Masturbation Archives — Page 346 of 468 — NSFW story

Fucking a Bumble MILF [MF] #kansas city

Made this username a couple years ago, so now I’m actually 36/m in Kansas City. I’m a single guy living the life of a great paying job, tons of world travel for it, nice house, no debt or commitments, but seemingly impossible to settle down. Not that I don’t want to, but maybe I’m too picky, or women get frustrated by a guy who has to take off on business trips every other week (definitely heard that as the reason before). Either way, I still enjoy dating, and I have needs that I love allowing a date to help me take care of.

I’ve been on a couple different websites like Match and OKCupid and have had some luck there before, but not recently. I’ve actually had more interesting conversations with girls on Bumble than anything else lately (very very little luck on Tinder in fact). Read more »

My best friend is such a tease. [Str8] [Friend Zone]

**June 11**
Kate is my best friend. Honestly, that’s all she is. From the looks of things, that’s all she ever will be. Now, don’t get me wrong. I’m not one of those neckbeard “gentlemen” types who thinks that being nice to a girl is all it takes for her to want to throw herself at me. A) She has a boyfriend, and B) she just happens to not be attracted to me. I get that.

But I can’t help it. She’s exactly my type. Blonde. Tiny. Fittest ass I ever did see.

We were chilling at my place listening to music. I was scrolling through my phone. She was checking herself out in the mirror.

“What do you think of my ass?” she asked all of a sudden.

I swallowed. “Huh?”

“I feel like I’m too tiny to have this much ass. Plus, I feel like it’s just… fat. Not, like, Instagram model toned, you know? Should I start doing glute workouts?”

She pulled her shorts up, looking back at the mirror. I luckily kept my composure. “Don’t be insane. A lot of girls would kill to have what you got.” Read more »

[MF] [preg] Princess Ann and the knight

Princess Ann pouted around the castle as she learned the news. Impossible. Simply impossible. It might be the biggest catastrophe in the kingdom, but for her it was more personal. Yes, King Andrew was not able to sire a child. That meant that the throne would belong to another after his death. Her future child could never rise to be king, because what it really meant was that she could never have a child. That was the real catastrophe.
“We will still have a happy life,” the king said to her later that night.
She took the bed with him each night, breaking the tradition of previous royal spouses who held their own rooms why the king did as he pleased with whomever he pleased. King Andrew truly loved Ann, despite his power and stance in the kingdom. When he vowed his love to her, he meant it.

“I know my dear,” Ann said to the king. “I am disappointed, but I live to serve you.”

“Nonsense,” he said, “inside this room, we are equals as I have always said. We serve each other. I never want you to think otherwise.” He pulled her into his strong arms, holding her tight. “Do you understand me?” She nodded. “Good,” he said, kissing her deeply. Read more »

I'(m) beginning to get into choking and anal play during masturbation

Hey everyone! So I’m new here but I wanted to share a little bit and allow you to peek into how I went about pleasuring myself! I’m very new to this so forgive any goof ups!!

So, I’m laying in bed looking at subbreddits AND beginning to get my juices flowing so I wanted to share my session! I’m a straight male (and virgin for all it’s worth) and I’ve really gotten into anal play. I start getting horny so I lay my phone down and get ready for a session. Most days I’m not up for anal penetration, just teasing, but today I’m feeling execptionally turned on. ?

I start rubbing my nipples because they are SUPER sensitive and that’s how all of my foreplay begins! I love that tingle I get and lift my shirt behind my head for an easier time of it. Then I pull my sweats off leaving my erection pointing straight up. I like to tease myself by saving my cock stimulation for last and don’t touch yet, but I’m rubbing and tugging my nipples harder and faster which pulsates my cock. It’s like they’re connected with each tug of my nipples lifting my penis. Read more »

HATE FUCK WITH THE EX [mf] [oral] [anal] [mast]

John was single and loving it. He fucked more women in the six months since his breakup than he’d fucked in his entire life. The guy was making his way through the never ending supply of women. He fucked BBWs, asian women, MILFs, early 20s college students. You name it, he did it. He fucked a woman’s throat while she masturbated. He fucked a woman in the ass on their first date. He fucked a 24 year old who insisted she was swallow his load every time he came (three times that evening).

On one particular date with a very curvy woman, things didn’t go well. There was no click, no passion. No interest. Sure, she was pretty. But she wasn’t very interested or interesting. They wrapped up the date, parted ways, and then around 11pm that evening, she called to say she wasn’t really into him, but was horny, so … Well, he jumped in his car, went upstairs, fucked her brains out for an hour, came on her face, kissed her goodnight and parted ways again.

