Straight Archives — Page 2263 of 2451 — NSFW story

[MF] [public] That time my girlfriend and I accidentally put on a show for some drunk college kids

I had a lot of fun writing my first post here and got a really positive response, so I thought I’d share another story. As before, I’ll mark the beginning of the sexy stuff with a row of hyphens.

This was about two years after my last story. Immediately after graduating I moved back home to look for a job, and it wasn’t exactly going great; I’d picked an easy major because I grew up hearing how important it was to “just get a degree,” and I didn’t do any extracurricular activities while in school (not the kind you’d put on a resume, at least), so my prospects were almost nonexistent. I was living at my mom’s house with her and two of my grown siblings, one of whom had a toddler of her own (I wasn’t the only one in my family who had trouble getting their act together and adulting up). I was working as a janitor, saving money and thinking about what I should do next. Read more »

I’m too young for sex :( pt. 23 [ff]

The weekend had been one of the best in my life, but then Monday morning brought me another pair of ruined panties. For the first time since my very first period, I was completely taken by surprise by its arrival. Usually I got crampy or moody just before it started, but I’d noticed nothing this time. Then I remembered the wonderful side-effect of having an IUD.

School that morning felt different. I had a girlfriend named Samantha Juliet Green and we had spent a wonderful weekend getting to know each other better. Joe liked her a lot, I could tell. He treated her almost like he treated his best friend Mark. Mom put her to work doing chores right along with me, which in a perverse way showed how much she liked her. Dad kept his distance until the topic of professional baseball came up. Then Dad and Sam had a lively chat about which teams were going to the playoffs in the fall.

After I hit my locker before lunch, I practically danced into the lunch room. When Sam caught sight of me, her eyes sparkled and she stood to hug me before we sat down. Some of the smirks around the table told me they knew all about us becoming intimate at this point, but I didn’t care as I dug into my sack lunch. Read more »

The Good Doctor [M/F] [7M/F] [Fsub] [Trance]

Year of Our Lord 1857,

I have received a new client, a referral from a previously satisfied customer. One “Adela Caroline Harriett.” A fine name, a fine family. She was provided to me by her father, who has been grooming her to be a fitting bride to the recently widowed Lord Protector of Ireland, Archibold William Montgomerie.

She was skeptical when I first met her. They always are at the start of our sessions, but equally so do they always loosen up. She had fair skin, brown hair, hazel eyes, typical of aristocratic birth. Her clothes were not so fine nor impractical as can be seen in those who are doing well, but they should be suitable enough for a widower, especially one as unhappy as William.

So the question came to mind then, naggingly, as she sat upon my couch,

“What do you believe to be the problem then?”

“Whatever do you mean?” She said pointedly, clearly not here of her own volition.

I did not reply. I let the silence grow, looking down at my watch in my palm.

One… Two… Three… Read more »

How I lost my virginity to an older MILF [MF]

So here is my story of me losing my virginity. It is all true. I was 21 and she was 24 at the time. She had a child so she was a MILF. I am now 27.

I was studying at home with my brother and a friend. My brother gets a text from someone he knows. She asks if he knew anyone who wanted to get laid. So my brother suggested me. She asked him if I was legal and I am. So I look at her Facebook pictures. She is my kind of girl: curvy with big boobs. So she sends me a text asking me how big my cock was. I avoided the question because I thought she would reject my 5-inch cock. So I asked her if she would tame the wild beast within me. She responded asking me if I was a virgin and I said yes. She said she hates to admit it but it is kind of hot. She then asks if why I wanted to lose it to her; was it because I just wanted to or that I was going to go over the edge. I told her both. She then asked me what I wanted to do. I told her I wanted to get head, eat her out, do it in missionary and cowgirl positions and possible cum in her mouth. I then told her “soo, when can we do it?” She said tomorrow and she would pick me up at 5. She then said she would have to shower because we do it and she would bring her son. I am like “an OLDER MILF? SCORE” Read more »

I got her off because her husband didn’t [FF]

After I came back from Europe my life became really dull. I started working at a boutique clothing store in my town and I hated it. Everyday was the same and I missed the rush and uncertainty of Europe and what everyday held. And I also REALLY missed the sex.

Since I got back I’ve had a few old fwbs which have been fun but I really missed walking into a bar and not knowing who I was going to take home and how big or small their dick was and guessing what they wanted to do to me.

I found myself sitting at work with my mind racing about all these thoughts. I could barely focus and I knew something had to change and my little rabbit couldn’t get the job done anymore. My manager at work is a woman in her 40s who used to work a corporate type of job now quit when she had kids and now works at the store because fashion was her passion. We got really close and would both complain about the owner and the things we would change if she wasn’t around. We would get drinks once a week and she would complain to me about her husband and opened up about their sex life which hasn’t been existence since they had kids. I told her about Europe and she was on the edge of her seat. Read more »

The Long Trail [MF] [Fdom]

