Category: gonewildstories

My Boss [F] and I [M] Part 2

For a better understanding of the situation read the first part on my profile.

It was a Wednesday morning and I showed up at my bosses home for work. The two of us had to get on a conference call with everyone to discuss our current and future protocols during these times. My boss was being a little more obnoxious then usual. She was all fired up about a work related issue and went head first into being her micromanaging self. Which led her to lay into me about the way I handled an issues with 2 coworkers. I achieved what she wanted, but the way I got there, wasn’t the way she would have done it. After, a good solid 10 minutes of the earful she was giving me. She wouldn’t stop harping on what happened and I ended up telling her “enough is enough, It’s done get the fuck over it.” She gets up from behind her desk and comes at me all pissed off. She did her usual pissed off walk she normally did, so I knew she was coming at me full steam. Read more »

[F] 37 ?? I sucked off a stranger because Sir told me to.

I’ve been told to confess my last adventure, not normally one for words but here goes.

I recently had a text from Sir calling me over, lockdown had been relaxed a little, it had been far too long and well I’m not going to say no to Sir right. As usual, when I got to Sir’s apartment I stripped off my skirt and top at the door, rules are rules no outside clothes in the house. It was so so good to see him, I could feel myself getting butterflies in anticipation and when he kissed me, my god I’ve missed that.

He fixed me a Gin and Tonic (with Raspberries and Rosemary, if you never tried it you should) and then patted me on the bum and said go and introduce yourself to C. Sir always has surprises for me when I visit, I wanted to kiss him more but sheepishly I turned and walked into the living room in my underwear with my drink in hand. Sir’s friend was standing by the window, a big smile on his face, beer in hand. Tanned and tall, shaved hair, I liked him immediately, then I remembered I was just in my undies and blushed a little. Read more »

I love when she [f]ucks [m]y ass

Is it weird to somewhat crave wanting to be fucked ? Let me start this off with I’m a straight male but I’ve always wanted more from my sex life. As a teenager I developed a liking for the brown eye, it felt good to play in. The swishing and flow my asshole has when fingering was a major turn on it makes my dick bulge with every finger stroke. When my lover does it to me it’s even better now although too much sensation does get the best of me. But back to my lover I never thought she’d be into pegging or wanting to do these things to me. Although she has said in the beginning of our bringing up “I’m gonna eat your ass one day.” I looked at her in shock and laughed never took her serious. Now I’m always waiting naked for her on my back or my stomach. It’s really unimaginable for this to happen to me and when she’s fucking me, stroking my ass with her strap it makes me just wanna quiver. Especially when she’s fucking from behind and her naked big boobs laying on my back gripping my ass stroking and pushing my prostate until I cum. It feels amazing while receiving this pleasure from your lover. Open minded people should give a try lol

First time talking about [M]y first time

First Time here talking about (M)y first time.

Okay so I want to say from the beginning I was not one bit against anything that happened in this story. ( No Regrets)

One day I got a call from my friends mom ( We will call her Destiny) said she was drunk at a party and needed a ride home. I when to this house party to pick up Destiny and as I pulled up to the house this short man walked up to me yelling. He kept asking if I was fucking his wife. At this point in my life I am a virgin, so no I had not fucked his wife. I told him I’m just here to pick up Destiny, but for some reason he thought it would be a good idea to swing on me. Well he was very drunk so I just body slammed him ??‍♂️. No time for that nonsense. I found Destiny and began to walk her to my truck as he began to pick himself back up. He began to start yelling at his wife that came from the back yard. She turned out too be one of my teachers. BTW I was 16 at the time. The man was beginning to become violent to her, which is the fastest way to get me mad. Well I ended up messing him up pretty bad. This man starts to run to his Toyota Yaris Lol. He left and my teacher thanked me and told me they where going through a bad divorce. I took Destiny to her house. Read more »

[MF] Date night concluded in the back seat

It was a typical Saturday night back in the pre-Covid days, and my wife Mary, and I were planning to go out and see a movie. I was already dressed and ready to go, and sat down on the couch to read some news online and watch a few videos on YouTube while she put our daughter to bed and got ready. It was a warm August evening, and the door to the back porch was open for some fresh air. I could hear the crickets getting started outside as the sun was just starting to go down.