He never saw her again.

CAUGHT WATCHING PORN [MF] [mast] [cheat] [swallow]

I was coming home the other day when I ran into my grief stricken neighbor. Her fridge had just broken and the holidays were just days away. There was a frozen turkey and a fridge full of expensive holiday ingredients. She was planning on going to the store, buying a few large coolers and some ice to keep everything fresh.

“That’s silly,” I said. “I’m going out of town this weekend. My fridge is basically empty. It’s yours, if you want.”

“No, no,” she said. “I don’t want to be a bother.”

“Really,” I said. “No bother. If you change your mind, just knock. I’ll get you a key.”

You know how it is when you’re in a state of panic. You don’t always think clearly. My neighbor, a stunning Middle Eastern woman with large breasts and great hips, in her state of panic, thought a giant cooler full of ice was a better idea. Once she calmed down, though, she realized I was right.

Chained and Spanked Mother, Ch. 3 [incest, mom/son, BDSM, enslavement, slow, mast, mdom, spank, rough]

Chained and Spanked Mother,

by DiscipleN

– – – a fan prequel to Kathy Andrews’ 1984, raunchy novel, “Chained and Spanked Sister” – – –

Chapter 3

Robert snapped open the box cutter’s release. He placed its razor edge just under the girdle’s hem, careful not to slice his mom. From a gentle sawing motion, the stretched material slowly peeled off of her broad cheek as he cut.

Something was happening to her girdle. It felt looser at the base. One of them was cutting it off of her ass! “No!” She hissed into her gag.

“Shhh, Mom. Keep still or I’ll cut you.” To Joan, it sounded more like a threat than a warning.

As the tight material split away, both boys could see the results of their swatting. Red marks crisscrossed their mother’s upper thighs. The wide but shallow welts ran up under her plain, white panty. Its cotton was thick enough to hide the bulk of their effort.

Abruptly, the girdle’s last threads, ripped! It fell to the floor. The sharp sound reminded her of being struck. Joan’s ass flinched and wobbled. Read more »

MY OLD HIGH SCHOOL TUTOR [mF] [oral] [anal] [gape] [spit] [piss] [swallow] [facial] [mast] [rimjob] [prostate]

In high school math wasn’t my strong suit. At one point, I had a tutor who was an elderly British woman, but she retired to Florida to live out her years and recommended a woman named Nicole.

“You’ll just love Nicole,” she said with a wink.

I knew what she meant the moment Nicole walked in. She had curly blonde hair, large breasts, a tight stomach, toned legs, a firm ass. She looked like Julie Bowen from Modern Family. But even the best tutors, like Nicole, had trouble reaching me. I just wasn’t interested in math. One afternoon, Nicole had one of those “lightbulb moments” when she caught me staring down her blouse. She was wearing a lace bra—black—her cleavage was hard to ignore.

“Oh,” she said, a hush falling over the room. I was 100% certain that would be the end of that. I blushed, stammered, struggled to come up with a lie, but instead Nicole just winked at me and said, “I think I know how to motivate you.”

IT STARTED WITH A TEXT [MF] [cheat] [oral] [prostate] [mast] [creampie] [swallow]

I’m at the gym five days a week, so it’s pretty normal for me to befriend a lot of the other regulars. One, in particular, is a short haired woman named Lucy. She’s got large breasts, hard nipples, thick thighs, and a flat stomach. I see her there once a week, when she works out with her trainer. So, naturally, we got to talking.

“Wish I could chat longer,” she said. “But I have to get back to the office for a meeting. Gotta run, but … text me.”

I took her number, she disappeared into the locker room and emerged twenty minutes later in office clothes and high heels looking as sexy as you could imagine.

I texted her that evening to ask how the meeting was. There was an obviously flirty tone to the overall conversation … and then she mentioned her husband had fixed dinner, so she had to go. Husband? Well, there goes that, I thought. But, I saw Lucy at the gym a week later and she gave me a hug and a peck on the lips, which was intriguing. I’m no hero, though, not beyond fucking a married woman in the name of decency and respect. And if Lucy was unhappy or miserable in her marriage, she knew what she was doing. Sure, I felt slightly bad for her husband, but I would be blown away if he was happy, too, so maybe sleeping with Lucy would be a blessing in disguise—freeing them both from a miserable marriage? Read more »