chaperoning-prom
EROTIC COUPLINGS

Chaperoning Prom

Chaperoning Prom

by happyflannelcamper
19 min read
4.64 (1200 views)
adultfiction
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*Authors Note* Thank you everyone for reading, rating, and commenting on my fiction stories that I have been writing, I really appreciate it. The story below is a true story that happened this past weekend between my girlfriend Stephanie (Ski Adventures 1 and 2) and myself. One of the downfalls of teaching at a year-round school is the fact that our prom is incredibly late compared to the usual Mother's Day weekend when most do it, but this story is centered around us chaperoning the school's prom. As always thanks for reading and I look forward to the ratings and constructive comments.

"Would you hurry up?" I yelled from my bedroom.

From the other side of the door, Steph giggled and replied, "You got cum everywhere, it's taking a bit to get it off me."

I chuckled and shook my head, heading back into the living room to wait for her to finish. As I sat down, I thought back to the last few months. Since the second ski trip, Stephanie and I had become a couple, at least in private. We hadn't really disclosed our relationship to anyone at work, although I think some people were starting to pick up on it. We made sure that we kept it professional at school, and we spent most of our "dates" at one another's places, or out of town for dinner or overnight trips. We had talked and decided that later in the summer, once school had ended, we would let things become a bit more public.

Tonight, was going to be the "biggest challenge yet," since we were both chaperoning the school's prom. We had already talked about how seeing the other in formal wear was going to be incredibly sexy, so to take the edge off, we had a quick romp that had led to me cumming all over her tits, rather than inside of her like she preferred, and now led to her taking another shower to clean up.

After turning my focus back to the TV for a few minutes to watch the golf match that I had been watching before our romp, I finally heard Steph yell, "I'm out!"

I returned to the bedroom and found her wearing one of my old button ups that she often wore when getting ready and nothing else; I remarked, "That's not very formal for prom."

She rolled her eyes, "Shut up and go shower, I'm going to get dressed and head out. I told Megan and Kelley I would be there to help take tickets." I pulled her close, kissing her, but no sooner than I had pressed my tongue to her lips did she push me away, "Don't you start, you already had your fun, and you're not going to mess up my make-up."

I smirked and let her go, "I didn't see you complaining earlier."

She rolled her eyes again, "You're right, now go shower, you smell like me and sex." I laughed and gave her ass a smack before heading into the bathroom.

When I finished up about 15 minutes later, I found the shirt hanging off the chair by my dresser and her dress bag hanging on the front of my closet door. As I pulled on my underwear and socks, I found myself wondering what dress Steph would be wearing. While she picked out my shirt and tie, I had not been allowed to see her dress, she told me it was a surprise. I pulled an undershirt on, checked the time, and headed downstairs to grab some leftovers before finishing getting dressed. After eating, I pulled on my light blue dress shirt, my gray suit pants, and the navy tie that Steph had laid out for me. After pulling on my shoes and grabbing my jacket, I made my way out to my truck, and made the 15-minute drive over to the hall where prom was being held.

When I got there, kids were already starting to line up, so I jumped in at the registration table, getting kids name's written down and the cards handed off to our assistant who was going to be announcing the names once walk in started. For the next hour I was busy and didn't have a chance to go inside and check out the decorations. When I finally did get inside, the music was already going, and the kids were on the dance floor.

I looked around and found our administrative staff behind the snack table filling plates and nodded to Steph who was filling glasses of punch. Due to the dim lighting, I could tell that Steph's dress dark, either a black or blue, and was an off the shoulder style that was definitely a bit tighter than her scrubs she wore at work. I smiled at her and winked, then raised my eyebrows to signal I liked, causing her to laugh. I walked behind her and leaned in, "You look hot."

She smiled, "Glad you like. Now go help with other things." I jumped in filling trays with more fruit, veggies, and Chick Fila nuggets. After refilling the refreshments, I spent most of the evening talking with the kids, taking pictures with my students, milling around to keep the dancing as appropriate as possible, and finally helping crown Prom King and Queen.

Like always, after the crowning, things died down a bit, but the dance floor remained full. As a slower song came on many of the chaperones moved to the dance floor with their spouses who were also helping. I approached Steph who was talking to a couple of teachers and said, "Nurse Stephanie, would you like to dance?"

