Crazy night with a recent HS grad (Long) [MF]

Had the wildest night of my life this weekend and haven’t stopped enjoying it since.

I coach at a small high school and with that I get to know a lot of the local kids in the community. I respect the boundaries and know that there are firm lines you don’t cross, but have always been friendly with all the students I’ve come across. We travel quite a bit by bus and I am always hitting on and talking with the cheerleading coaches so I tend to get to know most cheerleaders too.

I came on a weekend trip back to my alma mater to relive the glory days to help a friend get over a divorce. We got a group together and figured we’d fire up the old flames and show him a good time while also not blowing all his money at a strip club.

At the first bar we went to, I am sitting at the bar talking when I hear a girl freak out next to me. I turn and see Taylor, one of the girls from the cheer squad who graduated the summer prior. I let out an actual, “Holy shit!”

She let out a big, “Coach!!!!”

Hearing her call me coach made my dick twitch lol

We get to talking and I joke with her that I know she isn’t old enough to be at the bar and what would her parents think. She laughs and tells me it will be our little secret. She told me that she was out with some girls for a birthday and she actually was given the ID that night because the other girl had turned 21.

We had chatted long enough that the group of girls had noticed their young friend had been lost from the group and they came to ‘rescue’ her. Taylor calmly introduced me and explained the crazy chance we saw each other. I quickly offered to buy a round for the birthday girl as a gift from some former graduates as long as the girls agreed to pass it on one day as well.

We rounded everyone up and took a shot and we went our separate ways. I figured I could store the image of Taylor in my spankbank for some play later.

Taylor was 5’3 with a super tight body. She had little tits, maybe B at the most but the tightest ass that she had clearly squatted her way to earning. She was so insanely cute and that night had on a tight pair of jeans with a big oversized sweater draped off of one of her shoulders. I was shocked that she could look so comfortable and sexy at the same time.

My buddies were joking with me at the next bar when the group of girls pops through the door again. I played it cool and thought it would be creepy if I say anything but if she stops by and talks to me then it’s okay.

Taylor clearly saw me and this time no interaction, so I figured it was done. Our group kept to itself as we knew we were out of place. As I made my way to the bar, Taylor popped up out of nowhere and says, “I need your help.”

I laughed, “What can I do for ya?”

“I’ve never ordered drinks at a bar before.”

I immediately joked with her that she came to the old guy because she knew I must be experienced. She playfully said no no it’s not that, I’m just scared. I asked her what she wanted and talked her through a couple shots I’d recommend. She settled on some lemon drops and this time she ordered them.

I told the bartender to put it on our tab and told her I was so broke in college that I wanted to help her have as much fun as she can. The smile she gave me was amazing. The round comes and she asks me to help carry them to the group.

When her friends saw me again I caught some serious shade. There where more than a few eye rolls and whispers. I knew that I needed to just leave so I dropped em off and wished them well. As I turned, Taylor grabbed my hand and pulled me back. “One of these is for you,” she said proudly.

I laughed and followed along as the birthday girl gave some super drunk toast and pounded her shot while all the other girls laughed. I collected the glasses and turned to walk away. Taylor leaned in and gave me a kiss on the cheek.

“Thanks Coach!”

My dick did more than twitch that time.

We left that bar and at that point the night was getting pretty late. Most of our group had thinned out and the recently divorced friend needed another step before stumbling to bed. We had heard about a dance bar that had opened up that we figured he would be harmless in and then we can put him to bed.

We stood out from the second we walked in. There couldn’t have been anyone within 10 years of us in the bar. We took a spot up against the wall and laughed as our buddy got shut down by one girl and then the next.

At that point I kind of zoned out and just made sure he wasn’t doing anything stupid when I got rocked back to earth by the sound of Taylor’s voice.

“It’s freaky that you are following me like this,” she said with a devilish smile.

“Woah, woah, woah! You are the one who is showing up after me!”

“I guess that’s true”, she caved back

I asked her about how her night was going and she explained that the birthday girl didn’t make it past bar the last bar I’d left and they lost a few more girls at other places along the way and they ended the night coming to meet a group of guys at the dance club we were at.

I asked where her guy was at and she gave me the sexiest glare I have ever seen in my life.

“Well I haven’t found one yet, so you’ll have to do for now. I want to see you dance!”

“I don’t dance,” I said

“Even if I ask nicely?”

She made this pouty face and held out her hand and she pulled me out to the middle of the floor.

At this point I still had no idea how this was going to go. I played it cool at first, trying to be more funny than anything. Not be the creepy old guy that everyone else around us thought I was being.

She was gradually pulling me closer and closer and I told her that I think another drink would do me some good.

Two rounds of tequila shots later…..

