Author: ChelleeCannons

39[F] I was just supposed to speak at a college function. Instead I ended up in bed with a student

“Oh! Oh! Ooohhh!” I squealed.

My big titties slammed forward. I tried to steady myself on hands and knees. I felt his long, thick cock sliding out of my pussy. It left a void. He hesitated for just a second. Then he grunted and drove it back into me. There was an audible slap as our flesh came together. The cheap headboard banged against the hotel wall.

“Oh!” I cried out again. “Oh! I’m so close.”

He’d already gotten me off twice, but I was hoping for one more before we finished.

My cunt made a squishy sound as he slowly pulled that big dick back out of me.

“Faster,” I pleaded. “Give it to me.”

But Rick refused to give in. He slammed his shaft into me with ferocity. It sent waves of pleasure through my body. I cried out again. I felt so full with him inside me. Stretched to my limit. Read more »

[FF][FM][Group] Two Cougars and an 18 year old Woman in bar when two cops come in…

Leah licked my slit from bottom to top. It sent chills through my entire body.

I leaned back in my leather office chair. My conservative black skirt and half slip were pushed up around my waist. My white nylon panties were laying on the floor. She was on her knees between my stocking covered legs.

I moaned when she flicked at my clit. I opened my eyes and glanced nervously at the office door. Outside and up a short hall was a library full of people. If I opened the blinds on a big window just to the left, I would be able to see out to everyone. And they would be able to see in.

The only other person working was Rachel–my assistant. It was at her wedding–just two months earlier–that I’d been with a woman for the very first time. I didn’t think she knew all the details about how I’d fucked one of her groomsmen. And his date. And his dad. Walking in on her boss being eaten out by another woman would surely be a shock for her.

Leah’s touch was so soft it made me tremble. She delicately use her tongue to toy with my pussy lips. Read more »

[F][Group] The cops wanted to stick it to Leah for drinking under age…Until we came up with something better for them to stick…

**This was toooo long for one post. See the link in the comments for the first part!**

Leah was on me as soon as were in my front door.

“I can’t believe you did that for me,” she said.

She kissed me enthusiastically on the cheeks and lips and neck repeatedly.

“If I hadn’t called you wouldn’t have even been there,” I said.

“I don’t care,” she said.

She kissed me again and wrapped her arms tightly around my waist.

“Nobody does stuff like that for me. Not ever. You’re so good to me, Chellee.”

She pushed me back hard into the door and pinned me with her body weight. She pushed her lips firmly to mind. She slipped a hand up under my sweater and touched my stomach.

“Let me be good to you now,” she said in a husky voice.

I kissed her back. Sky just stood watching the two of us.

“I thought you said I owe you one this afternoon?” I asked.

“You just took care of that,” she said with a smirk. Read more »

[F] Everything Was Going Normal when I Started Dating a Single Doctor…Up Until I Met His Hot Son

**I’ve posted several stories about my sexual awakening in my late 30s. Links below if you enjoyed this one!**

Sam’s body hovered over mine. I was on my back in his big, king bed. The room was lit by candles.

We were both completely undressed. My legs were spread wide for him to enter me.

He was handsome and rugged with silver hair and a square jaw. He had a toned body and a broad, muscular chest.

I had my arm wrapped around his neck. He fucked with precise, slow rhythm. It was like he was giving me a massage. The pleasure started like a small fire deep inside me. And with each repetitive thrust he fanned the flames. He never lost control. He didn’t alter the pace. He just kept going in and out. In and out. In and out. Causing me to moan softly. And the feeling inside me to intensify. Until finally I was right at the brink. And then I tossed my head back, moaned his name, and climaxed.

He changed the angle just a little bit. He closed his eyes. He seemed to focus intently. And then I felt his cock spasm. And I knew he was filling up the condom he had on. Read more »

[F] At 39 I cut loose on vacation…and that didn’t change when I got home….

