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

New Lovers

His cock gets as hard as an 18 year old boy yet he is 14 years my senior. He moans as Kitty gently takes the head of his cock into my mouth. I run my tongue around it enjoying the sweet and salty taste of his precum. I take in more of his cock. He rests his hands gently on my head letting me know not to stop. His breath quickens and I move up to his face. He begins kissing me feverishly...passionately. He pulls me on top of him. His cock slides into me very easily almost like the missing piece of a puzzle. I feel those sensations. My pussy is wet. I am riding his cock. He is looking me straight in the eyes. "This feels good," I tell him.

 

He closes his eyes briefly then opens them and says, "I love watching you."

 

I think to myself, "I love that you love watching me."

 

New lovers are so much fun aren't they? Kitty especially loves new vanilla lovers who have no idea what to expect from Kitty and then realize that you can't judge this particular book by it's cover.

 

The best part of this new vanilla lover of Kitty's is that he is under no pressure to perform for me. If he doesn't go down on Kitty, I can always count on Surfer Dude...or at least I hope I can. That velvet tongue devil! Esq is always good for a good pounding from behind and let's not forget about the threesome and potential threesomes to come with Sidekick.

 

Kitty even loves that this new lover has another girlfriend that he is hiding Kitty from. In other words Kitty knows about her but she does not know about Kitty. I wonder if she realizes how hard Kitty makes her boyfriend's cock! I wonder if he cries out when he cums...IF he cums when he is with her. According to him he's not been interested in sex for a while. I'm confident I've changed all that for him. At least he's plenty interested in sex with Kitty. I have to say he really is quite a competent lover. He is very warm and gentle. After we both cum we lay in his bed and fall asleep. It's really very sweet and quite different from the "fuck me and leave" sessions that I have with the others. But let's face it, without the others Kitty would be bored. Afterall, as I always say "Variety is the spice of life."

 

   

I've Missed You Man

Kitty has been quite a busy Kitty lately…and quite naughty thereby living up to my name. Among other things Kitty has met a vanilla boyfriend. I call him “I’ve missed you man”. You see Kitty has known IMYM for years. We pray together but IMYM is painfully shy. The others at our place of worship would tease Kitty because I would say hello to IMYM and he would disappear for months. One day this past fall IMYM decided to approach Kitty at the social hour after services. Not to sound conceited or anything but Kitty is quite popular among our group as I am one of the few single women under the age of 85 so when IMYM came up to me it seemed like everything else stopped. And that night after IMYM left all the 80 and over women gathered in the kitchen for a little hen chat.

I’d see IMYM at services every so often and we would chat just a little. He would blush the entire time and then disappear for weeks. Over the winter there was a break since the weather can get harsh here and we are dealing with quite a few senior citizens. OH!! Did I mention that IMYM is 64?!?!?! No worries though. The other women assured me that men that age can still “get it up”. WHEW!!

So a few weeks into the spring we are all back to praying in our regular sanctuary still getting over the loss of a few of our beloved congregants. After a few weeks IMYM comes up to Kitty and tells Kitty to wait because he has something for me. OH SHOOT!!! I forgot to mention that IMYM’s birthday was in December and Kitty gave him a card and a little bag of candy as a token. Kitty’s birthday is in March so I suspected that he was going to repay the favor although I had no idea how he would know when my birthday was.

So IMYM left the sanctuary and returned with the most beautiful purple envelope covered with pictures of butterflies. He went into an entire explanation about giving me the card and having it but not seeing me yadda yadda. Then Kitty’s teenage daughter came out into the hall where IMYM asked me to meet him and IMYM completely lost his somewhat shaky composure.

In the car Kitty read the card and it said, “I’ve missed you and I hope you have a wonderful Mother’s day”. Now isn’t that just the sweetest thing you’ve ever heard?!?!?!?!

Unfortunately IMYM did not leave any contact information. Kitty used her connections to get his email address and a beautiful somewhat fucked up vanilla relationship has formed.

You see IMYM is kind of a down on your luck kind of guy. He is semi retired but never put any money away for retirement so it seems like he lives on social security or disability and a little part time job he has. Not that Kitty is a snob or anything but I am quite motivated professionally so while 

I adore IMYM, I know right away that I will never be monogamous with him.

