sugar daddy dilf date and mastubration sesh [F21] [M41] [MF]

so, full disclosure: half of this took place over a month ago when all of this shit was still legal and the other half is purely masturbation. I hope someone can get something out of it

He wanted to meet for oysters.

A quaint little spot near the university, I’d passed it longingly for years, eager for the day my driver’s license and income would warrant my entrance. It’s green aluminum bars stools and herringbone-patterned tile floors made it an easy ogle; one almost didn’t have to be interested in the food to want to dine there. And I wasn’t interested in the oysters either: I’d come for aged peppered sausage.

We’d been talking for days, sometimes innocently, and sometimes not. He was married, happily, with two kids. He and his wife had been open since the beginning of their relationship and she was excited for him. Meeting a happily married man for a proper date? Gee whiz, times were wild.

I walked to the bar that day, hurriedly, talking to my sister nearly the entire walk. I struggled to catch my breath as my nerves cascaded down the hill with every step. For a second, I was worried. Shortness of breath was one of the symptoms to be wary of for coronavirus. “Chill, it ‘s just nerves, walking too fast, and talking at the same time,” I reassured myself.

A bisexual girl walks into a leather bar…[MF] [F21][M56]

Sassy butch. Toppy lesbo. Bull dyke.

I went by all of them.

It was an crisp mid winter evening, which meant that my wardrobe choices would have to be more strategic. Cute, femme, and cold, or butch, enigmatic, and comfortable? The latter it would be.

The skimpy skirts and busty crop tops would stay in the closet, unlike the rest of me. Tonight, butch Sarah was coming out. Tight-fitting 501s , black combat boots, and a buttery, freshly-polished leather jacket would complete the look. But I had no intentions to sticking to my traditional Catholic-school-girl Friday night dinner of fresh fish: tonight I wanted a quality aged and peppered summer sausage.

If I wanted to make the leather daddies question their affinity for cock, I’d really have to do it up, and well. I put on the tightest sports bra I owned, which practically acted as a binder for my DD tits. The long hair was slicked back and pinned up, revealing an undercut which gave the illusion of a fade with a pompadour

Giving my number to the DILF at the grocery store only to get my pussy eaten by him later that night [MF][F21]

*“…twenty eight…cents…place your…Roma tomatoes in the bagging area”* the robotic self checkout chanted. My eyes were immediately affixed to the bright red spheres I’d so eagerly bite into on this hot summer day*.*

A gruff hand reached down to bag the fruit and caught my attention. A late forties-salt-and-pepper haired DILF. Well, I didn’t actually know if he had a child, but it didn’t matter. It was the aesthetic that took me in. Wearing a black flat top, a flannel, and olive Levi’s, I knew this was just the type of trouble I wanted to get myself into. His beard was clearly not an intentional one, but was rather the type that emerges from an overgrown, under kempt

five o’ clock shadow. Maybe he was busy with work and didn’t have time. Maybe he wasn’t partnered and didn’t have anyone to impress. Maybe he thought it was a good look. Regardless, it was a beard that said “I don’t give a fuck, ” and when paired with a body that screamed “suck me off and call me daddy,” it was irresistible. *Yes, daddy.*

Getting fingered in a DILF’s Tesla and fucking after Rolling Stone’s Concert (Part 2). [MF][F21][M53]

We exited the parking garage and continued on toward the venue downtown. I worried that I would leave a wet spot on his seat both from how turned on he got me, but also from all the cum that would ultimately drip out.

He put his hand on my knee.

“Well, this isn’t at all how I was expecting the night to go, but I’m certainly glad that it did.”

I guided his hand between my legs, grabbing by the wrist to ensure that his fingertips touched my wet pussy.

“As you can tell, so am I.”

He dipped his middle finger into me, stroking. There was so much cum, both mine and his, inside of me. It was like honey, so thick and so so sweet.

“More” I cried.

He put in another finger.

I started to moan, lifting my feet off the car floor and curling into my pleasure.

“Oh, Daddy, that feels so good. You know how to fuck me, Daddy.”

“You’re such a good girl, you deserve it.”

Puking on his cock and swallowing [MF]

Preface: I’m currently abroad, and have been sharing a lot about my travels. This is an old story that I have been encouraged to share. Also, pseudonyms have been used, because duh.

