Michael Myers got me laid for the first time
When I was 14, I was spending the night at a friends house on Halloween night. After trick-or-treating, which was basically us just running amok in our neighborhood, we went back to his house and watched Halloween (1978). His mom insisted that I sleep with her that night because she knew the movie scared me. It didn’t really scare me that much. I was much more afraid of Jason from Friday the 13th than the Halloween guy. But anyway, my friend called me a baby and went to bed, and I climbed into bed with his mom. She immediately began holding me close to her. She was very warm and soft and probably outweighed me by 30 pounds. Big boobs, big ass, thick legs. I fell asleep, and during the night, I woke with a hard on which was typical. Now her back was to me, and that big, round ass was right there. I put my arm around her and slowly wedged my cock between her big ass cheeks. I figured if she woke up screaming, I’d just apologize and say I was sleeping and didn’t know what I was doing. But she didn’t move. After a few minutes, I found a nice tit, and cupped it with my hand. I could feel her stiff nipple in my palm. It was at that point, she turned her head and I thought I was busted and was waiting for my reprimand when she said, “you can put it in me if you want”. At first I was wondering “put what in you where?” When I hesitated, she pulled her pajama bottoms down, told me to take my shorts off, then reached behind her taking my throbbing cock in her hand and guided it into her smoldering hot, soaking wet pussy. I remember so vividly how it felt sliding into her. I had jerked off a million times up to that point, and this was a million times better than any time I had beat my meat. I squeezed tighter, and she placed her hand over mine, then I instinctively started fucking her. I worked my other arm under her enter called of her right tit. She unbuttoned her pajama top so that I could squeeze her bare tits, and they felt as amazing as her pussy. I squeezed and fucked as long as I could, which wasn’t long, and blasted a huge nut inside of her. I was almost convulsing, and shaking, and she turned around and held me, letting m rest my head between those massive jugs, telling me it was ok. We fell asleep like that and when we work the next morning, she told me to get on top of her. I was already hard, so I climbed on, holding onto her, once again burying my face in her giant tits, and slid my dick back inside of her. I fucked her much longer this time and she came at least once, throwing the back of her hand against her mouth to quiet her scream. I came again and then we laid there in silence for a while. Then she patted me on the ass and said “ok time for breakfast, let’s go wake up Sam” (my buddy). All during breakfast, he teased me about having to sleep with his mom because I’m a baby. I just kept my mouth shut sharing
glances with his mom. If he had known what happened, he would have beat the shit out of me
Is that the only time you fucked her?
We fucked several more times over several more years, but even though we lived in the same neighborhood, this was before cell phones and texting and all that so it was hard to coordinate our availability. With today’s technology, we probably would have fucked several times a week versus only several times a year.