DISCLAIMER: All people mentioned in this story were 18 at the time of these events. If you only want to read the naughty parts, skip down to the XXX. Part I is here:
[https://www.reddit.com/r/eroticliterature/comments/jxe9jq/m18_senior_prom_memory_fingered_my_date_jerked/](https://www.reddit.com/r/eroticliterature/comments/jxe9jq/m18_senior_prom_memory_fingered_my_date_jerked/)
“Uh, Slade?” Kyle said timidly.
I didn’t even turn back to look at him, “Kinda busy here, Kyle.”
“Yeah, I can see that. But we really need to talk – it’s important,” he pleaded.
“Alright,” I gave Chloe an apologetic look. “I’ll be right back, I promise.”
I got up and followed him to a quiet corner of the bowling alley. “Dude, fucking what?” I demanded once we were out of earshot.
Kyle refused to meet my eyes, preferring instead to look down and fiddle with the buttons of his waistcoat. “Sorry to interrupt you and Chloe, but … well, seeing Jenny and Derek … after everything that’s happened tonight … I just can’t stand it and I … I wanna leave,” he sputtered.
I had been fully prepared to tear into Kyle, but seeing the pain and uncertainly so clearly written on his face softened my demeanor. I placed a comforting hand on his shoulder. “I know man, it’s a shitty situation but you can’t make anyone want to be with you. Under normal circumstances, I’d be happy to leave with you right now … but as you can see, my evening has taken a turn for the better. You understand that I want to make the most of my time with Chloe?”
“I get that … and I’m really happy for you, Slade … truly,” Kyle stammered.
“But ..?” I sighed, anticipating what was coming next.
“Jenny is doing this to humiliate me in front of everyone I know – and it’s working!” Kyle hissed. “Please, I just can’t be here anymore.”
“Did you try calling one of your parents?” I asked hopefully. “Wasn’t your dad originally going to pick you up?”
“I already texted him saying I would sleep over at your place tonight,” Kyle responded.
“Plans can change,” I pointed out.
“Too late,” Kyle glanced at his watch. “They’re both asleep by now. Besides, if one of them came to get me that would lead to too many questions I’d prefer not to answer.”
“Ugh,” I groaned.
“Please, Slade,” Kyle practically whimpered. “I’ll never ask you for anything else ever again.”
“Fine,” I spat as I jabbed a finger into his chest. “But you fucking owe me.”
“Thanks, bro!” Kyle exclaimed. He moved to envelop me in a hug but reconsidered when he saw the irritated expression on my face.
“Meet me by the door, I’ll go tell Chloe and the others that we’re leaving,” I said curtly as I walked away.
The ride home was uncomfortably quiet. Chloe and I sat in the front, while Kyle occupied the back; the entire way, he stared out the window with a morose expression. Despite the awkwardness of the situation, Chloe and I held hands. The evening had been surreal – we had gone from friends to something more in the span of a few hours. I didn’t know what the future held, but that simple gesture made me feel like everything would turn out alright. It wasn’t long before we reached the street where Chloe and I lived. When we arrived at her house, I stopped the car, got out, and went around to open the door for her. As I helped her exit the vehicle, I looked at Kyle in the backseat, “Give us a minute,” I said to him. He acknowledged me with an understanding nod and went back to staring out the window.
Chloe and I walked in silence down the path, stopping about halfway between the street and her front door. Though we stood there facing each other with my hands at her sides, we didn’t make eye contact. I was unsure about what to say, but luckily she spoke up first. “I had a really great time tonight,” she told me.
“Me too,” I responded. Motioning back toward the car, I added, “Pity it had to end so soon.”
“Poor Kyle,” Chloe said, shaking her head. “What Jenny did wasn’t right. He really needs to be with a friend – go, don’t worry about me.”
“Thanks for being so understanding.” I pulled her in closer. “But we still need to talk about what happened tonight … we need to talk about us.”
Chloe sighed, “Look, I understand that it’s prom and things can get out of hand. I just wanted to have you for one night. If you don’t feel the same way about me – or if you think this was all a mistake, I get it.” Her words honestly hurt me. I couldn’t believe that even now she was so unsure of herself.
