Freshman Orientation Leader Tales – Henry & Lisa [FM]

“Welcome Parents and Student to Freshman Orientation!!!” The shout was met with mild enthusiasm from the auditorium. My eyes rolled to the back of my head knowing that the day was about to be filled with hordes of eighteen year olds, most of whom would have probably failed to put on any deodorant, and parents asking the same questions about their gifted children. I took a deep breath and felt the strange performance polo fabric move with my chest. My head turned to the side to look at the line of my fellow orientation leaders next to me. Everyone was either yawning or in a total daze, except for Lisa. She was smiling and looking at me. I smiled back at her and pantomimed raking my fingers down my face. I made a silent screaming face which evoked a snicker from Lisa. Behind Lisa one of the professional staff members of our orientation team saw me and shot a death glare at us, pointing to the stage to re-focus our attention.

“And now we will have the students and parents break out with our fabulous orientation leaders!”

The leaders next to me all began to come back to life, shaking the rust and fatigue off their bodies while Lisa stepped up next to me.

“When’s your first break?”

“Not until lunch.” I frowned.

“Same…” Lisa frowned at me in a mimicking way. Fuck she was sexy. Our orientation outfit consisted of shorts and tight fitting polos. Thank god for me because Lisa’s breasts were too much for that tight fit. She must have had D sized breasts and her shorts barely contained her ass either.

“Students in Group 15 will be with Lisa!”

“Gotta go..” She smiled at me and I gave her an eyebrow raise. The morning schedule consisted of the same basic information being spewed out to the incoming freshmen, who had so much to take in. I wasn’t going to lie, I was excited for the kids just getting started on their college journeys, so much to learn, so much to do, so many people to fuck…college was amazing. I felt my phone buzz while leading my student group to their first info session, it was from Lisa.

“Want to go on break at the supply closet?”

My cock sprung against my shorts at her words, Lisa and I had been talking for a little while now but it wasn’t until two weeks ago when we had been out drinking as a group when we had made out and then some. It was an 80’s throwback party mixed with margaritas. Lisa had come up to me in her neon body suit while I was fixing up my third margarita and had asked, “Shannon told me this gum was grape flavored, but I think it’s cherry.” The next obvious step had been a fumbling make out session filled with plenty of groping followed by the conclusion that the gum was indeed cherry flavored.

Lisa and I had followed that make out with an increasingly dirty string of text messages. We both knew that we wanted each other and not just for more kissing. I managed to send a quick text, “See you there.”

The minutes seemed to tick by in slow motion while I waited through one information session after another, waiting to see Lisa in the supply closet. At long last the final session with my student group was coming to an end, the session was for the Student Heath Center and was led by a nice 75 year old lady named Agnes.

“So when you’re enjoying everything that this college has to offer just be sure that you’re safe! Carry around pepper spray, get your flu vaccine and if you’re going to be having pre-marital sex, please wear a rubber!” A loud laugh came from the crowd, even louder when she shuffled to her bag and pulled a zip lock bag full of condoms out, “I’m sorry I don’t have any large size.”

I couldn’t imagine the collective gasp if the parents had been there, but some of the students got up to grab a handful in between the roar of laughter.

I put on a big grin and made an announcement to the room, “Ok that wraps up the last info session before lunch, please head back to the dining hall to meet up with your parents and grab some food.”

My group slowly shuffled out of the room chatting along the way while I made my way to the nice old lady.

“Oh dear thank you for helping me out today, you know if I was fifty years younger I’d eat you up!”

“Age is just a number Mrs. Agnes.”

“Oh you sly devil! Here, take some of these and live it up.”

I smiled and grabbed a few condoms, feeling that one of them might be used in the next few minutes.

“Until next time Mrs. Agnes, maybe we’ll get to have our own fun then!”

“Oh you wish!”

I headed off for the supply closet in the Student Center, my heart was beating faster, my pace quickened. By the time I made it to the back of the Student Center where all of the closets were located I could feel my shallow breathing and the growing warmth of my skin. I approached the closet door and grabbed the shiny cool metal handle, pushing in to the fluorescent lit room. As the door opened wider I saw Lisa sitting on a plastic bin, her legs were crossed, her arms were supporting her from behind, her breasts were straining under her polo and her dark hair framed a face that was marked by lust.

