Category: gonewildstories

I matched with this girl online and we hit it off right away. Conversation went well, she definitely had a naughty side. She would tell me about all the things she’d do to me if I were with her. She had me hooked. Eventually, we decided on a date to meet up.
When we actually started to hang out, she was nothing like her online self. She was pretty, had a nice smile, but was so dry to talk to. When I tried to get close and initiate all the things we had talked about, she was kinda hesitant. It’s almost like she didn’t want any contact. I was very confused.
I asked her about it and she said that her roommate had been helping her respond to my messages. It wasn’t actually her. She said she didn’t feel comfortable with it and was shy. I told her I understood and would never make her do anything she wasn’t comfortable with.
After the date, I went back to her place to drop her off. I told her I enjoyed our time, but ultimately, didn’t see the relationship going further. She almost seemed annoyed. WTF man.
As I was pulling out of her parking spot, I noticed another car pulling in. I rolled down my window and got the other driver’s attention.
“Hey! Are you the roommate??” – she was so confused.
“I just went on a date with your roommate. She told me you were behind all her messages!”
At this point, her confused expression left her face. She was curious now.
“Yeah haha that was me. How’d it go?”
“It was the woooooorst. How can you live with her? It’s like talking to a brick wall!”
She laughed because she knew exactly what I was talking about.
“Why do you think I responded for her??”
“It should’ve been you on the date with me then! That shit was terrible!”
She laughed, fully understanding my frustration.
I laughed too and told her to have a great day. As I began to roll up my window, she stopped me and motioned me to put the window down.
“Are you doing anything else tonight? I feel like I know you already and got nothing going on,” she said.
“Well, I planned to spend the night with your roommate, but that sucked. I’m free. Wanna go out?”
She quickly said yes and parked her car. Being the gentleman that I am, I got out and opened the door for her.
“Let’s get out of here before my roommate sees that I’m home.”
“Agreed.”
We drove off. Omg, this second date was 100000% better than the first. We understood each other’s humor. She would laugh at my jokes and place her hand on my lap when I laughed. Since I had already ate, we stopped at a bar/restaurant. I only ordered beer, but encouraged her to eat! She got a big fat burger with greasy fries. Her beer was as big as mine! I stole a few of her fries and she teased me about it.
After a couple drinks, I asked if she wanted me to drop her off. I offered to take her back to my place, but my place was far and her place was 5 min away. She told me to just drop her off, if that was okay.
Damn. Two girls, one night, and no sex? That sucked, but at least the second girl made up for it with good conversation.
As soon as we got in the car, she locked the doors. She told me to lay the seat back a little, and to pull out my dick. I wasn’t going to argue. Fuck yes. I pulled out my cock and she immediately grabbed it. She jerked it up and down, watching as it got hard in her small hands. She then pushed her long hair back and started to suck on it. Fuck yes.
She climbed on me and started to ride my dick. I couldn’t help but grab her boobs as we fucked in the front seat. I got her off me and pushed her into the back seat. I put her legs on my shoulders and ate her pussy out until she came hard. I made sure to focus on her clit and felt as it vibrated against my tongue when she came.
Then, I bent her over the back seat and fucked her from behind until I was about to cum. She pushed me again and shoved my dick in her mouth. She swallowed every last drop.
We got dressed. I held her thigh the whole way to her place. She took my phone and put her number in it. She told me we’ve already been talking through her friend, but now we can talk directly. She told me she had a few other bars she wanted to show me and couldn’t wait until we got together again.
It was a rollercoaster, but I drove home satisfied.

Whenever I meet a seemingly happy MF couple, I can’t help but wonder if he has ever cheated or thought of cheating. Would it be easy or challenging to tempt him? Would he act on it even if he were tempted?

I usually find myself thinking about what type of girls and what kind of situations would tempt him into straying. I do find myself subtly being more friendly to him (though not to the extent that she could accuse me of being flirty). Over time, I would start wearing clothes that are increasingly lower-cut around him as well.

The only thing is that the married/taken guys that I do end up fucking are those who had already cheated in the past. My current wish list is to be the first person a guy cheats with…

Yes I still remember the date lol.

I was 24 at the time. It was an ordinary morning, my boyfriend at the time and I were naked in bed just waking up. We began making out, enjoying our naked bodies pressed together and our bare feet rubbing together. Things began progressing as they usually did, we sucked each other’s nipples, he sucked my toes and licked my feet, then ate my pussy until I came, then slid back up and kissed me as he slid his cock inside of me. We fucked in missionary for awhile while making out, then I climbed on top of him and rode him as he sucked my nipples until I squirted. Then I was on my back and he was standing off the bed fucking me with my toes in his mouth. Now at this point I should mention that all of this we’d done several times before in the 2 years we’d been dating. But as I neared my third orgasm of the morning something different happened. I start squeezing my nipples, and at that moment he ran his tongue across the sole of my foot, and like it just hit me, instant orgasm, almost blackout from pleasure, I screamed so loud I’m sure everyone heard, and I just flooded the bed. It’s weird, I’ve obviously had my soles licked before, but there was something about the timing that just triggered an orgasm so strong that I was stlll trembling 2 hours later. Oh and he pulled out and came on my tits at some point during my convulsions lol. I still masturbate thinking about that session

My colleague and I have already had a handful of non-physical explicit interactions, I’ve been very clear that we absolutely cannot get physical ever and he’s basically driving me wild with his creativity.

Most of us are in-office on Fridays and I came in only to find out he had booked an early morning meeting with me in my office. I definitely want him bad enough that it would push my limits, and I wasn’t sure if it was a teasing meeting or work related so I moved the location to one of our meeting rooms with the full glass walls next the busiest area so I wouldn’t be tempted.

He noticed this change and came into my office a few minutes before the meeting and closed the door behind him. He put two huge metal balls on my desk and asked me if I knew what they were, I had no idea, he said they were Ben Wa Balls and I remembered having seen them on Adam & Eve. He wanted to put them inside me and leave them there the whole day. I couldn’t let him get anywhere near my pussy in person but I was feeling frisky enough to do it anyway. So I put them in myself really quickly. Read more »