[FM] Vacation Surprise

In some countries around the world, universities give their students a week’s break before midterms to study and get ready before the hell starts. However, as with college students and breaks, most of the time given to us was used to party and vacation, and I was no exemption.

I live in a very cold area in North America, and most of us go down south to enjoy the tropical heat and get away from the cold. We had a hotel at this beautiful tropical country, and I was down to party and drink and have fun with my friends, and maybe even hook up with some fellow horny college kids.

Lately though, I’ve been craving something different. I’m getting tired of college boys, frat boys, jock boys, cause most of the boys that I hook up with (and even a fuck buddy I have right now) fit into that mold. So one early morning, while everyone was hungover at their hotel rooms, I was up and awake lounging by the pool when a really hot DILF caught my eye. He was around his mid to late 40’s, stood around 6’2″, was fit and broad in a dad kind of way, with a clean cut business man look but with an unshaved morning stubble that gave him a rugged edge. In short, he was hot.

Being that it was around 5 am and still kinda dark, we were the only two people in the pool. We caught each other’s eyes and he gave a small wave of acknowledgement, no doubt used to all the college kids hanging around in the area. I, on the other hand, knew that I wanted him. Unfortunately for me, he started swimming laps and promptly ignored me while I was thinking of ways to seduce him. Wearing an oversized t-shirt and boy shorts (my usual sleeping attire), I quickly went back to my room to change into a bikini to join him, but when I got back, he wasn’t there anymore. So yeah sucks!

Anyway, I was like, whatever, maybe it’s not meant to be. Later on in the late afternoon, I was getting bored of all the partying and was hanging by myself in the bar wearing a cover up over my bikini when I felt a warm hand on my waist, and I was greeted by Mr. DILF. We had small talk and I was getting kinda aroused with our flirty banter, til I glanced down and saw his wedding ring, and I knew that he saw me look, as he sheepishly said, “Yeah, I’m married. I’m sorry, I don’t think I should be doing this.” At that point though, I didn’t care, so when he tried to leave, I grabbed his arm and told him to stay. He didn’t fight me much though, and I kept flirting with him and touching him til he just said, “I really can’t believe a girl like you is talking to me, I’m just an old man.” I let him know he was hot, and that I was attracted to him, and if he’s down to have fun a bit while I’m on vacation and he was on a business trip, then I wouldn’t say no.

And boy was he down for fun. He asked me to meet him in his hotel room after 10 minutes, and that he’ll leave the door unlocked. I went to my room, quickly freshened up, and got a bunch of condoms then went up to his. When I got in, he was talking to his wife on the phone and gave me the “Shhh!” sign, but I got hornier instead. I quickly took all of my clothes off and laid on his bed while he was watching me and talking to his wife. He started licking his lips and touching me while talking to his wife and I got wetter and wetter as he played with me. Then he said “I love you” to his wife, finished the call, threw his phone, then got down to eating me out. And I mean devour. He literally licked and kissed and bit my whole body, from my earlobes all the way to my toes. I was jell-o by the time he was done and came thrice, he just couldn’t get enough and kept eating me everywhere even when I have sensory overload.

By the time he got naked, I was putty on the bed and could barely move. He got into position to fuck me, but with the small amount of energy and sanity I had left after his full body buffet of me, I stopped him and reached for the condoms I brought. I told him I wasn’t on birth control and that he needed to use a condom. I think this brought out a more dominant side of him as he ignored me and kept teasing my pussy with his bare cock, saying, “you want daddy to fuck you baby?”, “you want daddy’s cock in your little pussy?”, etc etc. I just kept saying, “yes daddy”, while pushing the condoms on his hand or chest just so he can get to it. He grabbed the condoms from my hand, threw them across the room, then proceeded to push his fat bare cock in my pussy. I was a bit shocked, so I just assumed he was snipped and asked him, “Why’d you do that, are you snipped”. He just said, “No I’m not. But no way I’ll use a condom on your perfect pussy. No condoms, daddy’s gonna fill your fertile little pussy with his cum and you’re gonna like it.”

