The next day was more of the same, as was the next. I endured stares and false smiles in the office, then went home and abandoned myself in pursuit of easy sex. I told myself that I was reclaiming my life, but as days turned to weeks, I found myself withdrawing instead. I couldn’t go to the gym for fear of running into Chris and his hurt gaze. The clubs and bars bored me; my conquests felt hollow and meaningless. Even Kat eventually stopped coming around for her little booty calls.
My mood darkened as well. I found myself angry or cranky all the time, with no patience for the social engineering I’d used to fill my days with. I couldn’t keep my face warm long enough to convince everyone around that I was as important as I needed them to believe, and they’d seen that my untrained “sister” could do just as good a job as I could.
And of course, they asked after her constantly. Where had she gone? How was she doing? when would she be visiting again? Why had I never told anyone about her? After a while, I just started locking my office door in the morning.
It was my sixth week as a man – as myself, I kept correcting, my sixth week as myself – I got a message to meet Diana at the cafe. I headed over at noon, ordering my liquid lunch from a dark-haired barista with a bad attitude. She glared at me while she made my coffee, slammed it on the counter, and told me to “have a nice day” in a voice that could have melted paint.
“What a bitch,” I said, sitting across from Diana. Katlyn joined us as about the same time, taking the third seat at what had once been our usual table. I pulled a flask out of my jacket and irished up my coffee while she got comfortable, then realized she and Diana were both staring at me.
“What?” I asked angrily. “Can’t a man have a drink with lunch?
“It’s not that,” Diana said gently. “Well, not just that. It’s…”
“You’re circling the drain,” Katlyn declared.
I glared at her. “What is this, a medical drama?”
Kat held up her hands, palms out. “Socially. Emotionally. Look at yourself. Do you feel like you’re the king of the mountain? Because you sure don’t look it.”
I looked down at myself. My shirt wasn’t ironed, and my tie wasn’t sitting as straight as it should have been. “Whatever. I’m having a bad day.”
“You seem to have had a lot of bad days,” Diana said firmly. “I talked to Debra.”
“Remind me to fire her.”
“Shawn!” Katlyn leaned over and grabbed my arm. “What the hell is wrong with you? You weren’t like this, when-”
“When what? When I was a woman?” I scoffed, pulling away from her grip. “That was never me. That was a prison.”
“Do you feel released?”
Diana touched Katlyn’s hand to shush her. “We talked to Pam, too,” she said. “She said… well, they’re considering replacing you.”
“Good! I’ll quit! Retire even! See America! Fuck a girl in every state! I’ll call it the Shawn Milner Boner Tour!”
“Shawn, stop!” Katlyn grabbed at me again. “Why are you so angry?”
“Why shouldn’t I be? You two don’t like who I am. Everyone in the office wants my goddamn ‘sister’ back. Even the coffee girl fucking hates me for some reason.”
“Coffee girl?” Katlyn leaned over. “The new one”
“Yeah, I guess. Maybe she’s in the wrong line of work.”
“Oh, Shawn,” Kat said, smirking, “that’s… oh jeez.”
“What?”
“Didn’t you see her name tag? It’s right there on her boob, I figured you’d glance at least.”
“I didn’t really care. Why? What’s it say?”
“Tammy.”
I nearly sprayed my drink across the table. “Tammy??” I asked in a hushed voice, glancing back at the counter. “As in Tommy Tammy?”
“Yeah. I guess she’s coping a little worse than you did.”
I snuck a better look over there. It was Tammy all right, dressed in the silly green uniform and apron, slinging coffees and looking generally exhausted. “Holy shit.”
“Yeah.” Diana sighed. “I wanted to show you where she ended up just out of interest, but looking at you now… are you sure you’re all right?”
“Apparently not. I thought I’d just slip back into my life, but it’s not…”
“Yeah. It’s not right, for a bunch of reasons.”
“Well, it’s not like I can undo any of it. I did what I had to do… we all did. And I’m still grateful to both of you. But it is what it is. This is who I am, now.”
“Well…” Kat looked over at Tammy. “It doesn’t have to be, you know…”
“You’re shitting me.” I thumped my cup on the table between us. It splashed hot coffee on my hand, but I ignored the pain. “After everything I went through. All that work. Using a good man like that. Ruining the lives of those people who cursed me. Fucking my ex-friend. And now you want me to… to undo it all?”