“Fancy seeing you in here..*”* I said as I let the door slowly close behind me.

Lisa got up and we both walked to each other. Our lips met followed shortly by our bodies, my hands landed on her back at first but quickly wandered to her ass, squeezing through the cotton shorts. I felt the pressure of her body against my growing cock. Lisa rubbed her hands across my back as we kissed passionately, I loved how great it felt to swirl my tongue around with hers. I smelled her perfume, something floral, made more powerful by the heat radiating from Lisa’s body. My hands were tired of just squeezing her ass through her shorts and I knew I wanted more. I pulled my body back from hers without breaking our kiss so my hands could move up and grip her shirt. I pulled up, taking Lisa’s shirt off of her, revealing her bra and breaking our kiss.

Lisa helped me get the rest of the shirt off, pulling her head past the collar and then tossing it behind her. I took the opportunity to yank my shirt off above my head before bringing my body up against hers once again. Our lips and tongues were back to work while our hands explored our bare skin. It was only a matter of time before my hands came across the clasp of her bra, I wasn’t a freshman anymore and I used my hand to expertly twist the clasp and let loose the hooks. I felt the tension drop in the bra, excited that I had succeeded and what was about to come next. Lisa let her arms down and her bra fell from her. I pulled my lips away to look down at her now exposed breasts. ‘Holy Shit’ They were bigger than I expected, something primal within me took over and I pulled Lisa close to me again, kissing her harder now, her breasts pressed into my body, one of my hands reaching up to grab and squeeze one, ‘God they feel so soft and amazing!’

Lisa let out a slight moan. This felt amazing but we weren’t done yet. I felt Lisa’s hands move from my back to my front, running down my abs to my belt buckle. I felt her tug at the belt and the jingle of the metal as it flew open, followed by the tug at my waist button and the sound of my zipper running down. I raced my hands to her shorts too, and snapped open her waist button, grabbing her shorts and beginning to yank them down.

I felt electric as my shorts and boxers were tugged down at the same time, my cock springing forth as the waistband dropped lower. For a second we both awkwardly stepped out of our shorts and underwear, kicking my shorts to the side, but came to a pause as we realized we were both completely naked. I felt Lisa’s eyes on my body as I marveled at her large breasts positioned above her beautiful stomach and her wide hips that framed a pussy decorated by a small landing strip.

“Jesus Lisa…you are so hot…”

Lisa’s eyes moved from my cock to mine, she walked towards me and we began to make out again, our hands free to wander across our naked bodies now. I was able to squeeze her bare ass, run my hands up her thighs, and then move one hand between her legs. I could already tell how wet she was. My fingers found what I thought was her clit and began to rub. I soon felt her small hands on my cock, beginning to wrap around and pull on me, making me harder in her hands.

“Did you bring a condom?” Lisa asked.

I bent down, making sure to not pull my cock away from her tight grip, and grabbed a condom from my shorts flung onto a box next to me. I tore open one side and pulled out the condom. Lisa pulled her hands away from my cock as I rolled it on. My eyes looked back up to Lisa who smiled at me before turning away, she leaned out to a shelving unit and presented her ass to me. I knew Lisa had a big ass but it was on full display for me now. I was ready to be swallowed up whole by it and I stepped closer grabbing my cock. I rubbed my dick up and down against Lisa, looking down I was sure I was at the right hole and based on the wet noises I was making I began to push in.

Lisa moaned as I penetrated her, I placed my hands on her ass and squeezed as my body pressed deeper, fuck she felt tight against me, but not too tight to resist me from going in. I felt in heaven as she took me in one inch after another and came to let out a whimper as my cock found itself buried deep inside of Lisa up to the base of my shaft. Looking down I saw my hips pressed up completely against her ass. Her ass felt cool against the heat of my hips and groin. I squeezed even tighter as I began to pull out of Lisa, feeling her pussy gripping onto my cock as it pulled out several inches before reversing course and plunging back into her bringing me to rest against her ass again. My fingers squeezed tighter against her ass and hips as I began to pull out and in again, her pussy losing its tight grip on me to her growing wetness. My body began to reach a steady pace as I pumped into Lisa.

