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Chapter 4: Cumming of Age with Dana’s Mom

7/25/2017

This is the continuation of my last post, “Trailer-rocking Teenage Sex...While Mama Listens In.”

Knowing that Dana’s at work just intensifies my anxiety as I think about what awaits me when I go to meet her mom. After a few shots of Jack Black, I muster the courage (or, most likely, just get a “fuck it” attitude) and head across town to their trailer and knock on the door. Her mom answers and, for the most part, seems pleasant enough. She offers me a glass of tea as she sits down across from me at the kitchen table. Then, she looks me squarely in the eye and says, “I don't want you to see my daughter again until she gets on the pill.” I thought, “That's it?” Then I said, “Mrs. Lacey, Dana’s already on the pill! There's no way I'd cum inside her if she weren’t!” She, then, smiled and said, as she laid her hand on mine, “Call me Sheila. Bobby, I have to admit, over the last few days, I’ve come to realize that you’re much more of man that I thought.” Then she began to caress my hand as she stared into my eyes. As a crooked little smile came across her face, I noticed a hint of playful evil in her eyes.

Before my teenage hormones could fully kick into hyper drive, there was a knock at the door and one of her lady friends, Jan, came in. She looked to be in her mid 20's and was extremely attractive. She was about 5’-5” with a well-toned athletic build and was dressed in short-short cut-offs (this was 1980, after all, when shorts were, well, short!) and a pink tube top. Her feathered jet-black hair hung down below her bare, dark-tanned shoulders, just above her firm 34D or so titties. My eyes were immediately drawn to her erect 3/4 inch nipples trying to poke through her thinly-stretched top (yes, they were as long as Farrah’s in “THE poster!”). Her shorts were so tight that I could easily tell that she wasn't wearing panties. They were well-entrenched in the crack of her firm ass, as well as defining her substantial camel toe. This gal was smokin’ hot!

Dana's mom, although in her late 30's-early 40's, was quite nice looking, too (I could see where my girlfriend got her good looks!). She was around 5’-7” with a few extra pounds around her waist, but it wasn’t very noticeable because she had curves above and below that garnered all of this young horn-dog’s attention. Her substantial rack (around 44D) and her full, but firm, heart-shaped ass were in perfect proportion to the rest of her body. Sheila had medium length, wavy blonde hair, gorgeous blue eyes and a cute face, although several years as a barfly had begun to take its toll in minor bags and wrinkles. She was dressed in form-fitting blue gym shorts and a man’s dress shirt (always very sexy on a lady!), with the buttons open down to the middle of her bra-less chest. Very hot!

After introducing me to Jan, Sheila excused herself to go take a shower, leaving us on the couch to talk and watch TV. I quickly learned that Sheila had told Jan all about the sexual encounters between Dana & me that she’d overheard. Jan kept asking about our sex life—did Dana like to get fucked in the ass?; did she ever stick her finger up my ass while she sucked my cock?; did we use sex toys on each other?; had Dana ever had sex with another girl?; had we ever had sex with another couple? To be honest, my dick was throbbing by now and putting a severe strain on my jean cut-offs! Jan obviously saw this and began to rub my cock & balls through my shorts. Naturally, I drew her closer and pulled down
her tube top, unleashing her perky tits and releasing her rock-hard, hot-pink nipples from their spandex prison. Then I began to squeeze, lick, suck and bite on her firm young titties, much to her delight. She gave out a gentle, high-pitched squeal every time I licked or bit her nipples.

As we began to kiss deeply, our hands all over each other, Sheila stepped out from the bathroom wearing nothing but a towel, water still glistening on her exposed tanned skin. When she saw what was going on between Jan & me, she dropped her towel and walked toward us while flashing an evil little grin. I could now see that Sheila had a fantastic body, much better than I’d imagined—long toned and tanned legs, a taught ass and firm, natural 44D’s with half inch diameter nipples proudly jutting out from half dollar-sized, dark brown areolas that were accentuated all the more by her bikini top tan lines. Wow!!! What an erotic contrast! Well, what's a 17 year old red-blooded American male to do, except surrender to the raging testosterone, fueled by the middle-aged, divorcee lust of my girlfriend’s mom and the unbridled passion of her young lady-friend!?!

As I sat on the couch, Sheila dropped to her knees, pulled off my shorts and briefs, and then began to lick slowly up and down the length of my young, pulsating 7x1 ¾ inch cock, stopping only occasionally to suck my cock head into her mouth and swirl her tongue all around it. She repeated the action over and over, then paused to sucked each of my cum-engorged balls gently into her mouth. Up and down one side…up and down the other…suck and swirl on the head…up and down the top side…up and down the bottom side…suck my swollen nuts into her mouth. All the while, her big beautiful tits were rubbing all over my inner thighs, her huge nipples leaving trail marks of pressure. She slowly and teasingly worked up to taking my entire cock into her mouth and licked my balls at the same time—definitely well-skilled at sucking dick! Meanwhile, Jan had removed her shorts and stood astride me, her hands on my knees and her tight young tanned ass and dripping-wet, landing-strip-only pussy grinding into my hungry mouth. After 10-15 minutes, Sheila said, “My turn!”

My sexual tutors then pulled me onto the floor and laid me on my back. Jan got on her knees between my legs and immediately took the entire length of my cock down her throat…then again and again and again! It took all the baseball knowledge in my possession to keep from blowing the back of her head off with a rocket propelled cum blast. At the same time, Shelia squatted over my already pussy-juice-covered face so she could watch Jan swallow my cock while I licked her from clit to asshole and back again, stopping at each hole to deeply tongue-fuck her as she squirmed and squealed
in ecstasy. Eventually, I could take no more and I unloaded my thick cum down Jan’s throat. She took it like a pro, without so much as a little cough, just soft whimpers of joy. Her moans of pleasure, as she milked every last drop from my balls with her vacuum-like mouth and ball-massaging hands, sent Sheila past the point of no return. She grinded her soaking wet pussy into my face as she quivered in an explosive wave of squirt-inducing multiple orgasms. Damn! For a moment, I wasn’t sure if I’d drown in her juices or be smothered by her ass cheeks that were clamping tightly around my face. As I gasped for breath, Sheila and Jan leaned toward each other and kissed deeply and passionately, their hands squeezing, caressing and probing each other as they shared my cum.

These ladies certainly knew how to pleasure a man—and each other! Obviously, they’d had hot, mind-blowing lesbian sex together before. As I grabbed a beer and did a couple of shots of Jim Beam, I had the jaw-dropping pleasure of witnessing my first live lesbian sexual encounter. What made it almost dreamlike was the fact that this was my girlfriend’s mom I was watching!

But that tale is for another time…



Stay horny, my friends!

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Awesome retro story, with wonderful actoin.

7/25/2017



cumontheside4u replies on 7/25/2017 9:07 pm:
Thanks. I know I'm forgetting some details after nearly 40 years, but the adventure is still the same. Glad you're enjoying it.

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awesome story of an amazing adventure

7/25/2017

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Amazing recall of a story that has obviously left a serious imprint! Awesome.

7/26/2017



cumontheside4u replies on 7/26/2017 1:03 pm:
I can still remember it like it happened yesterday.

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Good story with girl friends mother

7/26/2017

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Wow that was really hot

7/29/2017

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Every erotic sounds like you are goung to busy with 3 very hot and sexy women.

2/2/2018