So Kitty and IMYM went out on a traditional dinner date last week. It was nice. IMYM has made great strides in coming out of his shell over the past few days. We had a nice conversation at dinner then walked to the beach and talked there. Then Kitty drove IMYM home because he doesn’t have a car…I know…I know!!!

The thing about IMYM is that even though there is an age difference between us it is very subtle and does not hinder our conversation. For example on the way back to his place he said, “Do you like Woody Allen?” and Kitty said, “of course!” then IMYM went into how in “Annie Hall” they get the kiss over with at the beginning of the date to get past the awkwardness. This surprised Kitty somewhat since I was kind of thought maybe he was gay and/or just wanted to be friends. But Kitty being Kitty went with the flow and kissed IMYM. I have to say the kiss itself was just okay. IMYM’s moustache seemed to get in the way but I could see there was potential so Kitty went with it.

A few days later IMYM and Kitty met up at our sanctuary at the social hour. IMYM blushed the entire time of course but we kept things pretty vanilla in front of the other congregants. I did take him home that night. We were chatting and he mentioned that he left his cell phone at work. Kitty made a joke about hoping no one sees his sexting and he said, “Something like that”. This intrigued Kitty.

Kitty texted IMYM later that night and asked if he’d like to meet me Wednesday for dinner. He agreed and texted, “I hope Wednesday comes quickly.” See…those little things warm Kitty’s little Grinch heart.

I couldn’t stop thinking about IMYM’s comment about the sexting. There is obviously more to him and Kitty wants to get to the bottom of it. The next night Kitty decided to blow off chores and asked IMYM what he was up to. We decided to park and just chat for a while. We began kissing and talking about sex. It turns out IMYM is into porn. It took quite a bit of coaxing to get it out of him. That’s what the sexting comment was about. He was afraid someone at work would see his history on his phone. He likes lesbian porn. When he was telling Kitty this Kitty was grinning from ear to ear. He was confessing like I was a priest and I think he was pretty surprised by my reaction which was,”yeah you and every other man in the world like to watch women have sex with one another. Don’t sweat it!”

IMYM admitted to Kitty that he doesn’t much enjoy sex. He says he feels “inadequate” whatever that means. Then talk about mixed messages…he invites Kitty in after some pretty intense kissing. IMYM fortunately trimmed his moustache so the kissing was much better and made Kitty quite wet so yes of course I went inside with him!!!

We lay on his bed in the tiny apartment that he shares with 2 other men. Quite a sketchy bunch but let’s face it, Kitty is not one to judge. It did not take long before IMYM began to undress Kitty. So much for not enjoying sex!! When Kitty undressed IMYM I exposed a nice sized hard as a rock cock. VERY NICE. Kitty rubbed it just a little and IMYM pulled Kitty on top of him. Just the way Kitty likes it. Kitty rode IMYM’s nice cock until he came which did not take long but Kitty thought it was a nice start.

A few days later…a little more of the same…so you see IMYM is becoming a nice little vanilla fuck buddy for Kitty. Surprisingly enough though IMYM has another woman that he sees. Apparently she is more down on her luck as well. She is Vietnamese, jobless with a gambling problem and oh yeah! She’s possessive of IMYM not to mention the fact that she has other boyfriends. What a fucking mess!!!

When IMYM told me about her again I think he was surprised by my reaction or “non” reaction. Sure, why shouldn’t IMYM continue to see his Asian girlfriend? Kitty is not threatened and of course Kitty has her own bag of tricks.

So last night when Esq. texted and asked if I’d be around just one night after fucking IMYM for the second time Kitty jumped right on it. Esq. has a Kitty’s blogging bestie points out has turned into quite the diamond in the rough. He is not the best at oral and he is kind of a pain in the ass with his last minute invitations but in the end Esq. has the greatest hardest cock and when he fucks Kitty from behind it is pure bliss.

So last night while Esq. was fucking me hard from behind while reaching around and rubbing my clit as I cried out in ecstasy all I could think was “oh what a lucky little kitty I am”.

