Reconnecting
by MindSketch
Copyright© 2024 by MindSketch
Erotica Sex Story: Back from college for the weekend, Adam runs into an old acquaintance from high school... someone he fantasized over during some of his most hormone-fueled years - his old babysitter.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Consensual Fiction First Oral Sex Babysitter .
“Adam? Is that you?”
I paused mid-stride and looked around, unsure of where the voice had come from and a little wary while out in the dark. I didn’t see anyone at first, but then movement caught my eye, and I had to concentrate to see the silhouette of a woman slowly approaching me.
“Yeah?” I said, squinting to make out who that was. The voice had been feminine, which was the only reason I hadn’t kept moving. Women usually didn’t represent a threat in a dark parking lot.
“Oh god! I thought that was you,” the woman said, stepping closer. The light from the Walmart sign illuminated enough of her features for me to identify her as Kayla McHenry, my regular babysitter from eight years old to twelve. Mom and Dad were both ambitious career people who regularly worked late into the evening, and Kayla had become a regular part of my life during those formidable years. They must have paid her a small fortune between her Freshman and Senior year to look after their only child. Many of her weeknights and weekend evenings were spent watching movies with me, playing games, or driving me to various extracurriculars.
I hit puberty during those years, too, which meant that she’d also featured prominently in my imagination during my hours-long gooning sessions at night. She had thick, straw-colored hair that hung to her shoulders and had developed before she’d hit high school so that she had B-cup tits the day I met her that had developed into healthy D-cups by the time she graduated and left for college. She’d pursued a degree at a college across the country and had seldom returned for visits, which was good because our hometown was tiny, with barely anything to do.
That was a big part of the reason why I left. I wasn’t attending a college across the country, but an hour and a half away in a college town was a better option than staying around here. I was pursuing a degree in computer science, which kept me from sticking around to bag groceries at the local Walmart or work at the hardware store.
“Kayla?” I asked. “Is that you?”
“Yeah! I can’t believe it’s you! It’s so good to see you!”
“You too!” I said. She came over to me, and I hugged her, noting her large breasts crushed against my chest.
“What are you doing here?” I asked. “Didn’t you get out of town?”
“Well,” she said, “You know what they say about this place. You eat the Dairy Queen once after graduation, and you’re doomed to return.”
“Shit,” I said. “You ate the DQ?”
“I’m a sucker for their steak fingers,” she said with a laugh.
She still had a good figure. Her large breasts had grown if I remembered correctly, and it looked like she’d put on a few extra pounds, but they made her look good ... especially her ass.
“Listen,” she said, “I need to get home. My dad’s watching Caleb and has to go into work soon. Are you doing anything?”
“Not really?” I said. “ I was supposed to hang out with a couple of people, but they canceled on me, so I was just going to head back to the house and study for a while before turning in.”
“You want to come over?” she asked. “I wouldn’t mind catching up with you. If you’re not busy, that is.”
The invitation felt like it came out of the blue and caught me off guard. Why would Kayla want to hang out with me? Sure, we had spent much time together when I was younger, but that was years ago. What sort of things would we have in common to talk about? Still ... I had nowhere else to go. I shrugged, opened the maps app on my phone, and handed it to her. “Sure. Type in the address.”
Forty-five minutes later saw us sitting on her couch, laughing at some of the old bullshit I put her through as we sipped red wine. That is, I sipped my first glass. She was on her third.
“Hahahaha,” Kayla said, brushing her hair out of her eyes for the third time as she cut a glance over at me. “God, you really would not shut up about that book.”
“That was your fault,” I pointed at her accusingly. “You’re the one reading me scary stories.”
“It was in school libraries all across America!” she said in mock defense. “How was I supposed to know they would be that bad?”
I chuckled and sat the half-empty wineglass on the table, and Kayla eyed it.
“Don’t like it?”
“Not really,” I said. I’d had beer at college, but drinking red wine was a first for me, and I wasn’t impressed. “I’m more of a beer guy.”
“Typical man,” Kayla said with a shake of her head. “Just like my husband.”
“Yeah,” I said, looking around. “You never mentioned where he was.”
She sighed. “That’s why I came back here. He left me for a younger model about nine months ago. I tried to make it about three months in Seattle without him, but it’s expensive. Especially with a kid. My mom convinced me to come back here until I got back on my feet.”
She flashed me a sad smile, and it deepened when she saw my look of pity. “It’s only for a little while. Once I get on my feet, Caleb and I are out of here.” I found out that Caleb was her one-year-old, who was asleep in the back room.
“I’m sorry,” I said. “Divorce sucks.”
“Your parents are going through it too?” Kayla said. “I heard about that.”
I shrugged. “It’s not like I didn’t see it coming. I’m sure you saw the signs, too.”
“I did. Still doesn’t make it any easier,” she said. She leaned back against the couch and threw back her wine glass, killing the remainder of the crimson liquid gathered at the bottom. She sat it on the side table, and we silently stared at the opposite wall for the next few minutes.
I finally looked at her and caught her looking over at me, her eyes slightly unfocused, and while she wasn’t fully drunk, she was clearly buzzed.
“So, are you seeing anyone in town?”
“No,” she said, laying her head against the cushions and giving me a wistful smile. “What about you? Do you have a girlfriend at school?”
“I’m talking to a girl, but we haven’t made anything official yet.”
