collection of stories you shouldn't read at work
I’ve been much of a story teller or writer but since my story goes with the Months Contest .. I’ll give it a try.
I went on a family cruise in Europe earlier this year, pre Covid. None of us outside our parents were particularly thrilled about the trip but it’s a trip our parents wanted to do. I roomed with my younger brother who hated the trip more than I did. Anyway, I tried to make the best of it so I made it a point to meet as many interesting people on the ship as I could.
Anna was an acquaintance of my wife and someone I had spoken with several times about her jerk boyfriend. She was cute, short, long black hair, double D breasts, with a large plump ass. One afternoon Anna called me, she had a large fight with her boyfriend and wanted my advice. As we were discussing their fight, I mentioned issues I was having with my relationship as well. She asked if it would be alright to come over and I said yes.
The moment I opened the front door Anna walked in and gave me a massive hug. I could feel her warm soft breasts press into my chest as her hands wrapped firmly around my torso. We hugged for a long moment before parting. I had never thought about cheating before but there was just something about Anna that was starting to make me very excited. We walked over to the couch, sat down, and started to talk some more.
So, I have been extremely careful about quarantine since Covid started. Even though I am young and healthy, I have loved ones who are high risk. I am also a teacher, and have experienced so much stress the last few months of school, so I feel a strong responsibility to help flatten the curve as much as possible to avoid the spread of the virus.
I am currently single, poly, and pansexual, and my two go-to partners – Alex (M) and Alicia (F) live across the country, so we haven’t been able to see each other since Covid started, so I have been feeling very isolated and sexually frustrated for the past few months. I certainly know how to enjoy my solo time, but I think many folxs can relate to the lack of physical intimacy I have been struggling with. No amount of porn and toys can make up for being with another person…
This was back in 2012, I had just finished up Basic Training and was stationed in Texas for 6-Month AIT. Two weeks into the school my Wife is allowed to visit me. We spend the entire day together which culminates with us cuddling in her vehicle. The barracks parking lot was not well lit and we were the only car around at that time. At one point in time we sit up, I look at my Wife, she bites her lip and proceeds to unbutton my pants to “service” me. Enthused, I sit back and just relax while admiring the top of her head.
Now for this next bit it’s important to note only men who have served will understand what I’m about to transcribe. After weeks, months and even a full year of separation from the opposite sex, you start to let’s say build up a bit. Build up to the point where your balls ache. Some of you may say “just rub one out”, that is true but that’s more for de-stressing and getting your mind back on track.
So here i am getting a blowjob from my Wife in a vehicle, late at night, in my barracks parking lot. She’s doing all the tricks, double cork screw, tornado tongue, etc. 5 mins in a feel that I’m about to cum and I let her know, but she keeps going. When I begin to cum I felt as though I may stroke out at any moment from the feeling. All of a sudden I hear a sort of moaning yelp as her mouth is still around my cock. At this point I can feel myself still cumming. Soon after she sits up, opens her mouth and is able to get out “that’s a lot of cum”. I tell her to spit because it was an easy 6-8 roper I just blew into her mouth. Without hesitation she winks and swallows it all, even going back down to “clean me up”.
To say I slept well that night is an understatement. I felt like I had been possessed, I had no will after that blowjob.
When I was a senior in high school, I starting dating Misty. She was short 5’3 with decently heavy C cups and a tight 18yo ass. We had been dating for several months and even though this was not the first sex we have had it certainly was the most exhilarating and my first foray into the world of less than vanilla sex. I picked Misty up from her parent’s house and the intention was to attend her church youth group together. While driving there I was starting to get handsy and my fingers began wandering up and down her thigh. “You’re starting to make me wet,” she said as I continued to rub her leg. Misty let out a little moan as I moved my hand down between her thighs and began rubbing her crotch. I kept teasing her all the way into the parking lot. Because we were running late we had to park at the back. Misty attended one of the mega-churches in the city so there were already a few hundred cars there. Once we parked Misty reached out and grabbed the bulge in my pants and started stroking my cock through my pants. “Fuck, I’m so horny. I don’t think I can wait till after church,” she said while rubbing my cock. She undid my belt and zipper then pulled my cock free. I then reclined my seat so she could blow me. Misty then started licking up and down my shaft. Slowly teasing me, she started blowing me right in the church parking lot. After a minute I couldn’t take being licked anymore and told Misty I needed to fuck her. She then removed her shoes and pants and slid them onto the floorboard of my passenger seat. I reclined my seat back farther as she climbed on top of me. Sliding my rock solid cock into her soaking wet pussy, Misty started to rock back and forth on my lap. Moving up and down, she pumped my cock as we made out in my car. After only a few minutes I couldn’t last any longer and shot my cum deep into her welcoming pussy. She milked my cock for a few more good thrusts then slid off me and back into her seat. We skipped church and went back to my parent’s house to have more sex.
