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12
Putting on a show for MILF & Her Kin
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It was the holiday season, and I was excited to see family “home.” It wasn’t quite home because my parents had downsized. The new house didn’t have a bedroom for me, but rather a mattress adjacent to the washer, dryer, and boiler room. We had a great dinner, and I went off to bed.  

Just after midnight, while in a deep sleep with my earplugs in, I heard my parents rushing down the stairs. The water alarm was sounding. The carpet was soaked. My parents stood stunned that I managed to sleep through the start of the water rushing, but I was exhausted from the day of travel.  

They immediately called the technician. The basement I was so looking forward to getting some rest in was not untenable. We tried to brainstorm where else I could sleep until my mom suggested we call her night owl of a best friend, Tammy, to see if I could crash down the street. Tammy had her daughter, Sally, home from college, so sleeping quarters could have been tight.  

Tammy and her husband, Barry, offered up their comfortable suede couch in the living room. A bed’s a bed. My parents profusely apologized, and I got dressed to have my mom drop me off. While somewhat upset, I wasn’t too opposed to seeing Tammy, the source of most of my high school jerk-off sessions, in her little nightgown. Tammy wasn’t quite a 10 in the traditional sense, but there was always something about her that got me. She was the sweetest woman on Earth, and I always had some sort of sorrow for her, thinking that her husband didn’t serve her plus-size body as much as she deserved. She had a tight butt resting below her slightly larger belly. And Sally, the bodacious coed, wouldn’t be such a bad sight come breakfast.

  Barry was passed out when I arrived. He had a strict 4 a.m. wake-up call for work. I softly knocked on the front door, and Sally and Tammy answered together in their cute little pajamas. I whispered how thankful and tired I was. They laid down a sheet and patted a pillow down for me. They apologized for the unideal sleeping quarters, but I told them a couch is better than a soggy mattress.  

The two ladies asked if I minded if they finished the last 35 minutes of the rom-com they were watching on the other end of the sectional. I told them I wouldn’t mind if they were okay with the lack of my dry pajamas and my potential snoring. They said “deal.” I stripped down to my boxer briefs and quickly got under the sheer blanket.

  According to them, it only took me about 8 minutes to be in a deep sleep. Their movie wrapped up, and they shut off the TV, but before they did, Sally noticed something of interest. The sheet blanket had shifted towards the carpeted floor, and my bulge was on full display. For Sally, her family friend was the first guy she ever imagined sliding his cock between her lips. They were three years apart and were always more like siblings than potential sexual partners. Sally bid her mom good night and went back up to her room.

  Once she returned to her room, she began to undress and noticed her thong was soaked. The years of family friendship had clearly reached their dipping point. Sally was pulling back her covers, ready to reach for her quietest toy, until she realized the source of the fantasies was a mere few feet down the hall. Why close her eyes and think about his cock when she could just stare at him bursting out of his shorts?

  She decided to tiptoe out of her room and walk back towards the couch. She snuck into the adjacent bathroom, keeping the lights off, but with a perfect view of his abs and bulge. And, wow, was the view perfect.

  Her fingers toyed with her clitoral area until she jammed the little toy deep into her pussy. Her lip was nearing an explosion with how hard she was biting down on it. An orgasm was on its way. Her eyes closed and her head tilted back until  

FLIP  

The kitchen light switch went on.

  Tammy’s husband was as big of a snorer as anyone. Unfortunately, tonight’s noise was too much for any noise-canceling headphones to overcome. She retreated to the kitchen to pour herself a little bit of wine, play some Words with Friends, and wait for the snoring to subside or drink enough to fall into as deep a sleep as the rest of the house. She plopped down at the kitchen bar.

  It took her a few sips to notice the near-naked young bachelor on her couch. She couldn’t remember the last time she saw a hard cock besides stumbling into the bathroom as her husband was jerking off to a college-aged girl on OnlyFans. She didn’t even hesitate. Her hand reached deep into her pants and reached a pussy ready to explode. Her other hand pinched her tit.

  Sally was now just ten feet away, on the verge of an orgasm, watching her mother nearly reach the same feat. Then her jaw dropped.

  Her mother let out a moan. The bulging man awoke. His eyes immediately hit mine. Then I hit my hand in my thong. Then I hit my mother’s eyes. Then I hit her hand.  

Without saying a word, I stood up. I dropped my pants, spit on my hand, faced the women, and began stroking my cock.

  Showtime.

To be continued…

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11 months ago