Category: gonewildstories

I let my boss fuck me for a promotion! [FM]

Anyway. Two years ago I was due for a promotion at my job. Should have gotten it six months prior but there were “budget issues” so I was concerned that when evaluations came around again I would be passed over. My suspicions were correct. My manager hinted that I probably wouldn’t receive the promotion.

Anyway we had a holiday party coming up at my bosses house. I didn’t want to go bc I hate those things. So I went and everyone was friendly the party was fun but I noticed my bosses boss eyes on my ass. It was obvious he liked what he saw so I flirted with him a little and he was super receptive. I decided to be bold and ask him could we speak alone and he told me he doesn’t normally talk business outside of work hours but he is making an exception. Read more »

[MF] – She squirted while my cock was down her throat

Been really enjoying pushing a sub of mine further and further…making her cum more times than before…really getting her waterworks going and last night it reached a peak!
While I had her restrained spread-eagle, completely helpless to me, cumming and squirting from intense stimulation with my wand….I felt myself getting extremely hard. I could feel my precum flowing into my underwear… I needed service! But I didn’t want to stop seeing how much her pussy could take…so while she was screaming about how she can’t cum anymore, I pulled my boxers down and shoved my cock into her mouth to shut her up. I made sure to position myself in a way that I could still hit that golden spot on her pussy while having my cock down her throat. She started sucking and moaning immediately but I knew it was more from the intense stimulation. As I could feel my precum flood into her mouth, she suddenly started sucking so hard. I could tell she was screaming that she’s cumming again but her suction against my cock felt too good and I kept my cock exactly where it was – deep down her throat. She screamed and came hard…her lips clamped around my shaft and I could feel the splashes of a huge squirt paint my arm that held the wand against her pussy….this glorious moment would be the highlight of an amazing night with her. She did well….pushed herself further than before and completely soaked my sheets (from a woman who considered herself a “hard cum” and struggled to cum during sexual experiences previously…this was quite a feat for her).

[MF] my first experience with an older woman. M23 and F55. Update: Diana’s first titfuck.

Thank you all for your upvotes on my story about myself and Diana. I really appreciate the feedback and I am glad you found the story as wholesome and sweet as it was for me in reality. I hope more guys can appreciate how sexy and wonderful an older woman can be.

You can find the original story using the link below.

[MF] my first experience with an older woman. M23 and F55 from gonewildstories

Due to multiple requests, I have decided to write more details about the experiences myself and Diana shared. As you know Diana although was 55 years old and two children was very sexually inexperienced. To her sex was just missionary and the occasional blowjob, she had never received oral or tried new positions. Her husband had left her for a younger woman. Diana she was lonely, depressed and hugely lacking in self-confidence. Read more »

[F]31 M [29] Outside of the wedding venue 😈

We were attending a wedding recently and it has been a recent trend of ours/mine to not wear panties under my dress. Over the last few years we have attended maybe 10 weddings or so. Every one of those I didn’t wear panties. That gives him the leisure to just touch me when he wants And I can show him the goodies anytime throughout the night.

This wedding in particular we went outside just for some fresh air and there was maybe 15-20 people outside. We walked down a tiny path that was along side of the building. He put my against the wall and started kissing me aggressively. Nibbling on my neck…kissing my ears.

Before I knew it his hands were between my legs fingering my soaking wet pussy. I started breathing and biting on his neck to not make any noises. I spread my legs and he fingered my and I started squirting all down my legs and on his hands. He got down and started licking my pussy as I had one leg over his shoulder. I pulled him up and kissed him again. Read more »

[FM] 38F caught stepdaughters’ boyfriend 25M masturbating with my panties…

My husband has a job that has him away from home a decent amount of the time. When he is home he barely pays attention to me. I can’t remember the last time we had sex but any time he’s home he makes sure to watch porn and masturbate. At this point he doesn’t even try to hide it from me. And I know for a fact he’s cheated on me several times. I haven’t felt wanted or sexy in months and I feel like our relationship has been dead in the water. Read more »

How I dominated two roommate best friends my freshman year Part II [FMM]

By the time October had rolled around I had both boys wrapped around my pinky. Anthony had learned to love the feeling of Davide’s briefs on him while he jerked off, and Davide had no idea he was sleeping in a bed that Anthony had eaten me out in countless times. Though they were both starting to grow especially whiny, begging me to let them fuck me. I’d decided I’d continue to the rouse of keeping it a secret between the both of them for a while, as half the fun was seeing them share the girl they’d worked so hard to impress.