I reached up to touch her face, giving her cheek a light caress. I then gently tilted her chin so that her eyes met mine. “Nothing about this was a mistake … we’ll figure it out.” I took her hand in mine, closed my eyes, and bent down for a kiss. I’m not sure how long we stood there making out in the middle of Chloe’s walkway, but when we pulled apart both of us were more than a little flushed. I remained in place as she began to walk toward the door, holding onto her hand for as long as possible until her fingers slipped from mine.
I watched Chloe go through her front door, but right before it shut, she turned around to look back at me. With her face half hidden, she gave one last little wave. I returned it with a wave of my own; she smiled again and disappeared. Staring at the wooden door, I whispered, “Good night,” and made my way back to the car.
I got in and put both hands on the steering wheel, letting out a breath I didn’t realize I had been holding. In the review mirror, I saw Kyle looking at me with a self-satisfied expression; he had clearly been watching us the whole time. “What are you smirking at?” I asked.
“Oh, nothing,” Kyle responded in a sing-song voice.
“You clearly want to say something – so out with it!”
“Alright,” Kyle leaned forward, “You want to know what I have to say? FUCKING FINALLY!!! Everyone’s been waiting for you and Chloe to hook up for like … EVER!”
“Ugh,” I groaned, letting my head fall to the steering wheel. “Was I the only one who didn’t know?”
Kyle pretended to consider my question. “Yes,” he deadpanned.
Not wanting to be castigated further, I started the car and drove the remaining two blocks to my house. My parents were long asleep by the time we arrived; so that we didn’t disturb them, I told Kyle that we could shower in the basement bathroom and sleep on the reclining couch in the rec room downstairs. Since he didn’t have a change of clothes, I got him some gym shorts and a tshirt to wear to bed. After we had both showered and changed, Kyle and I sat on the couch flipping channels on the big-screen. Though we were both covered by blankets, I couldn’t help but notice that he was absent-mindedly fondling himself as we watched TV.
Adopting a joking tone I causally said, “Hey, stop that … it’ll make you blind you know.”
Kyle flashed a sheepish grin, knowing he had been caught. “Sorry man,” he replied. “It’s just that I can’t help it. I really thought that tonight was going to be the night.”
“Jenny’s a hoe, dude,” I told him. “No fucking way she’s a virgin – you can do a lot better.”
“It’s definitely for the best,” Kyle conceded. “Still, I’m sorry that our drama spoiled your evening with Chloe.”
“That was totally unexpected,” I said, eager to avoid talking about Kyle’s ex-girlfriend. “I really don’t know where Chloe and I will go from here. School ends in a few weeks, we’ll both be gone for most of the summer, and then college starts in August. We’ll be at different schools … when would we see each other? How could we have a relationship?”
Kyle gave me an exasperated look. “You know what your problem is, Slade? You’re way too deliberate. You try to plan everything out … which isn’t necessarily bad … but then, you don’t allow yourself to enjoy random good things that pop up. Chloe is a beautiful girl who’s crazy about you. Sure, you only have about a month left – but who cares?! Enjoy this while it lasts and see where it goes. It may fizzle out, but if you want to be together you’ll find a way.”
“Hmmm,” I responded. “That’s surprisingly good advice.”
“What can I say?” said Kyle. “I’ve learned a few things.”
“Since you’re on a roll,” I raised an eyebrow, “I’ll also admit that you were right about being a cockblock.”
“Yeah man – again, I’m so sorry about all that. You’re a great friend.” Kyle’s expression turned from apologetic to mischievous. “But if it’s any consolation, you’re not the only guy in this basement with blue balls.”
“What a relief,” I replied sarcastically. “And here I was thinking that you jerked off in my shower.”
Kyle laughed outright at this comment. “Oh man,” he said. “Believe me, I thought about it – but then again, I’ve never really liked masturbating in showers.”
“Yeah me neither,” I agreed. “I mean, it works in a pinch but it’s not my preferred location.”
“Definitely,” Kyle responded. After a few moments, he continued. “So, out of curiosity … where is your preferred location?” He emphasized the last two words with air quotes.
“Honestly …” I blushed, “Right here.”
“Oh,” was Kyle’s only response.
Neither of us said anything for about 30 seconds. To prevent the awkward silence from stretching any longer, I said, “It isn’t that late, do you want to watch a movie?”
“Absolutely.”