We are out on the floor again and this time I am tipsy enough that I start making moves I made at 21. She was grinding on me while my hands were all over her body. That ass was just as firm as I thought it would be and I couldn’t even hide the hard on that was clearly pressing into her with every thrust she made.

The tequila hit us both pretty hard and it dawned on me that this was already better than it should have been and I need to get this girl home and keep my name out of the paper.

I tell her, “Let me get you an uber home”

“I hate the bed in my dorm room”

“Will another tequila shot make you forget about it?” I joke

She drunkinly shrugged “Or I could just stay with you”

Every alarm went off in my head and I started panicking, this is a bad idea, this is a bad idea.

“I’m going to get some water, you better not leave me here.” She said as my mind raced.

I stood there like I had just been robbed. I found my buddies and told them I think I’m losing my mind when Taylor showed back up.

“Will you help me get home?” She asked.

“Sure”

I grabbed my coat and we walked outside to get an uber. As we got outside I asked her what her dorms address was. She looked at me confused. “Coach, I want to go home with you”

I told her that was probably not a great idea and that the booze was talking. I kept trying to think of ways to politely avoid getting myself arrested when she said, “I got cheated on last week by my boyfriend and I know it would ruin his fucking year if he knew I sucked your cock.”

My dick got instantly hard.

She could see my mind start to accept it. Clearly I wanted her. I called the Uber and trying to comprehend the situation openly asked, “How many guys have you been with?”

“Three”

“You’ve had sex with three or you fooled around with three?”

“Sex with one, fooled around with the other two.”

I just shook my head. I kept thinking someone was going to jump out and tell me I was being punked when I felt her hand run up my leg.

At this point I just said fuck it….

I put my hand on the back of her head and the other on her ass and pulled her in tight as I started to kiss her.

We were making our pretty hard when the uber pulled up across the street.

The ride was pretty calm, but once we hit the hotel elevator it was back on. I had her little frame up against the wall, grinding my hips in to her as I kissed her deep.

I got to the room and tossed my coat and pulled her sweater off before we even made it through the doorway. She had on a little tube top that I popped off like it was nothing.

God bless 19 year olds because those tits didn’t even move. I grabbed each one with a hand and went back and forth teasing each nipple with my teeth and tongue.

I pushed her back on to the bed and asked her if any of the lucky three was man enough to eat her pussy. She looked more confused than anything and I started laughing. I worked her jeans off to find the tiniest little Victoria secret thong. I pulled it off and tossed it as I grabbed her legs and slid her to the side of the bed and ate her pussy like it was my last meal.

I felt her quiver in my hands as my tongue darted from her clit up and down and inside her. Only breaking the suction of my mouth to slid a single finger inside her perfectly bald little pussy.

She was dripping wet and I could feel her cum as I powered through teasing her clit to finger fucking her as deep as my fingers would allow in her tight little snatch.

After I felt she had cum at least twice I stood up and whipped my mouth. I stood over her undressing with a smile as she caught her breath.

Undoing my belt and taking off my shirt. Kicking off my shoes and getting down to nothing but my boxers I told her it was time to show me what she wanted. Time to prove she could make her ex jealous.

Still a little disheveled from her first experience getting eaten out she got down on her knees and pulled my boxers down. She proceeded to work the tip of my cock gently in her mouth.

I’d like to think I am an average guy, but she was showing her lack of experience with the depth of my cock she would swallow. I started talking dirty to her.

“You wanted it and now you got it.”

“Open your mouth for me and I’ll give you all you can handle.”

I started to get a little rougher with her. One hand on my cock directing it, the other on her head coaxing her to take a little more with every thrust.

I started to work into a good rhythm and her jaw started to relax as I pumped. I blew my load into her mouth and down her throat as she instantly started coughing, my cum dripping out of her mouth.

I couldn’t help but laugh. “Has no one cum in your mouth before?”

“No” she responded

We got into the bed and turned on the tv. I ordered some pizzas and we acted like nothing we did just happened.

We ate a little, sobered up a lot and it was starting to get closer to daybreak.

“I should get you a car home.” I said

“You don’t want me to stay?” She asked

“I don’t think this was a good idea to begin with, but I really think you should get home.”

She just kept giving me that devilish smile.

I went to the bathroom as she started to get around, enjoying the image of her sliding out of the bed seeing that tight tiny body one more time. She got dressed and I called an uber.

When it was close she gave me a little kiss and said “This was fun”

I told her she had no idea lol

She left and I laid back down in bed. I tracked the uber back to her dorm to make sure she got there safe. I was hoping that maybe she’d come back upstairs and I’d have a real ‘dear penthouse’ moment, but my wild night was over. I settled in to bed but not before jerking it one more time thinking of the naughty little cheerleader.

Source: reddit.com/r/gonewildstories/comments/enrpty/crazy_night_with_a_recent_hs_grad_long_mf