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You are here: Home / Blog / Fan Letters 17

Fan Letters 17

Posted on March 16, 2026 Leave a Comment

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Hey, Hey…  Hailey here with XXX fan letters 17; a new set of sexy encounters to share with you!

Sonya, from Denver, takes one for the team and bangs her boss! Meanwhile in Memphis, Mr. Jones fucks his stepdaughters best friend and finds out it was set-up!

fan letters 17 sonya in denver, co

My boss is one of those guys that everyone hates. He is very direct, quite grouchy, and extremely entitled. Don’t get me wrong, he’s brilliant; he has worked his way up the corporate ladder and definitely has contributed to the success of the company we work for. He’s not too terrible-looking on the eyes either. People generally try to avoid him and limit their interactions and communications. I’ve only been working here for five months, but you can sense the vibe.

A few weeks ago, I went to lunch with two other ladies who worked in my department. You all know when you’re outside of the office, in a more social setting, people tend to relax a bit. Anyway, the conversation flowed naturally as we got to know each other better. So I asked them, “Hey, what’s up with Mr. Knight? Why is he always so cranky and rude?” They kind of giggled and said, “That’s just how he is. But you know what? I think he likes you.” I was taken aback because I did not get that vibe from him. Cindy said, “Yeah, when we left the Monday meeting, I caught his eyes watching your ass as you walked away.” In that moment, I thought of Mr. Knight in a different light. I thought, “What if he’s just misunderstood? Maybe people have misjudged him, and he’s just stressed. Hell, he’s under a lot of pressure at work. Maybe home life is tough too, I don’t know.” I decided I would give him a fresh page in my book and see what happens.

sonya undressing for her boss
Sonya's boss licking her nipple and rubbing her clit through her pantyhose.
Sonya's boss licking at pussy, through her black pantyhose.

The next day, he called me to his office to discuss a report I had sent him. He was a bit frustrated, but I kept a smile on my face and a positive attitude. I leaned towards him, showing off the cleavage in my low-cut top. That definitely got his attention. He kept talking, trying to hold his composure. He asked me another question, and I told him that the detail was in another file. I turned to the file cabinet and hiked my skirt up to show off my cheeky undies under my stockings. He dropped his paper and pen and turned his attention to me. He asked me to close his office door and lower the blinds. I obliged, of course.

As I walked back to his desk, he cleared a space and pointed for me to sit. I undressed and sat on his desk next to him. He pulled my bra to the side, exposing my nipples, and he eagerly attacked them with his lips and tongue. Then, he pushed my legs open so he could massage my pussy, through my stockings. It was really hot, and I liked his aggressive attention to my body. I knew he wanted me.

Sonya sucking her bosses dick.
Sonya getting fucked on her bosses desk in missionary position.

I wanted to see what he was working with, below the belt. I positioned myself in front of him, unzipped his pants, and pulled his dick out. It was already hard, but I had a nice cock. Thick, veiny, and the head looked like a lollipop. I pulled him into my mouth and started sucking feverishly. At this point, I wasn’t leaving his office until I had an orgasm. I blew him for a while and then told him I needed to be fucked, and fucked well.

He lifted me onto his desk, ripped a hole in the crotch of my pantyhose and undies, and pressed into me. My body shuddered as I felt him in me. I begged him for me, and body did he deliver. He railed into me like he hadn’t had sex in a year! I could feel my orgasm growing, but I wanted as much of his cock as I could.

Sonya getting fucked, by her boss, from the back.
Sonya riding her boss in his office chair.
Sonya riding her boss in his office chair.

I pulled him to his plush office chair and sat him down. Sitting on his cock gave me more control to ride him. A different angle brought me a new sense of pleasure. It did for him, too. My clit was brushing against him, while my pussy enveloped his dick. And soon, I was climaxing. My legs were shaking as I came. Then, Mr. Knight told me he was gonna cum and shot his seed inside of me. I wasn’t expecting that, but I think watching me climax really got him off.

After our little sex session, we started getting dressed, and he told me, “Thank you. My wife is never in the mood, so it’s been a while. I hope that was good for you.” I just looked at him and gave a reassuring smile.

His mood was exponentially better the rest of the week. I’ve decided to fuck him once a week and be a true team player!

fan letters bottom graphic
fan letters 17 with Mr. Jones from Memphis, TN

I don’t know how to write this letter, so I’ll just get to it. I don’t have any kids of my own, never really had an interest in being a father. I’m 47, pretty successful in my career, and I keep up with my health and fitness. Two years ago, I married this smoke show of a woman (who could suck the soul out of a vacuum), and she had two kids. A 20-year-old daughter and a 22-year-old son. I didn’t really know how to be a “stepdad” (still don’t), but figured the kids were older, going off to college or in college, and had their own lives. Well, my stepdaughter, Britney, is definitely the wild child. Don’t get me wrong, she does well in school, holds a part-time job, and has a half-ass boyfriend she seems to like. But she parties a lot; we’ve caught her drinking, and one time, I walked in on her taking scantily clad pictures in front of her wall mirror. I’m talking bra and tiny panties. Not something I ever wanted to see. Her circle of friends are equally wild. Britney’s best friend is Amy, and Amy has been given too much freedom. No one is really parenting her or reigning her in. She’s kinda known for being a little slutty too; I’ve overheard several conversations (with Britney) about her sexcapades.

