[MF] Busted in a car with a milf twice my age.

I’ve always had a thing for older women. Seeing Stiffler’s Mom on American Pie as a teenager and fantasizing about meeting my own version someday. I lost my virginity to a family friend and former babysitter that was 6 years my senior. But that’s a different story for another time. I want to tell you about Katie.

I was 19, heartbroken from getting dumped by  my high-school sweetheart after she told me she was fucking the guy down the hall in the dorms. Yeah, she dumped me… My self esteem wasn’t great back then. I was too raw for dating or anything relationship like; I devised a guilt free search for meaningless sex.  Long before tinder, Swinging and Adult Lifestyle websites were my best hope next to Craigslist.

One of my first replies was from the female half of a couple.  She said she was looking for a young guy, experience unimportant. We started chatting and I was so over-eager, I’m sure. She was a gorgeous blonde married milf of 2.  Her body was that of a real woman; curves, cute little love handles and a couple of stretch marks, battle scars from motherhood. She appeared confident and sexy in her photos and had a wonderful way with words. She was reassuring and kind as I nervously told her that I was new to the concept of casual sex. Our age difference intimidated me as much as it excited me. She was 41, 22 years older.

She told me that she was actually looking for a ‘young and inexperienced stud for play while hubby is away’ and that she loved to teach. I couldn’t believe it. I felt skeptical and pressed for proof. She met my requests with such grace and patience. I was realizing she was real and panicking about the pressure to follow through. She eased my nerves and after a couple days we set up a meet.

Her youngest son was home so she couldn’t host. I was too shy about my new found ‘lifestyle’ and 40+ Mom date to risk being caught by my roommates so I couldn’t either. We decide to meet at a bar/restaurant near her place, talking on the phone on the road. She kept the conversation light and fun. We flirted and I remember thinking she seems too cool to be twice my age.

I arrive and walk inside, the place is mostly empty and she’s hard to miss. Low cut top, fresh curls in her long blonde hair, tight jeans with a couple stylish rips in them and heels.  She smiled and waved me over like we’d known each other for years. I was paranoid the other patrons or the bartenders had us figured out.  Katie made it feel comfortable and familiar. We flirted and I was dying to play and she knew it.

She finished her drink and chuckled, “It’s been a long time since I fooled around in a car…”

She motioned for our tab and paid. We made our way to her car.  I felt brave and gave her ass a firm squeeze as we walked in the parking lot. She giggled and gave me a peek of her skimpy thong rising above her jeans. I told her that was a weakness of mine, drove me crazy.  She knew it too.  We got in her car and drove off. I groped and massaged and teased her the whole time. She took us to a business park that was only partially developed. One big warehouse storefront alone in a cul-de-sac off the freeway. Katie parked outside the glow of the single street light.

The nerves were gone. We dove straight in. Passionate, deep kissing broken by awkward attempts to get our pants off in the front seats. She threw a string of condoms from her purse on the dashboard.  Her thong was soaked. I pulled it aside and slid my fingers over her clit. She gasped and smiled and reached for my cock. Katie ran her fingers over my shaft and head. Gently dragging her fingernails up and down as we made out. She soon took more control, taking my cock firmly in her grip and moving to straddle me.

She tore the condom from its wrapper and struggled to see, her head pressed against the ceiling. She broke the tension, laughed and without hesitation, kissed me and moved to the back seat. Once settled, she started
going down on me. Her mouth was amazing. Changing pace, pressure, tongue, hands… Anticipating my needs before I knew them.  I had only experienced girls my age who did their best to imitate the porn that raised them.  Single speed, hard and deep without variation or enthusiasm.

I was throbbing and aching to get inside her.  Mercifully and likely knowing her mouth was getting me too close, Kate got a fresh condom and straddled me like before. I’ve got a cock I’m proud of. Katie was the first to say it but I’ve heard it described like this since:

“It’s perfect. It’s thick and will always stretch me out. Just long enough to hit real deep but not seriously painful deep. Hurts so good.”

She firmly rolled the condom down my cock. I looked up to her in the dim light as she guided me inside her. Slowly she lowered herself down, taking every inch until she bottomed out. She moaned and took a deep breath before slowly grinding me deeper. I could feel her juices start to run down my thighs. Her pussy gripped me tightly and felt hot around my cock.

She grinded furiously, never lifting or giving me opportunity for a second thrust. She came hard. Her nails felt like they were piercing my shirt. Despite being thoroughly numb from the condom, I could feel her pussy squeeze me tighter as she came. Without skipping a beat, she began bouncing on my lap. With long full strokes she rides me. I squeeze and smack her ass. Much sooner than I’d hoped, I was getting close to cumming.

I tried to mirror her and thrust back in rhythm. She knew I was close. With one hand on my chest and the other on my leg, she stopped me.

“Nuh uh… I’m gonna ride you. I wanna make you cum. You can pound me hard next round.”

It didn’t take much more than that. She rode me knowing she’d sent me over the edge. She slammed down on me harder and harder. Katie had an innate ability to multitask and would send me into sensory overload. She’d pull my hair and drive her tongue into my ear as I began to cum.  I gripped her ass as I felt the condom flood.  My cock swelled and throbbed and pulsed as her cunt milked me dry.

She squirmed a bit as we caught our breath. Seconds later, we saw headlights at the end of the road coming our way. Flustered and panting we get back to the front seats. Before we even think about finding our pants, a spotlight from the approaching car comes on… Along with flashing lights.

It was the sheriff’s dept. With our pants crumpled on our laps, the deputy comes to the window. His flashlight makes a few passes through the cab. There’s condoms on the dash and one leaking on the back seat. He looks to Katie and asks if she’s OK.

She giggled, “Oh yeah. A little embarrassed but we’re good.”

He took our id’s back to his car. We fumbled to put our pants on in silence. He returned after a couple tense minutes. He said that there are probably better places to be and let us go. We laughed all the way back to my car.  We shared a few deep kisses saying goodbye. Fighting the urge to tempt fate by stripping down we agreed to stay in touch.

Within a week we found a day that her house was empty. We had the place to ourselves. She made a point of fucking me where her husband sleeps and made sure I knew it. The second encounter raised all kinds of questions about my understanding of love and marriage.  Katie was more than happy to share her perspective and help me understand the dynamics of love in her relationship. More on that later.

Tl;dr I was 19, she was 41. Fucked in a car and got caught by the cops with our pants down.

Source: reddit.com/r/gonewildstories/comments/b1acuv/mf_busted_in_a_car_with_a_milf_twice_my_age