High School Archives — Page 432 of 805 — NSFW story

[MF] The story of how a global pandemic led to me fucking my beautiful, sexy, 20-year-old neighbor.

The age of quarantine has been a strange one. This past January, my girlfriend took an offer from her employer to work in Spain for six months. She was excited, and the experience would be a boon for her career, but naturally we feared it may lead to the dissolvement of our relationship. Neither of us took the decision lightly.

After a few days’ reflection and some long and honest discussions, we both decided that the opportunity was too good for her to pass up. It also afforded me a chance to visit in the spring. Or at least, so we thought.

The advent of Coronavirus has changed our perspective. My girlfriend has been rooted to Savilla while I remain at my home in Michigan. At first, she frantically attempted to come back, but travel got complicated and ultimately she decided to stay. She’s working from her apartment there, as it’s as safe as anywhere these days. I’m not sure when – or if – she’s coming home. Read more »

The time I [M] fucked my cousins G[F] in his bed – Long

At the time of this story I was going out with a girl named Jenny who was quite a little party girl. Basically, she loved to do MDMA. She was petite – about 5’2 with small tits and a huge ass and dark brown hair and just this really sweet, pretty face. We partied together a lot and so got ourselves in some pretty fun, risque scenarios. Along the way Jenny became friends with my cousin Sam (who was also a pretty big party girl) and she would sometimes tag along with us. Sam’s brother was a dork but his girlfriend was this hot little piece of ass who taught kindergarten, did yoga and all around lived a super healthy lifestyle. Her name was Rebecca. Rebecca was about 5’5, curly blonde hair with a typical yoga body – nice toned ass, long toned muscles in her legs. Rebecca seemed VERY innocent so I was surprised when she wanted to tag along one night when Sam, Jenny and I were going to a house party together because I was pretty sure she knew about the recreational drug use and it just didn’t seem like her thing. Read more »

I watch my sister’s friend through the hole in the wall [MF] [MT]

When we were young my twin sister (Katie) and I drilled a tiny hole in our shared wall so we could do the thing where you make a phone with two cups and a string. We’ve always been close. Our parents were pissed but never got around to fixing it.

As the years went by we forgot about the hole, and the cups made their way to the trash. Eventually, I put my dresser in front of it.

Our senior year of high school, she had a sleepover with a bunch of friends. I was into all her friends. She was a cheerleader, and we’re the same age so theoretically I could’ve gotten with any of them. I wasn’t much of a ladies man in high school though.

I was laying there in bed, hearing them giggle and whisper on the other side of the wall, wishing I could peek and see them all in their cute pajamas, cuddling, pillowfighting, yknow whatever girls do.

Then I suddenly remembered: the hole in the wall. I very, very carefully moved my dresser away from the wall, an inch at a time, until I could fit my head behind it. I peeked through the hole and to my absolute delight, I had a great view of her room, and her friends. Read more »

[Mf] I [39M] Hook Up with My [22f] Restaurant Server In A Park Last Thurs Night… w/ Pic

So I go back and forth between CA & AZ quite often for biz and pleasure.

While I was in AZ back in March I was at a breakfast restaurant one Thursday morning with a family member and our server caught my eye. Nice natural looking girl, kind of a hippy vibe, but her ass in the blue jeans I could not keep my eyes off of. She was very nice and accommodating but not overly so. As we were getting up to leave, I said fuck it, and left her my # on the back of the receipt, figuring I’d never hear from here.

Well, not an hour later (it was the end of her shift as we were some of the last clients there around noon) I get a call (not a text!) from her and says, “Thank you I’m so flattered.” and the like. I actually had to tell her I was going back to SD the next morning so that trip likely we would not meet (it was literally days before the quarantine began). I go back to SD, we are texting daily for a week or-so, then I realized I would not be back to AZ for a bit like I told her I would.
Fast forward to last week and I decide to go to AZ so I shoot her a text a couple days before I head out letting her know I’d be there. The first night we tried to get together, she said she was up for drinks but I fell asleep early and woke up kicking myself the next morning. Read more »

The Professional Woman: Part Four [F] [Busty] [Masturbation]

Six months flew by in what seemed like just a few weeks. It was amazing how fast Mark got the papers finalized, and most of our holdings sold. With the money from the cabin and the house, I was able to buy a house close to my neighborhood. It wasn’t as good as the house I was used to, but it was mine.

Today was the first complete day I had to myself: no unpacking, no papers to sign. I splurged for the biggest flat screen the tech store had. It came with all the bells and whistles.

“Well,” I smiled as I turned it on. “As usual, there is nothing on.”

I turned it back off after flicking through nearly all the channels. I looked at the large box my sister sent me as a housewarming present. I still hadn’t opened it.

Knowing my sister, it was something sexual. For my birthday, she got me a twelve-inch squirting vibrator complete with thirteen different lubricants. Mark was not impressed. I didn’t tell him that it had become one of my favorite toys.

“Okay, Celia,” I said, walking over to the large brown box. “What did you get me this time?” Read more »

All I Had To Do Was Ask [M+F] [Oral]

By twenty seven I was still toiling away in the service industry, waiting tables while playing catch up on my bachelor’s degree. The money was pretty decent and the people I worked with were cool for the most part all of which made it easy enough to forget that most of my coworkers were barely out of their teens.

I don’t mean to sound condescending. It’s just that the age differential sort of cancels out the biggest unspoken perk of working within the chain restaurant industry: a steady supply of available pussy. Don’t get me wrong a lot of the waitresses still hit on me despite jokingly referring to me as the ‘grandpa’ of the place. It was meant in a playful way though not so subtly underscored yet another reason why I needed to get my life together. Read more »