All characters depicted are of adult age. Feedback is always welcome.
This is a quick read inspired by a Reddit post I can't find anymore.
~
When you stay over at your friend's house, early morning can be a little awkward. Especially when your friend sleeps in, but you're wide awake.
I'd been staying over at Ben's house for years, and had become really familiar with his family.
So that morning, when Ben was still fast asleep, I went downstairs to see if anyone else was awake. Since Ben and I would be leaving town for our next semester of college soon, it seemed like a good opportunity to socialize.
I enjoyed chatting with his parents and his older sister. They always treated me like another member of the family.
Ben's mom, Holly, was especially kind to me. She even let me call her Holly instead of Mrs. Richards.
Holly was a playful woman. Always joking, snarky, sarcastic. Fantastic sense of humor. There was always a devil-may-care attitude behind her jokes that I found enticing. Most moms were way too serious. Not Holly.
She even told dirty jokes. I'd never met any other mom who did that.
Despite her joking nature, she had all the genuine love and care a good mother had. Not just for Ben, but for me, too. I was always thankful for that.
We'd gotten so comfortable with each other that she even started being touchy with me over the summer. Silly stuff, you know? Random shoulder massages, in a joking way. Or she'd pat my butt as I walked by. It was funny.
I entered the kitchen to see Holly in a plain pajama t-shirt and sweatpants. She was a pretty woman in her mid-40s, and, well, she looked like a mom. Her long, brown hair still had that early morning messiness. She wore it well.
I was ashamed to say for the longest time I had a crush on her. Something about that warmth and kindness drew me in so effortlessly.
As the sunrise shone gently through the open window above the sink, Holly stood on her bare tiptoes, straining to reach for a new coffee can in a high cupboard.
I blushed, seeing the jiggle of her body, knowing she must not have any underwear on.
Holly faltered as she reached.
"Careful!" I urged, rushing behind her.
I grabbed her hips to steady her. Holly laughed, brushing hair from her face.
"Thanks! Could you grab the coffee for me?"
Still standing behind her, I stretched over her to grab the coffee, when--
"BOOP!" Holly laughed, ramming her butt into my crotch.
Now, Holly isn't the only one that didn't wear underwear under her pajamas.
So when she pushed her butt into me, I was able to feel far more than I expected through my shorts.
Holly's butt was the softest thing I'd ever felt in my life.
While Holly hadn't exactly been an object of lust for me, apparently all it took to shatter that barrier was one playful
boop
of that impossibly soft butt.
I had no chance.
Instantly, my dick began to swell against my shorts
I froze.
Holly was still laughing about her innocent little joke. When I went still and silent, she looked over her shoulder to see what was wrong.
We met each other's eyes.
I risked a glance down at myself. Then she saw it, too.
Holly saw my swelling dick pressing against my shorts, inches from her butt.
My throat went dry. I held my breath.
This would be the end of my relationship with her, and her family.
But Holly didn't scream, or push me away, or yell for Mr. Richards to kick my ass.
Instead, Holly got a look on her face. A devious look. A look I'd seen many times, just before Holly pulled off any particularly sinister joke.
Holly smiled wickedly at me.
"Ohhh," she cooed, "you like that, huh?"
Holly pressed her butt back into me, but this time she held it there.
Giggling, she started rubbing it playfully, almost sensually against my dick.
Heat radiated from my face and cock. I bit my lip.
Through our clothes, I could feel her heat as she squished into me. This was a whole new level of teasing I never expected from her.
"Oh, my God," I breathed as she continued to grind.
I closed my eyes, feeling like I was going crazy. I wouldn't be able to take much more of this.
I knew Holly was joking, but this wasn't funny.
If she kept it up, I would be cleaning the punchline from my shorts. Probably the floor, too.
Thankfully, I opened my eyes. Otherwise I would've missed what she did next, and I wouldn't have believed it if I hadn't seen it.
Holly leaned over the counter, reached back, and pulled her sweatpants down to reveal the most gorgeous ass I'd ever seen.
It was the picturesque MILF ass, with a fading summer tan line.