Now, I have to tell you that this was the era before every home had a streaming service and every kid had their own computer. Since we couldn’t livestream everything, one of my older brothers burned a bunch of movies onto DVDs and put them in a binder we kept in our basement. I grabbed the binder from the shelf and tossed it to Kyle, telling him to find something to watch.
Kyle spent about a minute flipping through the pages. Finally, he held up a DVD with a handwritten title. “How about American Pie?” he asked.
“Jesus, could you be any more cliché?” I said.
“What?” He responded, “It seems pretty appropriate considering.”
“I don’t recall us making a pact to lose our virginity tonight. That was your plan … and all you succeeding in doing was cockblocking me.”
“Dude,” Kyle pleaded, “how many times do I have to say I’m sorry?”
“Relax man, I’m just busting your balls,” I replied. “Sure, let’s watch American Pie – I’m in the mood for something silly and perverted.”
Kyle then popped the disk into the DVD player. I hit the “Play” button on the remote, and we watched the movie without incident until the scene where Nadia does the striptease in Jim’s bedroom. Here, Kyle became noticeably agitated. When Jim prematurely ejaculated, Kyle practically yelled at the TV, “You fucking loser!”
“Dude – what’s your problem?” I asked. “It’s just a dumb movie. Why are you so worked up?”
Kyle sighed. “You want to know why Jenny and I really broke up?”
I paused the movie and turned toward Kyle, letting him know that he had my full attention. “Go on,” I said encouragingly.
“Well, all those times I complained about her not wanting to go any further – those were lies. She wanted to go all the way, but I couldn’t. Whenever we started messing around, I would blow my load almost immediately … or worse.”
“Worse?” I inquired.
“Yeah,” Kyle said, obviously thinking of a bad memory. “I would immediately cream myself … but if that didn’t happen, I couldn’t even get it up. Jenny said that she didn’t want to be with a limp-dicked loser and dumped me. I obviously couldn’t tell my parents that, so I said I dumped her because I didn’t feel like being tied down. They freaked and still made me go to prom with her. She went along with it because she supposedly couldn’t find another date in time. When we talked this morning, I thought that maybe the situation could be salvaged … but tonight was just a sick joke to her.”
Before I had a chance to reply, Kyle continued. “I’m only 18 – this shouldn’t happen,” he turned his head away in shame. “I must be defective,” he whispered despondently.
“Hey – listen to me, you’re not defective,” I told him. “You’re putting way too much pressure on yourself. Jenny was your first girlfriend, and performance anxiety is a thing. How many times did this happen?”
Kyle kept his eyes on the wall but held up a hand with three fingers.
“You can’t beat yourself up because you had three bad experiences!” I said. “You just need to find a girl you’re comfortable with. Obviously your dick figured out that Jenny was no good before your brain did.”
Kyle gave a small laugh, somewhat reassured by my comment. “A rare instance of the little head knowing more than the big one.” He turned back to face me. “Ugh … Don’t get me wrong, I enjoy being a guy and all – but it’s really awful that you can’t control your dick.”
He gestured toward the TV. “Seeing a topless chick in a movie is enough to make me hard as a rock, but I can’t get it up for my girlfriend? I can play with myself for the better part of an hour without a problem, but as soon as a real girl grabs my cock I start erupting like Mount Vesuvius? It just isn’t fair, bro.”
I couldn’t help but smirk at Kyle’s melodrama. “Like Mount Vesuvius, huh?”
“Yeah,” Kyle said. “I’ve always been a big cummer. Jenny was impressed the first time, but it ceases to be amusing when most of it ends up inside my boxers.”
“Also … you’ve been playing with yourself this whole time?” I teased.
“Yeah.” He uttered the word without a trace of embarrassment. “I’m horny as fuck – surprised you aren’t.”
“Who says I’m not?” I asked. “Macking on Chloe all night has been a huge turn-on.”
“Macking?” Kyle scoffed. “Don’t make it sound so innocent. You two were sucking face like a pair of starving vampires.” A look of perverse curiosity crossed his face. “Speaking of which … What happened exactly? You were off by yourselves for quite a while.”
“Gentlemen don’t kiss and tell,” I replied mysteriously.
Kyle threw a pillow at me, “Fine, be that way!”
“Alight,” I relented, “I won’t say it … but,” I raised my right hand up to my nose and dramatically sniffed my fingers.
