Well. After the ex-girlfriend experience I saddled up and got right back on the Craigslist ride. What a wild ride it would be for the remainder of 2012!

The Pregnant Chick, Crazy Red Head, Another Ex-GF, Crazy Young Chick, The Marriage Councilor (model hot!) and wrapping up the year with Chiro Chick (my first time having my ass eaten!)!

Because of the Thunder Thighs experience, I couldn't use the "S.A.A.D." award winning ad again, so I started to experiment and do my Craigslist version of A/B testing. I would run a few new ads each day, each one sounding like a slightly different person, slightly different age, slightly different format etc. This worked like a dream! I still never ventured far from the Platonic section, why would I? Pickings were a plenty!

I played around with short ads like "10,000 questions, let's play", and longer, super creative ones like "Platonic, the musical", simple ones like "Calm, cool, collected" or super cocky ones like "hey you, hot mom in the black SUV". The one that landed the Pregnant Chick was just a simple "bored at work" ad, it was short and sweet, "married guy here, quick description, this day is killing me! Let's chat and see where things go". It's amazing how many replies something so simple got!

The Pregnant Chick, answered my ad sometime in May. I was still very gun shy at this point and wanted to take things slow. We met over lunch at a park near both of our offices. She was tallish, short hair, fairly nondescript, but super cute in person. I honestly have no idea how old she was, I'd assume late 20s or early 30s, as I'd find out later that this was her first pregnancy. Apparently, she was a horny devil to begin with and things just got worse in her second trimester and her husband wouldn't fuck her anymore after she started to show. She told me her vibrator and fingers just weren't going to cut it!

We didn't do anything that day, but just walk and talk - but she made it clear that she was very interested - that she'd like something ongoing until the baby comes. I on the other hand was interested in her, but weirded out about the whole thing at the same time.

Over the course of the next few weeks she was sending me these hot, hot photos and videos and explained in detail to me that she loved to suck cock and would give me the best blow job of my life. Basically, over the course of the next few weeks she broke me down and I agreed to meet up. I warned her that this may be a one time thing, so please don't be upset if that's the way it is. She agreed. We met. And ... wow! She was not kidding about the Blow Jobs!

We decided to meet at a crappy motel near our offices. We both decided that we would leave work at 2, as she had to be home at 6 PM on the dot, as to not raise any suspicions. She took care of the room, emailed me the room number, when I arrived, she opened the door and we basically got right to it.

I was so excited about the meetup, my cock was literally leaking precum from the time I left work until I arrived at her door. I was wearing a pair of tan colored pants and my precum had soaked through leaving a dork, sticky, wet spot where the head of my cock rested against the fabric. It was embarrassing, I apologized for the mess, but she said she loved it that I was that excited to be with her! As we were kissing, she whispered that she had been thinking about my cock in her mouth the entire day and that she couldn't wait to taste me!

As we made out we managed to undress each other, I was a little nervous about seeing the baby bump, but she carried it well. Her body was extremely toned and sexy. The bump was actually really attractive. And this whole scenario was a fucking turn on! The first time she went down on me, I was blasting off in her mouth within a minute or two. She had this technique where she would wrap her tongue around the bottom of my cock as she sucked me in and out her mouth. Just the right suction, the right rhythm and boom! Explosion!

Looking back, I've received some really good BJs, but I can only think of one other that matched her skills ... it was actually a guy that I'd hook up with, years later. Another story for another day!

After cumming in her mouth, I pushed her back on the bed and completely devoured her pussy! She loved when my fingers found her gspot and my tongue danced around her clit, alternating from licking to sucking. She eventually had to tap out, from being too sensitive and said it's your turn. She went down on me AGAIN! Same technique, maybe more suction this time and I came AGAIN in her mouth. At this point her head game was so good and she seemed to enjoy it so much, I started having doubts that we were going to actually fuck.

She told me that she would be very disappointed, but understood if I wasn't able to get it up again. She asked me what she could do to get me hard again. As we didn't have much time left before we had to shower and head our separate ways.

I dropped my head down and began to suckle at her perfect breasts, imaging that there would be a baby sucking on these in no time at all! My hand reaching down to stroke her still aroused clit with my thumb. I rubbed her juices over her clit and then down around her ass hole. She felt me starting to harden and asked me how I want her.

"From behind." I said simply as she bit her lip and nodded before kissing me one final time and sitting up and getting on her knees in the center of the bed, her torso bent, her baby bulge against the mattress while her amazing ass was up and waiting for me. How could her husband resist this? Holy fuck, cute as hell, those amazing oral skills!

Positioning myself behind her, I stroked my hands across her back and over the hard globes of her ass cheeks, eliciting a shiver from her as my thumb played lightly over her anus, still wet from her pussy juice, and over the engorged lips of her vagina. She was looking back at me with the sexiest bedroom eyes I had ever seen, her hands squeezing her tits as I pushed inside her drawing a loud squeak from her as I pushed forward into her. As I built up a slow rhythm, she asked me to fuck her harder. Thinking about the baby inside her, I was tempted to take it easy.

She cried out "harder" as my pelvis slapped into her ass hard enough to set her toned ass cheeks jumping. I figured that this would be the only time would I would get to fuck her ... might as well make the most of it while I was here. Her pussy felt amazing as I rammed into her over and over again. I could feel her pussy cream up and get wetter as she was approaching her orgasm, thrust herself harder back into me, squeezing her own big tits in her hands, pinching her nipples, her eyes tightly shut. I could feel the back of her pussy slam against the head of my cock. As she came, her pussy squeezed so hard it pushed me out of her. She fell forward gasping as I grabbed my cock and jerked myself to a finish, as I was about to cum, she whipped around and took me in her mouth and finished me off for the third time!

We showered together. Each soaping the other up. I couldn't help if things were different, I could see this becoming a regular thing. That moment of "cum clarity" hit me. I had my doubts that I could go through this again ... the baby and all. This wasn't the first time after being completely drained that I started to think like this. Guilt? I'm not really sure. All I could think was it was time to get out of there and head home.

Over the next few weeks, the photos kept coming from her, I met up with her a few more times, basically just to get head in my car. So good! I had taken down the "bored at work" ad that she responded to, but the others were still out there working their magic! I was chatting with a few other married gals when I got a message from this hot, sexy red head ... later to be known as the Crazy Red Head!

Stay tuned for more in Ch. 9!