Where it happened: Basement
Langauge: English
Sex: Male
Rating: 5
Category: Straight
The first time that i’ve ever given it to a chick was one summer day when i was swimming around in my friend’s pool, waiting for him and his dad to show up and take me to Cleveland when my friend’s mom (we’ll call her Dino so he never reads this and finds out) walks out onto the back porch and sits down. She’d always been the subject of my teenage fantasies, especially since when she’d walk around in the morning after i’d stayed the night in sweat pants and a bulging bra barely holding back these massive pale jugs, always wobbling around and teasing me. Dino was always happy to have me over with her son, and even went out of her way to convince her husband to let me sleep over or come and pick me up herself. Today, she was wearing a one-piece black swimming suit that squashed her melons together and struggled to contain her sizeable bust, when she called me in and asked politely if i could fetch something in the freezer for her in the basement. I thought it was odd, but i left the pool into the basement, where my friend’s young sisters were hanging out. As i was in the freezer, Dino came down the stairs, slightly wet from the pool, and stood beside me, helping me search for the item she was looking for. She laughed and said “Look, my nipples are cold!!”, and sure enough the cold of the freezer made her big big boobs point through her swimsuit. I couldn’t help but stare at her ample cleavage now, never mind that she was looking, but she didn’t seem to mind, and told me to follow her upstairs to the kitchen. She stopped at the sink, turned around, and asked why i was looking at her chest and why i had a hard-on with a big grin, me shrugging sheepishly, and she laughed again, this deep goofy laugh that made her chest wiggle and
my dick hard. She made some joke about jacking off, teasing me about me not even knowing how, and she stopped as if she had a sudden idea, and asked me if i needed a demonstration. I said sure, and before i even knew what was going on, she had pulled down my trunks and was jacking me so fast and hard, her ta-ta’s were smacking together with loud ~back~ing sounds. She some how knew right before i reached my limit and stopped, grinning up at me and saying she knew i was the sort of boy to have a “masive snake”. I begged her to not stop now, so Dino shrugged and said only if i let her show her girls how to fuck. She led me downstairs where she told me to sit on the couch (with the only open spot being between her daughters) and, much to the thirteen and fourteen-year-old’s amusement, pulled my trunks down and eased my swollen fat dong in between her monster melons. I groaned in heaven as Dino squeezed, massaged and beat my cock and balls with her winneabagos, and i could tell she had a lot of experience as her daughters giggled and cheered their mom on. Dino even had them push her huge melons so tight around my rod, i must’ve completely drained my balls into a big sticky mess all over their faces and Dino’s titties.
That wasn’t the last time Dino “milked my snake”. She’d often come to drive over to my friend’s, which turned into romping and deepthroating in the back of her car. She even had her daughters film me ploughing her ass in the basement as she howled and complained that her boobs were smacking her face (they were that big). This beautiful woman and her outrageous G cup milkers gave me one hell of a time growing up, and i’ll never forget them!