Kat shrugged. “It was just a thought.”
“Yeah… just a thought…” I shook my head. “Got a few too many of those, lately.”
Diana reached over to lay her hand on mine. “What thought are you having now, Shawn?”
I looked up and met her eyes. The words came out before I had a chance to think about them. Hell, for a second I wasn’t certain it was me talking. But I spoke nonetheless.
“I’ve made a huge mistake.”
Tag: Girlfriend
Birthday Theater
For Nora’s birthday, her boyfriend decided to take her somewhere special. They had been exploring a lot of sexual adventures for quite some time; at first it was just involving whips and ropes, but Nora had always wanted to suck as many cocks as she could in one night.
So for her birthday, Dale promised that he would take her to an adult theater.
She was nervous, of course; she had never been to one. She didn’t know what the environment would be like. But Dale helped her out, picking out her outfit. He had given her a black lacy bra to wear and a black thong, with garters worn under said panties to hold up her thighhighs and vermillion heels, and lastly, a pair of dark sunglasses and a longcoat to hide her outfit. The last bit was the lipstick she wore; bright cherry red.
Once they arrived by cab, Dale held onto her hand as they went in through the sex toy shop that acted as a front for the theater before heading inside. Down two flights of stairs, to where they were no longer surrounded by a bright, colorful atmosphere, but a dark environment of concrete, with red plush chairs to make it a little more comfortable.
Memories of a teacher’s daughter [M/F]
A long time ago at my middle school there was an English teacher, Miss. Hong, who lived a few houses down from mine. Miss Hong was a single mom who had a daughter, Amber. Amber is four years younger than me and we became friends because we would occasionally bump into each other when we’re out walking our dogs. I was never really initially attracted to Amber because she was dull-looking and had tomboyish style that I didn’t really care for.
We eventually grew apart and stopped talking to each other for several years but I would occasionally see her around the neighborhood. We added each other on Facebook one day and I learn through pictures that Amber is now a senior in high school and evolving into quite a lady. We exchanged phone numbers and text each other every now and then but I tended to keep the conversation short or forget to text back because I had a girlfriend at the time.
Part 1: I was her boss [M/F]
Hey /r/gonewildstories
I am new to this posting thing and testing the waters with my first story. if you enjoy let me know and I might continue with more. This and everything I post are 100% true from how I remember them. I had some fun and funny times in my early 20s.
A little background:
The day I turned 22 I broke up with my girlfriend of 3 years, we’ll call her Lauren. Lauren and I had both known for a while the relationship was dead and the only reason we were still together was because of the sex we had. But those stories are for another day.
This starts just 3 days after I ended things with Lauren. I was working as a manager of a large retail chain. I hated my job and the only thing that made working there bearable were my coworkers. One of them was a cute and innocent looking blonde girl named Sam. She was 19, skinny and short with a small chest and a round ass; she always called me dude and she was anything but innocent once you got to know her.
Swinging in Brooklyn [MFMF]
Since we started discussing adding others in the bedroom, we’ve constantly discussed what we wanted to do. Most of the time this conversation came up when my cum was dripping out of Rebecca’s pussy after her telling me, “I want you to fill me up and have a girl lick your cum out of me.” It takes a while to make a fantasy a reality, and for us this was no longer mythical. When we finally decided this was something we wanted to be part of our lives, we made some rules: we constantly check in with each other, we never make sacrifices for each other, we always stay in the same room, it never takes over our sex life and we stick to couples only, no singles.
Hi we’re Connor and Rebecca and in case you didn’t figure out, we like to swing. A little about us, we’re a late 20’s couple, I’m a tall bearded dark haired athletic guy and Rebecca is a beautiful yogi with shoulder length blonde hair, tattoos, a juicy butt, and is much more fun than I’ll ever be. I love her which makes this whole swinging thing work for us.
A Chance pt. 3 [ff]
Click my name to read the earlier parts.
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Lizette kept glancing at the clock on the wall in homeroom. She was certain the second hand was slowing down. It felt like she had been in that uncomfortable chrome and plastic desk for at least a decade waiting for the bell to set her free.
