This might be the sleaziest thing I’ve ever done. But at the same time, I’m also so pleased with myself that I want to share this somehow. So, take this as an anonymous confession from someone who went the extra mile to put his dick inside a MILFs pussy.
The story starts in the first month after I left for college. I woke up one morning with a massive hungover to a text from my mom telling me that my dad had filed for divorce. I can’t say I was surprised. It did come as a shock because I never thought my dad had the balls. But what I did know was the fact that his balls were pretty blue. My mom was surely a prude. She was never interested in sex, with no care for her image and no attention paid to her man. Sometimes, I could hear them argue at night over not having any sex. But the arguments stopped once dad hired a new assistant for his accounting firm. He suddenly started spending more time at the office and coming home with a smile on his face. But my mom had such little sex drive that she didn’t notice the smile of a properly blown man on her husband’s face. It wasn’t a surprise for me when my mom told me that my dad left her for the assistant. So far, nothing out of the ordinary. In fact, it was so basic that I refused to visit home. Mom left to live with her family in Kansas and the assistant moved into our home in Florida with my dad.
When summer came, I had to go back home. I’d never seen this homewrecker before and I pictured her as a young bimbo who was just after my dad’s money. But when I got home, I discovered that she was a smoking hot MILF with a great personality and an even better pair of tits. Dad wasn’t home and we got to chat. From what she told me, they have a great relationship. And their secret is a good social life, attending lots of local parties. It was kind of odd because I couldn’t imagine what kind of parties a MILF in her late 40s and a white dude in his late 50s could attend throughout Friday and Saturday nights. I just knew that I’d love to party with my new mommy.
I found her attractive from the first moment, but I didn’t picture her sucking on my cock or taking my load on her big titties out of respect for my father. However, those twisted fantasies soon installed in my mind and got my cock throbbing just laying in bed and thinking about her. The thing that made me change my mind was a simple flyer. I borrowed my dad’s car and when looking for a lighter in the glove box compartment, I saw a flyer for a club. And it wasn’t any kind of club. It was a swinger club in a town next over. That’s when it hit me. My dad and his new wifey are swingers. That explains the pineapple in the background of my dad’s new profile picture. And it explains where they spend the nights, coming home after the sunrise.
From that moment on, the only porn I could watch was amateur videos of busty MILFs getting fucked in swinger parties. I noticed that all those videos were shot on phones. And a crazy idea popped in my head. When my dad wasn’t paying attention, I snatched his phone and turned on the cloud backup on the family computer in the hope of finding some good jerk-off material. The next time they announced me to go out, I had my eyes on the computer. Just as I dreamed, a video popped up in the cloud folder. It was a POV clip of my dad filming his new wifey getting spit roasted by two guys. One of them was his age, and the other was much younger. And I’ve noticed that they were wearing masks. The swinger club they attended accommodated local guests, and people felt more comfortable wearing masks during the orgies.
As you might already guess, I wanted in on that party, and I couldn’t wait for next Friday to roll by. Because I knew my dad would recognize me with a regular mask, I packed a sky mask in my bag and planned to wear a black t-shirt throughout the party. I even rented a car so that I could get there incognito.
Friday came and so did I. When my dad and stepmom left home, I went on the computer and watched that video again. I jerked off because I didn’t want to go there and cum after two pumps. Then got in my car and drove there. I waited in front of the venue for more than 45 minutes. On the one hand, I doubted my plan, thinking it was just my horny cock thinking. But the post nut clarity was starting to fade and my cock got hard at the thought that I could fuck my stepmom right in front of my dad. I just got out of the car and entered the place.
I didn’t have to look around for them too much, because they were in the main lobby, where a gang bang was going on. I could see a young chick sucking cock, but no sign of my stepmom. However, I could see my dad jerking off and waiting for his turn to cum on this girl’s face. He did it and then went on the couch, playing with his soft cock. It surprised me to see that my dad was packing some meat.
And then all of a sudden, I saw my stepmom. She came out of a bathroom, wearing expensive lingerie and a Venetian mask. I could recognize her curves and juicy tits. She sat down on the couch next to my dad and they started giggling. Then a guy came over and asked for her hand, acting as he asked her to join him on the dance floor. My dad knotted and she got up. Her ass was looking so hot because of her high heels. She got in the center of the room, a moment in which the cum covered young girl got up and went on the couch next to my dad.
My stepmom got on her knees and started blowing cock. That was my dream moment. I got in between the three dudes, and suddenly, I could feel my stepmom’s hand rubbing on my already hard cock through my jeans while her mouth was busy sucking off another dude. She must have felt that my cock was young and hard. She moved her attention to me, unzipping my jeans and taking them off. She gave me a blowjob that would have made me cum if it weren’t for the jerk-off session I had at home. She then looked up:
“I want you inside me, young man!”
She got up and walked to some kind of a coffee table that was surely also doubling as a sex bench. She got on her knees and assumed a perfect doggy style position, with her big juicy ass spread just for me. I could feel everyone in the room looking at me, and I was the only young man. Couples were sitting on couches around the room, watching us, some of them masturbating. My dad was one of them, with the young chick kissing his neck. I couldn’t look at him for more than two seconds. I almost fainted, and I could feel my dick getting soft. At that moment, I dropped to my knees and buried my face in the juicy ass of my stepmom. Eating ass works like viagra for me and makes me hard again.
I made sure to leave a big load of spit on her crack before getting up so that I could use it as lube. I rubbed my cock against her asshole and pussy, fixed for the entry, and then started pushing. Although she was almost 50 years old, this cougar had an amazingly tight pussy. She screamed when my balls reached her clit.
“Fuck me!”
And so I did. No condom, no eye contact with my dad, and no care for what could happen if I got exposed. I fucked her hard, and it never felt so good. She was moaning as a black guy was railing against her. I guess my energy added a couple of extra inches to my rod. And then I heard her:
“Fill me up! Fill me up!”
I looked up at my dad. He was jerking off to the scene. I found it so hot and wrong that I couldn’t hold it in. I came. And it was a lot. It started dripping out of her pussy and I was still railing her with jizz as lube. My dad came too, and the young girl cleaned him up with her tongue. Post nut clarity struck again and I just left. I went into the bathroom, tried to gather myself, and then escaped out a small window. I drove back home with no pants on. My dick was still covered in jizz and my stepmom’s pussy juice. I went home and started drinking. I don’t know if I was trying to forget the moment or celebrate it. All I know is that writing this makes me think about the next time I’ll attend a swinger party with my dad and stepmom.