“No way!” Kyle exclaimed. “You finger-banged Chloe?”
“Finger-bang,” I repeated, crinkling my nose in disgust. “You make it sound so vulgar.”
“Did she return the favor?” Kyle asked, wagging his eyebrows.
“No, someone interrupted us before that could happen.” I glared at Kyle, and he had the decency to look contrite. “It was still incredibly hot,” I continued. “If you weren’t here, I would have definitely finished myself off by now.”
Kyle wasn’t surprised by my confession. “Dude, I get it,” he said. “I jerked off before I left to go to Will’s house this morning … ya know, so I could last longer with Jenny if she gave me the green light. I’m obviously not having sex tonight – but here I am, still ready to go!”
“It’s been a week or two since I last busted a nut,” I admitted. “Usually I do it about every other day but I guess I’ve been too busy to think about it recently.”
XXX
Kyle and I sat in silence on opposite ends of the couch, looking anywhere but at each other. It was then that I realized where this was going – the matter was in the open. We were both aroused and looking for relief. I was no stranger to this situation … I had actually been jerking off with a few of my swim team friends since freshman year. Although I personally didn’t think it was a big deal to masturbate openly with a buddy, I was cognizant of the fact that most guys weren’t so cavalier. I had never done this with Kyle before – and I could tell that he was nervous. To prevent him from feeling pressured into doing anything, I decided to say nothing and wait for him to make the first move.
Kyle finally turned his head to face me. “You wanna ..?” he asked hesitantly, making a pumping motion with his right hand.
“Yep,” I responded immediately.
“This stays between us.”
“Of course.”
With that, we both turned our attention back to the TV, which was paused on an image of the topless Nadia. I slowly stroked myself underneath the blanket as Kyle did the same a few feet away. After a minute or two, I turned to Kyle and said, “Are you doing alright over there?”
“Yeah man,” he responded. “I’m doing great – but I could really go for some lube.”
Somewhat surprised by his boldness, I reached underneath my side of the couch and pulled out the bottle of lotion I kept especially for that purpose. I then handed the bottle to Kyle, along with a few tissues from the box on the shelf behind me. If I was shocked by Kyle’s request for lube, I was absolutely astounded by what he did next. After squirting some lotion into his hand, Kyle turned to me and said, “I have to sleep in this blanket … so I probably shouldn’t get lotion all over it.”
As soon as he said this, Kyle threw the blanket off. Without a second thought, he pushed the gym shorts he was wearing down to his knees and pulled his shirt up past his navel, exposing his well-defined abs. Although my eyes were initially drawn to his stomach, I soon settled them on his erect penis. It was a little over six inches, thick, circumcised, with a large purple head that was very prominent against the pale skin of his inner thigh. I also noticed that he was meticulously groomed – his balls were shaved and his bush was trimmed into a neat patch at the base of cock. I must have been staring for around ten seconds. This was obviously not the reaction Kyle had anticipated … his smile faltered and he suddenly became defensive.
“What?” he asked.
“Ummm … nice trim job.” It was all I could think to say.
“Yeah,” he shrugged. “I wanted to be prepared in case I lost my virginity tonight.”
“Makes sense,” I said blandly. We sat in silence for another couple of seconds until Kyle gave me an expectant look. “What?” I said.
“Well,” responded Kyle, “am I going to be the only guy with his dick out?”
Needing no further invitation, I immediately threw off my own blanket. I then pushed my pajama bottoms down to my knees and pulled my shirt up, revealing my flat stomach and equally hard dick. My penis was very similar to Kyle’s: about six inches and cut, though at the time I completely shaved my pubic hair. Just like I had done a minute before, Kyle let his eyes roam over my body.
“Huh,” he said. “You’re totally shaved.”
“Swim team,” I said nonchalantly. “Most of us do.”
Kyle nodded and said, “Nice package, dude.” He then turned his attention back to the image on the TV.
Sensing that the moment had passed, I too turned back to the television. Although Nadia’s breasts provided adequate masturbatory material, my thoughts remained focused on Chloe and the events of the evening. I also couldn’t stop myself from stealing glances at Kyle as he pumped his dick in slow, steady strokes. As it turned out, my glances were not as furtive as I thought – I accidentally made eye contact with Kyle several times before I resolved to fix my gaze firmly on the TV. However, once I decided to no longer look at my friend, I began to get the uncomfortable feeling that I was being watched. I slowly turned my head back in Kyle’s direction and found him staring intently at my hand as it slid up and down my own stiff cock.