She knew Kimmy better than anyone else. When the text came in the night before about meeting in the park, Lizette knew she was wavering. That was why Lizette kissed her before she could say anything. And it had worked—so far—but Lizette was still afraid that Kimmy would pull away before they could even get started.
Watching Kimmy break up with Tim over the phone had brought relief, even if it was hard to see her learn the truth the hard way. Nicole had told someone about her secret friend-with-benefits in the hall one day as Lizette passed. Then later on she saw Tim and Nicole shooting each other significant looks when they thought no one was paying attention. It wasn’t until he bragged about cheating on Kimmy, just to twist them knife, that Lizette had wanted to kill him.
My new year trip to a new city turns out the craziest due to my sexy host!!!
So, I was traveling to a new city during the new winter break and I am a student so wanted to save money. I asked my friends to host me but all of them were either with family or going away for the new year. Not that I had many in the city. Finally one of my friends introduced me to a friend who was going to be in the city around the time I was supposed to visit. She gave me her number and we talked a couple of times about my plans and she also wanted to get comfortable before hosting me. She was around 6-7 years older than me. I arrived in the city on Afternoon of 30th and went around sight seeing. The girl who was hosting me was working and I could go there only around 7-8 PM. So after walking around for some time I take a cab and reach her home. She has invited a guy who came over with his girlfriend.
Sex at an Anime Convention, Part 2 [m22/f19]
[aka, The Time I Gave Rey Six Orgasms in Under an Hour]
Sorry about the long gap between chapters. As I said before, I’ve never written anything like this so I’m quite self conscious about it. I spent a lot of time rewriting it and then tidying it up. Also, this one is much longer but I hope completely worth it. Please let me know what you think in the comments, and more specifically give me any pointers you think I can learn from. I’m enjoying writing these, but I’m still not really sure if I’m doing them well. So…
When last we left off, I’d just fucked the hell out of my girlfriend, Rey, dressed as Sailor Jupiter at an anime convention. That night, she slept in her room with her friends (who were quite prude and would have raised too many eyebrows if she stayed with me) and I stayed in my room with my friends (who were secretly-not-so-secretly hooking up in the next bed). In all honesty, between running around in the wee hours to get everyone together for the convention, getting settled at the convention, running around the convention, and then fucking at the end of the day had me pretty tired so I went to sleep pretty easily to the sounds of poorly masked gasps.
[M]e and my G[F] and the 10 minutes of a trembling orgasm. [Long]
My gf picked me up after work and we went to her house for some stuff she needed for school. It had been a couple weeks since we’ve seen each other so we both were eager to fuck, so we did.
We ran into her room and ripped each others pants off (she had to be back at school in like an hour so we didnt have long to take off all our clothes). She got on the bed and i jumped on top of her, sticking the head of my cock just on her wet pussy, then she says,”Hurry up, i want it!” and when i do, fuck i went completely wild. We hadn’t seen each other in a while mostly due to our conflicting schedules, her school and my work, so i was going to give it my all. I have her left leg on my shoulder with her right leg around my waist and this gives me the best leverage possible. I am just pounding the shit out of her. Her parents weren’t home, so we could be loud, and loud we were. We fucked for about half an hour, she came about ten times, i could tell because she has the best o-face. Anyways, after her ninth o-face, i start feeling it,”Im gonna cum!” I manage to get out in between my grunts, and she says,”Cum inside…i want it….in….SIIIIDE!” and as i felt her pussy tighten around my cock for the last time, i explode inside of her. It was so good that i was REALLY sleepy after.
A weekend trip to Carmel [MF] [exh+F]
A Weekend Trip to Carmel With Maria and Rose
Part 1:
It all started on an overnight trip to Carmel, CA. My girlfriend Maria and I had been dating for a couple of years at this point. She lived with a roommate Rose who was from the same home town back in Asia. Because they lived together I got to know Rose nearly as well as I did Maria. Sometimes Maria had mentioned to me that Rose had commented that Maria and I spent a lot of time in the bedroom. As both Maria and I frequently made love and fucked for hours and hours, I wasn’t surprised and was honestly a bit proud. What Maria and I didn’t realize until much later was that the wall separating the two bedrooms was a lot more transparent to sound than we ever realized. Poor Rose must have heard Maria and I going at it many, many times.