Anyway, I was home alone one Friday afternoon, and I heard a knock at the door. It’s Amy. She walked in and said, “Hey, Mr. Jones. I’m here to see Amy.” I said, “Well, she’s not here. Did you guys make plans?” Amy said, “No, but I thought she would be here. We were going to go shopping, get some food, and then get ready for the Geek Freak party on campus tonight.” I just rolled my eyes because what?! She asked if Stella (my wife) or Brian (my stepson) was home, and I told her no, that I was home alone.

Amy posing in a yellow tank top and jean shorts.
Amy spreading her legs and showing off her lacey yellow undies.
Amy cupping her small boobs.

Now, I’m 47, not 87. I’m still a man with a yearning to love a woman. I love my wife, and we have a great sex life, but I am not blind to other beautiful women. Amy was barely 20, but she was hot! Long dark hair, round, firm ass, and perky tits. She always wore tight-fitting clothes, so you could tell.

On this day, Amy was wearing a yellow tank top and a short jean skirt. She walked past me in the kitchen and, flirtatiously, said, “Oh, you’re home alone?” as she ran her finger down the back of my shirt. Her touch definitely sent a shock down to my cock. I told her I was making some food and was gonna sit down to watch the football game. She walked over to our chase lounger and sat down. She smiled back at me and said, “Or… you could come watch me!” Then, she opened her legs and showed off her lacey yellow panties.

I sat on the adjacent couch and just watched her. She pulled her top up, releasing her firm boobs. Unbuttoned her skirt and then grabbed a dildo from her back pocket. She lay back on the lounger and gave me an eagle’s eye view of her pussy while she started using the toy on her button. My hard-on was growing, so I unzipped my jeans and pulled my dick out. Stroking it gently while watching her pleasure herself. I had no plans but to watch her show and maybe release myself.

Amy spread eagle using a dildo on her pussy.
Mr. Jones burying his face in her pussy and licking her asshole.
Amy sucking on his cock.

She worked herself well. Then walked over to me and grabbed my hand to stand up. She was nude, soaking wet, and now, undressing me! She pulled my shirt up and over my head, then yanked my pants and boxers to the ground; her eyes locked on my cock. She stood in front of me and gave me the softest kiss on my lips. Then, she kneeled in front of me and took hold of my throbbing dick. She stroked it a few times before taking me into her mouth. Looking down at her pretty face while her mouth stretched over me was insane. I’m positive she tasted my pre-cum because I was ready to blow right then. Hell, the last time I was with a 20-year-old woman, I was in my 20’s!

She sucked me for a bit, then motioned me to lie on the floor and got on top. My dick slid right into her. She felt tight and warm. We didn’t need any lube or spit. She was slippery wet. Amy bounced on me longer than I expected; it must be that younger-woman energy, because my wife can’t do it for long. I wanted more, so I pulled her in for another kiss and lifted her to the couch.

Amy riding his dick.
Mr. Jones sticking his thumb in her tight ass.
Doggy-style insertion.
Amy with cum dripping down her face.

I buried my face in her backside, circling her asshole with my tongue and licking her pussy. She tasted incredible, a sweetness I haven’t had in years. I positioned myself to fuck her doggy-style. She clearly enjoyed me pressing into her because she let out a loud moan. I rammed into her like a freight train. My orgasm was growing, and I knew I couldn’t cum in her. I pulled away from her and planted myself in front of her as I stroked myself to orgasm. She was ready; mouth open, tongue out, and waiting for my seed. Streams of cums shot out of me and all over her fac. She swallowed some and let the rest drip down to her chest.

I was so sweaty as I stepped back from her. She used my shirt to clean up and then leaned in for one last kiss. She said, “Thanks for that. You’re a good fuck. I’ll have to come over again when I know Britney is busy.” I was immediately confused, “What do you mean you knew she was busy?” Amy said, “Oh yeah, I talked to Britney a few hours ago. She’s at the library studying, and then she’s meeting your wife and Brian for lunch. I knew you were here by yourself, so I stopped by.” And she had the most devilish look on her face. She set me up! I mean, I’m not even mad about it. I’ll be ready the next time she shows up, and I’m alone.

fan letters bottom graphic

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