Girlfriend Archives — Page 1191 of 1305 — NSFW story

[MF] That time one of my bosses jacked me off at work

Howdy again! I usually take a longer break between posts here, but reading [this story](https://www.reddit.com/r/gonewildstories/comments/5bcs9e/how_i_found_out_that_showing_off_is_fun_fm/) got me in the mood to talk about a (very) brief early stint I had with semi-not-really-exhibitionism, and I said my next post would be a bit lighter, so here you go. This is probably the last crazy story I have (after this, the one about boinking a supposed lesbian, and acting out a rape fantasy, my sex life has been decidedly vanilla), so anything I post after this one will probably be a bit more run of the mill (like my second post). So enjoy!

I was 19, and I was living at home. Hadn’t yet picked a college, hadn’t yet really *thought* about college (much to my mom’s chagrin), so I was just playing a ton of videogames and making some money waiting tables. I’d worked at the same chain restaurant for three years (got my first job there at 16 as a greeter). It was okay because it was never terribly busy (except Sundays after church) and it was within walking distance from my house (didn’t have a car). Read more »

I’m too young for sex :( pt. 24 [ff]

By Friday after school, the butterflies in my stomach were in full flight. I knew I shouldn’t be nervous. It was just Sam. It was just a dance. Mom and I sat in the living room while I put the dark blue polish on my fingernails. Mom helped me get it on my toenails without smearing. I couldn’t keep the stupid grin off my face.

“I was curious,” Mom started. She seemed a little nervous and that made me nervous. “Do any of the kids at school have a problem with you and Sam being a couple?”

“Dan and a few of the other asshole jocks tried to give us shit one day. But Simon… You remember the big catcher on the softball team? He basically told Dan he’d rip off both of his balls if he spoke to us again.”

Mom frowned, but I could tell she was amused as well. “God, don’t hurt Dan again. His mother threatened to sue us until I pointed out her *little angel* was engaged in sexual harassment at the time you nut-checked him. Once she figured out he could get expelled for doing that, she dropped it.” Read more »

Discovery of a Cuckquean – Part 1 – [MFf] – Female Cuckolding

This is a story about me being an asshole to a young woman. She was a an asshole to me first, but still, fair warning. It is not always a nice story and I don’t think any of us come out looking unstained. It is a story about my being an asshole and her discovering that she loved it and that she was a cuckqueen.

To understand how this came about, you have to understand my past with Mel. Mel was my first love. My stupid, ridiculous, teenage love. We were off and on all through high school with a very serious senior year. We decided to be LTR going into college and spoke on the phone almost every day with regular phone and cam-sex sessions.

Winter break was to be our first face-to-face since we had left for college. I had saved my pennies to buy her plane tickets to come stay with me over the break and then, the night before her flight, she dropped the hammer. She had been dating someone seriously for months and at that point considered ME to be the other man and was breaking it off with me. Read more »

GF’s Dorm 3 – The Buttplug Mystery [MF] [Str8] [Voyeurism] [Exhibition] [Anal] [Cheating]

This is a story about Teagan, my girlfriend back in my university days and her roommate, Sarah.

If you have not read part 1, please click on the link below as it introduces the girls and sets up the story:

GF’s Dorm 1 – Blowjob while spying on her roommate [MF+F, Blowjob + Voyeurism] from gonewildstories

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So a couple of days have passed and Sarah acted like nothing happened. As if her watching me fuck and cum all over Teagan was just a dream. As if she didn’t licked Teagan’s cum off my cock and swallowed my cum while Teagan was washing up. To be honest, I wasn’t sure if it even happened. It was so surreal. Did I just dream it up? I mean, I have fantasied about her – she is very hot.

And so, I decided not to tell Teagan. Nothing good can come out of it.

One early morning, I woke up after thinking about it – and getting a huge morning wood as a result. Both the girls were still asleep in their respective beds. I practically live here now. So I made my way to the bathroom for a cold shower. Read more »

[MM] My first time in college with a dude. Involves jacuzzis, skinny dipping, dick sucking [reposting from new acct!]

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When I was a freshman years ago, I met Him. We’d met in his residence hall (arts floor) through our mutual friend. He had an strong Type-A personality back then, so I could only tolerate him in small amounts. For whatever reason, we were able to find a common ground. Later that year, our bonds were forged.