It was about 9:30 pm when I started to crave cock. I was sitting in a booth at a bar with my friends, sipping an overpriced gin cocktail and playing bingo. I hadn’t wanted to go out on a Wednesday night, but after incessant nudging from my roommate, I decided to tag along.

I was dressed atypically sexy that evening. Anyone that knows me would describe me as a tomboy, but that night I had decided to play girl. I wore a white lace spaghetti strap tank top, some linen pants, and did my hair and makeup. I didn’t look like myself, but I looked hotter, so I went with it.

Around the second round of drinks, I started to get really horny. I texted my boyfriend to see if he was still up, and if I could come over to fuck. He sent a picture from his hot tub.

I’d love for you to come get steamy and wet with me

I bartered at a foreign flea market by sucking the old store owner’s cock [F21][MF]

It was my third day in Istanbul, and I had just about had it.

My family was being insufferable, hotel room-sharing had left me fap-free, and my stomach had been in knots for days.

On the third day, they all wanted to go to the Grand Bazaar. I knew it would be mostly crap, but it was an experience recommended by many. And honestly, the alternative of staying in my room being pissed off wasn’t much better.

We walked through the main drag of the bazaar in an old building with ornately decorated gold and ivory ceilings higher than my libido. On each side vendors jutted out at us presenting beautifully arranged platters of Turkish delight, all of which started to taste the same after about the first five. It was an experience unlike any other flea market or street fair I had been to, and I didn’t even know what was coming.

Before exiting the indoor section of the city bazaar and venturing to the far more flea market-esque direction, I spotted a window with hand-stitched tapestries, all of which had deeply saturated cool tones on raw canvas. The juxtaposition of the delicate color with the harsh medium drew me into the store.

fingering myself to my lesbian MILF fantasy with family in the room [FF]

It’s nearly 5am, and I lie wide awake, still unable to acquiesce to the 11 hour time difference even after three days. I’m on a month long trip with my family, and didn’t bring my vibrator, mostly out of fear that it wouldn’t make it through customs, or worse, that it would get inspected by TSA in front of everyone (I only have a carry on backpack).

It’s been five days since I’ve touched myself and I can feel the frustration building. All of the women here are beautiful and make me want to fulfill each and every lesbian fantasy I’ve ever had. But I’m sharing a room with my brother.

It was 5am and I could no longer skirt around it: I needed to get off. I knew I could be quiet or at least entertain myself by edging for a while if nothing else. Oddly enough, though, when I really got going, it wasn’t the beautiful foreign women I was thinking about. It was an older woman I used to follow on Instagram. She was a mother of three, a personal trainer, and a bonafide MILF. She had a beautiful, trim, but muscular physique and delicious implants I would guess were around a 34DD. I knew she had a husband that worked crazy hours and likely didn’t have time to satisfy her. So I decided that, in my own little fantasy, that’s where I would help.

Getting fucked in a DILF’s Tesla before Rolling Stones concert [MF] [F21]

By any standard, it was just another Tuesday.

I walked to the bus stop wearing checkered Vans, a band tee (The Red Hot Chili Peppers, on this particular day), and a ponytail as high as my age limit and sex drive. It was 8:03 pm. I was on my way to work, ready to face a long night. And definitely not the fun kind.

There was usually no one noteworthy on this bus at this time, nor were there many people in general. Maybe a few people going home from work too late, the old woman that seems like she might just ride the bus all day, and maybe some students enjoying a summer evening. Nothing to write home about.

I got on the bus at 8:10, and was surprised to see that the first few rows of seats had been taken. Shit.
I always sat down in the closest seat I could find because I’m a total klutz, and didn’t want to walk further back and risk falling once the bus started moving. So I sat down next to someone, which I almost never do.

