Author: AGirlNamedTaylor

[FM] A professional football player took my anal virginity and made me squirt

Charlie and I had been FWB for a few months the first time he tried to stick his dick up my ass. I let him try, and it felt like my asshole was ripping when he tried to push inside. I had not prepared at all, and the wetness from my pussy on his penis was not nearly enough for anal sex.

It ended almost as quickly as it began.

“Ahh! Fuck! Stop, it’s too painful.” I said.

And that was the end of it.

I googled how to make anal sex more comfortable shortly after that. I bought a plug (metallic, pink jewel) and started wearing it. I’d practice wearing it about 30 minutes per day, to dilate my anus, then take it out. Pretty soon, I started wearing it outside on short trips to the grocery store, or restaurants. I actually began to really enjoy the feeling of fullness it gave me. I found that an Epsom salt bath after always really helped.

Soon, I felt I was ready for a dick.

I texted Charlie.

“I’ve been thinking about something for a while.” I texted.

“What?” He responded. Read more »

[FM] A Universal Guide to Getting Out of the Friendzone: Get Drafted Into the NFL

You guys are going to think I’m super shallow after this one. But in all honesty, when you have the opportunity to say that you are fucking a guy in the NFL, you take it. Right?

Charlie had been trying to get in my pants since Sophomore year, and I completely friend-zoned him. It’s basically as simple as that. Many girls at my school probably would have jumped at the opportunity to date Charlie, although he isn’t the hottest guy in the world, he is cute, and smart, and funny, and was on the football team.

But Charlie and I were better off as friends. That’s just how I felt, and I let him know. But that didn’t stop him from trying. I rebuffed his attempts, but I didn’t mind him continuing to try.

In sum, if you had told me that Charlie and I would be enjoying some of the most depraved, exhilarating sexual experiences, I have ever had, I’d say you were lying. But we will get to that. This story is to tell you how it happened. Read more »

[FM] Fucked my co-worker in his car when we got stranded on a beer run for the Christmas party

“Taylor, would you go and grab us more alcohol,” my boss, Seth, said with two hundred dollars sticking out of his fingers. It was the firm Christmas party. I had been working for my dad’s friend as an administrative assistant for a few months at this point. My job often included running errands for him, so I wasn’t overly surprised by the request, though I was a little bummed that I had to leave the party.

“Sure thing,” I said, taking the bills from Seth’s hand. The only problem with this, of course, was that I was a little tipsy, so when I tried to grab my keys I felt a hand grab my arm.

“I don’t think so.” I heard from my side. Jorge my Latino co-worker was smiling at me, but almost with scorn. “You’ve been drinking, and I can’t let you do anything stupid. I’ll drive.” He grabbed his keys and we headed out. Read more »

[FM] His mom walked in on her son blowing his second load on my face

Peering through my sunglasses at the neighborhood pool, I tucked a strand of my hair behind an ear before flipping over onto my stomach on my pool chair. It was summer, and I was back home with my parents. I saw Sean’s shadow before he spoke.

“Hey, Taylor.” Sean said, trying to act cool as his buds watched him snickering. It didn’t take much to know exactly what was happening. They had dared their friend to come talk to me, and he was being a man about it. Ugh, boys.

“Hey, Sean! Long time no see.” I smiled, sitting up and watched Sean’s eyes go directly to my new boobs in my tight bikini top. “What’s up?”

Sean was a couple years younger than me and had just graduated high school. I know he was an athlete of some kind, but couldn’t remember the sport. He was cute, and I was prepared to make him look like a freaking stud in front of his leering friends.

“I was wondering if you had anything going on tonight?” Sean asked.

I paused for effect, “You mean like a date? Oh, I would love to! What time are you picking me up?” Read more »

[FM] My High School Crush Didn’t Remember Me Until After We Fucked

I first met my Little Sister (or just “Little”), Rachel, on Bid Day. Yes, I was part of a sorority.

So one of the biggest stereotypes I think I see in movies or shows about sororities is that they are filled with promiscuous girls that flaunt their bodies and have sex every day. Well, if you knew me for my first two years in a sorority, you’d know that wasn’t true. It was dryer than a popcorn fart in my room.

Anyway, back to the story at hand. Rachel was officially living in the Chapter house now. I was in my room studying when I heard Rachel talking to a guy in her room.

“Oh! That reminds me, I want you to meet my Big. I don’t know what I’d do without Taylor,” she said. “Just a sec, let me get her.”

A moment later, Rachel was in my room. “Hey do you have a second, I’d like you to meet my brother!” I love my Little. And I could never say no to her puppy dog eyes and pouty lips. Faking exasperation, I got up and followed to her room.  Read more »

[FM] I lost my virginity to a DILF

Sex is something that has always made me a little uneasy to talk about. So this is a little bit therapy for me, as much as I want you all to also enjoy what I write.

I guess by way of introduction, my name is Taylor. I’m 22-years-old. Im 5’5, blonde, and have DD implants. I was blessed with itty bitties, and while I know that might be what some guys go for, it was a point of insecurity for me growing up and in college. So when I had saved enough money, I got myself some boobies and my body confidence shot up.

I went through all of high school without much of a dating life. I had crushes, of course, but I was definitely what most would call a late bloomer in the looks department. I had braces and big thick glasses, and I was on the thicker side. I’m pretty much opposite now: a gym membership, Invasalign, and contacts will do that for you. It helps that I also learned how to apply makeup and style my hair so it was less, well, poofy. Read more »