My Sweet Little Submissives,
Gather round boys and girls, it's story time!!
I spoke with Cassandra today for the first time in a little bit. Between the holidays and life in general getting in the way, it's been difficult for us to keep in touch lately, but I was finally able to get an update about the goings-on in what may be the most off-the-wall submissive life story that I'm ever likely to encounter first-hand. But before I update everyone as to her current situation, I should probably begin by picking up where I left off... (do forgive me, Sandy, if I get a few details mixed up. It's been a while.)
And for those of you unfamiliar with this little saga, I suggest you scroll down to read Part 1 because it's a little difficult to follow otherwise.
Hold on to your seats, boys and girls, lest you fall flat out of them.
Our story continues with the weekend following the babysitting incident. Cassandra was quickly informed by his wife Susan that he was to become Dan's property - his plaything for a time. Cassandra was beside himself? Herself? For the sake of keeping confusion to a minimum, we'll go with her / she for the time being. Anyway.
The week leading up to that weekend was quite the mindfuck. She loved how feminine Dan made her feel, but the methods that he used were degrading and painful. He loved to spank her and spoke down to her often, regardless of how submissive Cassandra was for him. Nothing was ever quite enough for Dan. When they met in the courtroom (on opposing sides, no less) his gaze was smoldering. If Cassandra so much as lifted a finger to defend her case, Dan would request to speak with her one-on-one for a "private consultation." After relentless badgering and a quick session involving her pants around her ankles, Cassandra would leave the room with a reddened ass and the irrefutable knowledge that it was not only in their private life that she would be required to submit to Dan.
Her home life had changed drastically as well. Susan no longer regarded her as a husband (not that she ever really did to begin with) but as a girlfriend. She and Dan's wife, Karen, would sit around the kitchen table with Cassandra, discussing the men in their lives (Steve for Susan, and Dan for both Karen and Cassandra.) They would trade beauty tips for Cassandra's benefit and fuss over one another's hair. In a nutshell, it was sissy cross-dresser's dream come true. Of course, it really didn't come as much of a surprise to Cassandra when Susan mentioned looking into getting a divorce. It was somewhat expected at this point. But what did Cassandra care? She had a man to take care of her... a married man, perhaps, but a man nonetheless.
The weekend involved much of what Cassandra would have expected - a lot of time on her knees and a series of spankings that hurt her in the most wonderful way. There were a few added bonuses too, though. As it turned out, Dan wasn't the only one capable of "babysitting." In fact, the whole group of them (Susan, Dan, Karen, and Steve) had planned quite the interesting turn of tables for our dearest Cassandra. During her weekend visit, Dan decided to step out for a bit. While Dan was out taking care of business, a familiar face from the past was sent to take care of Sandy.
And this is where we meet Jack. When Sandy first met Jack, Jack was a brat kid in bad need of discipline. As his babysitter, Sandy was quick to give it to him.... but apparently not enough to break him of his attitude. Jack grew up to be a decent enough guy eventually, but still held on to his cockiness, along with (can you guess??) a rather sadistic grudge against our Miss Cassandra. Word has it, when Susan and Dan concocted the plan to ask Jack to "watch" our girl, he jumped at the opportunity. The babysitting job was relatively short, but ruthless. To quote Sandy (it's been a while, so I'll have to paraphrase), "There was a certain glimmer in Jack's eye almost the entire time. I got the feeling that he was enjoying himself a little too much."
Sure, Cassandra, anything you say. ;) You loved it. Who the fuck do you think you're fooling? LMAO!!
By the time Dan got back, Sandy's ass was sore and red (for various reasons) and Jack could not have looked more pleased with himself. Apparently, Dan was pretty pleased as well. Over the next few days, Cassandra heard excited murmurs under the breaths of all involved - Susan, Steve, Dan, even Dan's wife, Karen. The only person that wasn't in on the secret was Cassandra. Just before the weekend came around, they finally filled her in.
Now as I mentioned before, Dan is married. So while he could have taken Sandy as his permanent property, it was decided across the board that he wouldn't. You see, Sandy lives in South Carolina, a state which has recently legalized same-sex marriage (November 2014). With this newly acquired privilege before them, it was decided that in order to humiliate Sandy further, he would be forced into marriage with another man. Two candidates were brought to the table - Jack and Pete.
Have I told you about Pete yet? Pete is another lawyer at Dan's firm; Cassandra's stiff competition. Pete is younger than Dan, but just as cocky and aggressive. He's also single, and thoroughly loves putting Sandy in his place in the courtroom.... and more recently, outside of the courtroom as well. Considering the ongoing theme of this particular story, I'm sure we can all figure out pretty quickly what that entails. ;)
Since both candidates showed an interest in owning Cassandra's ass til death do they part, a challenge was put forth - whoever could turn our girl into the bigger bitch would be declared the winner. Each got a weekend alone with Cassandra, during which the rest of the group would check in periodically to see what progress was being made. The experiment had its purpose, I suppose, but frankly? They should have just asked me. I knew who would win before either of the guys had taken their turn.
It's funny the things you can pick up in a person's voice when you're not actually looking right at them. Whenever Sandy talked about Jack, his voice took on this wishy-washy tone that pretty much reeked of mediocrity. In his head, he probably knew he would have an easier time with Jack, so he quietly claimed to hope that he would win out. But Submissive Slut Sandy wanted more than that. The pure intimidation and excitement in his voice whenever Pete's name came up was a total giveaway. His voice would quiver and his breath would shudder..... he sounded like a girl on the verge of orgasm, for fuck's sake. Pete was a man, and in Cassandra's mind, Jack was (and would always be) a boy by comparison. Pete would win, hands down.
The results are in, by the way. Pete won by a landslide. I love being right.
So now for the update:
Sandy has been put on suspension by his law firm. Why, you may ask? Or maybe you're asking why that's relevant. Either way.
As previously mentioned, part of Pete and Dan's domination over Cassandra has been tearing her apart in the courtroom. These guys are a pair of lawyers that go up against Sandy on quite a regular basis, and needless to say, within the past few months, he hasn't won a single case against them. His track record is basically in the toilet.
Their most recent victory over Sandy was due to circumstance.... circumstances that they created, no less. Just before he was due to appear in court, the group brought him the clothes that he was to wear to his litigation. Specifically, lingerie, a rather tight-fitting women's suit, a scarf, and heels. As you can imagine, Sandy's nerves were shot to hell. It wasn't until the very last minute that they decided to undress him down to his lingerie, throw the men's suit over his panties, and shoo him off to court. It was the ultimate mindfuck, and it worked wonders. He was an absolutely train wreck and performed so poorly that the judge asked him after the hearing was over if he was okay. It was an absolute nightmare come true.
But that's not the only reason that Sandy's been put on suspension. It certainly enough of a reason, but it's not the straw that broke the camel's back. It was his divorce that provoked his firm to take action.
Susan filed for divorce. As part of the continuation of Cassandra's humiliation, she stated that the cause of the divorce was Sandy's adultery with another man. He was forced to state the names of all the men that he had been with... Pete and Dan included. You might think that this would be confidential information, but seriously? Of course lawyers talk, especially concerning other lawyers. Sandy's firm got wind of the situation and put two and two together. He was losing his cases on purpose (or so it would seem to them.) Of course, we know that Cassandra's submissive nature would allow nothing less, but what's done is done. Unless Sandy ends his relationship with Pete by the time his suspension is over, he will be sans a job. And since we all know that's not going to happen....
What can I say, Cassandra? Hope you're ready to be a housewife!
That's all for now.... which is okay, because that was PLENTY. Whew!
Kisses,
Drea.
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