She turned and smiled, looked at the dance floor and said, "Aww Mr. Miller, that is nice of you, sure."

We walked out on the dance floor, finding an open spot towards the edge, I held out my arm and she stepped in, taking my hand while my other hand rested on the middle of her back. We maintained a bit of space to just appear as two friends. She smiled at me, "I wish that hand could be a little lower."

I smirked, "On the small of your back or your ass?"

She giggled, "Either. I would also like to be pressed up against you."

"That'd be nice."

We moved silently for a moment before she spoke again, "That suit looks really good on you."

"You picked it out."

"I know, but that combo just looks sophisticated and sexy as hell."

I nodded, glancing down at her dress and noticed a bit of cleavage peeking out the top that was only noticeable from looking down like I was, "Well thank you, I have to say, that dress is sexy too. Does my tie match?"

She looked up and grinned, "That it does, just something subtle for the two of us."

Her hand that was resting on my shoulder squeeze gently, I smiled and said, "I like that, a secret between the two of us."

"I have another secret for us."

I raised my eyebrows as the song began to end, "Oh really?"

"Yeah, my bra and panties match it too."

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I inhaled quickly, causing her to smirk, "Nice."

The music stopped and we let go but before we parted, she said, "I can't wait for you to fuck me tonight."

I felt blood shift to my cock and managed to shake my head and say, "You're going to get us in trouble."

She laughed and shook her head playfully, "Nah, no one can hear us, nor do they know about us."

We headed our separate ways, me towards the refreshment table, then a table to sit down, and Steph heading towards the bathroom. I sat down at the table and propped my feet up, remembering why I teach in sneakers, rather than dress shoes. I played on my phone a bit, checking scores and social media, while talking with kids who stopped by. Just as I was getting up to use the restroom myself and get a refill of my Coke, I saw Steph walking towards me, I stepped out of the walkway against the draping decorations and looked around see it was just us, smiled and said "Hey there sexy."

She smiled back and looked around, confirming no one else was close before replying, "Hey yourself."

She got close to me and lifted her hand, handing me her cell phone. I took it from her and noticed there was something else with it. I turned into the light a bit and saw the other item was fabric. Before I could say anything, she took her phone back and smiled, "I'm going to go start helping clean up, Jeremy asked me to have you go out and do parking lot duty."

Still not registering what was in my hand, I just nodded and replied, "Alright, I'll see you in a bit."

As she walked away, she paused briefly, turned, and said, "You should probably stick those in your pocket Ryan."

She smirked and continued walking; I looked down and realized that I was holding a pair of Steph's panties, and like she had said while we were dancing, they were the same color of her dress and my tie. Luckily it was dark because I'm sure I turned a bit pink. I quickly wadded the panties up in my hand, shoving them into my pants pocket. I watched her walk away, the subtle shake of her ass a bit more pronounced in her figure-hugging dress. As she stepped into the lights around the refreshment table, she bumped into a student, and the shake was even more pronounced now that her panties weren't containing her ample ass.

I sighed, trying to calm myself, and hurried outside before my reaction got worse and got awkward. When I got to the parking lot, students hadn't started filing out yet, so I paused beside my truck and reached into my pocket that held her panties. They were soft and silky, clearly a thong because the fabric was minimal. After kneading them with my fingers, my middle finger found what must have been the crotch because it was clearly damp.

I felt my phone vibrate; pulling it out, I found a text waiting for me from Steph. I tapped the screen to open it, then read, "Feeling your hands on my body caused me to get a bit wet. I went into the bathroom and had to dip finger in. I thought that would take the edge off, but I think it made it worse. Figured I'd just give those to you to relieve the rubbing."

I reread the text multiple times, feeling myself get turned on more with each read. Luckily, before I was popping a tent in my suit, the kids began to stream out of the hall and for the next half hour, I was distracted, telling the kids to be careful, be safe, all the things you're supposed to do as a teacher. As the last kid was picked up, I started back towards the doors of the hall, but only made it about halfway across the lot before I saw Steph walking out with the rest of the administration. I paused and as they approached said, "All cleaned up?"

