Brittany's Strapon Hell Week 5

By: humbleslave

I awoke on Friday morning to the sound of Mistress Brittany on the phone.
"Yes, we'll be there to pick up the car at noon, thank you," she said.
"Well slave, I decided to wrap up the conference early, so we can take a
side trip. It's a surprise for you, since you've been such a trooper all
week. Now go get yourself ready."

I went in the bathroom and took a quick shower, tossed on a tank top, a
pair of jeans and heels, and brushed out my blonde locks. As Mistress
finished getting ready, I carefully packed up both our bags. My clothes
had taken a beating worse than I had over the past week, and I knew I
would be stopping at the dry cleaners when we returned to Los Angeles.
Mistress emerged, and we loaded up the car and took off.

A few miles down the road, I began to see signs for my hometown Tampa, and
my heart caught in my throat. Mistress must have read my mind, because she
laughed. "I've always wanted to meet the people responsible for your
creation," she said. I simply lowered my head and did not respond. My
parents had seen the video of Mistress Chantz fucking me in the ass, but
this was taking it to a whole new level. "You may call me Brittany in
front of your parents," she generously offered as we pulled up to the
house.

My mother met us at the door, with a kiss and hug for each of us.
"Brittany, it's so good to finally meet you, after all the lovely chats
we've had. Brad, you're looking good. I assume she's keeping you out of
trouble?" she laughed. "Your father is out of town, it's a shame, I'm sure
he'd have wanted to see you. You two must be tired, and it's getting late.
I've made up the guest bedroom for you," she offered.

"That's very sweet of you, Mrs. Smith, but if you don't mind, Brad and I
sleep in separate beds. It's only proper."

"But I thought..." my mother trailed off.

"Our relationship is very unique and we are very close, almost like
sisters," Brittany explained. "It's gotten much deeper, and we prefer to
have it this way, if you don't mind."

"Not at all, I'll make up the other room," my mom said.

"Don't trouble yourself with that, mom, I'll just sleep on the floor. It's
good for my back," I said, as I inadvertently cupped my tits in my hands.

With that, my mom went off to bed, and Mistress and I went into the guest
room, which was next to my parents' bedroom. Mistress had laid out a white
shelf bra, thong, garter belt, thigh highs, and lace and silk baby doll on
the bed, with the matching heels on the floor. I busied myself putting
everything on, and as I finished buckled the strap on my heel, I looked up
to see Mistress Brittany in full domme attire. Her blonde hair was pulled
into a stern ponytail, and she was wearing a leather bustier, which
accentuated, but did not cover her tits and black, metal-studded, thigh-
high boots. She was carrying a riding crop, and belted around her waist
was a 14 inch ribbed black strapon.

This particular strapon also had a heating pad-like device that spread out
across the wearer's pelvic area. It provided a nice warming sensation to
the wearer, but burned the wearer's victim. It was also very thick. It was
designed to inflict pain. Mistress said it was so she didn't have to wear
herself out spanking my ass. I was tossed onto the bed, and my arms were
bent in half, each wrist tied to its shoulder. The same was done to my
legs, tying each ankle to its thigh. "Mistress, please, not here" I softly
pleaded with her.

"I guess you'll just have to be quiet, won't you?" she laughed, as she
buckled a white leather collar around my neck. Next, she lifted me up on
my elbows and knees, and I heard a leash being snapped onto the collar. I
glanced over my shoulder to see that the leash was made of a series of
white beads, which increased in size as they got closer to the collar.
"Now let's get you warmed up," she said. With that, she flipped the baby
doll up over my backside, and started whaling on me with the riding crop,
as she pulled my head back with the leash.

Now, I had acquired a pretty high tolerance for pain, but after a few
minutes I couldn't take it anymore. I also knew I couldn't yell, for fear
of waking my mom. So I jerked my head forward and bit into the pillow. To
my surprise, she stopped hitting me briefly, and let me rest my head on
the pillow. Then I felt my head being pulled back, slowly and steadily,
and simultaneously felt my ass being filled, but not by cock. The leash
was a string of anal beads, and each one that went into my ass, pulled my
head back and arched my back even more severely.

Once I was stretched as far as I could go, head back, pillow still
dangling from my mouth, Mistress grabbed onto the leash between my collar
and asshole, and rammed all 14 inches of her cock straight into my ass. I
screamed into the pillow, as my hole was immediately ripped open, and my
ass began to burn from the heating element, but I held onto the pillow.
She reached forward and pulled down the top of the baby doll, leaving the
shelf bra to support my bouncing tits. She continued to hammer away at my
ass, my tits swaying wildly, using short, quick strokes to maximize her
pleasure and my pain. It was only a matter of time until I dropped the
pillow and screamed, which would wake my mom for sure.