Back By Popular Command

Kitty is back! Kitty is back! Well…sort of. Kitty has had quite a few men asking when I will be back. Actually I never really left. I just lacked inspiration. That’s not to say that Kitty hasn’t been playing. Kitty had a pretty hot play date just yesterday. My sweet, wonderful Surfer Dude kidnapped Kitty for the day. We spent the entire day in bed fucking for hours. It was wonderful and relaxing to say the least. That man has ruined Kitty with that velvet tongue of his. Nobody can make Kitty cum with their tongue like he can. I believe at one point in the midst of one of my many orgasms Kitty confessed this to him.

On a separate note today was an absolutely shitty day at work. Kitty never has bad days at work. This is the first in several years. To make matters worse Kitty received texts from several former playmates. I call them former playmates because after the day I had I’m in no mood to put up with their nonsense. Kitty doesn’t ask for much from my playmates but I think as a result some of them lack respect for Kitty.

Take T-Bone for example. He’s going through some shit at home. Kitty won’t get into it but I’ve been a good friend to him even offering to let him stay with me while he gets his shit together. Today he texted me while I was at work and starts telling me about this new chick he is dating. Then he starts sending me pictures of her. Kitty doesn’t want to hear or see that shit! Kitty knows my playmates have other women. Let’s face it, Kitty is not exclusive but hearing about other women is not a turn on for Kitty especially in light of the fact that T-Bone makes promise after promise to keep in touch with Kitty and the only time I hear from him is when he wants something. So T-Bone, if you happen to be reading this please don’t text or call me anymore. Kitty isn’t your doormat.

While we are on the subject of pet peeves, something else has been pissing Kitty off. It seems certain men, namely Ebony posts all this lovey dovey shit on facebook about his wife and how she is the “love of my life” then that bastard starts texting Kitty to try to hook up. Again, I know these guys love their wives. Kitty realizes my purpose is to get them off because their wives won’t. I have no problem with that but why on earth would you rub my nose in it. Goodbye to you, Ebony.

The smart one in all of this is Esq. He says all the right things and keeps his other playmates to himself. Esq. plays it just right and he comes with a Sidekick that makes a nice little threesome.

Kitty is hoping tomorrow is a better day. I know it will be but every now and then I can’t help but think it might be nice to get an honest to goodness down to earth hug from someone who may actually care.

High School Musical

There aren’t many men any more that can make Kitty feel small and somehow he can. He’s not particularly handsome or rich. He IS smart. I will give him that and I suppose that is what is attractive about him to Kitty. We also joke quite a bit (albeit by text) which is always a turn on for Kitty. I haven’t seen him in person since that night at his back woods house. The night that I fucked his incredibly large cock and then he refused to kiss me afterwards.

After not hearing from him for months he finally “pocket dialed” Kitty. We began to text. I asked him what went wrong. Why didn’t he keep in touch? I thought he thought the sex was bad. He said, “You lost your cool.” What the FUCK does THAT mean?!?!?

At any rate, we got past it and have been texting on and off since then…for 8 long months. We talk about meeting for lunch. We talk about fucking again. We talk every so often about a threesome with one of his down and out friends. But in the end it’s all just talk.

There’s an arrogance about him. That’s what keeps Kitty intrigued along with that dominance. Kneeling in front of him while I attempted to suck his enormous cock. Having him force himself on me to a certain degree. It’s a turn on to Kitty.

Bad Boy said he must have been one of those guys that never got laid in high school. He must have been one of those guys that none of the girls liked and so now that he is a successful attorney he is taking it out on all of us. Bad Boy may be right but as we all know, Kitty cannot turn away from a challenge.

For whatever reason Kitty texted Esq. 2 and said, “We should have a play date.” He was out of town all last week. He was at a conference. We texted throughout the week and he was due to come home. I hadn’t heard from him so I followed up the next day which happened to be his first day back in the office. Of course Kitty knew he’d be swamped with work but when Kitty offers up a play date the polite thing to do is at least ACKNOWLEDGE the invitation!