[MF][FM] Being an old man’s college-girl fucktoy

“I should probably go grab my laundry,” he said, which was her cue to get dressed. He threw on a pair of Vans and washed out Levis that were perfectly fitting for his grown-up-angsty-boy persona. She stood at the door, dressed, with her purse on her shoulder, awaiting a romantic salutation. “Come ‘ere” he said, holding out both of his arms to embrace her. “Are you fucking kidding me, another hug?” she thought to herself, disappointed. Wanting to maintain her status as the “chill-younger-girl-he-likes-to-fuck,” she went along, showing no sign of disappointment. “See you soon!” “See ya.” he barked. She walked toward the elevator after leaving his one-bedroom apartment downtown. “What the fuck was I thinking? ‘See you soon?’ What kind of clingy weirdo am I?!?.” She left the building and approached the sidewalk outside as she had many times before. The walk home often occupied her mind with racing thoughts. The first time, she wondered why she hadn’t asked for his name. She only knew him by his Fetlife handle, brattamer_1981_. His name was an afterthought compared the feeling of his hot breath against her neck as he learned the landscape of her body from behind for the first time. She had practically forgotten that he had a name by the time her forehead was cradled into his shoulder as they recovered from their first romantic romp. Not used to having men cuddle her after sex, she suspected that he might want more. Afterall, he had kissed her during sex and cuddled her in his bed after. “Maybe he actually likes me?” she questioned. The second time, she asked what he went by. “Mickey, and you?” “Ana. Just Ana. Only one syllable, doesn’t really warrant a nickname.” God, that sounded nerdy. “Why am I like, this?” she thought. That night he told her that she was beautiful, and though she suspected that he might have just said it because he was getting off, she couldn’t help but feel that it had more meaning. No man had ever told her that she was beautiful during sex, as all of her prior experience had been casual. Not knowing if he was just different or this meant something, she remained hopeful. A seed had been planted, and she was wet enough to grow it into a complicated, confused flower. The third time…oh, that third time. He texted her late, and she happened to be out, downtown. “U free tonight?” “Yeah, but not for another half an hour.” “Fine. You down to eat my ass?” “Of course. See you around 11?” She spread herself wide open to let the insects in She leaves a trail of honey to show me where she’s been She has the blood of reptile just underneath her skin Seeds from a thousand others drip down from within That night he was playing Nine Inch Nails like the man child that he was. But she loved it. It made her feel mature and dirty, just like him. “Say ‘thank you, daddy,’ you fucking slut ” “Thannnnkkkkk you, daaaddyyyy” she cried. Oh, my beautiful liar Oh, my precious whore My disease, my infection I am so impure This third time she wanted to nestle into his chest post-sex and ask him whether he preferred Kirk to Picard, how he got the scar below his left temple, when he got the bike in his hallway, and whether he wanted to go for a ride the following weekend. Instead, she wiped the cum off her chest and asked him if he typically dated younger woman. “I mean, my girlfriend is 24, so yeah.” The internal rolodex of prospective questions within her came to abrupt stop. What did he mean he had a girlfriend? She knew this was casual, but she didn’t know he was that unavailable. Just after midnight, he lifted his arm up from around her shoulder and walked his naked body over to the spot on the floor where he had dropped his clothes. He began to dress, and she knew this was her cue. “You gonna grab an Uber?!” “Nah, I’ll just walk.” “Good for you!” She had hoped that he would offer to buy her an Uber home and not praise her like an alcoholic stepdad, but her ideal expectations were long gone at this point. “Thanks, take care,” she replied, trying not to show the disgust and disappointment that was bleeding from within. “This is okay, I’m still getting what I want” she told herself over and over again on the third evening walk home. She knew from his FetLife bio that he was seeking “casual play partners” But part of her wondered if the possibility for more existed. Maybe after fucking her he’d want more. Maybe a post-sex conversation about The Police and Talking Heads would turn into something more meaningful. Maybe he’d tell her a story that turned into two, or seven, and she’d have no choice but to fall asleep on his chest and wake up on his cock. Maybe she’d have the courage to kiss him. But now, that possibility seemed like a pipe-dream. Despite this, she wasn’t ready to give up. After all, she was getting fucked by an experienced, dominant, older man. That itself was milk and honey. Who was she to ask for a cream? The fourth time she wanted to present herself differently. She wanted to be seen differently. If she was to be taken seriously as a potential romantic partner, she’d have to act like it. She put on the only push-up bra she owned with a tight-fitting turtleneck that showed her young feminine figure. A bonafide tomboy often mistaken for a butch lesbian, she applied eye makeup with the confidence of a drag queen and the skill of seventh grade girl trying to fit in. She