I knew Mistress was just toying with me, and that she could make me drop
that pillow whenever she wanted. She enjoyed watching me suffer, and work.
All of sudden, she removed her cock all the way to the tip, and then
rammed it all the way back home. By this time, all the fucking had
loosened up my ass quite a bit. As she started to withdraw, the entire
leash flew out of my ass, bead by bead, causing my head to fly forward,
and I simultaneously lost the pillow, orgasmed, and screamed.

There was a rustle next door, and I heard someone get up. Mistress wasted
no time getting in front of me, pulling me by the leash up to my knees,
and shortening the leash in her hand until her cock was buried in my
mouth. To my horror, my mother walked into the room, and rubbed her eyes.
What she saw, was her once macho son, wearing white platform heels, which
were resting on his ass, and matching thigh highs, garter belt, shelf bra
and silky baby doll, bound, collared, and leashed, sucking the gigantic
black cock of his "friend."

"Good evening, Mrs. Smith," Mistress said nonchalantly, as she continued
to skull fuck me. "You are not dreaming. When I said our relationship has
gotten deeper, I was telling the truth. She used to only be able to take
six inches, the one I just pulled from her ass, the one she is currently
servicing, is 14 inches. It's also true that we don't sleep together. I am
her Mistress, and she is my slave, my slut, my own personal fucktoy, if
you will." She pulled the cock from my mouth. "Now apologize to your
mother for waking her up."

"I am deeply sorry for waking you up mother. Rest assured it will not
happen again. I will make it up to you before I leave," I said, my face
burning with embarrassment.

"I will personally see to it that she will not disturb you further,"
Mistress assured her, as she shoved a cock gag into my mouth and secured
it. She then threw me onto my back, and jammed her dick back into me.
"We'll see you at breakfast," Mistress laughed as she continued to abuse
me. I caught a glimpse of my mother leaving the room from behind my
flopping tits, and I heard the door close.

A few hours later, I awoke to the sunlight coming into the room, and a
feeling of fullness in my ass. I looked down to see the cock was still in
my ass, and at some point I had been rebound, so that only my hands were
bound to each other, in front of me. Mistress was nowhere to be seen, but
I assumed she had gone for a morning run. I heard the door open, so I
quickly pretended to be asleep. My mother came into the room, and pulled
off the covers, then took what was probably a note off my back and read it
aloud.

"Please let sleeping beauty rest, she's had a long night. What you saw
last night was real. Lift up her nightie in the back." I felt a cool
breeze on my crimson ass, and I heard a gasp as my mother discovered a 14
inch black strapon in my ass. To my surprise, she gave it a few taps,
driving it into my ass, but not enough to elicit an audible response from
me. I heard her leave the room, and awhile later, Mistress Brittany
reentered the room. She looked absolutely stunning, in a pink sports bra
and tiny pink sweat shorts, sweat glistening off her perfect body. She
quickly buckled herself back in to the harness and gave me a few quick
pokes before she yanked the cock from my ass and untied my hands.

I stood up gingerly and minced my way to the bathroom, not bothering to
cover my huge, sore tits. I undressed and jumped in the shower. A few
moments later, Mistress joined me in the shower. She kissed me tenderly,
working her way down my body, and we scrubbed each other clean. She
nibbled on my ear and caressed my breasts. I felt so loved. We got out,
and changed into matching white sweatpants and wife beaters, and went back
to the guest room. We lounged around all afternoon watching TV. I felt so
safe in her arms. "It's time to get ready for our date," Mistress said.

She led me to the bed, where she had laid out my outfit. I put on a baby
blue spaghetti strap tank top and a wrap around, pleated denim mini skirt.
Red lipstick, a small handbag, and wooden platform sandals completed the
look. "Oops, I almost forgot this," she said, as she tossed me a miniscule
baby blue thong, which I slid up my legs. "I know you like going braless,
I prefer you that way too," she said. She knew me so well.

Mistress came back into the room dressed as a man. She was wearing men's
dark blue jeans, black shoes, a hat, and a baggy button up Hawaiian shirt.
She took me by the arm, and led me to the car, promising my mother she'd
have me back by ten.

We went to dinner and a movie, and were having lovely evening out. Oddly
enough, she paid for everything. She never paid for anything. On the way
home, she reached over and began to grope my leg. Then she reached up and
pinched my nipples, bringing them to attention under the thin tank I was
wearing. My nipples were very sensitive since the operation, and I began
to get aroused. I leaned over and unzipped her jeans with my teeth, and
out popped a nice eight inch, flesh colored cock. I got to work, giving
her a terrific blow job as we sped down the road.

