Meeting Madison
I met my girlfriend Madison at her high school's homecoming football game three years ago. Her dad was a friend of my dad's, and she was playing in the band that evening. After the half-time show she came and sat with us in the bleachers, and I couldn't take my eyes off her.
She was about 5 feet 2 inches, long dark hair, freckles, and a perfect bubble butt. I was instantly smitten. She had the cutest accent, sounding like she had just fallen off the hay wagon on the farm. I decided I needed to get to know her better.
After the game I offered to give her a ride wherever she was going, her mom and step-dad had their two youngest kids with them, and gladly accepted. I told Madison that I would wait for her in the student parking lot. My heart was fluttering with nervousness by this point.
(While waiting for Madison, let me fill you on on myself. I'm Kayla, a then 26 year old mom of a precocious 4 year old little girl, who is my mini-me in every way. I'm bi, and while I still love cock, I'm romantically attracted to women. Especially this late-teen band geek that I'm about to try to seduce. I'm in the public safety profession, and what I was about to attempt was such a no-no, but I wasn't thinking with my brain that night.)
I drove to the edge of the parking lot closest to the band room to wait, and saw Madison and two others sitting on the loading dock. They had changed out of their uniforms and were trying to hide the fact that they were smoking. How adorable, as I find girls smoking to be incredibly sexy. My smoking fetish demands it. This was definitely a plus, and thought about how to use it to further her seduction.
She waved bye to her friends and climbed in to the Tahoe. Her short stature proved a challenge but she eventually made it in the passengers seat. As we pulled out of the parking lot, she turned to me and asked "You didn't see any of that, right?" I glanced over at the cautious expression on her face and said, "Didn't see what?", then lit a cigarette, and handed her my pack. She face split into an adorable grin, as she lit one of her own, letting the smoke waft from her lips and out the window into the chilly October night.
We drove into town, stopping at the Starbucks for coffee. Getting back into the truck, I turned on In This Moment's "Sex Metal Barbie" on low, and sipped my latte while looking at her from the corner of my eye, only to see her doing the same. I broke out into giggles, and asked what she had planned for the rest of the night.
Madison mentioned her friends were going across town to hang out (which I knew to mean celebrate the teams' win like hooligans in the WalMart parking lot) but she wasn't feeling that tonight. I appeared to think about it for about it for a second, then asked if she wanted to go to the Swinging Bridge and hang out. I knew there would be some others there, but no one would bother any of us, as the Bridge is on private property at each end, and given over to recreational fishing and kayaking. If some underage drinking and other foolishness happens, so be it. No one lives close enough to hear music or other noise, so the town LEOs wouldn't show up unless someone there called them.
She was down for this, so we went to Sheetz, and I went inside to get a few packs of wine coolers. I also grabbed a pack of smokes for her, and we took of towards the river.
When we arrived, only two other cars where there, so we parked at the edge of the dead end turn-around, got out and walked across to the middle the bridge. It was 11pm by then, with a sliver of a moon to see by. We hung on to the cable hand rail tightly, as a cold breeze was blowing down the river. I shivered involuntarily, and Madison (call me Madi) put her arm around me and hugged me, to which I responded with my arm around her. We stood there shivering occasionally for a few minutes with the foot-bridge swaying in the wind, then decided to get back to the warmth of the Tahoe.
Back in the truck we grabbed some wine coolers and cracked the windows, with the heat turned up. We quickly shed our coats, which allowed me a very nice view of this tiny girls cleavage, barely covered by her tank top that she had worn beneath her band uniform. My own tits were nearly on full display, and I was feeling very dangerous tonight.
As she lit a cigarette, I was drawn to her full lips and knew I desperately wanted to feel them against my own. I reached over, tucking a strand of her hair behind her ear, as she turned to me and offered her cigarette to me. I took it and took a deep drag, allowing the smoke to slowly waft from my lips. I smiled at Madi as I handed it back, then took a pull from my bottle. I wanted to make a move but wasn't sure how receptive she would be. I was encouraged when she put her arm around me earlier, but I didn't want to blow it by moving too fast.
Madi then sighed deeply, like she had the world on her shoulders. I asked what was wrong, genuinely concerned for this sweet girl. She replied that she wished she could stay here forever and not go home. I asked why, and was rewarded with a nightmare of verbal and psychological abuse from her stepfather, with no intervention from her timid mother.
After she was finished, I wasn't sure exactly how to respond. I leaned across the console and hugged her tightly, feeling her heart thumping within her chest.
I had her call her mom, then took her phone when she answered. I asked if Madison could babysit for me tonight, because I was asked to work due to someone calling in sick. Her mom agreed easily, and I promised I would drive her home after 8am.