Instead he said he was busy. Okay…I didn’t mean that EXACT moment. It kind of make Kitty feel shitty that he blew me off that way. He’s kind of an asshole. It’s funny though because I mentioned it to my teenage son and he said, “You can’t expect him to read your mind. You have to be specific. I mean, I’m not the guy’s biggest fan but he’s not wrong here.” And I thought to myself, “Kitty, he’s RIGHT! You have to be specific. You have to give him a chance.”

So I texted Esq. 2 with a more specific time and date. He said, “Let’s touch base tomorrow.” Okay then! Now here is the thing…I’m not sure why Esq2 is different for me. Maybe it is because he is a work associate, maybe because he is so local or maybe because I REALLY like him intellectually and aside from his gigantic cock he offers very little sexually for me. For whatever reason even though Kitty offered the play date, I just wasn’t sure about it. Esq2 and me…we have a lot to work out as far as compatibility. Kitty is all about kissing and Esq2 not so much. Esq2 is about dominance which is great inside the bedroom but outside; he’s really kind of a DICK.

So when he said, “Let’s touch base tomorrow,” Kitty thought…”okay let’s wait and see.” And then…he texted,

“Is Fred invited?” Fred…his down and out friend.

Kitty being honest and somewhat taken aback texted, “I hadn’t thought about it.”

“Well?”

“I’m not quite ready for that”

“Sure you are…lol”

“I was thinking about some one on one attention but we can make it for another time.”

And then….nothing…just like a high school kid not getting his way. We all know that Kitty is not afraid of a little threesome especially with two men but there is a way to do things right. I try to explain to these guys. I was with Esq. dozens of times before we had our threesome with Sidekick. Esq. and Kitty have chemistry and there is just something about him that Kitty trusts. So these guys that Kitty has only been with one time who want to jump into threesomes well…those days are over for Kitty…not the threesomes…the” random, desperate sex with strangers” thing.

So yeah, Esq. 2 shutting Kitty down because he isn’t getting his way hurt Kitty’s feelings a little sort of like back in high school. But in the end Kitty knows it’s not right and it’s not necessary. And in the end Kitty and Esq2 are just not meant to be.

Taking the Hard Line

It’s funny really how different each of us can be from one another. I’m always joking with my work bestie about how I wish I could take Esq2’s cock, combine it with Esq.’s personality and The Surfer’s tongue. “The perfect man,” I tell her.

Esq and Kitty have been trying to get together now for quite a while. In his defense Esq. has offered to come down Kitty’s way several times and Kitty just didn’t make the effort to drop everything and meet him. In Kitty’s defense these meetings would be in the middle of the night. Kitty would have an hour to shower, shave, dress and apply make-up. Given Kitty’s chosen profession along with the type A personality you would agree that this sort of thing doesn’t always work for Kitty.

But yesterday Esq texted Kitty at work and asked if I would be interested in meeting after work. Now Kitty had planned to go out to dinner with one of my tight ass friends but ditched the idea somewhere around noon thinking the longer I had Esq, the more orgasms I could have.

When I arrived at his house I walked in and called for him. No answer so I called again and then quickly realized that he was on the phone still dressed in his business suit talking about some big case and about “taking the hard line”. Listening to Esq take the hard line made Kitty super wet. This is the part of Esq that turns Kitty on. Esq is not a typical asshole guy at least not to Kitty. He is always very sweet, warm and giving. He apologized to me as the person on the other end rambled. I assured him it was fine. In reality it was sort of foreplay for Kitty.

When he finally got off the phone he grabbed a water for Kitty out of the fridge. He had lit about 10 candles lighting the otherwise dark room. We chatted and then mid sentence Esq began to kiss Kitty. Contrary to Traveling Salesman Kitty and Esq have a chemistry. We have a rapport. We decided to go upstairs to the bedroom taking two of the candles with us. The house was like an icebox as it was built in 1890 with little or no insulation and it was an absolutely frigid day.

We quickly undressed and slipped under the covers. Esq was warm and quite nice about letting Kitty warm up next to him even though I was freezing.

