Giddy Up!

Hey there! How are ya'll doing? You may be asking yourself "Why is Kitty talking like a cowgirl?"
Well I'ma gonna tell ya!

Kitty is wet. Kitty is horny and Kitty is ready to get back in the saddle! Can I get a "Hell YEAH!"?

Kitty is also re-establishing her "stable" as her work bestie likes to call it. Kitty's "stable" as she lovingly refers to it was the group of men that Kitty used to fuck. Let me just say there was some quality cock in there so it is going to take some time to build that back up.

So quick update for those of you wondering. Yes, Kitty's monogamous relationship is on hold for at least until this Covid 19 scare is dealt with. To be honest I am not quite sure that SS is completely out of the picture yet but things are definitely going to change going forward and Kitty is once again free.

Unfortunately, Kitty has also put on more weight which as you all know was a constant struggle for me to begin with. Kitty is going to work on that because Kitty has been in touch with one of my former fun playmates Esq and after this quarantine is done he wants to get together with or without Sidekick.

For those of you who are not up to speed, Sidekick was our third in threesome when we had it and damn was that fun!

So I just wanted to give you all a heads up because I am so wet and horny right now thinking about Esq's rock hard cock and riding it that I wanted to share the love.

Stay tuned. I'll be sure to report back.

And in the meantime ya'll stay safe and stay happy.

xoxoxo
Kitty

In Case You Were Wondering

The Cowboy had to have root canal yesterday. Even though I wasn’t “worried about him, I was THINKING about him. Oh who is kidding whom here? Kitty thinks about The Cowboy all day and most of the night too. His name comes across my desk a dozen times a day. He’s all over my computer. Sometimes a check that he has signed will come to me and the site of his signature makes Kitty’s heart melt.

Oh I know you are all sick of reading about The Cowboy but believe me Kitty is working hard on this one. Kitty’s tight ass friend is trying to help motivate me to stick to that diet once and for all. I’m sure you are saying, “Kitty, if he doesn’t love you the way you look now than he’s not the Cowboy for you.” In a sense that’s right but let’s face it. This guy may not be drop dead gorgeous to some women but he is definitely buff and he may be physically driven and turned off by Kitty’s excess weight but probably if he were 50 lbs heavier, Kitty wouldn’t be so turned on by him.

So last night while Kitty was shopping at my favorite wholesale warehouse, I received a text.

“I went out with ‘Sidekick’ the other night. He wants to know when we are getting back together ;)”

Aaaahhhhh…a text from Esq.…another threesome with Sidekick. This is just the distraction Kitty needs from The Cowboy. Kitty stood still in shock for a moment then flashed back quickly to our evening together…the three of us…Esq. kissing Kitty’s neck from behind, running his hands around Kitty’s breasts, pressing his rock hard cock up against Kitty while Sidekick kneeled and licked Kitty’s pussy from the front. 

Kitty immediately became wet right smack in the middle of the salsa isle of the warehouse.

Kitty: “That’s up to you guys ;) When can you get down here?”

Esq.: “Hopefully soon. I will get working on that :)”

Kitty: “Okay, let me know when you have an idea and I’ll try to work my schedule around.”

Esq.: “Will do Sweetie.”

First of all, I have no idea why Esq. was trying to gauge Kitty’s reaction to another threesome with Sidekick. The only hesitant party was Sidekick himself. Kitty tried not to seem too anxious by asking for another play date out of fear Esq. would be insulted and think Kitty isn’t satisfied with his big beautiful cock and only his big beautiful cock. Esq. is all about strategy all of the time so Kitty always needs to be on my toes.

The funniest part to me is when he calls Kitty “Sweetie”. It makes Kitty smile each and every time.

Duck to Water

Was there really any doubt that Kitty would take to a MMF threesome like a duck to water? Especially when Kitty is the “F”?

This morning I woke up still smelling of his cologne…THEIR cologne. Last night was a slow and easy transition into what Kitty’s blogging bestie refers to as “The Lifestyle”. Kitty arrived to the house five minutes before they did. I smiled as I saw Esq.’s car whipping around the corner as he was running late. We all got out of our respective cars and greeted each other warmly like old buddies. Esq. holding out his long lanky arms for a hug which always makes Kitty giggle just a bit as it is so out of character for an attorney of his stature. Esq.’s bestie Sidekick approached Kitty as well. He asked for a kiss and a hug and immediately complimented Kitty on tasting good. Kitty thought to myself, “This is going to go well.”