wore her hair down for the first time in years and applied her 7-year-old perfume from her first communion to the back of her neck and cleavage. “Fake it till you make it” she repeated after crudely applying dried-out red liquid lipstick before turning off the bathroom light. She walked up the three-step staircase after getting buzzed in. The odor of the building was evident with the slightest crack of the entry door and was overwhelming. The smell of marijuana, mildew, and hurried, likely-paid-for sex penetrated the Section 8 building from the lobby all the way up to the 13th floor, where she frequented her unrequited lover. She stepped in the elevator and looked at her phone. “Still in shower, doors unlocked.” “Come in and get naked and start rubbing urself” She walked to the end of the hall and entered as she always had. With the sound of the shower water running in the background, she started to undress. She was irritated that the presentation she had worked so hard on would now go to waste. Ugh. The plan was foiled. Why couldn’t he have just been ready and undressed her once she arrived? He wasn’t going to get to see how hard she had worked just to look good for him, or how well her supple breasts cradled the lace-lined push-up bra. As she folded her button-fly jeans and turtleneck from off her young body, she noticed a rose-colored Post-It Note adorned with a message. “Thanks for letting me spend the night baby. Luv u <3 -Ami” Ami must have been his girlfriend. Ugh, why did she have to read that. It’s not like it changed anything, at least she didn’t think so. Her overly-analytical mind started to spin. “If I knew he had a girlfriend before, seeing her note and therefore confirming her existence and relation to him means nothing. I’m here, and he’s going to fuck ME. There’s nothing wrong with that. I’m okay with that.” She spent these moments alone with herself consumed with both thirst and anguish. She began touching herself on his couch, hoping that if she could get turned on, she could get out of her head for the few minutes it would take her to cum. On top of the end table between the couch and bed laid a Trojan Ultra Thin condom, lube, and a rose quartz butt plug. Fuck. What did this sadistic son-of-a-bitch have in mind? The sound of the water stopped abruptly. “There’s my little fucktoy.” Here we go again. “Get on your knees.” She leisurely took her fingers out of herself and began to dismount. “GET ON YOUR FUCKING KNEES.” She dropped immediately and took him in. She looked up at him, hoping for approval and maybe, just maybe, some praise. “Goooood girrrrl.” Yes. She was pleasing him. Maybe he’d want to get used to this. “Look at that pretty eye makeup. I LIKE that.” “He noticed that I tried!” she thought. “It looks really good, but I also want to make you cry it off.” Before she could soak in the compliment, he grabbed a handful of her overly-processed bottle blonde hair and forced her onto him, as she tried to sneak a breath in the midst of gagging on his cock and her saliva. Fucking him was simultaneously the best and worst thing that could happen to her. She was jerked around, called miserable names, and asked to do things for which she had little interest. But it was the only time that she felt at peace within herself, and the anxiety that typically consumed her would vanish. Do you know how far this has gone? Just how damaged have I become? When I think I can overcome It runs even deeper She loved everything about the way he fucked. The way he felt inside of her. The way he slandered her ruthlessly, but carressed her face sweetly. The way her face stung after well-deserved discipline had been administered. The way his salty warm cum mixed with seas of her spit to fill her mouth and leak out of the corners onto her erect, pierced nipples. She didn’t feel anything except the pain and shame. It was welcomed compared to the typical anxiety and depression that typically plagued her. And in a dream I’m a different me With a perfect you We fit perfectly And for once in my life I feel complete “Ahhhhhhh. That was fun. Fuck. I didn’t you know you were such an anal slut.” “In more ways than one,” she quipped, partially hoping he’d laugh at the double entendre. “You gonna catch an Uber?” “No, I think I’ll just walk. “Good for you, Hannah. Have a good rest of your night.”

I lost my virginity to a kinky older man on Tinder. And it was fucking great. [FM][MF]

Standing at five feet nine inches and 175 pounds, I was a nineteen-year-old fetishizable force to be reckoned with. I had long red hair that I kept in a French braid concealing my sensuality and confirming my naiveté. My breasts were large and dense, decorated by crater-like pasty pink nipples. My ivory skin was a translucent shell encasing a voluptuous body decorated with bright blue veins that were roadmaps to where I wanted be teased and tortured. No longer a young, twig-like teen, I was a woman by any measurable standard, and I wanted to be fucked.

But I was a virgin. I was not the typical repressed high schooler that moved on to college without letting myself get fucked, though that’s what many assumed. Rather, I never had an interest in having sex with my male peers. I often crushed on my professors, teachers, and older male role models, but never had the confidence or desire to approach them. By my Junior year of college, though, I had had enough.