Now Kitty can’t be sure but I suspect Esq has or had another mistress. He had some new moves which Kitty happened not to care for. One thing I have learned after a year with Esq is he likes to do his thing. He likes to go down on Kitty even though he just doesn’t have the touch I need. He was able to make me cum right after our threesome with Sidekick. It was as though he observed Sidekick’s technique and followed it the letter. But yesterday, he was too hard…too rough. Someone he fucks must like it but Kitty likes it slow and gentle. I told him I wanted his cock. He said, “You’ll get it”. So I laid back and tried to lean into the pain.

Luckily he gave in and said, “Roll over”. Kitty happily obeyed. Esq slipped that beautiful hard cock of his inside Kitty and slammed into me over and over while holding my hips. His cock seemed bigger than ever. Kitty heard myself moan, and then he moaned and rested on my back. Kitty had missed getting fucked from behind. In fact I think the last time was back in June which was the last time I saw Esq.

We lay in bed talking. Esq likes to talk…A LOT. We took a look at the clock and it was almost time to go but Kitty needed to cum so I began to kiss Esq. Kitty leaned down and put his half erect cock in my mouth and damned if that thing did not become nice and hard in a matter of seconds. Kitty climbed on top of Esq hard cock and began to ride him and boy did it feel good. I could tell that he was ready to cum before I was but Kitty persevered. I rode and rubbed and gyrated. Sure enough Esq came but Kitty didn’t stop. Kitty went to my happy place where Esq is standing behind me thrusting and Sidekick is in front of me with his dick in my mouth. Thinking, visualizing and wishing Kitty finally came.

I must have worked harder than I thought because as soon as I got home I crawled into my own bed, fell asleep and was finally able to relax.

Another Interesting Day in the Office

Things are moving painfully slow in Kitty’s world these days. I’m sure you are all aware based on lack of posting on my part. That’s not to say that there haven’t been playdates…

So over the weekend Kitty was playing on Plenty of Fish out of pure boredom. While Kitty was flipping through the “Meet Me” options who should pop up but good old E2.

Oh yeah well E2 and Kitty had a falling out of sorts after our night at his place. He claims Kitty lost my cool. Kitty disagrees. We did agree however to move on and I suppose be platonic friends for now.

So when Kitty saw E2 on POF of all places I just could not just let it go. When we were at his place I had asked if he did the online dating thing and in his arrogant tone he said, “Ha! I don’t have a problem meeting women!”

So what’s up with that?!?! His pictures sucked and there was nothing to his profile but “I have a pulse”. After thinking about it I realized that this really was an excellent depiction of E2’s personality “Arrogant Attorney”.

While Kitty did email him on POF, he never responded…until today…

Kitty was just working away as I tend to do on a Monday when I receive his text:

“Don’t like that site. Didn’t put much thought into it.”

Kitty thought, “Ya THINK?!?!?”

Then that funny E2 started a conversation with Kitty…vanilla at first then Kitty made a threesome joke about one of my besties who told me that the thought of a man putting his hands on her made her skin crawl. Can you IMAGINE?!?!?!

Anyway that led to E2 asking about Esq. and correct me if I am wrong but Kitty detected the slightest hint of jealousy in E2’s texts. Did this amuse Kitty? Well…Kitty cannot tell a lie. E2 is so damned arrogant that it does not make Kitty sad. He needs to be knocked down a few pegs.

In addition Esq. scored some major points with Kitty yesterday. Kitty was at the beach and a little bored. I began dreaming about our next threesome and texted Esq, “miss me?”

Kitty’s gotta give that Esq credit. In just a few minutes he responded, “As a matter of fact I do. How’s your weekend going?”

Now how many high profile attorneys do you know that text like that to their wives much less their mistress? Listen, it doesn’t take much to score points with Kitty but this sure helped brighten my day so score one for Esq.

Okay back to E2. He must have been super frisky today because he asked me to describe in detail via text about my threesome. Kitty was tempted at this point to give E2 my blog link but I thought better of it. As Kitty described it I couldn’t help but wonder if E2 was getting hard in his office. Kitty sure was getting worked up remembering.

Then that silly E2 asked Kitty, “ever done 3?”