In my past stories I have mentioned that the emotional aspect of sex is incredibly important to me. No matter how big a dick is, I will always prefer a smaller dick on someone I love. I figured I’d tell the story of how I came to this realisation, and about how sex is so much more than putting a dick inside me. The backstory for this is LOOOOOOONG so feel free to skip down to the big marker if you just want to read about me getting shagged.
===========BACKSTORY===========
This took place almost 2 and a half years ago, in the spring of 2018. I was single and had been hopping from bed to bed during the winter to keep warm. I probably slept with upwards of 15 guys that winter – I had been going through some shit and mistook the hole in my heart for the hole between my legs. I had received the results from my January exams and realised that I needed to knuckle down and start working properly instead of sleeping around. One night I agreed to go out with my friends, but I had no plans to go on a mad one or get some dick, I just wanted to have a few drinks and a little boogie. I dressed up a bit, leopard print trousers and a black top, and a long black coat to keep it classy. I did my hair in the mirror and looked myself up and down. I’m 5’7” with olive coloured skin and brown hair. I’m genetically lucky – naturally slim without using the gym and nice C-cup perky boobs. My ass is a bit angular but good enough to hold onto. My legs are really long compared to my torso, and toned.
I’m a very active person. I’m also busy so I have to be intentional with what kind of workouts I fit into my schedule. I decided to do workouts that would help me perform better in the bedroom and that were also fun for me. Best way to stay in shape. Win win!
Yoga is super relaxing for the body and mind. It helps with my anxiety and stress. It’s also great for becoming more flexible in general but specifically with sex positions. Bendy sluts are the best, so I have to be prepared. Cycling (indoors and outdoors) is incredibly fun. It’s a great cardio workout that gets my heart pumping and tones my legs really well. It also helps me build my stamina which ensures that I won’t get as tired when I have sex. There’s bodyweight training also. I’ve always been naturally strong, but strength for sexual activities is different. My arms cramp too easily when I’m giving handjobs and squatting while riding a dildo tired out my legs more than I thought. I’ve researched which muscle groups are used and have started working them out and already see improvement.
My best friend in the whole world is a girl. We met at college and at first everyone assumed we would just get together once we were both single, but really we were just best friends from day one. We clicked as soon as we met and were pretty much inseperable from the outset. She had a long term boyfriend, but that wasn’t even something that registered as an issue for us.
At first I was worried that having her as my best friend would put other girls off or worse that she would get jealous that other girls were taking up my time, but thankfully that didn’t happen. If anything she was the best wingman I could have had. I slept with a few of her girl friends and later she would give me feedback and let me know what they talked about if I was brought up. Something that was mentioned frequently was the size of my dick. I feel I’m fairy average maybe 7.5in on a good day, but I got slightly lucky in the girth department and it became a running joke between me and Emily and she started calling me things Girthy McGirthison and Mr. Choad.
Hey everyone! I hope you are all doing well. I had a lot of fun the last time I did something in public, so yesterday I took it a step further.
If you read my last post, you would know that I masturbated in front of a Starbucks, and that there was a very attractive guy working there. Sadly, he wasn’t there this time, but I still had fun.
I parked closer to the store this time, and brought a vibrator and a dildo with me, a lot less discreet than just using my hand. After purchasing a drink and getting back into my car, I started with the vibrator. I haven’t touched myself in about a week so it felt really good right off the bat. I slipped it under my panties so I could feel it right against my clit.
This time, I wore my favourite bra under my shirt, in case I got brave enough to take my shirt off. It’s a light blue colour which suits me well. I didn’t get the courage to actually take my shirt off, but I did lift it up over my chest. If anyone looked, they could see, but I could easily pull my shirt back down if I needed to.
~~Nonfiction~~
If you want to familiarize yourself with some more of my adventures. [Part 1](https://www.reddit.com/r/sexstories/comments/hm6ifj/the_first_time_i_fucked_my_longterm_friend/?utm_source=share&utm_medium=web2x) [Part 2](https://www.reddit.com/r/sexstories/comments/hrhwhl/sexventures_sam_and_i_part_2/?utm_source=share&utm_medium=web2x)
If you aren’t familiar with how Sarah and I got to know each other and our first time, feel free to read through [Part 1](https://www.reddit.com/r/gonewildstories/comments/hrluth/my_first_time_with_my_friend_who_had_a_fiance_mf/?utm_source=share&utm_medium=web2x)
That night was a wild experience. I have always been sort of a yes person for new experiences. But, it was definitely something else. The next morning, I was sitting outside looking at the beach and eating cheerios. Sarah came out in her shorts and tank top (no bra) with some breakfast and sat next to me. It was just us. Some people were sleeping and some were eating inside. Kevin was talking to our friends inside the house. Sarah and I just sat there. After finishing up her breakfast as we calmly watched the waves, she got up and left. But before going back in, she put her hand on my shoulder and sort of caressed it.