NSFW story — Page 8849 of 11466 — collection of stories you shouldn't read at work

[M]y first time with a t-girl

I’ve posted here before about how I lost my virginity and now I’d like to share my first time with a t-girl.

It was a pretty lonely time for me. I just finished up my post-grad program, about to start a new job, and I was bored as all my friends were already working.

I decided to go into backpage. I was looking at females first and just wasn’t convinced that any of them were real. So I go to the t-girl part and begin to look there out of curiosity. I find this nice looking filipina and was convinced that she would be the one that would rock my world.

I give a text and get the typical sweet reply. She gives me quotes and after I explain to her it’s my first time, she tells me to give her a call. I do and she said she wanted to assure me that I’ll be taken care of and that I have nothing to worry about. We agree upon a time and I make my way there. Read more »

[FF] A follow up with my (allegedly) straight friend

[First post](https://www.reddit.com/r/gonewildstories/comments/ax89vi/ff_helping_my_allegedly_straight_friend_after_a/)

So, after the night you all enjoyed hearing about so much, we cuddled some more and I spent the night in Chloes’s bed. No funny business took place and it was actually all quite sweet. Things were less awkward in the morning than they had any right to be. We each had a bit of a giggle and I eventually went back to my room and we went about our lives. We did text a *lot* more after that. She reaffirmed that she wasn’t gay or even bi but that doing stuff with girls just fell on that weird grey area. The one where she doesn’t *actually* enjoy it, but gets off on being forced to do it. At least, that’s what she thought but couldn’t be certain. We didn’t broach the subject again for some time and I figured that was that. Read more »

Dinner with the Parents [MF] [exhibitionism] [d/s]

“Ali! You ready honey?” I yelled loudly towards my girlfriend upstairs, who was taking quite some time getting ready. “Yeah, yeah, I’ll be there okay?” She giggled and I listened to her shuffle around our room. I looked down at the expensive black and gold watch around my wrist, smiling. She always loved to take extra care in looking the way she does, and I appreciate that. She insisted that I wear the crisp navy blue suit she bought me for tonight. We’re supposed to be having dinner with my parents so they can meet Ali. I can tell she’s still nervous but I know they’ll love her. She’s so gorgeous it drives me nuts that she never notices how people stop and look at her. Her radiance literally brings life to any room, and her laugh is always so joyous. “Baby, I’m ready.” I stopped daydreaming and turned to look at her. Read more »

[FM] Mistresses First Punishment

It had been another great date, we’d laughed, smiled and flirted probably a bit too much for public viewing. But that didn’t manage to stop me from being a disobedient slave. We’d stopped off at a little corner cake shop after you made me wait outside Ann Summers whilst you bought me a reward.

My first mistake was not opening the door for you, then entering ahead of you. You saw how I didn’t realise and chose to dismiss it – after all, I’d never acted out before. Then, after taking it upon myself, I got your order wrong when I knew it perfectly well. Then the final straw had been when I forgot to pull your chair out for you and then starting on my cake before you had yours. I realised I was done for.

You demanded we leave immediately and stormed out of the cafe, me running quickly behind. The car ride back to your place was eerie and silent, I was locked alone with my thoughts of how you’d punish me – whip, cane, or perhaps something worse?

The Work Conference [M/F, M-POV]

*What a boring lecture.*

I sit up a little in my seat and stretch as much as I can without hitting the person next to me. As my gaze sweeps back to the speaker on stage talking about workplace safety I notice a similarly bored woman also looking around the room. Our eyes meet briefly over a few rows and columns of seats but she quickly looks down, then focuses her attention back to the speaker. At least now I have something more interesting to pay attention to.

My eyes focus a little more as my mind clears of it’s half-sleep. Her wavy brown hair curls at the ends as they just dangle over her shoulders. She’s wearing business-appropriate clothing, of course. A nice white blouse and black slacks. Her leg is bouncing as her soft face looks expectantly at the speaker. I wonder if she’s pretending to pay attention or if this is actually interesting to her. Thankfully the presentation doesn’t last much longer. As the people file out I make sure to keep track of this woman. I push my way through tired people and make my way into the lobby to see her already starting toward the exit. Read more »

[MF] After a crappy end to my 2018, I decided to fuck my way around Asia. Part 2 – The Philippines

Read Part One here:

https://redd.it/axn4v0

Hallie contacted me that afternoon to let me know that she could take off that Thursday and Friday to join me. I was thrilled. I asked her if she was available afterwork to help me with the travel plans and she said she was.

