Bailey Update

Okay, now that I posted the Pam entry, here's my Bailey update.

Pam

Overalls sex is great.

When: July 2008

Status: Married 9 years; one kid

Occupation: Towing Service Dispatcher

Meetings: 2

Age: 34

Finally, a new entry!

Let's proceed.

It’s good having a hot wife. It’s good having three beautiful, steady girlfriends. It’s good that they’re all bisexual. And it’s good that they all like each other so much that they spend time together in and out of the bedroom.

And it’s awesome to have a blog….

Because this blog has also gotten me several girlfriends. Well, playmates. Take Pam, for example.

I met Pam shortly before introducing Lori and Shelly to Lexie (and, that’s another blog entry). She had been following my blog for some time and sent me an email introducing herself. We started hitting it off. She had been married for several years and really, in her words, “got off” on my blog. We exchanged pictures and several emails.

She had the usual questions, but I answered them all and she was convinced that it was all legit. And once she was convinced of that, she had several questions about extramarital sex. And me being the gracious person I am, I tried to answer them to the best of my ability.

After we had been chatting for a few weeks, I sent her my cell number and told her to call me when she felt like it. It didn’t take her to take me up on my offer. In fact, it only took minutes.

"Hey."

"Pam?"

"Uh-huh."

We chatted for a bit and I finally decided to see if I could get into her pants.

“Pam, would you be interested in meeting?”

Pause.

“Yes.”

Her hubby was a security guard for a company in Atlanta and worked until four in the morning, so we could have some serious fun that night. All she had to do was get a baby sitter for her kid.

She gave me a call a few minutes later.

“We’re set. My sister can take Kevin for the night.”

“What excuse did you give her?”“Didn't need one....asked her if she'd like Davey (her son) to spend the night with his cousin."“What time?”“How about around 8?”

“Works for me.”

Life is good. Sleepovers rock, whether you're seven like Davey or 45 like the guy who was about to fuck Davey's mom all night.

I made the half hour drive up to Woodstock and parked down the street, as I usually do. It was already dark and when I got to her house, I walked through the gate into her backyard.

Pam was sitting on a patio chair and got up.

“Hey honey, how you doing?”

“Good, you?”

“Great. Of course, a few of these helps,” she laughed.

Pam held up a glass of bourbon.

“Care for some?”
“No thanks.”

I was anxious to get down to business. Pam was decked out in some overalls (with no shirt underneath), and for some reason, they really turned me on. I had never done a woman in overalls before.

Hey, Google, I may be pushing my luck, but no private parts are showing!

Pam came over and wrapped her arms around me and we started kissing. I felt up her breasts and played with her hard nipples. She then got on her knees and took my cock out of my pants.

She took my semi-hard cock into her mouth and soon I was fully erect. Pam kept sucking and I just stood there and let her blow me. Her tongue licked my shaft and then circled around the head of my cock. Within minutes, I was close to cumming.

“Gonna cum, baby….”

Pam didn’t say anything; she just kept sucking me faster and harder. I figured that she was cool with me shooting my load into her mouth.

And I did. When I was done, Pam swallowed my cum and stood up and grabbed my hand.

“Let’s kick back for a few minutes.”

We chatted for a bit and she had a couple more drinks. Soon, she started stripping and I started clicking (I even got a couple of pics of her talking to her hubby on her cell). After she was completely naked, I stripped down and freed my hard cock. Pam smiled and laid down on a chaise lounge, with her legs draped over either side. I kneeled down beside her and whipped out the old Palm Pilot.

“Okay, let’s see if this is as good as you say it is,” she laughed.

I placed my hand down and felt her pussy. She was wet, but I went down on her for a minute and licked her pussy to get her a little wetter. She moaned and I placed my hand back down between her legs and went to work.

I started masturbating her slowly and she took a deep breath. I took the heel of my palm and applied some gentle pressure while my fingers played with her lips. I slid my middle finger up inside of her and wiggled it around. She groaned and I knew she was close. I kept my palm moving and kept my finger as deep in as it would go. Finally, she let out a loud groan and came.

"Yeah, I'd say it's as good as you said it was," she laughed.

I leaned over and we kissed for a few minutes. Pam grabbed her glass and bourbon and we slip into the jacuzzi. We kissed and chatted some more and I took some more pics. I looked at the tattoo on the back of her arm. It said, "His".

"Yeah, we got 'His' and 'Hers' tattoos on our arms when we were going out. I guess tonight I'm yours, though," she laughed.

"Tonight I'm Yours." Hmmmmm.....maybe Rod Stewart should record a song with that title.

Finally, I sat her on the edge of the jacuzzi and started eating her out. I spread her lips wide and started licking and sucking her hard clit. I was getting hard again and wanted to get her nice and ready before sliding my cock inside her.

Ryan and some Jack.  We made Pam's night.  And she made mine.

After several minutes, she stood up and we went over to one of her lounge chairs. She draped her legs over either side and smiled. I rolled a condom over my cock and said, "You ready, sweetie?" She smiled and said, "More than."

We gave it a shot on the lounge chair, but it was just too difficult to get a rythym going. So after fucking for a few minutes, she kissed and said, "Let's go to the bedroom."

Once there, she got on all fours and and fucked her for about fifteen minutes in the doggy position. I was able to make her cum twice that way. After she came the second time, Pam put me on my back and straddled me and rode me for several more minutes until she came again. I was surprised that I didn't shoot my load when she was on top, but I was glad. I wanted to fuck her for as long as I could.

But as it turned out, that wasn't much longer. Pam got on her back, and I braced my arms and slid into her. I think I lasted about thirty seconds before I stiffened up, groaned, and heard her say, "Yeah...that's it honey.....cum for me....."

I pulled out and we kissed some more until her cell rang again. Hubby was sick and coming home early. I guess I didn't get to fuck Davey's mom all night.

Pam came over to my place one more time. About a week later she called and came over. I masturbated her and ate her pussy and ass and we fucked a couple more times. She was a nice lady, but definitely a short-termer. She really did just want to get fucked and didn't want anything long and involved (insert "like your dick, Ryan? joke here).

A few days after our last meeting, she emailed and broke it off. She only had the usual request: if I were to publish her pics, to cut out her face. So I did.

I haven't had any contact with her since then. I don't even know if she visits this blog anymore. But Pam, if you do, you were a very cool lady and I very much enjoyed our times together.

Pam