“Lol no. I’m not a circus act. It was something we wanted to try. It was a very controlled environment. As vanilla as you can get in a threesome situation lol.”

Then Kitty texted, “You and I kind of had a nice time…”

E2: “We did…”

Kitty: “Nice kissing”

E2: “and”

Kitty: “I was about to tell you that I couldn’t cum when I was riding your cock. Then you started sucking my nipples and brought it home.”

E2: “Perfect”

Kitty: “Perfect??”

E2: “U came…”

Kitty: “and did you like it?”

E2: “yes”

Kitty: “Specifically??”

E2: “When you were on your knees”

Can you tell that it’s like pulling teeth to get anything out of E2 in the way of a compliment?

So here I sit, reading and re-reading my texts with nothing better to do for now. Wondering what the next move is and when it will be.

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.

Belated Celebration

Today was quite a day for Kitty. I’m hoping tomorrow is even better. While things are still quite hectic at work Kitty is beginning to get that itch…no not crabs silly! Kitty is feeling like I want to…no Kitty NEEDS to play.

Yesterday against my better judgment I reached out to him…Ebony. We exchanged polite pleasantries and then Kitty asked, “Do you ever think about that night we were together?”

Ebony replied, “All the time!!”

Kitty was not surprised by that answer. It was a great night one of the sexiest I’ve ever had. Over the course of several hours Ebony and Kitty texted our sexy texts and then Ebony asked, “I know you have had bigger and better cocks. Why do you want mine?”

Now the thing about Kitty is that it’s not always all about cocks for me. As I explained to Ebony, it was about the way his lips felt on mine when he kissed me…like we had been kissing forever. It was about the way our tongues wrapped around each other in just the right way. It was about the gentle touch of his hand, the sound of his voice when he said my name as he moved his cock in and out of me. It was about how his tongue felt on my clit and yes, it was about how his cock felt oh so perfect inside of Kitty.

Ebony’s response? “I have to fuck you REEAAALLLLLL SSSSOOOOOONN!!”

This morning he followed up with more sexting. The problem with Ebony of course is that he wants Kitty to do all the work. He wants Kitty to take off from work, he wants Kitty to book the room and ultimately pay for the room. Kitty is all for sharing expenses but COME ON!!!

As Ebony was trying to convince Kitty to take off from work to meet him in a hotel that I would ultimately pay for it came…the text…from Esq.

We had been planning to get together a few days ago but he couldn’t make it. No problem. For whatever reason Kitty is very patient when it comes to Esq. Maybe it is because he is so nice. Maybe it is because when I do see him he lets Kitty suck on his beautiful hard cock. At any rate when he told me he couldn’t make it the other day, 

Kitty said, “I was looking forward to feeling your rock hard cock inside of me. You will have to make it up to me.” Esq. assured me he would.

This morning he texted that our rescheduled date of tomorrow was looking good and the text that really made Kitty wet?

“It looks like [Sidekick] will be able to join us and help us celebrate”. Oh yeah...Kitty just had a birthday and Esq. promised a belated birthday threesome.

So according to Esq.’s text he and his friend Sidekick will be pleasuring Kitty at the same time tomorrow. Sounds pretty cool right?!?!!?

Kitty is so excited I couldn’t concentrate all day. I have so much to do to prepare. What should I wear? How should I shave? How can I sneak in a shower after work but before our play date?  Will Sidekick like Kitty? How will we start off?

Esq. is a chatterer. He likes to have a chat before we fuck. We catch up on family stuff and then we go upstairs. Will Esq. let me start off with Sidekick and then join in?

These are all questions that I can’t wait to find the answers to. 

Feast Or Famine

Kitty hasn’t written very much lately because I’ve been going through a drought of sorts or at least that’s what my blogging bestie calls it.  I saw the Travelling Salesman this past week and let Kitty just say that I absolutely adore him. We go to dinner. We have riveting conversation. We laugh. We drink. We eat. And then we go to his lavish casino hotel room and we fuck. There’s only one problem. As much as Kitty adores the Travelling Salesman and as wet as he makes Kitty, the Travelling Salesman just can’t make Kitty cum. In fact, Kitty hasn’t had a proper orgasm since December. Before that Kitty believes it was October. Not having an orgasm makes Kitty sad and even hornier.

