Got lucky at highschool reunion Part 1 [MF]

Hello. Long time lurker, first time poster here. English is not my mother tongue so some mistakes might be present.

I[M] went to highschool in my home town, but had colleagues from different villages/cities that either came daily by train, or stayed in a hostel as it they came from 200-300 km away.

I was not popular in highscool. I was smart, made friends, was funny and had girls in my close circle, but I was always in the friendzone.

I wasn’t rich, couldn’t afford all the cool phones, gadgets, clothes, so I wasn’t in the target for the pretty girls. 

Had quite a few colleagues I’d have given a hand and a leg to fuck, but this story is only about one of them: Denise.

Denise came from a small village, from a rather poor family and was living in a hostel. 

She was blonde, curly hair, ~1.65m and a curvy body, with big tits.
Imagine this, but blonde: https://i.redd.it/ufe38kzkuyl81.jpg

Living in a hostel, away from family, helped her go wild. She got her tongue pierced, got a tattoo, started showing her tits as probably all her clothes had huge cleavages.

She was at a different party every night, partying in the hostel during the week days and finding someone to take her to cabin parties in the weekends.

While she wasn’t the pretties, she was easy so she always found guys who tickled her ego for some ass or a BJ, and she loved the attention.

I never managed to get any action in highschool, as I lost my virginity quite late, around 21,but I always had a fantasy about her and what I would have done to her if I had the opportunity.

Fast forward a few years, 10 to be precise.

I left my home town, got a job in IT, had a great job, lots of money, learned how to dress, how to get in shape and managed to be a target for pretty ladies.

Denise got pregnant last year of highschool, moved back home and I never heard about her since.

And the time came for the 10 year reunion.

Most of the colleagues moved to different cities, so we agreed to come back to my home town for a long weekend:

Friday – short visit to the highschool, meet our old teachers and such

Saturday – party at the local hotel/conference center with all the classes in the year

Sunday – private party just for our class at a mountain resort. 

I booked a room at the hotel, arrived Friday morning and went through the boring meetings at the highschool with the teachers and such.

After lunch we went back to the hotel bar and started catching up. Girls were gossiping in a corner, guys were laughing near the pool table. 

I felt good, as I was the richest guy there. Most of my colleagues didn’t manage to accomplish much, but I was lucky, with my IT job and some smart choices. 

Had a nice car, nice suit, lot of money, after a few glasses of whisky i started bragging about how easy it is to get a girl now. 

“I’m not looking to date. Been there, done that. I found it’s easier to drop 10k on shopping sessions, she’ll work for it, and when i’m done, i’m done. No drama, next to the next slut earning her money.”

“I had my share of good girls, i’m now in my daddy-issues sluts phase now”

The guys were laughing and I was already making an impression. 

“Well well well, look who made something of himself”

As soon as I heard that, i turned around and I saw Denise.

WOW. She aged well. She lost some weight, but was still curvy and she was wearing a red dress that really showed her curves and her tits. Heavy makeup, blonde hair, MILF attitudine. She definitely felt good in her body.

“Hey Denise”

“So you like taking advantage of young girls now?”

“Who said I’m taking advantage of them?”

“Paying them for sex? Isn’t that taking advantage of them?”

“I’m not paying them for sex. I’m rewarding them. I’m not easily satisfied, and if they manage to do that, they deserve a prize”

“Is that right? What kind of sick things are you into?

“Nothing like that. I like to dominate. I need a slut that can obey. That can do what I say, when I say it.”

She started laughing “Someone’s been watching 50 shades of Grey”

I put my hand on her waist, pulled her to me and whispered in her ear: “I have a hunch you’re the kind of girl that would love this. I always had my fantasies about you. I have 20k to spend in 3 days.” then turn around and went to the bar.

My heart was pounding. The stories were not true. Yeah, it was easier to get girls. Yeah, i had my shares of wild girls. But I never payed for sex. I needed another glass of whiskey to calm down after trying my luck with Denise. 

### Sexy part starts here ###

After another hour or two, some games of pools and mingling I felt a hand on my leg and a whisper in my ear: “So, what does a girl need to do to earn that money?”

Turned around, saw her smiling face and said:

“I don’t need a girl, I need a slut. If you want this, starting now you need to to everything and anything I tell you.

You’ll be mine completely. Every hole, every hour. 

If you really want this, choose a safe word”

She’s looking straight at me, my heart pounding, not sure if my luck ended or not, time slowed down:

“Pineapple” – she said smirking at me. 

“Good. Room 708, 15 minutes”

I went up and waited. 15 minutes later heard a knock and there she was.

“So, I’m here, what now? Want me to fuck you?”

“No, I need you to be silent. This is not a game. You are mine starting now” 

“Get on your knees and open your mouth”

She did, slowly and was waiting. I got my cock out and put it in her mouth.

“You’ll suck my cock, and will not say a word until I cum. I decide where I cum, you have no choice. If you can’t take it, you know your safe word” 

She started sucking my cock, playing with my balls too. 

I’m not too big, around 6.5-7 inches, but rather thick. 

After she gets her rhythm, I put my hands on her head and start pushing her deeper. She’s struggling with the thickness, but not saying anything. 

Saliva is dropping from my cock on her nice tits and a tear appears in the corner of her eyes. 

I’ve been fantasizing about her tongue ring for year and I can finally feel it on my cock as Im strugling not to cum.

I stop, get her up and say:

“Get naked,on the bed, head hanging”

She smiles. This isn’t her first rodeo, but I’m not letting her go easy.

My mind goes back to the fantasies I had in highschool. As I push in her throat, hearing her gag and seeing all the salive that’s on my cock and on her face, I remember what the 16year old me wanted to do to her. 

I start thrusting faster and faster, deeper and deeper, until she managed to take me whole in her throat. 

I feel like I’m close to cumming so I get her on her knees and I see her smile and say:

“Cum on my face, I know you’ve been wanting to do this since highscool”

And as she says this and she’s grabbing my balls, I empty my load on her face, on her runny makeup and watch it drop on her tits. 

“This was easy” she says licking the cum off her face.

I drop on the bed as she goes to the bathroom.

16 year old me is proud of me now and suddenly I realize this is my opportunity to make all my fantasies come true.

As she comes out of the bathroom I say:

“You passed the first test. Tomorrow, come to my room before the dance for the second test”

“Oh, so I need to pass tests to earn the money?”

“Yeah, you passed the ORAL test, but you still need to prove yourself”

“Oh really? What do you have in mind?”

“Wouldn’t you want to know? Call me in the morning”

I wrote my phone number on her ass cheeks and sent her to her room

I poured myself another glass of whiskey and thought about just happened.

I couldn’t believed myself and didn’t know how to proceed. 

My phone made a noise and I saw a picture message from Denise. Her pussy spread and a caption that said:

“Hope this gets some action tomorrow”

That’s the moment I realized I struck gold and made my plan for the next day.

( i’ll post part 2 and 3, second and third day in separate posts, as they are quite long).

Source: reddit.com/r/gonewildstories/comments/t8zisd/got_lucky_at_highschool_reunion_part_1_mf