I knew it was stupid, I knew I should stop him, but his dominant behavior and the way he just threw the condom turned me on. So I just let him. He made me cum one more time before saying, “Beg for daddy’s cum, tell daddy you want him to cum in you and get your teen pussy pregnant”. So I did. And he did cum in me. It was the best sex of my life.

We had a bit of small talk after that, and surprisingly found out we lived in the same city. He offered me to stay an extra day with him, and to fly with him home. I said yes, so we made the arrangements and he got me a seat on his flight and an extra day to spend with him in his room. We fucked like rabbits after his work for three days straight, even making a few hot videos with him fingering his cum into my pussy using his finger with his wedding ring. We never used a condom and he always made sure to cum in my pussy, even if I was blowing him. He assured me he’d get me plan b on our last night together, and even though I knew it was risky, I agreed with his plan and went with whatever he wanted. The sex was that good.

Before my flight home, I had my fuck buddy back home message me saying that he missed me and that he wanted to meet up as soon as I landed. He even told me he’d pick me up from the airport. This guy is the sweetest frat boy you’d ever meet, and has asked me to be exclusive many times by now, but I just don’t see him that way. So I agreed for him to pick me up from the airport, have a little fun, then be driven back to my place.

During the flight, Mr. DILF and I, of course, made the most of our time left together. We teased each other on the plane, and he dumped another load into me in the airplane washroom. When we landed, he wanted another round, so we made do with the airport lounge’s washroom and dumped load number 2 of that day once again, in my pussy. We exchanged information and promised to keep in touch, and he gave me something to buy another plan b with. Since he has to go straight to work when we landed, we planned to meet up that night once again (I know, crazy right? But I think three days of being together made us clingy) after he got all his business done.

My fuck buddy was there to pick me up. When we hook up, we usually do it in his dorm or my house. His family lived fairly close to the airport, and he told me that since no one was home, it’d be better if we made a stop there first before he dropped me off. I’ve never been in his house or even seen it, so this was something new for me. He was so horny that when we got to the car he couldn’t stop touching me even while driving and we had to stop just so he can nibble on my boobs a bit cause he “missed my tits”. I was exhausted by this point, but I let him, partially because I felt guilty. He fingered my pussy while driving, and said “Wow babe, you’re really fucking wet for me. Miss me eh?”. What he didn’t know was he was actually fingering Mr. DILF’s double load in me, but I didn’t want to tell him that, so I just pretended I was just wet for him.

When we got to his place, we went to his room quickly and got down to business. He kept telling me how much he missed me and how happy he was to finally see me again and even gave me a little necklace he got while he was on his own vacay(I told you, he’s the sweetest frat/fuck boy out there!). I felt so guilty so I blew him really well, and when he was rolling on a condom to fuck my pussy (we always used condoms), I stopped him there and told him we can go bare just this once. I thought that since I got this stranger to do me like that, I would let my sweet fuck buddy get the same treatment. He asked me if he could cum inside, and when I said yes, he had the biggest smile and grin. You’d think I gave him a Ferrari as a Christmas gift. So we had above average sex, he came in my pussy (mixing his cum with Mr. DILF’s) , and he had the goofiest smile ever and was so happy that he decided to cook me lunch.

After doing a quick wipe of my pussy, I went down and passed by his parent’s bedroom and saw some familiar suitcases by the door. Thinking nothing of it, I finally looked around and saw some family photos while he was busy in the kitchen. It was then that I realized that Mr. DILF is actually my fuck buddy’s dad, and that the cum cocktail swirling around in my pussy is actually father and son’s.

So now, I’m here, back in school, praying to God that I get my period. I’m still a bit shocked at how small the world is and how things like this can happen.

TLDR: I accidentally fucked a dad and his son and got risky creampies from both

*posting here because I **desperately** need to share this to someone, and **no way I can share this to any people who actually know me in real life**. I’m still in disbelief and I can’t hold it in.

*swear to God if this gets taken down, I will legit cry. Can anyone direct me to a community who would let me vent and share? It seems reddit may not be the safest place to post confessions anymore

Source: reddit.com/r/gonewildstories/comments/f962cd/fm_vacation_surprise