Knowing he had been caught in the act, Kyle blushed as I said, “You like watching other guys get off?”
He looked contemplative. “Just curious, really … I’ve never seen another hard dick in real life. Are you thinking about Chloe?”
“Yeah,” I replied.
Kyle gave me an approving smirk, “Nice.”
“Are you thinking about Jenny?” I asked.
“Nope,” he motioned toward the TV with his free hand. “I’m thinking about sucking her titties while I pound that eurotrash pussy.”
“That’s hot, bro … but you know the actress is American, right?”
“Shhh,” Kyle said, closing his eyes. “It’s my fantasy.”
We continued to discuss various sexual fantasies as we slowly edged to orgasm. I was the first to blow my load. Once I passed the point of no return, I grunted just loudly enough for Kyle to hear, “Holy shit, I’m gonna cum.”
Kyle stopped stroking and said, “Let her rip, dude.”
With Kyle’s encouragement, I began to stroke faster … I closed my eyes and thought of Chloe – her touch, her scent, her taste. As my climax built, I imagined burying my throbbing member in the tight, warm wetness between her legs. I moaned loudly in the midst of a toe-curling orgasm as three spurts shot from my dick, filling the indentation around my bellybutton with warm jizz. I continued pumping until the last drop of cum was squeezed from my now flaccid penis. Satisfied, covered in my own spunk, and feeling quite proud of myself, I sank deeply into the couch, allowing a self-contented sigh to escape my mouth as I settled into the cushions.
As I reached my post-orgasmic state of Nirvana, the peace was disturbed by a quiet snort. I looked over and again became aware of Kyle’s presence – he was grinning from ear to ear, clearly trying to suppress a chuckle. Annoyed that I had shared my most intimate moment with him and his response was to snicker, I said rather harshly, “What the fuck do you think is so goddamn funny?”
At this point, Kyle burst into a good-natured laugh. “Sorry, Slade,” he said. “It’s not that I think you cumming is funny … no way, man … that was one of the hottest things I’ve ever seen! But when you blew your load – well, I just didn’t know that guys moaned like that.”
My fears allayed, I allowed myself to chuckle as well. “Yeah, you’re right,” I conceded. “I promise I usually don’t do that.”
“No worries, man,” Kyle responded. “It’s not like I’m going to tell anyone.” Then he said, “I guess it’s my turn to put on a show.”
“Go for it, Kyle,” I said.
At that moment, Kyle began to pump faster with his right hand while he massaged his balls with his left. All of a sudden, he bit his lower lip and squeezed his eyes shut. Now I knew he was close – a few seconds later he gasped, “Ugh … fuck me!” as rope after rope of cum landed all over his chest and stomach. He continued pumping for about 15 or 20 seconds until his dick went soft. He certainly wasn’t kidding with the Mount Vesuvius comment! Then, like me, he heaved a tremendous sigh and sank back into the couch. We both sat there in silence for a minute or two, basking in the afterglow as the musky scent of cum filled the small basement room. Still staring into space, Kyle said, “Hey Slade?”
“Yeah, Kyle?” I responded.
“I’m really glad we’re friends,” he told me.
“Me too.”
We eventually cleaned up and went to sleep – we didn’t talk about what happened, either the next morning or ever gain. It also goes without saying that this incident never repeated itself. Although Kyle and I eventually went to different colleges and moved to different cities, we still keep in touch on social media. I usually see him at Thanksgiving and Christmas when both of us make the trek back home to visit our parents for the holidays. As for Chloe and me, we went public with our relationship a few days later and acknowledged senior prom as our “official” anniversary throughout the time we were together. I hope you enjoyed my little recollection.
TLDR: I went to senior prom with a longtime female friend – by the end of the dance, she was more than a friend. I covertly fingered her during the afterparty … it definitely could have gone further, but one of my buddies was ditched by his date. He and I went back to my house, watched American Pie, had a heart-to-heart, and jerked off together in my basement.
Source: reddit.com/r/eroticliterature/comments/jxeaum/m18_senior_prom_memory_fingered_my_date_jerked