That’s because I sexted him by accident. I was webcamming over AIM with my girlfriend at the time, when my message “you’re so fucking hot/take your pants off and turn around for me” was directed to his address instead of hers. He replied to me “you need to warm me up a little more, sexy” minutes later, after I realized what I had done. I apologized profusely in response, and he just laughed it off. From that point on, there was an understood trust between us. Read more »

[FFM] My girlfriend [24F] finally got to experiment with her best friend [25F] and then lead to our first threesome [27M][Long][True]

This is my first time writing one of these but I thought you guys might like to hear my experience this past friday.
For some background my girlfriend has always been curious and wanted to experiment and go down on another girl. She has made out with a few before this experience but not much past that. We have always thought it would be fun to add another woman into the mix as well.
My girlfriend (lets call her Emma) is full figured, dark haired, sexy ass, DD tits, tattoos and lips to die for. Her best friend (lets call her Brooke) is similar except smaller ass, bigger tits and more tattoos. They both have an alternative look about them. There is also another girl involved (lets call her Sally) at the beginning but from what Emma said she was just kind of there.

Now for what happened on friday. Scroll further if you want to get to the dirty stuff!! Read more »

[MF] That time a friend of mine asked me to fulfill her darkest fantasy

Hello again. In case you couldn’t tell from the title, this escapade is going to get pretty dark. It’s about acting out a rape fantasy, and we got *very* into it. Sensitive types, triggered types – you’ve been warned. This story is long, and it is graphic. For those of you who enjoy this type of thing, here you go. For the rest of you, I will have something much lighter next time.

Onward we go…

This takes place between my first story and my second – smack in the middle, actually. I was home for the summer again before my last year of college, staying at my mom’s house. Bill’s living situation had changed since the previous year, so the awesome bro-time house from before wasn’t an option anymore. I was kind of in a bad place emotionally; I was fresh off of one of the many breakups with my on-again-off-again college girlfriend (who I will probably share some stories about in the future because she was absolutely nutter butters), I was working a crummy job selling appliances (no commission), I was starting to get anxious about life after college, there was some family drama going on, and I was a loser living at my mom’s house. There was lots of drinking during this time. The bad kind of drinking. The “fuck all of this” kind, not the “let’s get hammered and make pizza rolls, wooo!” kind. Read more »

I just want to be a slutty housewife and not tease my mom’s new bf (part 1) [MF]

I was slutty in HS (see previous story https://www.reddit.com/r/gonewildstories/comments/58itbm/submissive_slut_part_1_fmm/ and didn’t go to college. I am busty with a big curvy ass http://imgur.com/a/8AEk4 so I have always received and craved attention from men. I still live with my mom and I don’t work much. I went through 4 of 9 male co-workers at my last job before I quit, and hooked up with quite a few customers. One of those guys was married and one had a girlfriend. I don’t like to work but I like getting fucked. The one thing I do feel bad about is the following story:

 

My mom started dating a guy that went to her church. I don’t go and hate that my mom is born-again. My mom had been going to his place so my younger brother and I finally got to meet him when she invited him for dinner.

I was already thinking about teasing him when my mom said he was coming over but I didn’t think I would go through with it. That was until I met him. He’s basically what I want in a man…tall, strong, successful, and good looking. He’s in his 40s but still hot. He had a squarish jaw, nice chest and dark brown hair. And he looked at my tits. Read more »

[f] [many men] [sluttyness] – 30 guys in 30 days challenge

This summer I came up with the idea to do a 30 guys in 30 days experiment. I’m not sure what I set out to prove, other than collect interesting information, and force me to break out of my shell of regulars and see what else is out there. The rules were pretty simple: Fuck a new guy every day, for 30 days, and record the results. Had to be somebody I had never fucked before, and will never go back and fuck again. Here’s how it went:

9/21/16 – Met a guy on Tinder, black hair, black beard, and chubby. We fucked in the back of his car parked in a quiet parking lot. He wore a condom, and finished in my mouth. I did not cum.

9/22/16 – Another guy from Tinder, also black hair and chubby, but surprisingly handsome and had a lot of tattoos. Fucked on my bed while my roommate did the dishes. He lasted a long time and we did a lot of positions, he came twice, both times into condoms inside my pussy. I came a bunch of times. Read more »