My Affair with an older woman (M/F) | 2016

I met Mary back in 2001, I had just turned 21, and we had met on Yahoo chat on one of those state specific chat rooms. After talking for a brief amount of time, we found out we were relatively close, less than 40 minutes separating us. We grew closer over the coming weeks, and soon, I had told her that I wanted to meet, which, she agreed to. Our first meeting was in a public park, halfway for both of us. Physically, nothing happened, but the chemistry was immediate, and very apparent. I later found out she had to pull over to finger herself at a small park before her house, she walked in with her panties soaked through to her jeans. I did not find out until after this meeting that she was married, that she hadn't been touched by him in years, he spent his time downstairs playing computer games, leaving her to fend for herself. She had stability, but, no passion, no fire, she had a roommate, what we found in each other was exactly what we needed.

She was a thicker woman, but her curves were perfect, not much chest past a B cup, but her hips and ass made up for it, and her skin, her skin was so soft, like touching silk. Her hair was naturally blonde, and her eyes the deepest blue, even 13 years later recounting this, I can see those eyes perfectly, remember the softness of her skin, smell her perfume. Our next meeting took us to a park and ride near her house. It was dark, past nine at night, and she had worn tight jeans and a blouse. I jokingly said "Those might not let my hand down the front of them when things heat up." She smiled and said "Well, what's saying you'll get the chance if mine are already down yours?" We slid into her sports car, not a ton of room for a guy 6 feet, but for her I managed. She was normally shy, demure, and before I knew it she was straddling me in the seat, grinding into me, biting my lip, licking my tongue and telling me not to move. She was grinding so hard, telling she had planned this from the second we made the date, I kissed her long, deep as she continued, my hands squeezing her hips until I knew what was happening, could feel the warm rush, she was cumming, hard and evidently a ton in her panties. She moaned through our kiss, her hips quivered, my grip tightened, showing her I was right there, not leaving. She opened her eyes, leaning down to whisper in my ear "That is what happens when you don't get touched for two years, and it's just the start." She licked my earlobe, kissing my neck softly, my hands moving to her back and caressing that silky soft skin. Unfortunately, a passing patrol car turned to investigate, ending our fun. "I'll call you tomorrow, I need to go take care of this, I need you, soon." And we parted, our minds swimming, my cock practically ripping out of my jeans, wondering what I had in store for me.

Two nights later, she called and said "I can't wait anymore, get over here, now." So I drove to her house, it was late, past 10. She ran out of the back patio door and hopped into my truck, giving me a long kiss and grabbing my cock. We talked about our options, she couldn't just disappear, he was home, there were neighbors still up everywhere. She looked right at me "Fuck me in the garage, against his car." My jaw dropped and I said "You're joking?" She shook her head no. "He's in the middle of a marathon session, he's been playing for like 28 hours straight, he'll never know, just us, no neighbors will see." By this time, I couldn't stand it, I had to have her. Her touch, her scent, everything, I needed her now, and I was going to have her, in every fucking way I could get her. I followed her into the garage, she closed the door, and we just started. Deep, passionate kissing, my hands finding her bare ass, squeezing. I had told her how much I loved her ass days earlier, she promised me if I was "good", it would be mine in every way I wanted. She fumbled with my belt, opening the button of my jeans, shoving her hand down and gripping my cock, a moan of satisfaction of finally having her bare hand on it, she began stroking immediately. She looked at me with this look of pure, wanton lust that I had never seen up to that point. I was done waiting, all of the anticipation, the buildup, I threw her over the hood of his car, pulling her pajama shorts down, a red G-string disappearing between her cheeks, not even covering a freshly shaved pussy, the fabric long since turned dark from her wetness. "Keep it on!" she moaned, I just pulled it to the side. Before I slid in, I had to taste her. I got on my knees, grabbing her hips and sliding my tongue inside her, again and again, her juices cascading out and onto my face. Finding her clit, and taking a long, wet lick from her clit to her asshole, hearing her gasp as the tip of my tongue pushed against it. She reached back, pulled my face between her cheeks, "Tongue it, tongue my ass!" I spread her ass and pushed my tongue inside. I licked from her pussy up to her asshole and back, until she was equally as wet in both. This went on for a few minutes, her sweating all over his freshly waxed hood, me tonguing her asshole to the point she was about to explode. "Do it, do it n...." and before she could finish, I had slid into her pussy. Two years of being tossed aside and ignored, two years of pent up frustrations exploded on my cock in seconds. She went wild, pushing back, meeting my thrusts, "Harder!, harder!" my hand finding her long, blonde hair and pulling it, spanking her with the other. Looking down I could see I was dripping in her juices, it was such a turn on to see that white cream all over my cock.

I had one hand on her shoulder now, the other still wrapped in her hair, she was lost in her own world, pushing her hips back as hard as she could and with the last one, feeling her tighten, I knew. She pounded the hood, she lost her breath, but her pussy was gripping and loosening in a frenzy, I drove inside deep and did something I never expected to do, but she loved. I wrapped my hand around her throat from behind, and began to squeeze. "Yes, fuck fuck fuck yes" was all she could murmur. I hadn't cum yet, and she knew. The last few waves passed over her, she pushed me back and without words, got on her knees and cleaned my cock, coming back up she kissed me long and deep. She pulled away, and said "Do it, fuck my ass." We hadn't done anything like that yet, but she was un-phased. "Use my juices and get more in there, but I'm fucking soaked already, use your fingers baby, first one, then two, I'll be ready after." I used spit, I used her juices, and my first thick finger went in effortlessly to her approval. The second I slid in, little by little, until I was knuckle deep in both fingers in her ass. A bit of pumping in and out, and her getting acclimated. She looked back and with that same expression "Do it, fuck my ass." I placed my head at her asshole and started pushing forward, I'm thick so she noticed the immediate change, but handled it without missing a beat and before I knew it, the first inch was gone, and I was all the way inside. I had a moment of clarity and looked down, I'm 21, fucking my 34 year old married girlfriend in the ass, bent over her husband's freshly waxed car...yep, keep going, and I did, and it was in a word, amazing. There was no awkwardness of it being our first time, there was no audible discomfort, she loved every second to the point she was pushing back for against me. She could see how much I loved it, and told me to stay in, cum in her ass. I couldn't last any longer, I was so pent up. I grabbed her hips, and I erupted. She would tell me years later she can still cum from thinking of my cum shooting in her ass, feeling every drop. Days of pent up frustration that I hadn't taken care of, suddenly were rushing deep inside her. I collapsed on top of her, both of us trying to catch our breath.

We eventually separated, got cleaned up and I ducked out the door. Not before giving her a long kiss, her ass one last squeeze, and her saying "We do this WAY too well you know." And I disappeared into the night. She called me later, saying not 5 minutes later, he had come out to the garage, asking what the hell she was doing, and yelling at her about something being broken in the house. She just sat there, completely content, a smile on her face as she felt my cum sliding out, across the G-string and down between her cheeks. Things only got hotter after this...