Wednesday, July 23, 2025

Is Kitty a Cradle Robber?

Whew! You have no idea what Kitty has had to go through to get back into my own blog! WTF?!?!

I have a great story that I'd like to share but it has been so long that I've been locked out of my own blog.

So sorry to all of you for the whining. I do wish you'd reach out via email from time to time. Even though I don't post often, I am still here living my vanilla life. While I enjoy my vanilla life, sometimes Naughty Kitty rears her head.

So Kitty has recently picked up a new customer. Let's call him Digger. Digger is a construction guy and about 26 years my junior.

In the past the idea of younger guys never appealed to me in fact it was kind of a turn off. But, there is something different about Digger. He's got the same air about him that Angry Guy had when I first met him.

Digger is a scary looking guy but deep down very sweet and funny which is a total turn on to Kitty. He is also a bit down and out which as you may or may not have known is a magnet for me. I'm one of those people who likes to "save" people. I am drawn to the most down and out human, dog...whatever that I can find. I have no idea why. It is just my way I guess.

Anyway, I had to call Digger the other day and there was something so sexy about his voice. It is raspy and low. I had to leave a voicemail for him and he called right back and apologized profusely for missing my call then said, "I'm glad you called. I was lonely here all by myself." Those words immediately made me wet and I have not been able to focus since.

Digger and I spoke and had a nice chat about his business, his drinking habit and his weed garden. He even offered to "hook me up" with some seeds for weed and some garden stones which I think would be how I'd move this playmate along to the next level, unless any of you can offer suggestions.

He has also told me that he enjoys coming to my office because it is like a therapy session for him. Poor Digger was taken advantage of by some skank and Kitty made him feel better by listening. He has no idea what else I can do to make him feel better.

Oh yeah, just to add to the down and out part, he's got a bit of a drinking habit.

Regardless, I cannot help but feel like he was flirting with me. So the upside is that he is a legal adult. He makes me wet and I could see myself having some fun time with Digger not to be confused with a relationship. This would be strictly a secret affair...strictly fucking.

I cannot help but feel that if I gave him the least bit of encouragement, he'd be at my beckon call at least for a little while.

I honestly cannot get the visual out of my head of him fucking me from behind. Me telling him to fuck me. His young hard cock thrusting over and over. I can hear his raspy low voice behind me moaning, telling me that he wants to cum. And the best part, if he cums too fast, he can regroup quickly and go at it again until Kitty cums. It's been a long time since Kitty has met one of those.

I picture myself riding his hard cock cowgirl style maybe even reverse cowgirl. I may have to teach him a few moves like while I am riding his cock he needs to rub my nipples with his thumbs. Or if he wants to drive me wild he needs to just give me the tip of his cock a few times then just a little more with each thrust until I am begging him to go deeper. I may need to teach him not to curl or point his tongue when he is licking my pussy but to lick it like an ice cream cone with long wide strokes.

 Unfortunately there are several downsides to this. First, Kitty is the heaviest I have ever been. I feel like a beached whale and the idea of letting anyone see me naked is depressing. I'm not quite ready for this. Not to mention the fact that I don't move the way I used to. Too many unsexy things going on with my body.

Second, the vanilla side of me is saying that this guy could potentially have a disease. How ironic would it be for Kitty to catch something at this stage of my life when sex can be relatively care free and I don't have to worry about getting pregnant.

So, this may take some time but for the first time, Kitty is considering robbing the cradle. I'm kind of excited to see what happens next!

Thursday, October 19, 2023

Premature Ejaculation

 

You know…I wish we had blogging back when I was a kid. My kids have so much more knowledge available to them via the internet. I was terribly naive as a youth even to this day on some level.

Our sex ed class was limited and even though I attended public school the teachers preached abstinence as the best form of birth control.

Recently I recounted an incident from my youth that I never fully understood and then it hit me.

Back when I was a girl, in college actually, I dated this guy. He was a super religious catholic boy. He was super cute and super sexy to me but he was also super square. I still get wet when I look at his picture.

