Cassies Close Shave
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Cassie's Dream Date 4 free porn video
This is the fourth chapter of Cassie's Dream Date. In the first chapter,
Cassandra (Cassie) meets Roger Wilson, author of "Love, Lies, and Lust",
a story of transgender love. She's 30, and he's 40-something. She's a
supermodel. He's average, dresses well, and has a nice car. They make a
date to have dinner and go dancing later. Cassie gets his phone number
written on her hand. After he leaves, she has a wild fantasy date, which
turns out to be pure fantasy, as she had been daydreaming the whole thing
in Starbucks. In the second chapter, she gets ready for her date by
masterbating onto his picture. He arrives at her house. They go down to
his Ferrari. Cassie has a wild fantasy about him giving her a helping
hand while he drives, and finds that Roger hasn't even gotten into the
car yet. In the third chapter, Cassie fantasizes about having sex with
Roger in her living room. She leaves Roger, who peeked at her streaking
through her apartment wearing only her shoes and earrings, in a leather
bondage hood, so he wouldn't peek.
... "It's just for a few minutes, until I'm fully dressed, Mr. Peeping
Tom," I say with a laugh.
And then I whispered into his ear, "Your book was wet because I came on
it. You looked great with a white mustache and goo dripping down your
face. Be back in a few minutes. Don't wander away!" and I laughed a
mysterious laugh...
As I walked to the bedroom, it occurred to me that he didn't argue,
struggle, or offer any alternative, like waiting in the car, when I
showed the hood to him. I walked back to him, sitting down on the sofa,
next to the chair he was sitting in.
"Roger, It occurred to me that you didn't make a fuss about the hood.
Have you been hooded in the past?" I asked, whispering it into the ear
hole of the hood.
The hood on Roger had a ring to keep his mouth open, but he was able to
say, albeit slowly and with a bit of unintelligability thrown in, "Yes,
many times."
"And you enjoy being hooded?" I asked.
"S'ok," came Roger's slurred reply.
"Do you enjoy your hands being bound at the same time?" I asked.
"S'ok," Roger answered.
"Do you want me to tie your hands to the chair? Would that excite you?" I
asked.
"S'ok," Roger answered.
I looked down at his lap. His erection was obvious through his pants.
"Roger, stick your tongue out the mouth hole," I said.
Roger complied. I touched his tongue with my fingers. He moved it around,
licking them. He was obviously well trained by someone. I pulled my
fingers back. He retracted his tongue.
"I didn't say you could put it back into your mouth," I whispered.
He stuck his tongue back out. I put my hand on his. "I'll be back in a
moment. Do not move even an inch," I said.
I stood up and walked to the bedroom, watching him the entire time. He
was motionless. In the bedroom, I grabbed my velcro handcuffs. Returning
to the living room, I cuffed his hands to the chair, not saying a word to
him as I did so. I undid my robe, dropping it on the sofa.
"You will keep your tongue still," I said, as I leaned my right nipple to
touch it.
He moved his tongue. I pulled back. "You are not to move your tongue," I
commanded.
He briefly brought his tongue back into his mouth (it was dry), and then
stuck it back out for me. I put my right nipple, now rock hard, back on
it, moving it slightly so it is obvious what he's feeling. "You may move
your tongue now," I said.
He rolled his tongue over the nipple. It felt good. After a minute or so
of this, I pulled away. "You may put your tongue back in your mouth," I
said.
His tongue disappeared.
I put my left breast to the mouth hole, covering it. I immediately felt
his tongue touching and caressing the nipple, which was enjoying the
attention immensely. After a few minutes, I withdrew, my nipple actually
getting sore from all the work done by Roger's tongue.
"Roger, I'm going to give you a reward for your service. What do you
think I should give you?" I asked.
"Blow job?" came the muffled request.
I laughed. "Try again. You didn't give ME a blow job," I said.
"Give YOU blow job," he said.
"Your reward will be to give ME a blow job?" I asked, somewhat confused.
