College party [MF]

I originally wrote this last Sunday for another sub as I was recovering from a bad hangover but mod delete due to included pics so since I took the time to write it, might as well put it somewhere but without the pics this time ;). I added some updated info. This took place last weekend.

I awoke this morning, my head pounding. Still feeling a little drunk but my head hurt so bad I barely noticed. I cracked opened my eyes and as the blurs formed solid images, I see a messy room with cream colored walls and purple shelves. I realize I have no idea where I’m at. So I rest my eyes some more and begin rubbing my head and neck. During this, I stretch out my extremities and came to realization that I’m in a bed and have no clothes on, only my socks. I can feel that I’ve been laying on my side at the edge of this bed for far too long ‘I’m getting too old for this’ I think to myself. I can hear faint sounds of a distant radio station playing. Damn my head is pounding as I lay there trying to figure out where I am at but the pain makes everything difficult and slow.

Stephanie the security guard

Stephanie was not living her best life. She hadn’t had an easy one, true. But she thought things should at least be less hectic and stressful. She grew up in what might be considered a rougher part of the valley, and had made some bad choices in the past, but she was content with the life she was living now. Mostly, at least. Stephanie was a petite blonde with blue eyes and hair that fell to below her shoulder blades. She wasn’t as fit as she had been in her military days, but she was still slender with a nice bosom. Her only hang up was her stomach. 3 children had taken their toll, and she had what she considered to be a horribly stretched stomach which she constantly covered with a camisole, even when naked with her husband. She pulled the straps down so he could get at her breasts, but she never let him see her fully naked. The truth was, no one else would have batted at eye at her stomach, but she surely was her own worst critic.
She had a happy home life. She had three wonderful children, two boys and a girl. Her kids were happy and well behaved, and did well in school. Of course, kids fight and have a time getting along sometimes, but whose kids don’t? She had a wonderful husband who adored her and who she truly loved. They had their disagreements, but that was nothing unusual as she saw it. True, she had some issues with his choices in sexual matters, but that’s normal. Couples disagree and all. But she really didn’t appreciate his desire to, well, cover her face with his cum. She felt it degrading, so that’s where she drew the line. Outside of that and perhaps his tendency to watch too much porn, they had a happy and fulfilling sex life. Sure, she had people who she interacted with in regular life she found attractive and maybe even wondered what it would be like to be with them, but that was human too. She was usually able to put that behind her and focus on her marriage and family.
Her greatest hangup with her husband was his desire to gamble. It wasn’t often, and it wasn’t expensive, but it was bothersome. He would leave her home alone with the kids overnight so he could go do his thing. They’d argued about it, but they had decided that as long as he kept it under a certain amount, it wasn’t too big of a problem. So she stewed and hemmed and hawed about it, but she just let it go. When he’d go out of town, she’d have friends over and drink and have a good time to take her mind off of things.
Her job as a security guard was a natural fit due to her military background. She was petite, but she was tough. Tougher than most men she had served with, to be honest. She could hold her own against men and women much larger than her, and rarely had to actually use physicality in her work. Usually her most challenging situations at work revolves around her having to handle the many homeless people who populated the downtown area. Usually they were quick to get away from people who looked anything like law enforcement, but she had had to deploy non lethal methods such as pepper spray from time to time. One of her coworkers had been ambushed by someone once and been hurt pretty badly, which shook her for a time, as it did all of her colleagues, but she eventually got over it.
She checked ID’s and patrolled the parking lots of a large building that housed several businesses, and so encountered a lot of people in her daily activities. Here is where those attractive people mentioned before came in. For most, a friendly greeting and a smile was sufficient, but there were a handful of people she would talk and joke with, who she would consider friends. These included a mix of men and women of all ages and backgrounds. Some had, of course, tried to flirt with her, jokingly or not. She knew very well how to shut these down very firmly and usually without hurt feelings. There had only been a couple of times where she had to actually get management involved to stop particularly friendly people from talking to her.
There was one exception, however. Bryan was a tall blonde haired man who was in decent shape for being in his early 40’s. You could see what looked like a powerful muscular frame under his clothes. He had broad shoulders and obviously thick arms which he would jokingly flex when he walked by. Bryan was married with kids as well, so she had been able to keep things at bay, despite finding him attractive and having good rapport with him. He had found her on Facebook and they’d shared private messages that were flirty, but not too much so. To her shame, she had flirted more than her husband would be pleased with. You’re not supposed to write anything you wouldn’t want your spouse to read, right? Well, she had broken that rule a time or two with Bryan, but they had always been able to bring it back to playful banter before it got to be too much.
