of the vodka, I got ballsy and reached down to feel his bulge through his jeans.
"What's this?" I asked.
He looked me in the eye and smiled, reaching for my bulge.
"I could ask you the same thing."
"Surprised?" I asked.
He laughed. "Not at all."
Paul then looked around to make sure nobody was watching us, and reached down my pants, grabbing my hard cock.
"Fuck," I said.
"Fuck indeed. You're hung, kid."
I reached through his waistband to feel his cock.
"So are you."
We made out some more as we continued to dance, or at least pretended to, and before I knew it, Mr. Jennings was slipping his hand into the back of my pants, pressing a finger to my hole.
"Mmmmmm fuck," I moaned into his mouth.
"Oh my," he said. "You like to get fucked?"
"By a hot big-dicked math teacher like you?" I asked.
He paused for a second as if considering what to do next.
"Yes."
"Well I am a big ol' bottom," I responded. "And I always had a crush on you."
"Then let's get out of here."
"Your place?" I asked.
"Yeah, it's not far. We can walk."
He was right, it wasn't far to his condo. But every block or so, we would stop to make out. At one point, Mr. Jennings pulled me into an alley, pushed my back gently up against the wall and fished my dick out of my jeans.
As we kissed in the darkness of the alley, he jerked me off slowly.
When he noticed I had some precum flowing, he used his finger to grab some off the tip of my dick and then stuck the finger in his mouth.
"Yum."
"You perv," I said as I pulled his face close to kiss him again.
We made out for a few seconds more, then I gently pushed him away and pulled up my pants.
"No more until we get to your place," I told him with a chuckle.
"Then let's hurry."
We were hardly inside his condo with the door closed before he started tearing at my clothes.
"Get those off, buddy."
"Yes sir."
We made our way to the living room as I began to get undressed. Paul watched me and took off his shirt but left his jeans on. By this point I was wearing only my briefs, and my dick was making them tent out obscenely.
"Fuck, you're hot," he said.
"So are you. I love your chest hair."
"You're pretty smooth," he replied. "I like it."
"Yeah, I'm just naturally not very hairy."
"You smoke?" he asked.
"Cigarettes or weed?"
"Weed."
"Yeah, I do. You have some?"
"Yeah, I'll be right back."
Mr. Jennings walked down the hall to what I assumed was his bedroom and came back carrying a small bong and a lighter.
"Naughty teacher," I said with a smirk.
"You have no idea," he said, grinning back.
We sat down on the couch and Paul handed me the bong, which was already packed. I lit up, took a hit and passed it to him. He did the same and then looked me in the eye.
I maintained eye contact but reached down to grab my hard dick through my undies.
"I have a math problem I need help with," I said.
"Oh, do you?" Mr. Jennings asked with a smile.
"Yeah, I've got seven inches down here. How much do you think you can fit in your mouth?"
He rolled his eyes and then laughed.
"That was terrible," Paul said. "But I'd hate to leave that problem unsolved."
With that, he gently pushed me onto my back and pulled my briefs off. My hard dick sprung out and he took ahold of it, giving it a gentle tug and inspecting my piece.
"Mmmmmmm, nice," he said. "So much precum, too."
"Yeah, I'm a heavy leaker."
Paul stuck out his tongue and licked the tip of my cock. Then he came up for a kiss, feeding me his tongue so I could taste the salty tang of my own precum.
The kiss lasted for a few seconds, then Paul got back down between my legs and started licking up and down my shaft, tugging lightly on my balls.
"You like sucking dick?" I asked him.
"I love it," he replied. "Big, horny college dick like yours is my favorite kind."
Paul then took my whole cock in his mouth all at once, keeping my balls in one hand and reaching up to rub my chest and abs with the other.
"Fuck yeah," I said.
My old math teacher went to work, slobbering all over my dick and sucking on it like it was the best thing he'd tasted in years. At some point he let go of my balls and started stroking my spit-slicked cock while sucking on it.
He knew what he was doing, and he was clearly enjoying it.
"You still have your pants on," I told him.
He looked up but didn't stop sucking.
"Take 'em off," I said.
He took my dick out of his mouth, said "Not yet," and then started sucking again.
What a cock hound.
Paul continued sucking my dick for several minutes, then he moved down to my balls, taking each one into his mouth.
I spread my legs a little to give him more room to work.
He must have taken that as an invitation, because he grabbed each of my legs and lifted and spread them a little further. Without missing a beat, he licked down my perineum and started lightly licking around my hole.
"Are you an ass man, Mr. Jennings?"
He didn't say anything, just grunted affirmatively and started lapping at my pucker in earnest.
