Masturbation Archives — Page 349 of 468 — NSFW story

The Dating Game [mf] [oral] [mast] [squirt] [facial]

Gotta make dating interesting, or else we end up miserable and frustrated. Dating can seem ultra repetitive, especially if you’re dating some basic bitch or douchebag guy who asks you all the cookie cutter questions: Where did you grow up, did you have any pets and/or siblings, what do you do? Baaaarf.

I like to go right for the juicy stuff, which makes dating fun, but the very real downside is it makes you very endearing. Women think you’re unique, special, funny, interesting and they don’t wanna let you go. But they definitely fall head over heels, which means no trickery and no deception needed. They’ll suck your cock in the car ride home or let you finger them in the tucked away corner of the bar on date one.

But, so long as you’re being honest about your intentions, it’s all good.

I was working on this theory that interesting first dates lead to first date sex. So, I lined up a series of dates. The first date, I went all in, asking strange, silly, goofy questions instead of the boring personal stuff that ends up feeling somewhat scripted if you go on enough dates. I went out with a woman named Sasha and my questions totally caught her off guard. Read more »

[MF] Study date [fiction][cross masturbation]

This is my first post here, and my first story in almost two years so enjoy! The I is [m]e and the you is supposed to represent my girl[f]riend.

We’re both studying on our computers laying next to each other. I gently coast my hand down to her thigh to see your reaction, you are unphased. I start to gently rub your inner thigh, you have a slight twitch reaction but then relaxes. I gently brush past your pussy and your hips gently shake for a second. The brush slowly turns into a soft rubbing until i can feel the wetness leaking through your pants. I casually find my way to your waist before slipping down your pants. I tease your clit slightly as i move over to the source of the wetness. My fingers rub around to get you ready. Slowly i fill you with then, your hungry pussy pulls them in. You’re still typing away, pretending you don’t notice. Read more »

Silver Fox Fucks a 21 Year Old [Mf] [oral] [prostate] [swallow] [creampie] [mast]

Jeff was almost 40. After a lengthy failed marriage, he looked to rebuild his life. As with most people exiting a long term relationship with the prospect of dating, he skewed younger and he had his reasons. People his age were likely also divorced and with that, came divorce drama, which he wished to be far removed from. Of course, dropping the age range down to mid 30s brought it’s own problems. Women in their early 30s wanted kids, husbands, families, the security of an older, career established male.

Jeff didn’t want to go down that route, either, which lead him to one final conclusion: In order to have 100% no strings attached sex with as little drama as possible, he had to skew very, very young. We’re talking early 20s, here, girls right out of college who wanted to have fun and then move on to the next casual fuck.

He knew the odds were not in his favor, though. After all, he was turning 40 soon. Would a 23 year old really want to fuck a 40 year old? He decided honesty was the best policy, and so he crafted his bio to say that he was looking for something very casual and wanted to have fun. Read more »

The Christmas Present [F][mast]

When she got back from the train station, she sank onto her bed and grabbed a pillow for a tight hug. As usual she felt like never did she miss him as much as now, just after he’d left. Their weekend together had been almost perfect, but time flies by and now, she found herself alone again. She scanned her desk for a take-away menu, planing on curing her melancholy with some pizza, when her eyes fell on a rectangular parcel of garish Christmas wrapping paper. She smiled, they had agreed on no big presents this year, but clearly Alex hadn’t listened. Her mood immediately lifted, she abandoned the comfort of the pillow, rose up and snatched the present, only to fall back onto her bed, looking up at it.

A small, folded card was stuck under the ribbon sneaking across two opposite corners, adorning the respectable wrapping effort with a simple bow. She pulled out the card and unfolded it. In Alex’s somewhat chaotic handwriting it read

*Something to keep you company while I can’t ;) Love Alex* Read more »

CREAMPIE ANGST [mf] [mF] [oral] [mast] [swallow] [milf] [anal] [creampie] [creampie eating]

My ex knew I didn’t want kids, and yet, she tried to get pregnant time after time. Things got so bad that I developed a severe case of sex related erectile dysfunction. I didn’t want to have sex, and this was my body’s get out of jail free card. My ex couldn’t get pregnant if I couldn’t get hard.

Naturally, we broke up a short while after. But my anxiety followed me. Shortly after the breakup, I decided to go online and find some fun. I figured the best way to get over someone was to get under someone else. I hooked up with this skinny blonde with perky tits and a firm muscular ass. She was absolutely cute and adorable, but when her clothes were off and she was fidgeting and biting her bottom lip, her hair over her eyes, I couldn’t perform.

Masturbation record of 11 [M]

I am a very sexual man with a high sex drive.
I have always been very horny. These days I masturbate at least twice a day to be able to not think about SEX all day. In the prime of my pubescent lust, I once masturbated 11 times in 3 hours.

Regular ejaculations for the first half. Started seeing smaller loads for the second half. By the last few times, I was only half hard. On the 10th and 11th time I was soft but still squirting. The 11th time I had a very small minimal ejaculation and I knew I had reached my end. Best time ever. Doing the math, I have masturbated 10,000+times and still as horny as ever, lucky me.

[MF] 3 Rounds

Saturday night was lazy. After a day of errands and cleaning post-Thanksgiving, the wife and I had some leftovers and took some showers. While I was grabbing my underwear I saw the bottle of random Cialis I had bought online last year. She had showed me that she had just shaved her pussy, so I thought “why not” and popped a pill.

When 45 minutes had gone past, I started rubbing my leg up her thigh as we sat on the couch. Maybe it was the pill, maybe it was the thought of the smooth pussy under her leggings, or maybe it was knowing I wanted I was going to fuck multiple times, but I was hard as a rock.

I wasted no time and simply crawled on top of her, turning light kisses into passionate tongue twisting. I whispered in her ear “I’m going to fuck you.”

I stood up and pulled down my pants to show a full mast, rock hard cock. She simply said “Okay” and shimmied out of her leggings. I buried my face in between her legs and lick that sweet snatch until she came. Read more »

[f]ucked a singer in the [m]usic studio (one crossed off the bucket list! ;)

For the longest time, I had wanted to have sex with a girl in my music studio. It was one of my top 5 fantasies on my ‘sex fantasies bucket list’, and this story is a retelling of how one of them is now decisively crossed off.

I will refer to girl as Jenny.

Jenny the singer and I met though a mutual musician friend. We were all keen trying to create something. Having exchanged a few messages, she seemed to prefer the idea of brainstorming in the studio with just myself first before including the mutual friend musician. The potential that this might imply that she was interested in exploring something sexual was already good enough material for copious masturbation. We eventually agreed on a day to meet.

As soon as she got in my car I became very intrigued. Jenny’s about 5’7″, a good healthy weight, blonde, and has a very positive, ‘bubbly’ attitude. She looked a bit better in person than in her social media photos. The closest porn star lookalike that I’ve found is Madelyn Monroe.