After a few minutes, the car slowed to a stop, and Mistress got out of the
car and told me to do the same. I looked around, and though there had been
some changes, I could see it was the park I used to play in as a kid. She
led me over to a new piece of equipment. It was a large wheel, with hand
grips to the side, which kids could run on, sort of like a treadmill. I
was quickly bent over the wheel, which hit me right at waist level, and my
hands were placed on the grips. I quickly bucked my hips to flip my tiny
skirt up over my ass, as Mistress pulled down my tank top and yanked my
panties down to my knees.

Her cock was eased into my ass, inch by inch. "I could tell you wanted
this all night," she whispered in my ear. "Dressed up like you are,
turning me on like that. You're a dirty girl, and you're going to get
every inch of my dick and you're gonna like it." She began to fuck me
hard, but she knew that the eight inch cock was the perfect length for my
pleasure. The motion of our fucking caused the wheel to rub against my
tiny cock and my tits, further arousing me.

After a nice hard fuck, she removed her cock from my ass, and grabbed my
hips, indicating that I should stand up. She led me over to the picnic
table, which was not an easy task, as I had to mince slowly to keep my
panties around my knees, and my sandals from slipping off. As I walked, I
reached up and took off my tank top, accidentally causing my skirt to flip
back down over my ass. Mistress let go of my hand, and I bent myself over
the short end of the picnic table, panties around my knees, reaching back
to flick my tiny skirt up out of the way. I glanced over my shoulder,
biting my finger sexily and wiggling my ass invitingly. Then I turned back
around and grabbed both sides of the table, bracing myself for this most
welcomed invasion.

I didn't have to wait long, and I felt lube being applied to my ass. This
really was my lucky day! I felt Mistress's tits brush against my back and
her well-lubed cock brush between my cheeks. Then I felt a pain in my
right nipple followed quickly by a tug, which brought my face closer to
the picnic table, and then pain in my left nipple. She had attached nipple
clamps to my tits, and fed the short connecting chain through one of the
boards on the table. "That's for you baby, I know you like it doggy style,
and I know how you love your nipples played with," she whispered, as she
slid her cock into me. This time she took it slow, filling me with nice,
long strokes, and caressing my hips as ass cheeks as she did so.

After awhile, I felt her pull out, but I was not ready to be done yet. I
was fully aroused and needed more cock in my ass. I looked back over my
shoulder, and gave her my sexiest pouty "please take me" look. Mistress
laughed, "Well, looks like someone's a needy girl. Prove to me you want
it. Come and get it! I back up as far as the clamps would allow me, and
then arched my ass up, and impaled myself on her cock. I continued to
violate myself on the cock, nonchalantly putting my elbows on the table,
and my head in my hands, like I was lying on the floor reading a book. I
was so close, yet despite my efforts, I could not orgasm.

Mistress, sensing my frustration, instructed me to remove the nipple
clamps as she slowly removed her phallus from my ass. Then she spun me
around and sat me down on the picnic table, grabbing me tenderly by the
neck and easing onto my back. She unbuttoned my skirt, leaving the now
flat scrap of material as a cushion for my ass. My ankles were placed on
her shoulders and her dick found its way back into my ass, where I wanted
it. As she picked up the pace on my well-stretched ass, she began a
twisting motion that she had never done before. I was literally being
screwed! I imagined the scene: A hot blonde getting nailed on a picnic
table at dusk, pinching her nipples and writhing in pleasure, her legs
flailing wildly as her panties swirl around her ankle, her lover hammering
away, pants around his ankles, a few buttons missing from his shirt.

My vision was quickly interrupted by the flashing of police lights and the
approach of two people. At that moment, Mistress hit my prostate, and I
screamed out in pleasure as the best orgasm of my life racked my body. She
quickly removed her cock from me, and threw her clothes back on, as a
flashlight was shone in my eyes. I recognized the cop as the father of my
old friend Bill Thomas. "Mr. Smith, my how you've changed," he laughed. "I
just had to come see this for myself, thanks for calling me Brittany," he
added. This was all a set up! "Hey Bill, come over here," he yelled.
"Remember Brad Smith? Here he is!" Another man approached me and started
laughing as well.

"I guess we'll have to book him for public indecency," Bill said, as he
cuffed me and threw me naked into the cruiser. "Brittany, you are free to
go. Thank you for alerting us to this situation. We can't have naked
people pleasuring themselves in public parks." They hadn't seen her
fucking me in the ass! "Just wait until we get you downtown," Bill
laughed.

"Bye bye, sweetie. Have fun in jail," Brittany laughed, as we pulled away
in the cruiser, lights flashing.