I would joke that he went to confession whenever we were together to confess our sins from the night before. We never actually had intercourse but damn I wanted to. I felt such a chemistry with him and wanted to feel him inside of me.

Since he lived a bit of distance from me, I’d stay at his place on occasion if we were out late the night before. We’d kiss and fool around but damn, I could never close the deal.

There was one occasion, I slept over and in the morning I reached for him. We began to kiss. I had my eyes closed. I reached for his cock and began to stoke him. As I remember he had a nice cock and as I said, I longed to feel it thrusting inside of me.

I admit that I barely knew what I was doing back then. I mostly followed my instincts. I enjoyed feeling his cock in my hand so I continued to rub him. It was only a few moments until I felt a wetness, he pulled away and apologized.

I thought to myself, “Oh my god! What happened? What did I do? Did I do something good or did I do something bad?”

It is only recently that I started thinking about him and realized that he was over excited and came too quickly or am I wrong?

It’s a shame that we did not have the internet back then. I could have asked you all. Boy did I have a lot to learn! It’s amazing that I have managed to get this far in life without someone to explain these little hiccups that life has presented.

Wednesday, October 11, 2023

The Hug

 

Today would have been our twenty fifth wedding anniversary…I mean with Angry Guy. In the past when he was alive, I’d post something snarky on Facebook about how “Today would have been our ___ anniversary. Today I am celebrating that it is NOT.” I don’t feel mean and angry like that anymore.

The other day a song came on Spotify that made me think of him. Well to be fair a lot of songs on Spotify remind me of him since I made up the playlist. The playlist is not exclusively songs that we shared or that remind me of him. It’s made up of hundreds of songs that I just happen to like but for some reason a handful continue to replay and they happen to either be from the time period when we were at our best…or worst or from a CD that he bought me for my birthday, valentines day…whatever.  He bought me “Abbey Road” partially because he knew I’d love it which I did but also because it was not as offensive to him as the other music, I enjoyed so to him it was a win win.

I do not even remember which song I heard the other day that reminded me of Angry Guy but I began to tear up. I started remembering.

Sometimes at the end of the day when I was at the kitchen sink, he’d come up behind me and jokingly rub up against me. I say jokingly because it never led to anything. I always wanted it to but he was just teasing. Those were the days that I craved his attention…the days when I started to seek out attention from other men.

In the car, I remembered those nights. I tried to remember how it felt for him to touch me. He was big and forceful but I cannot feel him anymore. Maybe that is what started me thinking. I thought to myself and tried to remember if when he was behind me at the kitchen sink if I ever turned around and just hugged him.

I remember at our wedding the justice of the peace told us to look into each other’s eyes and remember how we were feeling so that during the bad times we would remember and find each other again. And now I am thinking what would have happened if I had turned around at the kitchen sink and wrapped my arms around Angry Guy and just hugged him.

Back then I remember being angry. I remember being desperate for attention. I remember being desperate to feel a hard cock inside of me. I remember getting to a point where I didn’t care if it was his or someone else’s hard cock.

And now I wonder if I had just turned around one of those times at the kitchen sink, looked him in the eyes as we had done at our wedding, wrapped my arms around him and hugged him how things would be different today.

To be fair that simply is not realistic. We had so many other problems. Sex was simply a symptom. I do find in interesting however that as time marches on, the bad memories seem to fade and the good memories push forward in my mind. Am I insane?

Monday, September 18, 2023

Esq 3?????

 

Good morning blogging buddies! How are all of you? I hope you are all living wonderful lives whether they be vanilla or on the dark side. I have been living my vanilla life mostly with a little twist. XXX is back!!! I know…RIGHT?!?!?!

Kitty and XXX are having a vanilla (ish) romance. I cannot help but laugh. Isn’t it every girl’s dream to end up with her adulterous lover? Is that some sort of urban myth?

Well, regardless XXX and Kitty are living the “dream”. Well…not quite but we are the best of friends and see eachother regularly and I have to say that XXX can make Kitty laugh which no man has really done since the good old days with Angry Guy.