Our principal Jeremy responded, "All the food and drinks are taken care of. Kelley and the Juniors will be in tomorrow to finish undecorating the place."

"Oh nice."

Our school cop, Eric said, "Well, I'm officially off duty now, anyone want to go get something to eat and a drink?"

A couple people in the group nodded that they would, I subtly glanced at Steph, and she said, "I think I'll pass, my feet are killing me from these heels."

I frowned and replied, "I think I'll pass too. I have to be up for an early tee time tomorrow."

Jeremy laughed, "You're missing out guys."

Steph smiled, "It's fine. After graduation?"

We all agreed that we would grab dinner and drinks after graduation, then as the rest of the staff headed towards a sports bar in the same plaza as the venue, Steph walked up to me, "Walk me to my car?"

Looking over her shoulder to see everyone else within earshot, I replied, "Of course."

We walked towards her Jeep and once we stepped between the rows of cars, I pushed her against the SUV, then pressed my body to hers. Our lips attacked each other, and we kissed passionately until my hand slid up her thigh and between us. As I did, Steph shuffled her feet, allowing me some access, and broke the kiss to moan as my fingers grazed her lips.

She was clearly wet and turned on because my finger was quickly coated, "Fuck you're wet."

"I've been wet since I gave you my panties."

I slipped a finger between her lips and into her wet hole, causing her to moan, I pressed my mouth to her ear, "I have half an urge to take you right here."

She moaned again and said, "At least for a moment?"

It was my turn to moan as her hands quickly forced their way between us as she fumbled with my belt, then button and zipper. With my pants open, she hurriedly pushed me underwear down, allowing my cock to pop free into the cool night air. I looked around and seeing no on, or any security cameras, my hand left her pussy and quickly pushed her dress up, exposing her slit to me and the air.

We both groaned as our pelvis met, I reached under her leg and hiked it up, giving me better access. Steph took my cock in her hand and pressed it against her warm opening, and with a slight push, I slipped into her with a moan. As I pushed against her, she buried her head in the crook of my neck and moaned, "Oh yes." With her pinned against the Jeep, me holding her leg, and her arms around my neck, I was able to rock my hips, thrusting subtly into her, causing her moans to continue, and my own grunts were soon added in.

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After a minute or so, we were forced to stop when we heard a car door slam a few rows over. We jerked to a stop and made eye contact. Steph looked at me with pure lust and said, "We need to get to your place ASAP."

I nodded and let out another groan as she squeezed my cock; I pushed into her again and causing her to moan, then gently push me away. My cock slipped free, and the cool night air caused me to shiver a bit. As I let her leg down, she leaned against me and took my wet cock in her hand, stroking it briefly. She looked at me and said, "My pussy is so wet and coated your hard cock."

Hearing her talk so crudely always turned me on, and this time was no different. Through gritted teeth, I replied, "You're killing me babe."

She smiled and let go, allowing me to step back. She gripped the edges of her dress, pulling it back over her ass and pussy before saying, "Pull your pants up and let's go."

I quickly redid my pants; it was a bit of a challenge considering my cock was hard as a rock and doing its best to stick straight out from my body. With my pants back on, I looked around then pressed my lips to hers, kissing her hard and tangling my hand in her hair, pulling it slightly before breaking the kiss and saying, "Get going, you need to park first."

She bit her lip and quickly walked around the front of the Jeep with a pronounced sway in her hips. Once she started the car and put it in gear, I hustled a couple rows over to my truck, climbed in and quickly followed her out of the parking lot. It was a 15-minute drive back to my place and it may have been the longest 15 minutes of my life. I kept staring at Steph's taillights and willing every stop light to be green, luckily, I must have had some good karma stored up because we hit all of them green except the last one, but we were turning right anyways. Steph pulled into the driveway first, and I pulled in behind her. I didn't even have my truck in park before she was out of the Jeep, heels in hand fumbling with her keys and heading towards the front door.

I was out of my truck as soon as I had hit the button, following close behind. By the time I reached the door, Steph was already inside, and by the time I shut and locked it, she had dropped her heals and purse on the couch and was almost down the hall to the bedroom. I kicked my own shoes off and shed my jacket on top of her purse before heading after her, untying my tie in the process.