Things went on like this for some time, she seeing him as he came in to and left work, and occasionally as he went to his car to go about random tasks. Once or twice they’d shared a few minutes of what you’d call private conversations in relative seclusion in the parking garage, with some playful and flirty banter that would be mentioned jokingly in a Facebook message here and there. She knew when he was and wasn’t at work because he was consistent in his parking and she knew his car. Well, in time, the banter became less and less, and the flirting seemed to slow down. The Facebook messages stopped coming, and Bryan seemed more subdued. He always had a smile and a quip for her, but his face would go back to a flat unsmiling stare after he would walk away. She thought about asking him if everything was ok, but figured it wasn’t her place. Still, she did miss her friend and the banter they always enjoyed. But, life goes on.
One evening, after most of the employees had left, Stephanie was making a final round of the parking garage before clocking out for the night. It was mostly deserted, and there wasn’t a soul to be seen walking to or from a car. She always checked the higher levels, even though no one usually parked there, as it was part of her route, even though no one really wanted to park that far away from the stairs and elevators. To her surprise, she saw Bryan’s car. She was a bit taken aback, but curious why he was there. He was allowed to park in the garage, obviously, because he worked in the building, but she found it curious that he was there, so far outside of where he usually parked. She could see he was in the car, and thought maybe this would be a good chance to check on him and see how things were going with him, since he had seemed so melancholy and sad lately. More than once, she had walked up on him when he was in his car and tapped on his window and they had gone through the whole “do you know why I pulled you over” routine, which had led to many of their conversations, so she felt safe and comfortable doing so now. As she approached, she noticed he has his phone in front of him. No big deal, people watch videos in their cars all the time. Sure, he was here later than usual and not in his usual spot, but that wasn’t suspicious. However, as she got closer, the picture of what was happening became clearer. She saw on his tiny screen a video of a petite blonde woman stripping down for a man laying down on a bed. Stephanie immediately flushed and was about to walk away, but her curiosity was piqued. From what she could see, that woman looked a lot like.. her. She stood rooted to the spot, but Bryan was obviously too distracted to notice she was standing there. She watched at the petite blonde, now fully naked, got on her knees and grabbed the man’s cock and slowly stroked it and smiled. The woman then licked the head and slowly took it into her mouth and began bobbing up and down. Embarrassed, Stephanie realized that her panties were now slightly wet from the sight and thought of Bryan watching someone who looked like her giving a blowjob. She was about to turn away in embarrassment when she suddenly spied movement from his other hand. Her eyes widened as he unzipped his pants and started fumbling with the front of his boxers. “Oh, it is time to go” she thought to herself, and wanted to turn to walk very quickly away, but.. she had to see. She had to see, while she had the chance, what this handsome man she had flirted shamelessly with had going on between his legs. She felt hot. She felt ashamed. Her panties were moist, but she had to know. Bryan opened the flap of his boxers and pulled out his large, thick penis. Stephanie was no stranger to dicks. She had lost her virginity at 14, and she had had several lovers. She had seen a lot of different sizes and thicknesses, including her husband’s own long and normally thick penis, and it kept her satisfied for years. She hadn’t given another thought to any of her past lovers after she had been with her husband for the first time. He was sweet and skillful, and he seemed to fill her up just right, like their parts had been made for each other. But here and now, Bryan’s thick meaty cock looked quite simply amazing. He began stroking it, moving his hand up and down, and by now her panties were positively soaked. She suddenly found her legs unroofed from the spot and turned away and left as quickly as she could without making a lot of noise or motion, so as not to alert him that she had been there. She hurried back to the guard station, finished her last duties, pinched out, and left. Thankfully, no one else was there to see how red her face was or how awkwardly she raked due to the wetness between her legs. She caught the bus as she regularly did and tried to distract herself with games and social media on her phone as she usually did, but she wouldn’t get Bryan out of her head. He had always been attractive to her, but with that thick and meaty cock, she was beginning to have some very embarrassing thoughts about her “friend.” She unconsciously opened messenger and looked at the last messages they had exchanged a few weeks ago. She so badly wanted to just say hello and see how he was doing, but she did not trust herself. She sat staring at nothing the rest of the ride until she was somehow home without realizing how she got there. When she had her husband alone after the kids were in bed, she showed him a ferocity and lust they hadn’t had together since before their children were born. Afterward, they both lay there exhausted and sweaty, wrapped in each other’s arms. All he could say was “wow. Where did that come from?” She forces a smile on to her face and said “I’d just been thinking about you all day long” and kissed him.

