TrueSex4: [F]ucking a Wo[m]an Twice My Age | 2016

Growing up I was never the best looking guy around. I played a lot of sports, did a lot of long distance running, and had a family that was largely vegetarian. What this meant for me was that I was always emaciated and sickly looking. Needless to say, girls never showed an ounce of interest in me. Through the grapevine, I even heard a few girls call me “unfortunate looking”.

Boy, did that change when I went to college. I’m not sure if it was my hormones leveling off, or the best Freshman 15 ever, but I just finally filled my body perfectly. I was no longer skin and bones, my face was full, my jaw square, and I was attracting the attention of ladies that just 6 months ago I could only dream of. Like I said, I never could get a girl’s attention in high school, and now that I was considered “hot” for the first time in my 18 years, I took full advantage of it. In fact, I took four glorious years of advantage throughout college. I find myself forgetting a lot of these stories, and I wanted to share some of them with you.

Of all my stories, this is the one my friends call bullshit on. As ridiculous and seemingly implausible as my tales are, for some reason this is the one that no one can believe. Truth be told, if it didn’t happen to me personally, I wouldn’t believe it either. I hope you enjoy the story of me fucking the 38 year old stranger.

I was lucky enough to take an extended vacation in a foreign country at the age of 20. I was enjoying my new found legal self by drinking my face off at a bar with a couple of friends. Beer isn’t a huge thing in this South American country, so I was downing whiskey and vodka like a thirsty fish.

Eventually I made my way over to the bathroom, and I noticed near the door was this older but sexy woman drinking all alone. I speak fluent Spanish, but no way in hell am I confident enough to hit on a girl twice my age in a different language. So, I catch her eye, look away and go to relieve myself in the “caballeros” room.

On my way out of the bathroom, I’m making a bee line for my table of friends, when I hand grabs at me. It’s my sexy older vixen. She has jet black hair of shoulder length, dark brown eyes, light olive skin, and big breasts. She’s not skinny, but she’s not heavy and it’s easy to tell she may have a kid or two. In her heavily broken, accented English she says “Are you American?” I respond yes, and she starts telling me of how she has always wanted to visit. We get to talking, and it’s in no way sexual, but I’m happy to learn more about her country and her perceptions of America and Americans.

After about 10 minutes, she invites me outside for a smoke. We make our way out of the bar and light two up. As we’re speaking Spanglish, she motions that she lives right across the street from the bar in the high rise apartments. She claims the view is fantastic from her apartment and I should come up. A horny 20 year old me is no dummy as to what this implies.

I follow her up to the apartment, and boy she wasn’t kidding. She has a beautiful view of the cobblestone streets below and nightlife in the district. I’m looking out her window when she grabs my head and starts kissing me. She whispers in Spanish “I’ve always wanted to fuck an American”. Her hand shoots down for my crotch and she starts rubbing me through my pants. Then all of a sudden she stops everything, and leaves the room through the door in her kitchen.

I’m shocked and confused. I have no idea if I’m supposed to follow, if she’s going to come back, or if I should just leave now. I wait the longest minute of my life, and then decide “fuck it” and follow her through that random door.

I enter a dark room and flip on the lights to the most beautiful sight in the world. She stripped to her underwear, a black thong, no bra and is in bed on her knees with her ass high up facing away from the door. I can’t believe my luck as I see her head shoved into the pillow. I quickly take off my shirt and jeans, but slowly walk up to her. I give her a sharp spank and she moans into the pillow in approval. Normally, I’m pretty silent during sex, but I don’t know what came over me at the moment. I said “You want to be my whore, and have this yankee cock fuck you, lil slut? She responded “si, por favor”. There was no foreplay. I pulled her panties to the side, and pushed my cock head right up against her pussy. She wasn’t super wet, but I didn’t care to try and make this easier. With a grunt, I pushed myself in, and she moaned “fuck me”. I slapped her ass, and started pounding away. I felt stupid for not using a condom, but at the moment I was in pure bliss as I fucked her harder and harder. I held onto her round ass, and shook the entire bed as I roughly pulled in and out.

I reached across her back, and grabbed a fistful of hair. She yelped as I pulled her head up and grabbed at her tits. I whispered into her ear “how you like being my slut?” She just kept moaning, and I spanked her again and commanded her to answer me. In short, exasperated breaths, she told me she loved it and wanted me to continue.

I threw her entire body into the bed and quickly turned her over. I pushed her arms apart and climbed onto her chest. Once again this is incredibly unlike me, but it was too late, I was living my porn fantasies. I took my cock and slapped her across the face with it. I then put in in her mouth and began to move my hips. I pulled my cock out, slapped here again and moved away from her face.

I moved down and began to fuck her while on top. I sat on my knees, locked her legs in my elbows, and began fucking her as hard as I could. All of this took probably only ten minutes, but it was too much for me and I knew I was going to cum. I told her as much, and she told me to cum inside her. I was stupid, but not that stupid. I pulled out and aimed to shoot her stomach. I’ve never been a big shooter, but this wasn’t any day. The first spurt landed above her head, the second and third hit her squarely in the face and mixed with her hair.

She just laughed and called me her “yankee”. She stepped into the shower to clean up, and I unfortunately had the post-orgasm clarity kick in. I had just followed an unknown woman in a foreign country to her place and fucked her without a condom. What the fuck was I thinking? I quickly put my clothes on and immediately left. I got myself tested the next day (clean!), and I never saw her again.

To this day, I wonder what she thought or how she felt when she got out of that shower.

Let me know what you guys think, and I'll post more.