“Have you kissed?” Kayla asked.
“Yeah,” I said with a wistful smile as I recalled our first kiss a couple of weeks ago. It had devolved into a two-and-a-half-hour makeout session while watching one of the Fast and Furious movies. Vin Deisel gave his speech about family while I had my tongue down her throat.
“Just kissing?” Kayla said. Her eyes blinked slowly as she gave me a strange smile.
“So far,” I said.
“Mmm,” Kayla said.
We fell silent again as we stared at each other a bit longer. Finally, Kayla spoke up again, “Did you ever do it with what’s-her-name? Felicia?”
“No,” I said.
“Wait,” Kayla said, her head rising off the couch cushion as her focus became very clear. “Have you ever done it before?”
I was hesitant to answer, afraid I was about to get mocked for the truth, but too nervous to lie. Kayla had known me for nearly a decade, and I was pretty sure she could tell when I was lying despite having not seen me for almost six years.
My hesitance was enough of an answer for her.
“Oh my god, you’re a virgin,” she said.
“I’m ... well...” I trailed off and looked away, searching for a good excuse to leave. The next few minutes trailed off in silence, and I eventually looked back over at her in morbid curiosity. Her head was back on the cushion again, and she stared at me with a half-lidded expression.
“It’s nothing to be ashamed of,” she said, giving me a soft smile.
Unsure of what to say, I shrugged and looked down at the floor.
“Would you like to change that?”
My head whipped back around to look at her. “What?”
She slid one foot out from under her leg where it was tucked and placed it on my thigh, and I glanced down at it. She’d recently painted her toenails a deep burgundy, but I could see that time had worn away some of the paint on them as her toes slid across my leg.
I looked back at her face and into her light brown eyes, hardly believing what was happening. I remembered countless nights imagining what her tits looked like and wondering what her lips would feel like on mine. Thanks to the internet, I knew what a naked woman looked like. I’d seen all shapes and types of the female body, and I wondered which she most resembled. She’d been a gymnast in high school, so her body had been more svelt in those days.
Now, she had the full figure of a young mother, with wide hips, large tits that stretched the fabric of her shirt, and a Pixar mom ass. If I had just seen her from behind, I probably wouldn’t have recognized her, but while her face was a little more round, it was otherwise unchanged. She still had those large, expressive eyes, a cute upturned nose, and that wide, expressive mouth with those slightly bee-stung lips. The woman who I’d fucked countless times in my dreams was coming onto me.
She brushed some hair behind her ear and ran her toes down my thigh. “It’s been ten months since I’ve had any, Adam. I’m buzzed, and I’m horny. Would you like to lose your V-card tonight?”
She swirled the remaining bit of wine in her glass around as she studied me with a half smile. The hand that had brushed her hair back slid down her neck and chest, and her fingertips played across the stretched fabric of her shirt in small circles very close to where I could see the vague impression of a stiff nipple.
I slid my knees under me and got on all fours, slowly making my way across the couch toward where she sat on the other end, gauging her reaction as I reached her for any sign that she was messing with me. She looked me up and down and bit her lip.
“Fuck yes,” I said.
Kayla threw back the remainder of her wine, set the glass on the floor, and leaned forward so our faces were inches apart.
“Be honest, Adam,” she said, her voice barely more than a whisper. “Did you ever think about me?” I could smell the fruity wine on her breath.
The truth was too embarrassing, but it also had to be flattering for her, so what was the harm? “All the time?”
“Mmm,” she said and lay back on the couch, spreading her legs as she ran her hands up and down her thighs. “How old were you the first time?”
“It was the winter before you left,” I admitted, crawling between her legs until I hovered over her. “And constantly for about two years after that.”
Kayla gave me a shy smile. “Really? That long?”
“I think you were my first serious crush,” I said. “You wore baggy shirts a lot, but all those yoga pants. I always remembered your ass in those. I never could stop staring.”
“I haven’t been on a balance bar in years, Adam,” Kayla said. “I’ve put on a little weight since I left.”
“Kayla,” I said, looking her up and down. “You’re still fucking hot!”
She smiled again. “Kiss me.”
Not needing any other encouragement, I crushed my lips to hers and immediately invaded her mouth with my tongue. The sudden attack must have caught her by surprise because she squealed and didn’t immediately react, her body stiff underneath me. Then she relaxed, and I felt her tongue press against mine as it began lashing at it. The taste of wine was strong on her lips and tongue.
We spent the next twenty minutes making out. Her generous lips feasted on mine, teeth nipping at them. She sucked on my tongue as if it were a small prick and used mine to scrub every single inch of her mouth I could find. I was a tornado of desire and need, years of hormones making me wild with need, and I threw myself into her with wild abandon. She was also a wildfire but more controlled and contained, reciprocating the passion I craved but also directing me in more useful ways.
If it were up to me, I would have just flogged the inside of her mouth with my tongue for hours, but she showed me a better way. I shivered as she cupped my face in her hands and gently ran her lips over my skin. She kissed my forehead, nose, and lips, then turned my head to the side and ran her lips along my jawline. She nipped at them with her teeth and worked her way up to my ear, nibbling on it. I could already feel my cock on the verge of exploding, and its only action had been a few minutes of friction on a couch cushion as we made out.
With her lips pressed to my ear, Kayla whispered, “Take my shirt off, Adam.”
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