The three of us went into the house and Sidekick and I chatted as Esq. turned on the heat, poured some wine and lit candles to set the mood. Sidekick couldn’t have been more engaging and not at all the personality Kitty expected. Esq. had described him as shy yet he was warm and flirtatious with Kitty and at one point quietly muttered to Kitty, “are you up for this?” 

Kitty looked into Sidekick’s eyes, smiled myself and said, “ABSOLUTELY! I’ve been looking forward to this for a while.” Just looking at Sidekick made Kitty wet. He was a handsome man with a charming personality. He was open and forthcoming when Kitty asked questions and we joked at how protective of him Esq. is. I told Sidekick that Esq. told me once that I will never be alone with him or be able to communicate with him directly. That was Esq.’s rule and although I knew it was a bit controlling, it was a turn on to Kitty on some level. The three of us discussed the fact that Sidekick’s career does not lend itself for any type of security gaps and so Kitty agrees to no direct contact with Sidekick and secretly gets wet at the thought of having Esq. between us.

The conversation then turns to Kitty’s career and both men discuss how they could use Kitty’s professional services in the future. And then Esq. says, “it’s good to have friends like [Kitty]”. He leans toward me, holds his long arms out once again for me to come closer and we begin to kiss. Kitty thought this was funny. All the times I played this out in my head I never thought Esq. and I would start the ball rolling. I had always pictured myself breaking the ice with Sidekick first. But alas, that is the beauty of a threesome. It’s just so darned unpredictable.

Kitty lost myself in Esq.’s kiss and a part of me felt a little bad that Sidekick was left out and maybe felt a little uncomfortable and then realized that he should be joining in. Sidekick got up and announced that he was going out for a smoke. Kitty laughed as Esq. made a comment to Sidekick about brushing his teeth before he joined us upstairs.

Kitty and Esq. brought the candles and the wine upstairs. We began to kiss and although Kitty thought it might be a good idea to let Sidekick undress me, Esq. began the task. Undressing Kitty down to my panties and bra. I could feel his gigantic hard cock rub up against me and lost sight of the fact that Sidekick was there until I heard some rustling about.

“What took you so long?” Kitty asked not waiting for the answer. “Come over here.” I said and turned to him and began to kiss him as Esq. stood behind me. Sidekick undressed himself then knelt before kitty and began licking my pussy like he had done this before. I meant to ask for confirmation if this was his first time but lost myself in the sensation of Sidekick licking me from the front as Esq. kissed me on the back of my neck and let his hands roam over my body. The sensation was unreal.

Esq. grabbed my hand and put it on his rock hard cock which I immediately tilted around just enough to suck on it. He encouraged this by holding my head down ever so gently.

“Let’s go to the bed,” Sidekick said.

Kitty smiled to myself and we all moved over. Entangled in one another Sidekick arranged us in a sixty nine position as I stroked Esq. cock with my hand looking up at his smiling face every few moments.

Esq. then pulled me toward him and positioned me doggie style on the edge of the bed as Sidekick knelt in front of me. I had mentioned that this was my ultimate fantasy and was curious as to whether Esq. remembered this. I began sucking Sidekick’s cock as Esq. fucked me from behind harder than I can remember ever being fucked before. I could hear myself moaning but was lost in the sheer ecstasy of the moment and could hear both Esq. and Sidekick moan themselves as Esq. came. He pulled out of me and excused himself as Sidekick and Kitty continued to play.

I thought it was pretty considerate of Esq. to leave me and Sidekick alone for the remainder of the play date. Esq. is usually good for at least 2 orgasms but this time he puttered downstairs, took a shower and wandered quietly as Kitty rode Sidekick’s cock and whispered softly into Sidekick’s ear.

“What can I do for you? Does that feel good? Is there anything that you want? Anything that you’ve wanted to try?”

Sidekick remained very shy and quiet and then finally said, “I’m sorry. I didn’t realize I would be so freaked out by this. I’ve never done this before and I am so nervous.”