Paul seemed glad to have a college-aged bottom boy at his disposal, and I was more than happy to lean back and enjoy the thorough rim job I was getting.
I could feel his facial hair rubbing against the tender skin around my hole as he shoved his face in there and probed me with his tongue.
This went on for several minutes, with Mr. Jennings stopping every now and then to wet a finger and slip it in while he stroked my dick. I was in heaven, but I needed more.
"Alright, Mr. Jennings, I'd love to have you eat my ass all night, but I need to get some of that daddy dick."
He chuckled and said, "Fair enough" and then started taking off his pants.
Mr. Jennings was wearing a tight pair of black trunks and there was a huge wet spot where his dick had been leaking as he serviced me. He was rock-hard and I couldn't wait to taste it.
I sat up and, before he had a chance to take off his underwear, I reached out and grabbed his dick through the fabric, then leaned in and licked the wet spot.
"Mmmmmmm," I moaned as I started to suck the precum out of the cotton material.
"I'm also a heavy leaker," he said.
"I hope you cum a lot too, because I'm a total cum whore," I told him.
He smiled. "I'm a big shooter. Lots of hot daddy cum for a boy like you."
Fuck. Dirty talking with the math teacher I crushed on all through high school was making my head spin.
I wasn't about to waste any more time. I yanked Paul's underwear down and marveled at the beautiful cock staring back at me. It was probably about the same length as mine, seven inches or so (maybe a little bigger?) but it was thicker and had several prominent veins sticking out. He was cut like me, and his cock had a slight upward curve and a swollen, flared, red head on it.
My mouth was watering.
His piss slit seemed to wink at me as it spit out another drop of precum, and his big, hairy, low-hanging balls were just begging to be licked and tugged on.
So I did just that. I grabbed both of his balls, pulling them down slightly, which in turn pulled his dick down to the perfect level to lick the precum off the tip of his glans.
I suckled on the tip, feeling more precum ooze out as I did so.
I'd wanted this for so long.
It was delicious.
I started working my way further down his dick, taking more of it into my mouth while still caressing his balls. They were hairy and plump, and I couldn't wait to see (and hopefully taste) what would come out of them.
"Can you take it all?" he asked as I sucked more and more of his thick cock into my mouth.
I pulled off briefly.
"Watch."
In one movement I took the rest of it into my mouth, and his swollen, glistening head slipped past my tongue toward my throat.
Don't worry, I had plenty of practice.
"Fuck, Jake."
I didn't say anything (how could I?) but just kept sucking. I wanted to make this gorgeous man and his gorgeous cock feel as good as possible. I wanted him to realize what he could have had sooner, if he had just made a move.
As if he read my mind, Mr. Jennings said in a hushed voice, "Fuck, I should have made a move when I had you for calculus your senior year."
If my mouth hadn't been stuffed full of his thick penis, I would have smiled. 18-year-old me would have gladly stayed behind after class for some one-on-one "lessons."
I continued my suck job, getting Paul's meat nice and wet.
Pretty soon, he had his hands on the back of my head and was thrusting into my mouth.
"Such a good little cocksucker. You like that, don't you?"
"Mmmmmmmm."
"You like daddy dick." Not a question.
"Mmmmmmmm." I pulled off. "I love daddy dick and I love daddy cum. Are you gonna give me yours now?"
"Fuck yeah. Let's move to the bedroom."
Paul grabbed the bong and we headed down the hall to his bedroom. I got up on the bed on my hands and knees, making sure my hole was on display.
I heard Paul growl behind me.
He lit up the bong, took a rip and passed it to me. I lit up as he got behind me and once again buried his face in between my ass cheeks.
"You have lube?" I asked as I exhaled.
He reached over to the bedside table, opened a drawer and pulled out a bottle of lube and some condoms.
"Do we need those?" I asked. "I got tested just before flying home, and I'm on PrEP."
"Music to my ears. I'm also on PrEP and haven't been with anyone since my last negative test," he replied.
"Perfect. Mount up."
"Eager boy, aren't you?"
"I'm an enthusiastic student."
Mr. Jennings chuckled as he opened the lube and started to get his cock slicked up. Then he squirted more lube onto his fingers and started to lube up my hole.
First one finger, in and out multiple times. Then a second finger, and a third.
"Fuck yeah, Mr. Jennings, that feels so good. Give me that cock."
"I told you to call me Paul," he said as he lined the head of his dick up with my pucker and pushed in part of the way.
"FUCK PAUL!" I said. I hadn't expected him to push in so quickly.
"Too much?"
"No, just caught me by surprise."
"Ok, good. Let me know if you need to pause...I know I'm kinda big."