“Why haven’t we been doing this all summer!?” I uttered in between thrusts.

Lisa looked back over her shoulder at me with an open mouthed smile. I swear I saw a twinkle in those brown eyes of hers, driving me wild with emotion. I must have been grinning from ear to ear as I began thrusting into her harder now, our bodies beginning to make a clapping noise as my hips slammed into her ass. Lisa let go of her grip on the shelving, leaning back towards me. I moved my hands from her ass to grab her soft and supple breasts, feeling her nipples in between my fingers. We were both moaning now. I could feel my cock growing bigger now, this was too fucking hot and I wasn’t going to last forever. My hips were thrusting into Lisa at a harder angle now and I could feet her wetness running down my cock and down my balls swinging between our legs.

Lisa was close enough to me again that I could smell her floral perfume again, I felt the small beads of sweat on her back rubbing off on my chest and stomach as I thrusted against her. My hands squeezed her breasts over and over again as my dick continued to grow in size. I felt my balls tense up and my breathing grow harder.

“Oh shitttt Lisa I’m gonna cum!” My hips were pounding against her ass now, my legs and ass tensing with a growing sense of anticipation.

“Not inside me! I want you to cum on my tits!”

I muttered an “ok” and kept pumping into Lisa. I still couldn’t believe I was getting to fuck my crush. My moaning was beginning to betray my coming orgasm and I felt Lisa’s hands push back on me. She pulled her body from me, my cock released from her grip, and spun around. She got on her knees as I ripped the condom off and furiously pumped my cock with one hand. I didn’t need any more stimulation with Lisa kneeling beneath me, staring up at me with anticipation, her breasts ready for me.

My body shuddered and a wave of energy shot through me as I exploded, my first load overshot Lisa’s breasts and ended up on her face. ‘Holy fuck!’ My second load raced through me and I aimed lower to spray her breasts, followed my two more spurts of cum. ‘What the fuck!!’ I was a hollowed out shell now, empty of everything but still overtaken by the aftershocks of my orgasm. I slowly came about to survey my work. There was a line of cum on Lisa’s right cheek, slowly dripping down onto her breasts which were completely covered with my cum.

“That is a lot of cum!” Lisa laughed before looking up at me, “Sorry you couldn’t cum inside me, this is just..more fun..”

“Marry me!”

Lisa and I both laughed, caught up in the moment, so caught up in fact that we were delayed in reacting to the sound of the door to the closet opening. We both just turned to see two other orientation leaders, Jessica and Kevin, with mouths agape. Our laughter turned to shock instantaneously, Lisa covered her breasts and I reached for my clothes. Kevin yanked the door shut. I began putting my shorts on while Lisa fumbled around for something to wipe the cum off her body. Once I got the belt on my shorts I helped look for something to help Lisa and found a stack of old Homecoming shirts. We used one to wipe off my mess. Even rubbing her breasts off was getting me turned on again, I was in disbelief at what we had just done but we both continued with getting fully clothed. We stopped to give each other a look of embarrassment that soon gave way to hysterical laughter.

“Guess it won’t be long before everyone knows about us.”

“Oh please, I heard Catherine last week saying we were already doing it”

“Hmm, well…round two tonight then?”

“Henry, you think I’m just that ready to spread my legs for you again?…Be at my place at 8…” Lisa grinned at me.

We kissed one last time and headed out the door, passing Jessica and Kevin who were still clearly in shock at what they had just discovered. Lisa gave me a smile and walked off in another direction. I had some pep in my step for the rest of the day having just fucked Lisa and excited at the thought of fucking her again tonight, “God I love college!”

Source: reddit.com/r/eroticliterature/comments/igkn3t/freshman_orientation_leader_tales_henry_lisa_fm