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My roommates mother
When I went to college I was an out of state student so I was allowed to move into the dorm about three days earlier than in state students. I had no idea who my roommate was going to be yet as this was my first year at this college. I am and always have been a long distance runner so the first few days in my new dorm room I never really worried about someone else being in the room. I guess is was like day number four and I came back from my morning run, showered and walked out of the bathroom into the room naked. I not heard a thing while showering and as I turned towards the dressers there was this middle aged woman sitting in the desk chair across from mine. It was then that I also noticed the boxes on the opposite bed.
I apologized to her like six times backing up into the bathroom to grab a towel then went back out to get some clothes to put on myself.
The second time I saw her was about two weeks later on a Saturday evening, I was sitting in my room watching TV when I heard a knock on the door. I yelled it was open and was a little surprised when I saw her walking into the room. I got up and said hi to her then my brain kicked into gear because I was just about to tell her Bill was not here and went home for the weekend. I was thinking shit, he did not tell his parents what he was doing this weekend and he told me he was going home.
I told her Bill was not here right now and she looked at me kind of funny and told me she knew that already because he and his dad went up to some place or other on a hiking and camping trip. She was very straight forward with me and told me she came up to see me naked again then leaned right in and began kissing me.
We kissed for a few seconds, she was definitely a MILF and I was very surprised to say the least but also really turned on, she told me about three times to remove her clothes so I started unbuttoning her blouse. I could not believe how hot she was when her bra came off, her breasts were stunning and the rest of her just as great. She practically tore my shorts getting them off and we made our way to my bed, a twin so not a lot of room for sex.
She got on top of me and began kissing her way down the front of my chest and torso, she admired my torso telling me my abs were incredible. She began sucking on my cock and did not stop until I came which she swallowed and kept sucking until I was hard again. She brought herself up and sat right down on my cock moving her hips around until I felt the head getting pushed into her, she sat right down on it filling herself completely.
Her hands were pushing down on my chest as she rocked and grinded herself on me, I laid there watching those lovely boobs sway and shake to her movements. She let out a long moan followed by a few words of praise to how large my cock was, I never considered myself large but she assured me I was very well endowed.
She rode me for a good ten minutes then came down on top of me breathing really hard, she had her fingers massaging herself as she slowly grinded on my cock. She slid over to the side after a few minutes and told me it was my turn on top, I was not a virgin but certainly not very experienced either. I began licking and sucking on her nipples and I could feel her trying to get my cock back into her, she told me to quit teasing her and get my cock inside her. I did just that and she wrapped her legs around me and pulled on my ass cheeks with her hands, she gave me all sorts of commands on faster and harder followed by slow and steady. She told me after several minutes that when I wanted to orgasm I could either do it inside her or bring it up to her mouth. I opted for pulling out and some more cock sucking which she took eagerly no handed and instead kept them on my ass gripping them. I came again as she swallowed me down sucking on my thrusting cock like a pro, I climbed off of her and she told me that was fantastic.
We made love a few more times that evening and she left around midnight which surprised me, she returned three more times that year whenever my roommate was off on some adventure with his dad. He even told me one time that what his plans were and like clock work his mom showed up around six in the evening with a smile on her face.
My roommate moved back home when his parents got a divorce. He moved back with his mom, total milf. I always flirted with her. One morning/night 5am she comes downstairs in her rob after taking her morning shower, and asked why I was still up, and I couldn’t help staring at her legs, and boobs. She sits down and ask if I wanted breakfast, my reply was are you on the menu, the flirting got more intense, as I confessed to her my lust for her, and stealing her panties from the laundry. I should up and said you see? You got me hard. She took my hand lead me to her bedroom, told me to shower. After I was finished she was laying in bed already. To shorten this story, we fucked. Her tubes were tied already, and we continued this for almost 10 years, even after she started dating again, and a year after she remarried
When I was a junior in high school I was in the foreign exchange student program. I went to Switzerland. My host mother was super nice and super cute. I always checked out her ass and masturbated while thinking about her. On my last week there we were having the normal "I'm going to miss you" conversation when out of the blue she said she was also going to miss catching me check her out all the time. I tried to play dumb, but I knew she had busted me. I laughed and fessed up telling her it was her fault for being so damn sexy. Without saying a word she started to strip for me. I couldn't believe what I was seeing. We had sex right there on the couch in her living room. It was the first time I ever had sex. We still talk on Facebook and every once in awhile we text and call eachother, but I haven't seen her since I left.