I felt like a dick asking her, but I had to prepare and as gently as I possibly could, I asked her if she was going to charge me. She snickered and said if all we were doing was planning than no., I told her I was at least going to take her to dinner. She agreed.

At 7 PM she arrived and dressed a bit more casual this time. I asked where she wanted to eat, and she suggested a pizza place that she’s heard good things about, and it was less than a kilometer from my hotel. She suggested we get it delivered.

I turned on my laptop and got to work. Though I googled Coron during the day, Hallie showed me more pictures on the web, and it peaked my interest more. The sites on the island looked gorgeous, but what I really wanted to do was fuck Hallie in a secluded beach. Since we were planning the trip, I went ahead and mentioned this to her. She smiled and she told me of different options. Read more »

My first encounter with Marie [MF] Long

Hello everyone. I have been reading stories for a few years but have created a new account to start posting some of my stories from a few years ago.

Backstory follows. Skip to “THE NIGHT” for the actual action.

THE BACKSTORY

Marie…..oh Marie how you still haunt my dreams to this day. And for the life of me I can not figure out why. She was not the most gorgeous girl I had ever seen. Cute but not overly, and she annoyed the crap out of me a lot. But she and I had this strange sexual connection I don’t think I will ever have again. For years we kept swinging back into each others lives even if only for a blowjob in a random parking lot somewhere.

Marie was maybe 5’3” on a good day and 100lbs soaking wet. Smallest tits I had ever seen but her ass was perfect. Round and firm, just right for grabbing. She was a member of a sorority on campus, and with me being in a fraternity that is how we met. Read more »

[MF] How A Post On The Nextdoor App Led To Me Fucking My Nerdy Downstairs Neighbor (PART FOUR)

[PART ONE](https://www.reddit.com/r/gonewildstories/comments/ar0n5e/mf_how_a_post_on_the_nextdoor_app_led_to_me/)

[PART TWO](https://www.reddit.com/r/gonewildstories/comments/av44cl/mff_how_a_post_on_the_nextdoor_app_led_to_me/)

[PART THREE](https://www.reddit.com/r/gonewildstories/comments/avv157/mf_how_a_post_on_the_nextdoor_app_led_to_me/)

It’s been a little over a week since the last update with Olivia, and I’d like to tell you that this past week was filled with wild sex every single day, but unfortunately life gets in the way sometimes. Olivia is always busy and travels often for work (which is why she’s looking for a new job), so it can be difficult to connect sometimes. In the past 7 (8?) days, we’ve only been able to get together once, and sadly she had started her period.

She invited me down to her place to watch a few episodes of ‘Russian Doll’ on Netflix. I had already watched the series, but it was pretty good, so I didn’t mind watching it again with her. It was around 8 or 9 at night and she was dressed in a pair of pajama pants and a t-shirt that appeared to be over 100 years old. It had holes in it and was basically hanging off her shoulder for dear life. I made some smartass comment about it, and then she battled back with, “What about you? King of sweatpants over here,” she had a point. For some reason I think I’m Drake. I can’t get away with wearing sweatpants all the time. Read more »

Your friends pantie drawer (best case scenario)

She asked you to look after her cat for the weekend; you hate the little bastard, but you agree to it—she is your best friend after all. You routinely show up at her place and feed the indifferent, ungrateful little monster, and occasionally glance into her room with a certain voyeuristic desire.

On Sunday you decide to act on your impulse and slowly walk into her room. Your heart is beating fast as you open the top drawer of her dresser. You nervously pick through her panties and bras. Everything seems smaller than you expected. How does she get that beautiful ass into these? They are what you’d expect: plain white granny panties to pink barely-there thongs. You dig towards the back and find some black lace panties with a transparent back.

You lightly wrap it around your now hard cock and start to stroke it with them. You close your eyes and imagine that one night the two of you were both particularly vulnerable. She sent you a text late at night, and you knew exactly what she wanted. You recall her legs up over your shoulders looking you in the eyes and sucking on your fingers while you slide in and out of her. You both never really talk about it, but you fantasize about it often. Read more »