“It’s okay. You are doing great. There is no pressure here and you have nothing to worry about with me. Just relax and tell me what you want…what you crave.”

The fact that Sidekick was nervous came as quite a surprise to Kitty. He was able to maintain a nice hard cock throughout the entire evening which surprised me in light of the fact that Esq.’s cock was quite a bit larger and harder.

So Sidekick and Kitty lay next to each other talking in soft voices for a few moments. Kitty told Sidekick that he is very sexy and Sidekick told Kitty that nobody has ever told him that before. And then just before the evening ended Sidekick slid down between Kitty’s legs. He worked Kitty’s clit with his tongue until Kitty could not hold on anymore and Kitty came.

Kitty and Sidekick lay side by side in bed quietly when Esq. walked into the room after his shower. He sat on the side of the bed next to Kitty and Sidekick and asked Kitty how I liked my celebration “massage”. Kitty assured both men that I was pleased. As the three of us sorted through the pile of clothes that lay on the ground Kitty smiled and thought how very strange and very comfortable this all was.

We walked out to our cars after we dressed. I gave each of the men a kiss and assured them that I would love to meet them both again. Kitty has taken to “The Lifestyle” like a duck to water. I am not a bit surprised.

Cloudy With a Chance of Threesomes

Were any of you wondering how Kitty’s threesome went last night???? Wouldn’t you know as soon as Kitty posted about it Esq. texted to tell me that Sidekick was traveling for work and would not be able to attend “this time”. I’m sure my disappointment was obvious but then Bestie Bill and I agreed that Kitty needed to drop the subject. We had a feeling that Esq. might be getting a little jealous and may have re thought sharing Kitty with Sidekick. First off there is no way Kitty can have any direct contact with Sidekick. Strange don’t you think? When Esq. explains it, it makes sense to a degree but COME ON GUYS!!!

So for the time being Kitty dropped the whole threesome issue but secretly hoped that Sidekick would be at Esq.’s vacation home waiting when Kitty arrived. “Text me when you get on the bridge” Esq. said. Kitty thought…”maybe just maybe”. When I got to the house I didn’t see Esq.’s car. Good sign. Maybe Sidekick drove.

Esq. greeted me at the door and explained that he had parked around the back leaving “The Queen’s” spot for Kitty. He welcomed me into the house. He had candles lit and music blaring. Just a side note, one of Kitty’s Raw Vegan friends informed me that candles are toxic. These were over powering as was the top 40 music. Kitty is not one to complain but the music had to go. Esq. turned the music down and Kitty encouraged him to come upstairs right away to get away from the candle fumes.

Kitty has to admit that this time around went much better than the first time with Esq. which was awkward. Although his personality can be a bit grating, Esq. has a really nice cock.

Kitty let Esq. take charge this time which was a welcome change although Kitty had been texting Esq. for the past few days EXACTLY what Kitty wanted. Really what Kitty wanted was to suck Sidekick’s cock while Esq. fucked me from behind but in the end Sidekick was just not there.

Esq. had mentioned that he had never done reverse cowgirl or “cowboy” as he said. OMG! I know RIGHT?!?! See, when Kitty hears things like this from a 50+ man I feel as though it is Kitty’s responsibility to give these men what their wives clearly have not!

So, yes, Kitty rode Esq.’s super nice cock both cowgirl and reverse cowgirl. Esq. threw a little doggie in there and for our second round Esq. went old school and fucked Kitty missionary.

We lay in bed chatting and Kitty let Esq. bring up the subject of Sidekick. “You will never have direct contact with him just so you know. Any and all contact will be through me,” Esq. informed Kitty.

This kind of sucked because Kitty and Bestie Bill were hoping Kitty could play with Sidekick alone as well as alongside Esq.

Esq. asked, “Do you think you would enjoy sucking his cock while I fuck you from behind?” Luckily the room had become dark at that point because the smile on Kitty’s face could not be stifled. In an effort to seem nonchalant Kitty said, “Sure, that sounds like a lot of fun. But don’t you think I should have some alone time with him first? I mean this is the first time he’s done anything like this and to start out with a threesome? It could potentially disastrous. Shouldn’t Kitty make sure Sidekick and I have the same great chemistry that you and I have?” Kitty can be super sly when I want to be.