Almost a year ago I broke up with my long-term girlfriend. If it is ok with you, I’d rather not mention her name because, well, I took some rather drastic measures to try and forget her. How drastic, you ask? Ok, after six months of self-indulgent misery I decided to go for a walk. A long walk… a very long walk. Six months ago I began a 12 month walk along the Appalachian Trail – 2190 miles across 14 States. At the time of this tale, I was roughly halfway finished after starting out in Maine and was roughly near Harrisburg, Pennsylvania (I think, anyway, there are very few signposts out in the wilderness.) During that time I became a different man. I’m 29 years old, medium height, fair complexion and most women would probably think that I was reasonably attractive. I say reasonably, because I’ve not always been that way these last few months. Sometimes I rock a ludicrous hillbilly beard because, well, on the long trail personal grooming is not the first order of business. Also, I often smell a bit – its honest and fresh BO of course, because washing and bathing is to be found only where you can find it. At those times when I can’t stand myself looking or smelling like a polecat I take myself into some small town and get a haircut and wash my clothes. Other times I mostly just strip off and jump into some beautiful and clean mountain stream when the weather is warm. If the mood takes me and the scenery is kind I may spend a few days letting my body recover from the endless tramping up and down the mountain tracks. Back home I own a small software company. You would never have heard of it, but it has made me more money than I can usefully spend. As a company director I had been living a soft life and, well, I used to be a tiny bit pudgy. No more though. A thousand hard miles behind me and an avoidance of all form of modern conveniences such as fast-food or motor vehicles, I have never been fitter. My body was as hard as a slab of concrete. Read more »

Friday Night Drinks [MF]

My fiancé and I met when we were 15, kissed, and thought that would be the end of it. We would never come across each other again. Turns out that we met again when we were both 18, and stayed together from that day onwards.

For the next seven years we were soulmates. We became so engrossed in each other’s lives that her nieces and nephews were mine as well. So much so that we were chosen to be one of her nephew’s god parents (despite being not even remotely religious).

I loved her family as well. Except one of her sisters. She was a pain in the ass. There was a time that we lived with her, and she was THE WORST. As in, the kind of housemate that you would just want to kick the ass of. Never did her own dishes, never cleaned when it was her turn, and never even tidied the goddamn bathroom. The worst.

After all that, we moved into our own place and looked forward to the future. That is, until we found out we were living with a brain tumour.
In the end, it was over pretty quickly. I never, ever, thought I would bury the love of my life. But that is exactly what I ended up doing. Read more »

[MF] The Non-sexy thing that led to great Sex.

I walked in to the place that was very unfamiliar to me. It was recommended I go there in a semi-emergency. The small place was packed with guys, Spanish music in the background and everyone was welcoming. I saw the one woman there motioning for me to follow her. She knew exactly what I wanted. I sat down in a chair in the back, we exchanged pleasantries and her thick Spanish accented but fluent in English voice was already grabbing my attention. She hovered over me, she smelled like a candy she had obviously just finished eating. Her bright red lipstick matching her tongue. She has short hair which I never really get excited about on ladies, but I loved her style. Her skin is flawless and when she was just a few inches from my face I wanted to kiss her so bad. Her long thin fingers with bright purple fingernails were on my shoulders, on my collarbone, as she prepared me for what was next. When she concentrates her tongue peeks out just a little between her big juicy lips. Her small but curvy frame could not be hidden even in winter clothes. She smiled after everything she said. She sang Spanish ballads under her breath but, still in my ear. She whispered questions like “where are you from?” and I could barely answer because I was so taken with her. Every time she touched me her hands felt warm and gentle.
She was giving me a haircut!
From the very first encounter I admit I was hard as a rock for her. I had never had a woman cut my hair and I never realized how much a woman can make something like that sexy. Even in a old beat down barbershop full of guys. Every two weeks it was the same thing but it got more and more intense. Now she would place one of her legs in between mine and lean into me. Now she would open her top a couple buttons so I could see. Now she puts her finger on my lips when she gets in close to redirect my head. In a way someone would grab someone to kiss them forcefully. Me allowing her to use the straight razor to shave me has her so close to me that any move her face would touch mine. I’ve seen her cut others and it’s NEVER like that. After about ,6 months of haircuts, she one day puts her hand on my face and I stared in her eyes deep and tilted my head to her. She kissed me on the cheek but very sensually. When she put her leg between mine I let my inner thigh graze her so she can feel what she does to me. After the haircut she told me to come meet her after closing.
That night she told me she can’t be like that in front of everyone and that we better stop Because she didn’t want people in her job to look at her like that. Within minutes though she said she wanted to kiss me after all this time and admitted she was trying to turn me on during our appointments. We started kissing heavy and even with the shop door wide open we went at it like in the movies. Knocking things over, she pushed me on the chair held me down by the chest and kissed me deeply while straddling me. Eventually she closed the door and pulled me back in a laundry area and started undoing my belt and pants. She slid one hand up my shirt and her fingers touched my lips the same way she always did during the cuts. I was so hard I sprung out of my pants and she didn’t suck me at first, but she just kissed and licked and moaned at the feeling of me against her lips. She took me deep just once before starting to pull me into her mouth. She pulled me on the floor and laid me flat, stood up and took off her pants and rode me while talking to me in Spanish. Holding me by my chest with one hand and using her other hand to guide my hand to where she wanted them. Ultimately, she leaned back and put her hands on the floor beside my legs and gave me a great view of me entering her. She snapped her head back forward to look at me with the pre-orgasm face and she absolutely buckled on top of me from the orgasm as she let out a nice bunch of heavy breaths and quivers. Even without additional stroking, the very sight of that made me cum hard. She and I have been seeing each other exclusively for two years.

More cosplay craziness [MF]

Considering my last story was well received, I’ll go ahead and tell about another one that happened to me. I work at a lot of comic/anime cons, so most of my really crazy experiences happen at these. Anyone who has been to enough cons can tell you that if freaky sex shit is going to happen to you, this is where it’s most likely to happen.

The first year I was working one of my cons, I was completely alone in my hotel room. The room came free with the work, and I didn’t think to parse out space for friends or for merch money. The first night (Thursday) I spent alone. The second day, the weather was absolutely brutal (nearly 100 degrees, with plenty of humidity.) Everyone in costume was absolutely dripping with sweat, and having 30,000 people in space designed for half of that wasn’t helping anyone. Read more »