All Chapters of Crazy Adventures: Chapter 141 - Chapter 150

My mind raced back trying to remember the things I had written. The times when I was sure it was just a game and that I would never see her again.The truth was, it had become something of a game to me, I would try to imagine my most embarrassing fantasy and then write it all down, imagining her reading it, trying to guess how she would respond. Over the weeks, it became more and more extreme, more and more revealing.It had become unreal to me, a secret place for my most humiliating confessions. A silly pink notebook, covered in hearts that no one would ever see.Until now.She smiled more as she read and began reciting my words."When I think of Hannah, it takes me back to when I was in school and it makes me think of the all popular girls who were so pretty and so fun. I would always imagine them taunting me, bullying me, picking on me and humiliating me in any way they could think of. And being what I am, I would always come crawling back. I would beg for their attention, no matte

"Well, I've never talked to anyone about this before," she said nervously, "and it's really embarrassing, you'll think I'm super weird and it's probably going to mess this all up, but I'm hoping we can still be friends and work together.""Karen, I have some weird ways myself." I said. This caused her to bring her eyes back up to meet mine with a curious look. Squeezing her hands I said, "I promise whatever you tell me we'll still be friends and we can still work together.""Okay, here goes," she said, taking a deep breath and looking down again, "um... well, it's about sex. I know a lot of guys don't think women have sex fantasies, but we do. Some of us do. I do."My heart started beating a little faster. Where was this going to go?"I know that's true Karen. I think some guys are threatened by that but I'm not, I think fantasies are a natural thing for both women and men.""Well, I'm glad to hear you say that Jack, but... I've had some kind of crazy ones for a long time, back to whe

She put her arms around me and again we kissed passionately. Then she whispered in my ear again, "You'll see how wet I am soon Jack, I promise you're going to know up close and personal," she said."Mmm, that sounds good. Why don't we have one more glass of wine and then we can... start.""Okay," she said quickly. "I'm ready if you are... I think."I poured the rest of the wine into our glasses and raised mine for a toast. "Here's to safe spaces," I said, and our glasses clinked."And to weird fantasies," she said.Sitting next to this woman that I liked so much and wanted so badly, knowing that she was about to take control of me and have her way with me... and hurt me... had me floating on air. I'm sure I'll never have a better tasting glass of wine... not that I can remember what it tasted like."This is amazing," Karen said after draining her glass, "learning all this about each other and getting ready to do crazy things for the first time after working together for so long.""Yes

"I wish I had that strap-on right now. When I get it I'm going to have to fuck you hard Jack. I'm going to hold your hips and fuck you hard and deep," she said, increasing her pace."I know Karen," I said, "you can fuck me as hard as you want."After another minute of this she pulled her fingers out. "I'm going to go wash my hands Sweetheart," she said, "and then I'm going to whip you some more."She laid the belt down over my lower back and walked away, leaving me with my ass still stinging and knowing the worst was probably yet to come from the belt I could feel draped across me. I heard water running in the bathroom sink, and after a few minutes she was back."I'm going to take off the rest of my clothes now Jack," she said, "and then I'm going to make myself cum while I whip you." She seemed to instinctively know how it degraded me to not be able to see her body.I heard the rustle of her disrobing and followed in my mind as I imagined her removing her top, bra and panties. "I'm s

We had set the alarm clock in Karen's hotel room to go off early so we'd have plenty of time to shower, dress and get over to the Las Vegas Convention Center before the doors opened. It was the second day of the conference we were attending on behalf of the company we both worked for, and it was up to us to staff our display booth and give a presentation later in the day.I heard the alarm go off at 6:00 am, but Karen quickly switched it off and slipped out of bed while I lazily dozed off for a little extra snooze.About 15 minutes later she gently woke me with a hand on my shoulder and a soft voice in my ear saying, "Coffee's ready Jack, time to get up." I guess you could say I woke up and smelled the coffee, opening my eyes to see her sitting on the side of the bed in a terrycloth hotel robe and two steaming cups on the nightstand. I sat up and rubbed the sleep out of my eyes."Now this is a surprise," I said with a smile, "After last night I didn't expect you to be serving me coffe