Esq. replied, “Sure, I’ll watch. I’d like that.”

And so, even though Kitty’s threesome was postponed, it is not completely out of the question.

Kitty's First Threesome

I know…RIGHT?!?!?!?!?! Kitty was SO excited yesterday!! And Kitty’s blogging bestie Bill texted that he fell off his chair he was so excited for Kitty!!

Kitty has so much to catch you all up on but let’s start with the threesome which is tentatively scheduled for this Thursday.

Kitty hasn’t heard from Esq. in several weeks since our play date. In light of the fact that Kitty found Esq. personality annoying I just let it go. In addition Esq. is totally paranoid about texting and emailing anything naughty and that is pretty much the opposite of Kitty. I mean JEEZ-US! The guy is not running for office anytime soon so WTF?! And Kitty sure as hell isn’t going to get him into trouble.

So on our last play date after we both came Kitty and Esq. lay in bed chit chatting for a bit. Kitty asked Esq. how he got involved with Ashley Madison. Like Kitty, one of Esq.’s besties recommended he get on. Esq.’s bestie “Sidekick” is also super DUPER paranoid. He’s basically living vicariously through Esq. and in his case I can sort of understand. He works for a high security agency and can’t take any chances with any of the fucknut women on AM.

So Esq. and I lay talking a little about Sidekick and as off color as my vanilla friends may take this, Kitty suggested giving Kitty’s info to Sidekick. Esq. agreed that it wouldn’t be such a bad idea. His logic was that we would most likely be sleeping with other people and that at least he trusts his bestie. Umm….OKAY!!!

So weeks have gone by and Kitty has gotten the occasional cryptic text from Esq. about the weather and coming down to his vacation home etc. Kitty replied with snarky texts but really Kitty enjoys the occasional, “I can’t stop thinking about fucking you again,” text.

Well yesterday of all days Esq. began texting Kitty at work. He seemed a little more responsive. He asked what my week looked like and we settled on a tentative night for a play date. During our back and forth Kitty boldly asked, “What’s up with Sidekick?”

Esq., replied, “I was going to ask if he’s available and invite him along for a drink if that’s okay.”

Ummm WWWHHHHAAAATTTT?!?!?!?!?!?! Kitty knew there would be no drinking so was this Esq.’s way of introducing the threesome???

It took several texts from Kitty, “Is this a threesome you are talking about?” because Kitty wanted to be absolutely clear…I mean ABSOLUTELY!!

Kitty requested some pictures and forwarded them to my blogging bestie for confirmation that Sidekick is absolutely a cutie and when Esq. confirmed that yes in fact he and Sidekick had tossed the idea of a threesome around and would I be game Kitty said, “YES!”

Thankfully Esq.’s texting loosened up a little after that. He had to go into a meeting and once again dodged the naughty texting that Kitty so craved so Kitty texted a few scenarios for Esq. about how the threesome might work.

First, Kitty suggested playing with Sidekick one on one since Sidekick is a virgin as far as straying from his wife. Kitty thought that might put Sidekick at ease and then maybe Esq. could join in. Chances are there will be someone fucking Kitty from behind while Kitty sucks the other’s cock and then maybe they might switch. Kitty’s bestie Bill recommended the “Double Penetration” which Kitty is not opposed to but not sure if I can make that happen our first time. It seems a little ambitious but none the less if these guys can pull it off, Kitty is game. Bestie Bill also recommended Kitty get on my knees sucking Sidekick’s cock while holding Esq.’s in my hand and going back and forth. That is completely doable to Kitty.

Kitty asked Esq. what made him think Kitty would be up for that. Kitty must have an air about me or something but Esq. said we discussed it briefly in bed and although Kitty doesn’t remember, I was at one point hoping that Esq. would bring Sidekick along one day for a threesome play date.

Now keep in mind friends, this is still tentative. Last text from Esq. he couldn’t get a hold of Sidekick since he was traveling but the prospect of this threesome in the near future is as Bill says, “nothing cures a broken heart like a good old fashioned threesome.”