While Davide has the bigger dick, I’d grown to love the feeling of grabbing handfuls of Anthony’s curly dark brown hair while he ate me out. Both of them loved being tied up, which was a huge plus. They were both eagerly submissive, especially Davide. The slightly chubby Latino cutie and I had developed a routine. If come over to his dorm while Anthony was away and he’d smoke a joint or two. We’d watch a movie that I would inevitably get bored of, and by the end of the night I’d have him blindfolded and tied to the bed. Read more »

[MF] I fucked my FWB in the street.

The summer after my freshman year of college I was back in my hometown. My friend’s parents were out of town, so naturally he had a house party. I was excited to see all my high school pals again, and especially excited to see my former FWB.

We didn’t keep in touch after we left for our respective colleges so I wasn’t sure what her/our situation would be like. Maybe she had a boyfriend? Maybe she was upset that I hadn’t made an effort to keep in touch? Maybe we would jump right back into our FWB relationship?

The house party was well underway. I was happily participating in all the college-aged drinking rituals – beer pong, keg stands, king’s cup, etc. Every time the front door opened I anxiously spied who was arriving. Finally, she walked into the party with a guy I’d never seen before. She was just as beautiful, actually more beautiful than last I’d seen her. Her chestnut wavy brown hair was tied up, exposing her elegant shoulders. Only thin spaghetti straps held up her light, flowing sundress. She’d grown into her figure over the past year, her tits plumper and ass rounder. She was always curvy, but now she had a perfect hourglass figure. Worried the guy was her date/boyfriend, I returned my attention to the beer pong table pretending I didn’t see her. Read more »

[MF] I gave my bf an anal surprise

Disclaimer: I’m writing this on my phone while I wait for lunch to come. I’m still a little high from the edibles I took to help me relax for this surprise anal, so I’m sorry if some part doesn’t make sense lol.

My bf owns his own store and opened in the morning for some pick up orders. We made plans to meet for lunch…but without a surprise first. The reason for this surprise is because I been very busy with my manager courses for the past few months. I wanted to make up for lost time. Since my gf works from home, I asked her for some help with this as she works from home and I took the week off to study. She’s been playing with my ass with a various sizes of butt plug.

To add to this little surprise, I dressed up as one of his favourite League of Legends character, Ahri (her KD/A skin). I wore the same furry tail butt plug from my nye gloryhole. Read more »

[MF] my first experience with an older woman. M23 and F55

Hi, this quite a long story but I wanted to share this story from my life. I hope it will give you all an appreciation for older women and how amazing they can be.

When I was 23 I was doing shift work at customer service centre, day shifts and night shifts.

I worked with team of 5, me and 4 other women. All nice people but I wasn’t planning to date any of them. One was Diana (not her real name). She was 55, about 5’3 with short fading blonde hair, blue eyes and slightly chubby but nice skin and she wore nice makeup. You could also tell she had an impressive set of breasts under her clothes, but you try not to look. She had been working there for years and I had only been there 6 months.

We didn’t speak much as we were mostly on the phone. She lived near to the building and walked to work but I had drive in. I was still living with my parents at the time, saving for my own place. One day after a night shift and it was awful weather outside, wind and rain I offered her a lift home which she accepted. I dropped her off, she thanked me and I continued home and didn’t think anything of it. Read more »

When the sex was so good, he left $1000 for it [FM]

I’m standing on his porch, waiting to be let inside. His house is really nice. I imagine what it’d be like to live here too, in some future where I garden on the weekends.

We haven’t been seeing each other lately. He knows I’m fucking other people. What am I supposed to do? Move into his nice house, replace his ex wife, and grow old with him?

He doesn’t pull me into the usual big hug when he opens the door. His hands stay in his pockets.

We make small talk in his foyer until he slams his hand down on the entry table, shaking the piece of art above it.

“I can’t fucking do this.” He’s almost shaking, looking down at the table. “Is this what you want? Making bullshit small talk?” He asks me.

“No,” I say.

We look at each other. He softens.

“Go upstairs.”

His bed is comfortable. I lie there thinking about the other people I’ve fucked recently. Hands crossed over my stomach, I feel nervous for some reason. Read more »