Today fate stepped in…well…sort of. Kitty got a text from Esq. He’s been wanting to get together at his little love nest but we have just not been able to make it work. Today was the day. Esq. blew into town and Kitty met him. Yes, Kitty is still waiting for that threesome he promised but Kitty is being patient because after all, “Good things (and threesomes) come to those who wait.”

So the whole time Esq. and Kitty were fucking Kitty was listening in the hopes that Esq.’s friend would be hiding somewhere in the house and just join in. Don’t get me wrong. As I explained to my blogging bestie, Esq. is a total goober. He is tall and skinny and white as a ghost but at the same time he is very kind and considerate. This being our third time fucking was better in some ways and in the end Esq. has a very nice hard cock that feels so nice inside of Kitty and Kitty just can’t resist. Today Esq. came twice both times he came pretty quickly. That’s good in a way…right??? I mean it’s a compliment in a way to Kitty right? Well…Kitty is choosing to see it that way. The problem of course with that is that Kitty did not have enough time to cum and well…that’s just unacceptable.

The great thing about Kitty is that I am not too shy to ask for more so I did. Esq. fumbled about with his hands and in the end Kitty did finally cum with the aid of my hands, Esq. hands and the visual of Esq. fucking me from behind which he didn’t have the opportunity to do this time. I may request it specifically next time. For now Kitty is relaxed and ready for bed. Wishing you all wet dreams tonight ;)

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.”

Naughty Kitty Private Investigator

A few weeks ago Kitty started corresponding with a new potential playmate. He's an attorney so let's call him Esq (esquire). Esq is extremely protective of his identity. Kitty is used to dealing with that and while in the past Kitty will admit that I have on occasion met men and fucked them in spite of the fact that I did not know their full names...well...those days are gone. I mean JEEZ-US make up a fake name if you want to but don't be evasive. Kitty HATES evasive.

Now Kitty is at a point where I have little or no patience for nonsense and since I have a small pool of potential playmates to play with I really don't need to waste any time on Esq. so you are asking, "Kitty why ARE you wasting your valuable time?"

Well, I will tell you. See, Kitty needs a certain type of playmate these days. Among other things Kitty needs someone strong willed. Kitty needs someone who is going to take charge in the bedroom. Now Kitty has met several wonderful men who do this but another new twist is that Kitty needs someone who I will not become attached to. Kitty is a bit vulnerable right now so I am looking for just the right match. Now you see this back and forth between Esq. and Kitty has got Kitty so totally frustrated and Esq. is being such an asshole about it by signing texts "Love Thomas Jefferson" and shit like that. Annoying right??? Well, it turns out this arrogance on Esq.'s part makes him a perfect play mate candidate right now for Kitty. Kitty hates an arrogant man and yet I get the sense that this guy is bossy in bed which is a complete turn on for Kitty.

So Esq. is going to be in town this weekend and has been taunting me over this name thing. I just can't let him get away with that. I tell most of my lovers that in the bedroom they can boss me around all they want to. They can say whatever they want to but outside of the bedroom if they say half the things they want to I'd rip them a new asshole. Since we are outside of the bedroom for the time being Kitty cannot let Esq. win this game.

So this morning at work Kitty did a little google research. Now this is exactly why Esq. did not want to give me his real name. He didn't want me to google him. Kitty had a sense that he was more important in his own mind. I didn't recognize his photos so I knew he wasn't a celebrity attorney or higher up politician. Kitty did my google search and within 5 minutes of searching his first name and where he said his office was located I found a picture of him on his firm's website. BINGO!!!!!

Kitty did just a little more research to make absolutely sure it was him. While the thought of the look on his face when he realizes I found out his real name makes Kitty wet, the thought of the huge ego boost he would get if Kitty guessed the wrong name makes Kitty desert dry.

So now that the Kitty is out of the bag so to speak Kitty needs to think of a clever way to let Esq. know that I know his real identity and that I WON...and then Kitty and Esq. can play ;)