"Yes," came his response.
"I was thinking you've already touched enough of my skin for the first
date," I said.
"Awww..." came the garbled reply.
I looked down into his lap. There was a wet spot in his pants. "Roger,
your pants are wet. Did you come?" I asked.
"No...(unitelligable)," came his reply.
"I don't believe you, I'm going in for a look. Cooperate and I'll give
you a great reward," I said.
"S'ok," came his reply.
I undid his belt, and unbuttoned his pants. His erection made it
difficult, but I got his zipper down as well. "Lift up," I said.
He lifted his hips. I pulled down his pants to his ankles. His boxers had
a wet spot at the end of his cock. It was obvious that he had come, yet
he still had an obvious erection. I grabbed his boxers. "Lift," I said.
He lifted his hips. I pulled the boxers to his ankles. His cock sprang
free. The end of it was wet, as was his abdomen. "You did come," I said.
"No. (unitelligable)," he said.
I took his cock, which was at least an inch longer than mine, but not
quite as thick, and felt it. It was rock hard. I ran my fingers over the
wet head.
Roger moaned.
I let go of his cock. It snapped back to lay flat on his abdomen. His
butt was at the edge of the chair.
"I'm going to sit down on you," I said.
"S'ok," he said.
I positioned myself over his hard cock. Using my hands on his thighs, I
lowered myself down. Soon, I was sitting on his erection, which was
laying flat between my butt cheeks. I squeezed my cheeks together and
moved foreward and back slightly, a classic lap dance maneover I had seen
on The Sopranos.
Roger moaned.
"Like that?" I asked.
"Yes," came the reply.
I moved again. He arched his back, trying to push upward. My cheeks
clenched and unclenched as they moved across his cock, already wet with
his earlier come.
Roger was moaning and moving his hips in a fucking motion. Soon enough, I
felt the telltale sign of his coming. It was suddenly very lubricated
back there, and Roger was making a lot more noise. I continued to move,
clench, and unclench until he collapsed back onto the chair. My butt was
soaked with his come.
I stood up. "Roger, you've made a mess," I said.
"S'rry" he said.
I looked down at his cock, beginning to soften as it lay there covered in
come.
"I'll be right back," I said as I went to the bathroom.
Once in the bathroom, I wiped his goo off my booty, and threw a towel
over my shoulder to clean him up. I then went to the bedroom, where I got
my digital camera. Returning to the living room, I took some pictures of
Roger, although they wouldn't be identifiable as Roger, due to the hood.
Roger said nothing.
I used the towel to clean up Roger's cock and the surrounding area of his
come. "All clean now," I said.
"S'ok," Roger replied.
I don't know why I decided to, but out of the blue I asked, "Roger, are
you a top or a bottom with your t-girlfriends?"
"S'with," he replied.
"Was that Switch?" I asked.
"Yes," he said.
"You want your girlfriend to fuck your ass?" I asked.
"No," he said.
"You want to suck your girlfriend's cock?" I asked.
"Yes," he said.
"That's not a Switch, Roger," I replied.
"S'ok," he replied.
"You want your girlfriend to suck your cock?" I asked.
"S'ok," he replied.
"You want to fuck your girlfriend's ass?" I asked.
"Yes" he replied.
"Are you a sub?" I asked, now realizing where his answers were taking me.
"Yes," he replied.
"So, you'd let me tell you what to do?" I asked.
"Yes" he replied.
"Do you have limits?" I asked.
"Yes," he replied.
"Are you a sub outside the bedroom?" I asked, intrigued by this, since I
never found a real sub before.
"NO," he replied.
"You like to be tied up?" I asked.
"S'ok," he replied.
"You like to be berated verbally, called names?" I asked.
"No," he replied.
"If I told you I was going to leave you here tied up the rest of the
night, and use you in various ways, you'd like that, wouldn't you?" I
asked.
"M'be," he said.
"Was that Maybe?" I asked.
"Yes," he replied.
"Why maybe?" I asked.