I really like to [f]uck myself.

I’m a 23 year old woman who’s always been shy about sex and masturbating but sometimes the feelings come and I gotta fuck my tight wet pussy.

I like to lay back on my bed, lights out except for the light of my TV which will glare a chick flick with heavy petting and kissing, or porn such as lesbian porn or a guy fucking a girl. I’m pretty vanilla so chick flicks with hot kissing scenes is my favorite.

I start by rubbing my hard nipples till they hurt and make me whimper. I take my hands and travel my smooth body.

My hand smacking my ass, my finger tips exploring my thick thighs. And then I give in.

I lay on my belly cause it feels the best, and take my right hand. Rubbing my clit, its wet, stinging from sexual arousal, it’s so sensitive and I orgasm so fast.

I personally enjoy long masturbation sessions, I take my hair brush and spank my ass, then I push it in my wet pussy, getting juices everywhere.

Brewing at the office [MF]

I’m a guy in his early twenties who works with a small team. I’ve always had a preference towards older women, whether that be teachers, friends mom’s, or celebrities. So, when on my first day, I met the woman I was starting with, Marie, a pretty blonde, single 48 year old year old, my head immediately began drifting off onto the possibilities.

Marie and I have developed a very open friendship, talking about sex, porn, and relationships. Lately, things have begun to feel a bit different. Yesterday, she asked about how my sex life has been and I said nonexistent, which leads to today’s event.

Upon walking into the office this morning, I greeted Marie. She immediately groaned a bit so I asked what was wrong. She complained of a painful knot in her neck. After talking for a few more minutes, the groaning continued until I volunteered to help her out.

I stood above her and began massaging her bare shoulders and neck. The groaning turned into moaning. She kept whispering how good it felt and asking for me to go deeper and then mix it up with slowly scratching or tracing my fingers along her smooth skin.

How I Actually Lost My Virginity [FM]

The day after [my encounter with Joe](https://www.reddit.com/r/eroticliterature/comments/b3t5ua/how_i_almost_lost_my_virginity_fm_repost_blowjob/) was among the most nerve wracking days of school I’d ever had. Not finals, not pop quizzes, just a simple day of practicing to march in for graduation. Simple, right? The problem was, even though Joe was there, he wouldn’t look at me. When I met up with my usual group of friends that morning, he just mumbled a hello and focused on his breakfast. When the bell rang, he was the first to shoot off to wherever he had to be. When all the graduating seniors met up for marching practice, he just took his place in line and kept quiet, instead of joining the rest of us off to the side, joking about how stupid it was to build two days into the schedule to learn how to walk properly. I really, truly thought I had messed up our friendship forever. To my eighteen year old mind, it was the end of the world.

How I Almost Lost My Virginity [FM] (Repost) (Blowjob)

I was a good girl all the way up through high school. Straight A’s, I never got into trouble, I always did as I was told, but, unknown to my parents, I’d gotten pretty heavily into watching porn. Watching the women sucking and fucking on the screen in my bedroom was the height of sexiness to me, and I, a virgin, knew beyond the shadow of a doubt that I 100% needed to get fucked.