My wife and I were young to start a family, but we’d fallen hopelessly in love and, well, you know how it goes, one thing led to another and we were married, still living with my parents, then our daughter was on the way! I’ve always felt really lucky to have met my wife; she’s totally out of my league, but she’s got a shy personality.

I heard her come out of the bedroom and close the bathroom door. After 10 minutes had gone by, I realized she must be doing her makeup, which is not something she does too often. Read more »

Last night with master [F]

We were playing and we pretended there was a ‘leak’ in my panties. I had to plug it of course. Then I had to rub my clit to see if maybe that would stop the leak. It made the leak worse. So I tried pushing my g-spot. Maybe that could stop the leak. But I leaked more. So then master said I should play with my g-spot some more. So I did. Each time I gushed I told master. Master made me gush a total of 10 times before letting me orgasm. I leaked so much that it went through the towel I was sitting on. I had to wash my sheets. They were soaked.

Ps. The wet spot was 20cm long and 15 cm wide.

Check out my other confessions in my profile ?

[MF] [public] [virgin] I lose my virginity in my truck

Backstory:

this happens this Wednesday. So I (M22) matched with a girl(F21) on hinge and we meet up for a date. And everything goes well. The next day I ask if she wants to do something in my truck and she says yes.

We met up and she gets in my truck. We drive and find a place to park off the road. It was possible for someone to see us if they looked really hard

The sex :

So we get in the backseat of my truck and she says “I have a little surprise for you” she opens up her legs and I hear buzz. She has had a vibrator in her this whole time. She takes off her black lace panties. And I start licking her clit. She starts letting out little moans. I am really horny at this point. She stops me and takes off her shirt and I stare at her tits because this is the first time actually saw tits.

She tells me “take your shorts off”. And I tell her “you take them off for me” and she unzips me and pulls down my underwear. She jerks me for a second before putting her lips around me. Read more »

Security (from his perspective) [MF] [gentle femdom]

“Do it now and don’t contact me until you’ve followed your instructions” the text read as my stomach fills with butterflies and I am shaking I’m so nervous. Parked in the parking lot seeing him there has me feeling this way.

Madame had recently gone to the park to go for a walk when a security guard stopped her and chatted her up. Eventually asked for her number and she said “sorry I’m taken” and his response was “when you need a real man let me know”

Madame had thought about it long and hard and told me that I was going to be the one to approach him in regards to him fulfilling our cuckold fantasy.

I’m trembling with nerves and excitement, knowing that beneath my work clothes was a skimpy, lacy, sissy thong. I get out of the car and slowly walk towards the security guard.

“Excuse me sir, I’ve been sent to give you a proposition”

“Do I know you? What’s going on?” The black security guard asks looking at me up and down with a smirk that almost seemed like he knew what was going on. Read more »

[M]aking me leave my shell, [F]inally hooked up with the girl at work.

This story happened about 5 years ago. I was 20 at the time and was living at home to save money while I was taking classes. I had been talking and flirting with a girl (Jessica) that I worked with. We had fooled around a bit, but hadn’t had sex. She just graduated high school and was going to go to the same University as me so we got close. Her best friend was dating this guy who was older and already had his own house. So they would often throw parties every Friday night. Jessica, would always invite me. I was extremely shy, not the biggest drinker, and usually had to work the next morning. I usually turned down her invite, and Jess would always get a bit down about it.

Quick description of her. She is tall, long legs and a great body. She played volleyball and she was good at it. She had long brown hair, and almost DD cups. Her smile was cute and very easy to get others to smile back at her. Her eyes were a light brown and I was always mesmerized by them. Read more »