The first month out of high school I was lucky enough to develop an obsession with older women. Since then it has led me to some of the most memorable, incredible, sexual experiences. The first week of summer vacation I had a late night jacuzzi session at a friend’s house and her mom showed me a good time after I challenged her on a truth or dare game. We ended up alone and she let me touch her ass and boobs while we were kissing, this was the first pair of milf tits I had ever felt. I loved the squishiness of her boobs, and I liked playing with her long nipples. I spent a lot of time that night biting on her nips and tits, I left spots all over her chest like the sexy cougar that she was. I tried making my way down to her pussy but was stopped after I felt some string, I started working towards her asshole and since she let me i told her that i knew how much she liked doing anal. She started kissing my neck/chest then worked her way down to my dick. She gave me the greatest head for what felt like hours, and she let me stick some fingers up her butt while she swallowed me whole.
Author: MileHighClubbin
Sloppy night with a friend’s mom[MF]
Reminiscing about a wild experience at a friend’s party. The years after highschool was kind of a blur, there was a lot of drinking and partying almost every weekend.
One of those times a friend convinced his fam to let about 15 of us party in the garage, while the mom (Sam) and girl friend (Mary) went out drinking. I volunteered to drive them before I started drinking, they agreed and I walked out to the car. Sam soon followed while Mary freshened up, in the car I was complimenting Sam and letting her know the things I would do to have a chance with her. She blushed and said something about our age gap, I ignored and kept flirting. Mary finally came to the car and I began driving, I mentioned how there’s going to be a lot of young guys who will be hitting on them and they both laughed and said they doubted that. I mentioned that it’s what I would be doing if I was staying, at this point I am reaching for Sam’s hands and she begins rubbing my arm. At the next light I lean over the center console and kiss Sam’s cheek, Mary was excited and asked Sam to give me a real kiss.
Once we pulled up to the bar I gave Sam 5 minutes of deep passionate kisses and told her that I would be at her house waiting for her. She said she would call a taxi home in an hour or 2, I went back and partied with friends for the next couple of hours until we hear some stumbling at the door. They both walked in talking about how they met some young guys that were all over them, my friend was clearly annoyed and mentioned that no one wanted to hear that. He asked them to stay in the room.
Within the next hour, friends started finishing the alcohol and clearing out of the house, I mentioned that I might crash at the house and he said it was ok. Around 3am when everyone was at their sleeping spots, I got up to use the restroom and on my way I knocked on Sam’s door, she opened up and asked me to come in. Mary was passed out cold in the bed and Sam was wearing the thinnest shirt that flaunted her huge breasts and hard nipples, and she had on some short gym shorts. I couldn’t resist her, I instantly had my hands exploring every inch of her curvy body, our lips locked while our tounges playfully wrestled. After ripping her shorts off, I made her bend over soo i could finally do what I have wanted to do since I was in highschool. We fucked for a solid 10 to 15 minutes until she let me bust inside of her tight pussy, after that she led me to the bathroom. She went under the sink and pulled out a bag that was filled with toys and lotions. After we use the bathroom I cuff her hands behind her back, I rub edible lotion all over my body and for the next half hour she’s licking it all off of me. I rub her titties with the lotion and her ass and inner thighs and return the favor, it was incredible. The rest of the morning we didnt go more than 5 seconds without having our lips on a part of our body. I tried sneaking out before my friend woke up but realized that I left some belongings, unfortunately things between all of us got rocky and I was unable to stay in touch with “Sam.”