Unfortunately, I hung out with a bunch of hopeless virgins like me, and I knew that the only way they managed to talk to me at all was to not view me as a sexual figure at all. Baggy clothes and no makeup only helped/hurt, I know, but I liked their company. Had I just whipped my tits out and announced my pussy open for business, I knew they would all run for the hills, so I did what I had to do to keep the friends I wanted. Graduation was only days away, though, and while I could have just walked into school with a tight top on and batted my eyes at some jock, I wanted something a little more personal.

Big sex with a below average cock [MF]

My wife and I have been married for 23 years. About 10 years ago we started going to a nude beach in NJ and I commented to her that I always thought I had an average cock. After looking at the guys there, I realized that my cock was pretty small. I realize that you can’t really tell unless they are erect, but it still was apparent that I was definitely below average.

I never really thought about it much and she never seemed to care, so it was never a big deal. As part of the conversation, she disclosed that I was, in fact, the smallest partner that she had ever been with and that she actually had dated three or four guys that were very well hung. She also said not to worry and that my cock feels fine and our sex is great – but it still left me wondering and a bit worried about it.

Tapping Shoulder Tappers [red ink welcomed] [mff] [pot] [ws] [enema]

Shoulder Tappers 

As  I walked into the liquor store I spied two fresh barely legal females, a slender late teen, and her  stocky friend,they were approaching random people , clearly they were shoulder tapping. I went and got my four pack, a pint of rum, and rolling papers.

   As I exited the store the two moved into an area were they would intersect my path.

  “Mister?”

“Yes young lady.”

” We’ve just about given up on finding someone generous enough to get us some supplies to take to a back country party.” 

“You need a booze buyer?”

“Yes we do, beer, schnapps, wine cooler,  and Jagermeister.”

“Well I just might be your broker today young  ladies. Just what’s in it for me?”

“You could keep any change… ”

“I’m fine for money Miss. So I’m willing to put myself into a position to get arrested, and fined for buying booze for minors.”

 ” Hmm Um… ” The strawberry blonde started . ” Well what would be sufficient to persuade you to help us Mister?”

” First, my name is Earl. Second… just how bad do you want supplies?”

Me and my grandma

I admit it. I once was in love with my grandma. Or better said, hard for her. It was quite some years ago. I was barely out of school, she around sixty. And a widow for the better part of a decade. And yes, she liked it hard. And yes, there was a certain period in our lives when we fucked each other like some animals. At every possibility. For a while. No, we are not together any more. But what happened is still our little dirty secret.

Back to that point in time were it all began. I was a fresh high school drop out. On the hunt for job. Something with a perspective. With the chance of building up a career. But in the area I lived in, nothing. Just minimum wage jobs. So I had to look elsewhere. Everywhere. And I found something. An office job. In a really big and well established company. Far away from home. So I needed some accommodation.

But the payday wasn’t that great. So renting my own place was not doable. For the moment. Luckily my grandma was living near my future workplace. Alone, in a big empty house. Grandpa was already gone for good. Her offspring, my mom is one of them, already out of the house. So plenty of empty room for me to occupy.

[M]y [F]irst Coworker—and Boss’ sister—Fuck: Part I

I’m fit, blonde hair, blue eyes, late twenties, well-spoken, about 6’2″ with shoes, and a proud nerd. I switched jobs like 2 years ago and immediately was thunderstruck by a coworker who emailed me some introductory information about the company. We worked though in different offices. It didn’t take long for me to realize it was my boss’ younger sister and that we would be training together in my second week a couple of items.

I’ll call her Jade. Jade was mid-twenties, strawberry blonde thick long hair, porcelain complexion with sharp eeyebrows, big brown eyes, and full lips. And curves for days. Busty, thick hipped, and lovely thighs, but not heavy at all. I couldn’t keep my eyes off her profile pic in the emails she would send to me. And in-person after training together, sitting next to one another, I kep looking at her lips. Her voice was a little deeper than I expected, but I liked that. An alto not a soprano. It was hot. I kept my distance for weeks. She was in a relationship I learned and I was too. But that didn’t stop her from emailing me in times when I honestly probably didn’t need to hop in and help her digitally. I would analyze her playful unnecessary use of an emoji or exclamation point. And since Social Media was a part of our work for marketing and learning about competitors, naturally her profiles starting getting recommended to me.