My Mom’s Best Friend Sees Me Staring: A Coming of Age Story

I’d never been the most popular kid in school, and after my 19th birthday, I still hadn’t had a serious girlfriend or lost my virginity. I was always more into computers than real people, or at least that’s what I told myself to justify my lack of social skills.

My mom’s best friend, Janet, had been staying with us for a while. She was a free spirit, always up for an adventure, and I had a major crush on her. I’d catch glimpses of her in her underwear, and I’d try to sneak a peek when she was changing clothes, but I never expected anything to happen.

“I saw you spying on me,” she said, standing in the doorway of my room.

“I’m sorry,” I muttered, looking down at my feet.

“I didn’t say it was a bad thing, did I?” she replied, a sly smile spreading across her face.

She pulled back her pants, giving me a glimpse of the lacey black panties she was wearing underneath. My heart skipped a beat, and I felt my palms get sweaty.

“You don’t have to spy on me, you know,” she said, her voice husky. “I’m right next door.”

Her hands slid up her stomach and cupped her breasts, sending a clear message about her intentions. I stuttered something incoherent, my brain not working properly due to my body’s sudden surge of desire.

She closed the distance between us and pressed her lips against mine. The sweet flowery scent of her shampoo and body wash filled my nose, and I felt a rush of excitement.

Our mouths battled with each other, each of us desperate to gain the upper hand. My hands started to get braver, one hand slipping down the back of her pants and cupping her bare ass. She moaned, and I thrilled at the feeling of her breasts pushing against my chest.

We eventually broke apart for air, and I took the chance to slide my hand up between us, pawing at one of her breasts over her clothing. My cock was straining, begging to be freed.

In a scarce handful of seconds, she’d shucked her shirt and bra, followed by her pants. I was left staring at a naked goddess standing in front of me, wearing only a tiny pair of black lace panties.

“You seemed like you were trying to get somewhere, so I figured I’d help you out,” she said, giggling.

I gulped and kept my mouth shut, unsure of what to say.

She returned to the circle of my arms, her body radiating heat like an open furnace. My desire surged, and I grasped at her breasts, now unrestrained by her clothing.

“Gentle,” she cooed, her tone both breathy with desire and reprimanding. “They’re attached, you know.”

She took my hand and guided it down between her legs, pushing the thin piece of fabric that covered her crotch out of the way. I slipped one finger into her tight hole, and she bit her lip, closing her eyes in pleasure.

I forced my index finger deeper inside her, and she moaned, her body shuddering. I reached as far inside her as I could, feeling the gentle pressure of her muscles on my intruding fingers.

“God damn that felt good,” she said, smiling.

“What happened?” I asked, confused.

“I just had an orgasm,” she said, her tone indicating that I should have realized that on my own.

She dropped to her knees in front of me and started to unzip my jeans. I was worried that my cock was going to pop up and hit her in the face, but she made a growling sound as she released my cock from inside my boxers.

She took my cock in one hand and brought it up to her face, running her tongue from the base to the tip before plunging the entire member into her mouth. I shuddered, feeling the moist heat of her mouth and the deft use of her tongue.

“Stop,” I said, my voice hoarse with desire.

“I want to fuck you,” I said, my words tumbling out in a rush.

She smiled and stood up, slipping out of her panties and leaving them to join the rest of her clothing on my bedroom floor.

She sat on the edge of my desk, leaning back and spreading her legs invitingly. If my cock hadn’t already been rock hard, that would have done it for me. She had the breasts and body of someone much younger, despite being in her 40s.

I approached her and stared at her bare body in disbelief. I lined the head of my cock up with the opening to her pussy, slipping it around between the lips of her pussy as I’d seen actors in porn do.

She groaned softly, and I sank my cock into her, taking the final step into adulthood and leaving my virginity behind me. Her cunt grasped my cock tightly, and I started to slide back out again before driving my cock into her forcefully.

“Sorry,” I said, abashed, as she smiled in response and urged me to continue.

I started to work my cock around inside of her, leaning over slightly to angle the head of my cock down. She took the chance as I was leaning over and pulled my head down into a passionate kiss, her tongue hungrily searching inside my mouth.

As our kiss broke, I saw that her eyes were glazed with lust. I leaned down further and pulled one of her nipples into my mouth, biting it gently and eliciting a squeal of surprise from her.

With all the care I could manage, I pinned her nipple between my front teeth, flicking the end of my tongue back and forth across the sensitive nub. I felt her cunt grip my cock more tightly, and her body shuddered again as another orgasm rocked her.

Eventually, I realized I was going to cum, and I moaned in response.

“Pull out!” she commanded, and I obeyed, ripping my cock from the warm embrace of her cunt.

She dropped to her knees in front of me, taking my cock in both hands and thrusting it into her mouth. She wrapped her tongue around the sensitive head and sucked on it like she was attempting to get a golf ball through a garden hose.

This was all that I could endure. An eruption of cum exploded inside her mouth, coating her tongue and rolling down her throat. She swallowed and made a satisfied sound as she licked the last of my cum off.

“Don’t tell my mom,” I said, worried that my common sense had returned.

“Yeah, I think that would be a bad idea,” she said, smiling. “After all, if she knew we would never be able to do this again, and I bet you’ll be even better the next time.”