"No piss. No scat. No whip," he said, struggling to say the words
clearly.
"Understood. How about licking me?" I asked.
"Yes, fun," he said.
"Nipples? Cock? Ass? Feet?" I asked.
"Yes. Yes. No. S'ok," he said.
"What if I wanted to ride your cock?" I asked.
"Yes," he said.
"What if I commanded you to keep your erection up, but didn't touch you?
Could you do that?" I asked.
"Yes," he said.
"How long?" I asked.
"H'r," he replied.
"If you keep it up for even half an hour, I'd give you a blowjob as a
reward," I said.
"S'Deeeel," he said.
I looked down at his cock, it was starting to grow. Soon enough, it was
hard. I took it in my hand, and gave it a squeeze. "If it is this hard
and stays hard for half an hour, you're going to have a lot of fun," I
said, as I let go of it.
I looked at the clock, and wondered what I could do for a half hour. I
decided to watch some porn. Roger could hear, but not see the TV. His
cock twitched a bit, softened a little, then got harder, depending upon
how boisterous the actors and actresses were. By the end of the half
hour, my latina wonder was literally dripping pre-come onto the floor. I
could see Roger deserved his reward.
"The half hour is up Roger," I whispered into his ear. As I stood up, I
slipped the latina wonder into his mouth hole. His wet and hard reward
got an immediate welcoming reception. Just a minute or two of his tongue
working over the latina wonder later, Roger got to taste my plentiful
come. I actually heard him moan when I came, an obvious sign that he was
happy with his performance reward. I held the latina wonder inside his
mouth until it softened, and then withdrew.
"That was very good Roger," I said.
"Yes, tasty," was his reply.
I looked down. His cock had been dripping while he was giving me the blow
job. I expected he needed some relief. "I am going to release your hands.
You may do whatever you wish out here for the next 10 minutes while I get
dressed EXCEPT remove your mask. Is that clear?" I asked.
"Yes," he replied.
"And you will not touch me when I release your hands, ok?" I added.
"Yes," he replied.
I removed one cuff, and then the other. Roger made no move to touch me.
In fact, he just stood up and pulled up his boxers and his pants, putting
them back on, and tucking in his shirt. He didn't touch his erection at
all. I was somewhat shocked. He sat back down.
I grabbed my robe and went to the bedroom. Grabbing a fresh pair of
panties, I tucked my softening latina wonder in place. I put back on the
red dress, and freshened my make-up. A quick comb through my hair, and I
was ready to go.
I came back into the living room. Roger was sitting calmly in his chair,
the hood still in place.
"Ok, I'm going to untie the knots on the hood. Hopefully I won't break a
nail doing it," I said.
"Woo-hoo," Roger whelped.
It took a lot longer than I expected, but I got the knots untied, and
Roger out of the hood. He flexed his jaw repeatedly. It was stiff from
being held open for the better part of an hour. There was dried drool, or
come, perhaps, on his chin. His face was red, and he had dried lipstick,
transfer from the hood when I last wore it, stuck to his lips. I resisted
the urge to shoot a picture, and, instead, handed him a tissue to wipe
his face.
"Now, THAT was interesting..." he said.
"I'd say fun," I said, hopeful that his use of the word 'interesting'
wasn't code for 'I'm out of here you crazed bitch!'
"I'm not used to being hooded so long. It gets a bit painful after a
while, and then your lips go numb... but, the reward at the end was well
worth it," he said.
"So, you had fun?" I asked hopefully.
"Yes, I did," he said.
"Are we going to dinner, or bed?" I asked.
"I promised you dinner and dancing. And, I'm a man who keeps promises,"
he said.
I almost knocked over the chair when I leaped into his lap to give him a
kiss.
"Easy, we've got all night," he said, "I wonder if the kids stole the
Ferrari yet?" and then, he laughed.
Stay tuned for part 5... Does Cassie get a good meal, dancing, and a
reward in the end?.
Safiya
- 13.04.2022
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