So in addition to the XXX thing, I am really enjoying life. The funny thing about living vanilla is that you never know where or when life will take you to the dark side. I also love that so much crazy shit has been thrown at me over the years that nothing surprises me…NOTHING.

So the other day when I was sitting at a seminar for the first time since covid along with my bosses and co-workers, I was completely unphased when one of the attorneys sat down next to me and began chatting.

I immediately picked up a vibe from him. He was cute, very straight laced and in good shape. I always love a guy with a little rigidness and have found that attorneys are fun for me in bed because 1. The attorneys that I have been with have had pretty big cocks and 2. The attorneys I have been with are kind of assholes which to this day, I just love when it comes to fucking.

Sadly, the attorney skipped out of the seminar a few minutes early which sucked because I had planned on slipping him my business card. But before he left, he kind of slapped my arm and said “hey, I gotta run. I have an appointment.”. I said goodbye and tucked my business card back into my purse.

After the seminar my bosses and coworkers were teasing me as they have a tendency to do. They get a kick out of the fact that I always seem to be the one who attracts attention out there in the wild.

I decided to contact the attorney via email while I was still fresh in his brain and to be honest, I cannot help but wonder could this possibly be “ESQ 3”?????

After my initial email to him he invited me to lunch. Does Kitty still got it??? We emailed back and forth a bit and set a lunch date for this week. I have to admit that I am prepared either way. Will this strictly be a business lunch or will Esq 3 say something like, “My wife and I are in a loveless marriage and I am looking for a playmate.” ? Either way this crazy life has prepared me and I cannot wait to share the end result.

Tuesday, July 4, 2023

ABC

 

I went on vacation with Old College friend. That was quite nice actually. We had morning sex twice and I have to say that sex was so much better than the first time when Kitty was taken by surprise. 

OCF actually taught me a new trick. He worked Kitty’s clit by tracing the alphabet with his fingers. It turns out that worked like a charm and Kitty came in no time. I’ve even tried it with my little bullet since I’ve come home. I have some questions though. For instance did he use lower case or capital letters? Did he use print or cursive. I’ll ask him one of these days and experiment on myself in the meantime.

Wednesday, October 26, 2022

THE FALL-BACK GUY

 


Kitty has an old/new friend. Let’s call him the Fall-Back Guy for now but I am open to suggestions if any of you have a better nickname for him.

He’s younger than Kitty by about 9 years. We knew each other in school. He followed Kitty around like a little puppy dog and was the cutest thing. At that time Kitty was newly separated from Ex#1. I had a two-year-old and was in the midst of a terrible custody battle and divorce. The Fall-Back Guy was all of 19 years old. Can you imagine your 19-year-old son bringing home an older divorcee with a kid?!?!?!

So, a few months ago Kitty went looking for The Fall-Back Guy on social media. It turns out he’s quite accomplished in his field. Unfortunately, he lives cross country and in a completely different time zone. Bummer!!!

Luckily, he recognized Kitty right away and we have been texting and talking on the phone ever since.

So, The Fall-Back Guy is currently separated from his wife who coincidentally was a divorcee with a toddler when he met her. Poor Fall-Back Guy had an indiscretion as we all have and was caught. He is regretful and fighting to save his marriage, but I get the feeling he’s keeping Kitty on the hook as a back-up plan if you know what I mean.

Poor, sweet Fall-Back Guy! If he only knew what he would be getting into!

Kitty hasn’t been with many younger men but he’s just so stinkin’ adorable and talented that I may have to give him a little piece of Kitty.

Time will tell!

Friday, October 14, 2022

EXCITING NEWS!

Hello, Friends!!!

How have you been? I cannot tell you how much I have missed hearing from all of you. Well, guess what...Kitty is back!

I have some super exciting news! I will make the official announcement soon but looking for your support so STAY TUNED!

Something interesting that I've concluded is that even though I'm living and loving my vanilla life, I will always have a secret life. I suppose we all will. I am okay with it and not ashamed but there are just certain aspects of my life that I cannot share with others. I'm sure at least some of you can understand that.

Anyway, I will be back with my news ASAP.