***I’d been a good girl all my life. Just before 40, something snapped. I went wild. And I couldn’t stop. This is my fifth post about that time. Links to the others follow. It’s been a while, so obviously the dialog is probably not 100% accurate.***

Cutting loose on vacation is one thing. But after spending a promiscuous weekend at the beach the plan had always been to return to real life when I got back home. It was just supposed to be a few days of indulgence hundreds of miles from home. And then things could return to normal–working at the library and being a serious relationship, one-man woman. It was just going to be my secret. I didn’t plan on telling anyone.

At least that was the plan.

On Friday of the following week my best friend, Sky, called me up for drinks. We’d known each other since college. Read more »

[FFM] A weekend of cutting loose after a lifetime of being the “good girl” led to my first encounter with a woman…

***This is my fourth post about a weekend of cutting loose. Links to the others are in the comments.***

I felt a bit guilty about missing the big send off at the wedding. After all, it was the whole purpose of my trip. At the same time, I doubt they noticed me. And I’d enjoyed my time with Richard on the beach. My pussy was still tingling and felt permanently spread open by his big cock.

After cumming, he’d gone back to being the charming man I’d met at the wedding. He’d offered to take me out for drinks, but I’d declined. He was doing his best to talk his way in to my hotel room, but I was suddenly over it. I wouldn’t even give him my phone number so he could call up and try to make a date the next day before we left town.

I got to my room and stripped down to nothing. My dress was just a heap on the floor with my pink panties and bra on top. I got in the shower to wash off the sweat and the sand and the cum. I felt tired. But I also felt great. Read more »

[FM] I traveled to a beach wedding without a date and decided to cut loose after being a good girl my whole life…

***This is my third story and follows the events of the first two–the weekend of my sexual awakening after years of being a good girl. I think the story stands on it’s own, but you may enjoy the others, too!***

I felt like such a whore.

Sunshine was pouring into the hotel room. I was completely naked. My body felt covered in dried sweat and cum. And there was a naked boy on each side of me. Emphasis on the word boy–they were both in their early 20s. Young enough to be my sons.

Not for the first time, I asked myself what the hell I was doing. I was actually starting to feel guilt creep in.

I got up without disturbing Robin or Rick and went to the bathroom to freshen up. I stood in the shower letting the hot water wash the filth from my tight, naked body. I kept playing the night’s adventures over in my head. I’d talked both boys into skinny dipping on the beach. And then I’d fucked them in the sand. And invited them back to my room for more. I regretted not insisting they leave after we were through, but we’d all been so exhausted at that point. Read more »

[F][STR8] Before my 40th birthday I decided to cut loose with a younger man…and then I thought of ways to REALLY cut loose

He had a massive cock. That was the thing I couldn’t get off my mind. I couldn’t stop staring. As Rick walked around the pool in his wet trunks, I could see it the outline of it just running down his leg. There was no way he could have hidden that python.

It was Friday morning. Sunny, but not too hot. And I was in town for a co-workers wedding, along with a lot of the other attendees. After twenty plus years of being the good girl librarian, I had given into temptation for the first time in my life and had meaningless sex. And it was with a guy half my age.

I woke up that Friday morning feeling great. I’d sent my lover for the night away to his own room after we’d fucked half the night away. I hadn’t seen him since and assumed he was still hung over and sleeping it off. Read more »

[Fm] Closing in on 40, I impulsively decided to let go of my good girl ways…

It had been at least a year since my last relationship ended.

That must have been the only reason I didn’t shut him down from the start.

One long, depressing year of mourning, frustration, and a handful of bad dates. Working at the library didn’t exactly create a lot of opportunities to meet single men.

One year without sex. Even longer, really, considering the last few months with Peter had not been a time we were getting along.

That’s the only explanation. That, and maybe the fact that I’d had a few drinks.

It was a Thursday night. I was in a strange town sitting in a bar without a date. And I was being hit on by a guy who was barely half my age. I was about to turn 40. He couldn’t have been more than 23. Mathematically, he was young enough to be my son.

And, yet, I wasn’t doing a thing to discourage him. Read more »