Madi looked at me with surprise on her face. I just smiled and said tonight didnt have to end so early. I hugged her again, then kissed her quickly on the lips, pulling away before she could react.
As it was 11pm, there wasn't a lot to do (besides the depraved shit I sometimes got in to, and she wasn't ready for that yet), so we drove to my house. Going inside, we but the alcohol in the fridge, and I grabbed the bottle of margaritas and 2 glasses, and we sat on the sectional. My daughter was at my dads for the weekend, so we were alone and could be as obnoxious as we wanted. I took off my shorts and tshirt, and invited her to do the same. Soon we were in nothing but tshirts and leggings, and we set out to kill the bottle while sharing a few secrets.
Madison was surprisingly comfortable around me, which was a very pleasant development. As it turns out, the reason her stepfather was being an asshole was because she came out to her mother as bisexual. Being super-annoyingly religious, her mom and stepdad were basically shunning her when she was home, with the exception of public appearances, like the football game. Luckily my own father was very understanding of my sexual preferences, so I never had to go through what she was enduring.
We drank some more while listening to my playlist, and I leaned over to her and quickly kissed her again on the lips. I didn't pull away like before, nor did she, instead leaning into my kiss, her tongue timidly searching for mine. I didn't disappoint her, and soon we were locked in a heated embrace, tenderly at first, then with mounting passion as our tongues found eachother, our moans going unheard by anyone else, our need desperate as she pushed me back on the sectional, straddling my lap as I unclasped her bra, allowing her pale breasts to spill out, her perfect nipples proudly displayed, begging to be devoured.
My lips moved to her nipples, resulting in a strangled moan from my lover, my tongue swirling around her nipple, gently sucking at first, then with abandon as my other hand found her swollen mound, my fingertips quickly locating her clit as my lips found her other nipple, devouring this little girl who so desperately needed the release from a religiously oppressive bullshit home environment.
As we kissed some more, my fingers pressing into her swollen mound, I was overcome by the intense desire to induct this little girl into my world of evil depravity now instead of later. No doubt she would enjoy the benefits, but could her mind survive without breaking? Only time would tell. I decided to revisit this at a later date.
Slipping two fingers inside her, I began fucking her tight hole slowly, enjoying her moans of surrender and she pushed her hips back against me, her kisses now more intense against my mouth, her hair falling around our eyes as I stole away any innocence my young lover may have had left within.
We broke our embrace briefly, as I got two bottles of water for us, then led her to my bedroom. Lying on the bed, I invited her next to me, and retrieved some items from the nightstand drawer. With her lying next to me, I leaned in and kissed her lips, tasting her delicious mouth upon mine, as I placed one end of my doubleheaded dildo against her hungry pussy, rubbing it against her lips as her juices coated the head. Kissing her harder, I slowly pushed the head of my latex cock into her fiery cunt, letting her get accustomed to the feeling of being stretched open before advancing further into my lovers young fuck hole.
I hugged her tightly, kissing her neck as her eighteen year old girl pussy became a womans' gaping cunt. Her continued moans told me she was receptive to my attentions, so I placed the other end against my evil cunt, and plunged our substitute boy toy deep inside me. Once our pussies were nestled against eachother, I began grinding against my young lover, her moans growing in intensity as we made love, her hips thrusting against mine, my hands cupping her pale asscheeks, spreading them apart obscenely as we fucked, my fingers finding her puckered shithole.
I sucked on two fingers, then returned them to her shapely ass, massaging her brown hole as we fucked eachother desperately. I could feel an intense orgasm building, so I slowly pushed my two fingers into her tight shithole to my second knuckle, and heard her gasp then moan loudly. Our rhythm increased then, thrusting and grinding from lust and desperate need.
I felt Madi tense up suddenly, I kissed her ear and neck lightly while grinding hard into her cunt, as her arms tightened around me. I whispered "I love you" in her ear as my own orgasm overtook me, and I kissed her deeply as our pussies spasmed around our silicone cock, with my fingers buried inside her clenching butthole.
As we came down from the dopamine rush, Madi looked into my eyes and said "I fucking love you. Did you mean what you said?" Continuing to grind my pussy into hers, I told her I did mean it, while realizing I did. I loved this girl incredibly. I told myself it was lust and post-coitus emotions running high. Little did I know at the time.
As we broke our sticky embrace, I lit a cigarette and handed it to her, then moved lower in the bed. As my young lover smoked seductively, I plunged my tongue inside her still gaping pussy, tasting our combined juices as I watched her smoke, my eyes locked on hers as I devoured her swollen cunt, then abused her clit with my tongue, bring her to another beautiful orgasm.
Later I would teach her to return the favor, but for now I would savor the last of her innocence lost to me on this cold night in October.
Posted May 1, 2026, 3:37 AM UTC