"Oh you're definitely big...but I can handle it."
"Good."
Paul then wrapped his arms around me, with one hand on my chest and the other wrapped around my throbbing dick.
He slowly pushed in some more, all while slowly jerking me off. Heaven.
He didn't stop pushing in until he was all the way in. I could feel his pubes and hairy balls against my skin.
"Fuck, I love that full feeling," I said.
"You feel so fucking good."
"Hold it in there for a sec," I said. "I feel so stuffed...I love it."
"Happy to," Paul said as he continued slowly stroking my dick.
Thanks to the weed, the world had melted away and all I cared about was the hard dick filling me up. I didn't want or care about anything else at that moment.
After holding there for a minute or so, I started slowly fucking myself on Mr. Jennings' cock.
"Mmmmmm, good boy."
Paul moved his hands to my hips and started to take over, picking up the pace and fucking me with long, steady thrusts. I could feel the thick ridge of his glans rub against my hole's outer lips as he pulled almost all the way out before pushing all the way back in with each thrust.
"Yeah, open up for daddy," he said.
"I'm open. I'm yours."
Paul grunted and pulled all the way out. I turned my head to look at him, but he was staring at my hole, which suddenly felt horribly empty.
"You're open, alright," he said as he stuck two fingers in and felt up my slippery opening.
"Mmmmmm, put your dick back in me," I whined.
"What's the matter?" he asked teasingly.
"I need you to fuck me."
"You need it?"
"Yes! I need to be stuffed full of that thick daddy dick."
I could feel Paul slapping his dick against my wet hole. I needed it so bad.
"Please," I moaned. "Put that big dick back in me and fill me up."
"Fill you with what?" he asked, continuing to tease me.
"Fill me with your fucking cum!" I groaned.
"Oh, you wanna get bred?"
"Yes! Shoot all that hot fucking cum up into my guts."
I heard Paul open the lube and slick up his cock again. Then he squirted some lube on my hole and used two fingers to push it in.
I fucked myself back onto his fingers, moaning into the bedspread.
I looked down at my cock. It was rock hard and there was a string of precum leading from the tip of my dick down to the bedspread, where a puddle was starting to form.
Reaching behind me, I grabbed Paul's hand and directed it to my cock.
"Fuck, boy. Your cock is rock hard and dripping wet."
"I'm so fucking horny."
"Here, let me help," Paul said as he started stroking me again and simultaneously started sliding his dick back into my hole. Once he was in all the way again, he held there for a second and then started thrusting, quicker than before.
"Yeah, fuck that ass," I told him.
"You take it like a champ, buddy."
"I told you I was a big ol' bottom. Now shut up and fuck my brains out."
Paul laughed.
"You got it."
He took his hand off my dick, grabbing my hips again and going to town. He was fucking me hard now, and I could feel his head rubbing against my prostate with each thrust.
I grabbed a pillow and held it to my face as I started to find myself moaning uncontrollably.
"You are so tight and so hot...I don't know how long I'm going to last."
"Don't hold back. Give it to me," I said.
I wasn't going to last long myself. I could already feel my orgasm building, and I wasn't even touching my dick. Paul was going to fuck it right out of me.
"God, you feel so good on my cock."
"Don't stop fucking me," I pleaded. "I'm getting close."
"Fuck...you gonna cum hands-free?"
"Yes...fuck!"
I was past the point of no return. Paul was hammering my prostate and I was about to shoot.
In a matter of seconds, I started ejaculating, shooting cum all over Paul's bedspread. My asshole clenched and dilated with every spurt, grabbing his cock and then relaxing as he continued to thrust in and out.
"Oh shit...that feels so good," Paul moaned, leaning down to kiss the back of my neck. "Your hole is gripping my cock and I'm getting so close."
"Give me that cum. Breed me hard."
"Yeah? You want it?" he asked. "You want me to drop my load deep inside?"
"Fuck yes!"
Paul started picking up the pace and I could tell he was almost there. I was about to take my old math teacher's hot load.
"I'm gonna cum, Jake!" he bellowed.
I could feel his cock start to pulse as he unloaded inside me. It must have been a while since he last came, because it felt like he just kept shooting spurt after spurt. Could I hold it all?
As his orgasm subsided, Paul again wrapped his arms around me and kissed up and down my back.
We collapsed onto the bed but he stayed in me and we lay there for a few minutes just enjoying the afterglow. Paul's cock slowly softened and he eventually pulled out. I could feel cum dripping out as he did.
"So...did I pass?" I asked.
"I'd give you a passing grade for sure," he responded, leaning in for a kiss. "But I might need to see you again for some private tutoring."