Why the Long Face?

Continued from: Fallen Angels

"Why the long face, Derek?" 

Ohhh, right, right. It's because you go to bed every night and look down and see this: 

While your wife is in some layover hotel room, probably doing this:

You wake up in the morning, Derek, and diligently make your bed and tidy your room until it looks like this:

 While your wife wakes up in the morning and diligently addresses something also...

But don't worry, she'll be home soon. 

Do you remember Vanessa and Derek? Goddess Vanessa as I like to call her, and her loving, sissy cuckold husband, Derek. Their storyline began here: Vanessa is a Goddess

God she is stunning! I have a major girl-crush on her and actually let her Domme me one night, with MY wife's permission of course. 

You can read about that steamy session here: I often envy submissives

Since these two have such a unique dynamic, I wondered if I could bring them to life using ethically sourced, text-based image generation. 

I described Vanessa as Cuban, 30 years old, a flight attendant with a proclivity toward hosiery and heels, make-up, grace and poise. 

Ummm...*panty check*

Yep, I think we can work with this version of Goddess Vanessa. 

And what about poor Derek? 

Haha...he looks like a version of Zach from Saved by the Bell. You better not let your wife catch you in those boring boy clothes, Preppy! 

That's better sissy gurl. Get your chores done and the house cleaned before your wife gets home, and make sure you're dressed like a little girl, as she had asked...or you know you'll be in deep trouble!

As the sun rose over the Miami horizon, Vanessa, the ravishing flight attendant, prepared for the final leg home to Toronto.

Her raven-haired beauty gleamed in the blossoming light, her curves accentuated by the fitted uniform she wore so elegantly. Meanwhile, back at home, her devoted sissy husband, Derek, waited anxiously, dressed in a frilly maid's outfit, complete with satin gloves and a headpiece. His heart raced with anticipation as he finished handwashing Vanessa's delicates and ironing her laundered clothing. 

By afternoon, Vanessa's arrival home was imminent. Derek assumed the position, presenting himself at the base of the couch as a willing footstool. As she lifted one foot, then the other, onto his trembling back, Derek couldn't help but emit a sigh of contentment. 

With deliberate slowness, Vanessa slipped off her stilettos, setting them carefully and neatly in front of Derek's nose. The scent of warm leather and musky nylons, mixed with lotion, wafted upward. 

His nostrils flared, drinking in the aroma as he gazed longingly at the insides of her high heels, a spot he knew his tongue would soon be put to use. Vanessa settled in, letting out a satisfied moan as she rested her hosed feet on his back, feeling the warmth of his skin through the fabric of his sissy attire.

Vanessa's weight pressed down upon him, her toes curling gently over his shoulder blades. Derek's mind wandered to the ache beneath his satin panties. The steel confines of his chastity cage seemed to tighten, a cruel reminder of his captivity. The delicate lace trim of his underwear, adorned with tiny hearts and flowers, only added to his sense of emasculation.

The contrast between his restricted cock and Vanessa's carefree sensuality was a constant thorn in his side. Yet, as he breathed in the heady aroma of her stockinged feet, now resting comfortably on his nose, Derek knew he wouldn't trade this humiliation for anything. 

For in this world, Vanessa was queen, and he was but a lowly subject, destined to serve her every whim. 

It didn't quite help his cause however, that she was the queen of a certain suit. 

Welcome back, Vanessa and Derek. We've missed you!

Mistress Andrea

xoxo

Continued in: Pent-Up

Is it Gay?

Continued from: Home Sweet Home

So, what's the verdict here...is it gay? 

Your Dominatrix mashes a penis extender over your chastity cage then makes you fuck a dude with it. Does that absolve you from homosexuality? There's of course nothing wrong with homosexuality but these two men, in the clutches of Cassandra, do not identify as such. 

The idea itself is brilliantly creative, terribly humiliating and emasculating.

Both these guys have safewords they haven't used, so I guess it's game on. Summer and I settled into the couch to watch the performance. By the colour of one of their bums, the maid-sissy seems like he needed a little motivation to go through with this. 

Cassie began the scene by having the one male kneel, after the other was fitted with the hot pink, fake dick. She offered her kind words of support, by gently cooing and encouraging the man to "get him hard". 

I was embarrassed for them! Just watching this. 

Cassandra was relentless in her orders, now instructing the kneeling man to "take him into your mouth". Caressing his spanked bottom while he sucked that cock was a little gay, I must admit. Look at his hand placement! Ha 

"He's nice and hard for you, show him your pussy, baby. Let him take you like a girl," Cassie continued to coo. 

The man in the lingerie set got into a very slutty doggy-style pose, arching his back deeply and presenting his asshole. 

And in it went *plop*. The spanked maid was fucking this other guy, wearing a penis extension over his cock cage. Amazing! I love what denial and desperation does to these silly men. 

Holding the other man's hips to assist in pile-driving his asshole...that seems a little gay. But is it?! It's not his actual cock...no one will be ejaculating into anyone's bum here. This is still safe, partially sane, and consensual, heterosexual bdsm, no?

Jesus. He was really goin' to town on this poor guy. Maybe the cock-sleeve was providing some stimulus? Some sensation to his locked-up penis that felt good? Does that make it gayer? If maid-boi is feeling pleasure from this? Or if hands-and-knees boy is feeling pleasure from being fucked? 

Although this was awesome to watch and listen to, I had seen enough. I can only assume Cassie would make the giver become the receiver soon, so they both get to experience the two perspectives of whether or not this was gay. Still, no safewords were spoken by these two, as Summer and I excused ourselves from the show. 

We went out back to soak the travel off us for awhile. Conveniently, we still had a decent view of the show going on inside. Hmm, looks like Cassie did make them switch places. 

Riding the cock-sleeve, while holding each other's bras and looking into each other's eyes. Things are getting gayer in here...

"Cassandra, send the dark-haired one up to my room when you're done with him. Have the other one mop up this water mess we just made," I said to Cassie, who was continuing to orchestrate the scene before her.

Summer giggled at my authoritative commands. She knew I was up to something, probably for her benefit. We had just spent a romantic week in Paris and we didn't pack a strap-on, purposely. We focused on the tender romance of our mouths, tongues and touches, when we had sex together. It was beautiful and fantastic and I love her so much...but I could tell she needed some dick. 

Real dick? The dark-haired guy I asked Cassie to send upstairs? Hell NO!

His humiliation and emasculation can continue, this time with my gorgeous wife! I posed her on the bed as I heard this non-gay dude coming up the stairs.

She was looking irresistible as always.

 

Cassandra sent dark-hair boi upstairs, still wearing his lingerie and heels. Summer very bluntly asked if he would fuck her, while they both looked down at the penis extension he was shamefully wearing over his metal cock cage. Yes, we ARE that cruel!

Go ahead sissy! Fuck my beautiful wife while I watch. Hehe...

You're welcome Summer! 

Mistress Andrea

xoxo

Continued in: Uniformity