When I got to the bedroom, Steph was standing at the foot of the bed smirking, "About time you got here."

I rolled my eyes and quickly closed the gap, pulling her against me as our lips attacked each other. As we made out, Steph frantically unbuttoned my shirt, pulling it from my shoulders before working on my pants. All of which was made difficult because my hands which started on her ass had quickly moved to the hem and was working it over her round ass. When she pushed my pants and boxers down, I stepped from them and pulled away for a moment, I smirked at her as she panted from the hurried undressing and said, "I think you're overdressed."

She reached up and slipped her arm through the single strap, then reached to the bottom of her dress which was now at the top of her hips, exposing her clean shaven and clearly wet pussy. Gripping it, she quickly began to work it off her body, exposing more of her body with each passing second, when she finally pulled it free of her body, it joined the rest of my clothes on the floor, leaving her in nothing but a blue bra that matched her panties that were in my suit jacket in the living room.

"New bra?"

She smiled, "Yeah, you like?"

I took her in for a moment, the bra was a strapless and clearly a push-up giving her ample cleavage. My eyes were drawn to the little bow between her breasts and the gap between the cups and the rigid band that was providing her support. "I love it, is it a little small?" noticing that she was spilling out of the top a bit.

"One size smaller to make the girls look better."

I closed the gap and pulled her against me, we kissed again, and I quickly undid the two hooks in the back, then pulled it from between us, feeling the firm poke of her nipples against my bare chest. She moaned into the kiss as she pressed her naked body against mine; when we finally broke the kiss, I finally answered, "They look great no matter what."

She smiled, "I'm glad you like it."

She reached down and grasped my cock, causing me to moan, but I pulled away as she pouted. I shook my head and said, "None of that, I already got a great blow job."

She smirked, "And you made a mess."

I laughed, "You told me to make you a glaze donut."

She burst out laughing and we laughed for a moment, just holding each other until I said, "It's funny now, but at the time it made me cum so hard."

"I know, and it felt good. Now why can't I feel you?" she added with a pout.

I moved around her and lay on the bed, "Because I want to taste you, sit on my face."

She groaned, then straddled me after we both got on the bed. As she lowered her pussy to my face, I took a deep breath, savoring her arousal and as I stuck my tongue out, I heard her say, "Eat up baby."

I let out a laugh, but it was soon stifled by her pressing her wet lips to mine. I gripped her thighs and dipped my tongue into her folds, savoring the wetness that coated it. I began to lick around her lips, sucking them into my mouth and even with her thighs on either side of my head, I could hear her moans. As I teased her clit with the tip of my tongue, she began to grind her hips into my face, causing my nose to slip between her lips, engulfing my senses in her wetness. I took a short breath and tongued her clit, causing her to moan louder and begin to shake and squeeze with her thighs for stability.

Guys always talk about if there was a way to go, it would be with a beautiful woman on top, and I don't disagree, but as I sucked her clit into my mouth, and her orgasm began to coat my face, Steph fell forward with a loud moan and allowed me to take a full breath for the first time in a few moments. As she continued to shake in orgasm, she went from sitting on my face to basically laying on top of me. As I greedily lapped up her wetness, I had to pause and let out my own moan as I felt her mouth wrap around my cock.

For the next few moments, I tried my best to continue eating her pussy, but was struggling due to her attempting to suck my soul out through my cock. Her moans from my eating caused a vibration to run through my cock, intensifying the sucking. To get her to stop, I nipped her clit slightly, causing her to break the suction and let out a long moan. I pulled my lips free and said, "Okay, you've gotta stop."

I heard her giggle, then felt her swirl her head around my head before saying, "Why?"

"Because I'd really like to make you a cream filled donut tonight."

We both burst out laughing again at the absurd comment and she rolled off me, rolling side to side as she laughed. When we both finally calmed down, we sat up and she climbed into my lap. We began to kiss, which quickly turned into her grinding into me, causing my cock to run between her lips, coating it in her wetness. When we broke our kiss, she scooted back, reached between us, and grabbed my cock; with quick aim, she guided herself onto my cock, sinking it into her in one smooth motion as we groaned in unison.

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