XXX Fan Letters 11 – We Got Mail

Hey, Hey…  Hailey here with XXX fan letters 11; a new set of spicy encounters to share with you!

Frank from Minneapolis tells us about his holiday hook-up with his sister-in-law and Carlos from Omaha writes to us about banging his college professor.

I don’t usually like the holidays, not because of the general feeling, but because of the drama that always seems to come with them. Going home is always a hassle, but I rarely feel like I can get out of it. This year, though, instead of dealing with everyone else’s drama, I decided to create some of my own.

My brother and his wife, Josie, arrived a little late, and as my parents were laying it on hard, I noticed that Josie looked like she was trying to hold back tears. I stayed back and gave everyone a chance to settle. Once they did, I found Josie sitting out on the back porch, still trying to collect herself from whatever my brother did. She let me join her and we sat together for a few minutes, just in silence before she finally started to speak up. She told me about their relationship, nothing really new coming from a family full of drama, but then she started talking about their sex life and how my brother was constantly out with other girls, but just didn’t seem to be trying at home.

Without thinking, I leaned over and stole a kiss. She tried to pull back out of shock, but I could quickly tell that she changed her mind when her arms wrapped around me. It was longer than I expected, and when I pulled back, she was the one who suggested we go find my brother’s old room. There was a glint in her eye, almost malicious. If my brother was going to cheat on her, well, she was fair game. And I have no love lost for my brother, who managed to steal so many of my dates growing up.

We crept through the house. The holiday bickering gave us plenty of cover. We got to his old room, which was still more or less the way he left it, and quickly started peeling our clothes off. She was a few inches shorter than me, short strawberry hair and large, pointed boobs that she quickly let out of her bra. We made out as we fell towards the bed, rolling back and forth with passionate fire rushing between our bodies.

Josie pulled herself lower on the bed, her devilish lips teasing my cock as she slid her long nails over my heavy balls. Finally, she slid her tongue out and flicked it across the head. I leaned back, holding back my moans as she took my throbbing shaft all the way. I could feel the back of her throat, and her tongue still managed to play! I let out a deep, low groan, and she pulled up, reminding me to stay quiet.

She bent back down to lay a long, lingering kiss on my dick before sliding her smooth body back up mine. She dragged her breasts over my cock, stroking a couple of times before rolling us over so that I was on top. The way she looked up at me, this was a release she’d needed for a while. I kept fucking her chest as her hands slid down and she started to finger herself. When she let out the first moan, I took my cue and let my dick find its way in.

I grabbed her hands and held them above her head and leaned in to make out with her. We devoured each other to keep quiet. Every second was a rush that we could be found out, a rush sending us closer, but it also felt like an eternity. Our bodies intertwined, and Josie rolled back on top, throwing her chest out for me. I reached up, pinching and rubbing her large nipples. I told her I was getting close. She quickly slid back down, pulling me out and taking me back into her hungry mouth just as I shot load after load all over her face and deep down her throat.

She took her time licking my dick clean, then her face, making sure she wiped off and took every bit, and by the time she’d finished, I was already hard again. She looked down and told me to save it for after dessert.

I’m in my second year of college, and it’d been a long time since I accepted a babysitting job. But, every now and then, an opportunity comes along that’s just too good to pass up. For me, it was when my professor asked me to babysit her kids so that she could go to a faculty mixer. I didn’t have anything to do, and really, when the professor asked me to do things, well, I just couldn’t say no to that cleavage she always loved to show off.

To be fair, this professor was a total MILF, breasts that always wanted to leap out of her shirt, wavy blonde hair just past the shoulders, bright blue eyes, and tall with legs that just seem to scream out to me.

So, I did the babysitting, got the kids to bed, and was just chilling when the professor finally got back around 1 in the morning; later than I really wanted to be out. I wanted to say something, but I noticed those monstrous boobs and I stopped myself. She apologized for being out so late and asked if there was anything she could do to make it up to me.

I looked at her skeptically, finding I couldn’t help myself when I said, “Take me to bed?” We looked at each other for what felt like the longest second of my life before she held out a hand and led me upstairs.

We got to her room and shut the door before she sat on the edge of the bed next to the nightstand, where she opened the middle drawer and pulled back a towel covering a layer of toys of all shapes and sizes. “Start with the small ones,” she told me as she lay back, spreading her legs as far as her tight skirt would allow.

When she gave me the view, I realized she wasn’t wearing underwear, and I had to do everything I could to keep my cool. I grabbed the smallest toy, a novelty, textured finger glove that made her squirm as I tickled her clit and just teased at her hole.

But the toys grew larger. Dildos and vibrators, and each one I tried sent a new wave of pleasure through my professor. With each one, I got more daring, going off her cues. She told me when it was time to change, when she needed something deeper, longer, or more powerful. She screamed, moaned, and writhed on the bed, absorbed by the pleasures from her drawer.

She kept wanting more, and eventually I ran out of toys in the drawer, so it was time to improvise. I stood up, hungry eyes gazing down at my professor, with her enormous chest open and saluting. I pulled my cock out and gave it a couple of tugs before I slid myself in. She gasped and looked up at me with a smile.

I took that as my cue and grabbed hold of her ankles high in the air to give myself grip and I just started plowing her. She was better than I imagined, so tight, but so experienced. She knew the right angles and had already taught me what I was feeling for with all of her toys. And her chest… The way her boobs just bounced there, it almost felt like a prized trophy display.

More than once, I tried to slow down, tried to savor the moment, only to have her legs grasp around my lean frame and pull me in tighter and harder. She screamed and moaned so loud I was sure she was going to wake the kids, but the danger only turned me on more. And when her body shook with pleasure, I felt like my body was close behind. She sensed it too because she quickly sat up. I fell out just as I exploded. She had moved just in time, letting my dick paint over those enormous melons that long ago got my attention.

From there, she offered me a shower to help clean up. As soon as the water came on, my dick was in her mouth, giving it the special cleansing treatment, as she called it. I leaned back against the wall of the shower, feeling the energy surge through me again. Her mouth was even better than her crotch, and her tongue found places along my cock that I didn’t even know were there. And within minutes, she managed to get me to blow a second enormous load, which she swallowed carefully and lovingly. When we said goodbye for the night, I reminded her I still hadn’t been in her bed. She gave me a knowing smile and said, “Maybe next time.”

Thanks to Frank and Carlos for contributing to XXX fan letters 11. If you have a steamy, sex story that’s worth telling, send it to us and you may see your story here! Here are more fan letters: