Tag: Oral

I shared my girlfriend with my bestfriend because of The Walking Dead. [MFM](Me=23, Gf=21, Friend=26)(a little bit of cuckold?)

I share a two-bedroom apartment with my best friend, Tim, but I’ve been sleeping on the living room for almost a week when this happened because of some remodeling gone wrong upstairs, and the landlord of the building is still fixing things. But hey, totally fine with me because the landlord said my buddy and I will only have to pay half of rent for this month for the inconvenience caused.

We only had one TV and it’s in the living room. Usually, since I live in Asia, TWD episodes reruns at around 9pm – 11pm (back to back episodes). This happened yesterday and I just remembered about this subreddit, so I’m writing it! Woohoo

Anyway, my best bud usually sleeps early, like 8pm early and wakes up before the sun is up. My girlfriend, Katie, stayed in our apartment that night. Watching TV, talking about our week, texting, social media, and whatnot. 10pm came and we started doing the dirty. Heavy petting, oral, and we only did it out there because we’ve been holding off for so long (no room, remember). And we were sure that Tim was already asleep. Read more »

My One Night Stand, while on break [F/M]

It was during the summer that I got accepted into medical school. My bf and I were having many issues and we ended up taking a break from each other for a few weeks. One of my closest friends from college was having his birthday celebration at a beach cottage for a weekend and invited me to go. I was hesitant on going because I didn’t know anyone going.. I was also trying to sort out my thoughts and issues with my bf … In the end, I decided to go because my friend begged me and convinced me that it would be good for me..
It was an amazing time. Everyone was extremely nice to me and we had so much fun doing the typical cottage/beach/drinking stuff. There were a total of 5 guys, including my close friend, and 3 girls including myself. I have always been a very conservative girl my whole life but I was feeling different that weekend. Being on a break and getting into med school may have contributed to it, but I was feeling different. All the guys were very flirtatious and made me feel alive. One of the guys caught my attention right away. He seemed to jump out of a GQ magazine. I loved his style and he had body that made my knees weak.
I have only been with 2 guys my entire life and was feeling very adventurous. Unfortunately, I did not get the feeling that my crush was interested in me at all.. I ended up spending the first few day with the other guys who were flirting with me a lot.. but nothing serious came out of it.
On the second night, we were all playing drinking games and needless to say I got pretty tipsy along with everyone else. I could feel the other guys trying to get closer to me but I just playfully played it off and told everyone I was going to bed because I was tired. Soon after everyone else called it a night as well.
During the middle of the night, I could hear someone wake up and go to the kitchen. I wasn’t very tired so I ended up getting up as well. I headed down to the kitchen and saw that it was my crush getting a glass of water. He only had boxer briefs on.. This man was too sexy. I literally had trouble getting words out of my mouth. He was embarrassed too but we just played it off and had a laugh. When we got to talking I found out he was play stand off-ish the whole weekend because he felt that I was interested in the other guys and felt that he didn’t have a chance. I found that to be so cute and told him the truth about how I felt with him. At this point we’re standing in front of each other and I could see the sweat on his chest. I wanted him so bad and I could feel myself getting wet.
I was starting to really connect with him and he was charming as hell. I related a lot to him and he made me laugh so much. As we walked back to our rooms and said good night, he leaned in quickly and kissed me. I literally felt my heart stop. I instinctively wrapped my arms around him and kissed him back. After a few minutes of making out, he picked me up with zero effort. We went into his room and he placed me on the bed. My mind was racing and I couldn’t gather my thoughts at this point. I just decided that I wanted him. I was feeling so light headed at this point that I could barely see. I could feel my PJ pants come off and his warm hands around my legs. All of a sudden, I felt his lips around my pussy. I’m not even sure how long he spent down there because I was completely out of it. It was the best oral sex I ever had. I knew I was making a lot of noise from my moans but I didn’t even care who heard me.
When I felt like I was about to pass out again I got up and pushed him back on the bed. I could see his penis pressed so hard against his briefs. When I pulled them down, it sprang to life and I taking back by its size. It was big.. I just put it in my mouth and sucked.. This was the first penis I’ve seen in 6 years that didn’t belong to my BF. I did not really comprehend the situation because I wanted it so bad. His moans turned me on so much and just empowered me to keep going.. so I did, I kept going and going.. All of a sudden, I hear him whisper “ bend over..” I stopped and obeyed. I got on my knees and just stuffed my head into the mattress. I could feel myself so wet I was almost dripping on the sheets. I felt like an eternity waiting for him… and then all of a sudden I felt his hard cock enter me. It was one of the best feelings ever and it shocked my body into a scream. He was a lot bigger than my bf and anything I have had before. I couldn’t hold it in and just screamed and moaned as he gave it to me. I was completely aware of the noise I was making but I just could not control myself. It was embarrassing to think that the others could hear me having sex but in that moment I was separated from the world and nothing else mattered. He was so strong and picked me up and put me in positions I’ve never been in. It all felt surreal and I couldn’t even keep my eyes open as he continuously thrusted himself into me. I was making so much noise that I didn’t even hear him say he was cumming. When he slowed down and rolled over to the side, I could feel his cum drip out of my pussy. Everything was just perfect. I relaxed and ended up passing out next to him.
A few hours later he woke me up during the night and told me how beautiful I was. I look down and I could see all his cum along the side of my leg. It was still dark but I could still see how great he looks. His abs and face caught the light from the window. I was so light headed and could barely muster anything to say, when he said “I’m ready again..”. By the time I said ‘Ok’ he flipped me and bent me over again. He pushed down on my back and made me arch towards him. When he entered it was the deepest penetration I have ever felt. I screamed and moaned. I could feel myself get wet instantaneously. I could feel him slapping my ass non-stop as I closed my eyes and stuffed my head into the pillow. I wanted him to cum in me again. I felt like a toy but I didn’t care. I wanted his juice. I wanted to feel like I was his. I was so absorbed in my world that I didn’t’ even know that our bedroom door was open. People have been looking into the room watching me have sex and I didn’t even care. I felt a whole new side of me just came alive and I felt amazingly so turned on. This was the first time anyone has seen this side of me and it felt exhilarating. This is the first time I could say I was fucked silly.

First experience being watched by my husband (F/M)

As long as I’ve been sexually active I’ve had a problem being faithful in relationships. If a guy wants me and I know it, I want him, even if I have a boyfriend. It’s been an issue that has wrecked countless relationships and I even went to therapy to understand why I was driven to sleep with other men even when I was in a happy relationship, but nothing took away the fact that I enjoyed and craved sex with other guys. It’s something that I’ve talked to boyfriends with in one or two previous relationships where I felt comfortable doing so, but it never fixed the immediate problem – I desired other men, and they weren’t happy with that.

I’m now 30 years old, and have been married for just over a year to Tom – he’s the love of my life, and I couldn’t be happier. When we’d been going out a while I also talked to him about my fidelity issues and we had along talk about it before ultimately leaving it as a bridge we’d cross if we come to it. Oddly (perhaps because I’m older and not out partying every weekend) it’s not a bridge we needed to cross… until it came up in an unexpected way. Read more »

Old but good memories

This story happened some 15 years ago. I remember it like it was yesterday because it was, and still is, my favourite sexual fantasy which I got to live out. I have tried my hardest to write this story in as much detail as possible to make everyone who reads it feel as if they were there too. I apologise for the length of the story as it’s an introduction of us, followed by the event itself. Only the names have been changed for identity’s sake.

As neighbours and teenagers, my best friend Andrew and I spent just about every spare minute together, and as such we experimented. By the time this adventure happened to us, we had seen each other naked hundreds of times, we’d wanked and sucked each other hundreds of times, sprayed and swallowed lots of each other’s cum, and even fucked two or three times as we got more adventurous. Our encounters stopped after I met and started to date Jess, although I kept Andrew well and truly up to date with everything that Jess and I did, what she looked like naked, what she felt like, etc. Because we shared so much, I had told him to sneak up at night so he could watch us fuck through the window. As we fucked every single night at that age he would be sure to see her naked, and if she couldn’t fuck me, she’d suck me dry, so he was assured get a good show no matter what. I saw him through the window a few times and I know he was having a hell of a wank outside. I also caught him watching her in the shower. Read more »

Daddy gives me a punishment. [Gay] [Mm] [bdsm] [Mdom] [oral] Daddy gives me a punishment.

It was a Friday afternoon in the summer. I had been invited over to my friend Riley’s house for the first time to stay the night. I headed over to his house around 3 PM. It was nice a nice and warm day and we went outside and walked to the park, hung out and came back around dark. When we came back his mother had made us dinner.

She had cooked some hamburger helper and had the table set. Me and Riley sat down and ate with her. We ate for probably about 30 minutes and then decided we would go play some Halo in the living room because that’s where the biggest TV in the house was. We played Halo until about 2 in the morning and then his mom walked in.

“Time to go to bed boys.” She said in a hushed voice. We complied and headed to Riley’s room where there was a bed big enough for 2 people to sleep. I laid down on the left side of the bed and then he got in the bed and turned the lights out. Read more »

Hooking up with my kid’s teacher, part 2

I previously wrote about how I hooked up with my son’s teacher after the big Syracuse victory in the Elite 8. [See here](https://www.reddit.com/r/gonewildstories/comments/4chdy3/celebrated_the_win_in_a_big_way_mf_maybe_tifu/)

As I mentioned at the bottom of that post, I wasn’t sure what to do after we hooked up. I didn’t want any bad shit falling on my kid’s head. Luckily for me, Alison broke the ice. She messaged me over Facebook on Tuesday and we chatted off and on during the evening. On Wednesday she said she wanted to see me again, and told me to sign up for Snapchat so she could send me some dirty pictures. Seeing the pictures reminded me that I wasn’t too attracted to her. Nonetheless, I’m more than man enough to admit that as a mid-30s divorced guy who’s not in the best shape of his life and is underemployed, I’m not in a position to be too picky. Plus, she had been a good fuck. Read more »

Dom and a Sub, blowjob in the tub [MF] [oral] [rough] [deep throat] [sadistic]

I’m trying something new with this very brief story. I’m a woman, but this is written from the male perspective.

This short sex scene was inspired by a very fun role play I’ve been doing since Christmas. It began on /r/dirtypenpals and has given me hours of delicious enjoyment.

—

We climbed into the hot tub and my mouth went to her neck as I pulled her onto my lap. I ran my hands down between her legs, spreading them open.

“I told you to never close your legs in my presence, didn’t I?” I corrected, giving her neck a rough bite. Her gasp made my cock jump in anticipation and I dipped my finger into her cunt. It was slick inside, as usual. “You’re going to have to wait your turn. Tell me how bad you want to suck me off and I won’t hold you under,” I said, inserting another finger inside her.

“I *do* want to suck your cock. It’s my favorite thing to have in my mouth. I love it. Can I—“ she stopped talking abruptly as I began finger banging her harder. Read more »

[M/F] Discrete Meetings with the new Head of HR

Amy joined the company recently as the new head of HR, located in Chicago. She was in her mid/late 30s, 5’2, petite, married with kids, and Southeast Asian. I’m 5’9, built on the more slim side, early 30s and also married and work out of New York. I am the youngest person on the management team and also responsible for some of her function and projects until she joined. It was my job to get her up to speed and lead the onboarding. We had spoken on the phone, emailed and Skyped at work to schedule our training sessions. Everything has been entirely professional and I found her a delight to work with.

As we spoke more, we learned about each other and got along really well. After a week or so, I thought of her as my “work wife” and found her extremely pleasant and trustworthy. We were pretty honest with each other and I gave her a good assessment of life with the company. Nothing office inappropriate was happening and it felt like a great relationship and still professional. Both of us are married, me newly so and she with two kids under the age of 5. Read more »

Worst Roommate Part 4 [MF, oral, MFF, oral/sex]

** *I’m still getting used to writing these longer stories. And, well, erotic stories in general. Feel free to PM me comments, suggestions, or feedback in general. Thanks.* **

Recap from Part 3: Mike ended up going to Elise’s place to help her move some things with her roommate. Turns out her roommate wasn’t around and the only thing she wanted was for him to fuck her before finishing on her.

Although the last romp with Elise concluded on a story cliffhanger, we ended up going separate ways after she rubbed my cum into her body. I was ready to go again, but Elise said her roommate would be home soon enough and it was probably best if she showered and I left before that happened. She walked me to the front door naked and after a quick make out session, she sent me off. Read more »

Café [MF][oral, nc,]

Every day starts off the same for me. I wake up board and hard. I roll out of bed to make my way to the shower, passing my wife, I reach out for a grope, which usually ends with a dirty look. After my morning rituals and a quick kiss goodbye I head off to work. The next stop is the corporate café. Here I can get my morning coffee and oatmeal before the day begins. I am sure I can save a few bucks by bringing them from home, but I like to joke around with the café manager.

Linda is not what I would normally hit on, or even look at, when it comes to women. She is shorter, has the typical mid-thirties mom belly and a flat ass. I can’t even say that she has an above average face, because she doesn’t. I guess the only thing that does make me enjoy the morning comradery is her personality and possibly her bigger chest. Read more »