mommys helping hands pt 2
- 2 years ago
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Mommy's Chastity Boy Part VI free porn video
(All characters are age 19+)
It is Friday night, just past 7 o'clock. I am getting ready for a night
out with some friends. We are planning on dinner and a concert
afterwards. As I touch up my make-up, I hear a knock on the door. She is
finally here.
I head downstairs towards the front door. I open it and standing there,
in the doorway, is my good friend Christina. We met months ago, back at
the tattoo parlor. She's one of the talented artists that work there.
She stands taller than me, I guess at about 5 foot 10 inches, and with
very short blonde hair. Her face, although pretty, has minimal make-up.
She is wearing a white tank-top, leather leggings, and black army-style
boots. Her top reveals her bare arms -each covered in tattoos.
Me: Hey Christina! Thanks for coming!
Christina: No problem. I couldn't say no... in all seriousness. I really
can't wait to see him.
Christina has graciously volunteered to babysit my son while I am away
tonight. On Monday, over coffee, I mentioned to her that I would be away
this evening. Knowing my situation, she asked if I needed someone to
watch my sissy son. Normally, I just leave him tied to the bed, but
sensing her interest, I said no I did not, and asked if she would watch
him. She jumped at the chance. And now here she is. Right on time.
Me: Please come in...come in. I just finished getting ready and am about
to head off. Can I get you something to drink?
Christina: No, no. I'm fine. So, when do you think you'll be back?
Me: I'm not sure honestly. I doubt any time before one. Maybe two
o'clock at the latest? We may decide to go out and get some drinks after
the concert.
Christina: Oh please, take as long as you want. I can stay here all
night. I am prepared. (She points to a black duffle bag slung off her
shoulder.)
Me: Oh good. I hope this isn't too much of a burden?
Christina: Don't fret girl. Have a good time with your friends. I will
take good care of your son.
I grab my bag and collect my car keys from the table. As I pass
Christina in the foyer, I look back.
Me: He's downstairs. All tied up and ready. Have fun with him.
Christina: I promise not to have too much fun.
We share a laugh and I close the door behind me. The following narrative
is what my son's bedroom webcams and microphones recorded.
My sissy son is all tied up downstairs in his bedroom. He is tied
spread-eagle to all 4 corners of his frilly pink bed. This is his normal
sleeping position. Earlier in the day, I had him dress up in his new
baby-blue lingerie set. A lacy blue bra for his now substantial breasts,
baby-blue colored panties over his tiny chastity cage, and a matching
blue garter belt. This garter belt is attached to white stockings on
each leg. And on each foot, just below the ankle restraints, are 5-inch
high heels. They jut out over the edge of the bed. To complete his
outfit, he is wearing a blindfold and a ball-gag in his mouth. His
glossy pink lips are spread wide by the gag.
Christina entered the bedroom and walked over to the bed. Judging by her
laughter, she found the girly decorations, pink furniture, princess
posters, and mannequins hilarious. At the side of his bed, she slowly
inspected the tied-up sissy -poking and prodding his restraints and
lingerie.
Christina: Well what do we have here?
Him: Mmmmph? Mmmmph...?
Christina: Don't talk much do you? You are a very lucky boy. I love what
your mommy has done to you. Last time I saw you, your tits were tiny.
And now?! Wow! And...I see you have also grown into your tattoos. Do you
still like them?
Him: Hmmmph! Hmmmph!
Christina: Is that a yes? Here, let's see if this helps. (She reached
around his head and unstrapped the mouth gag. She took it off him and
put it on the side table.)
Christina: Better?
Him: Yes. Thank you. Who are you? Where's mommy?
Christina: My name is Christina. You are to address me as Mistress.
Although you can't see me, you may remember me. I am one of the women
who tattooed you a few months ago. Your mommy is out for the evening. I
am here to babysit you until she comes back. You are to do everything I
say. Is that understood?
Him: Yes.
Christina: Yes what?
Him: Yes...mistress.
Christina: That's right. Next time I won't be as kind. Now let's remove
your blindfold. Does your mother always keep you like this? (She removed
his blindfold in one quick motion.)
Him: Yes mistress. I am always tied down like this when I sleep.
Christina: I love your lingerie sissy. Very feminine. This bra is
adorable. Accentuates your tits nicely. And boy have they grown! I am so
glad your mommy keeps feeding you hormones. You are really turning into
a proper sissy. But as with all things, there must be some...what is the
phrase? Unfortunate side effects? Am I right dear?
Him: Ummm...no. Not really mistress. (She can sense his embarrassment.)
Christina: Oh I think there is. Can I have a look at your cock?
Him: Please no mistress.
Christina: I am afraid I must, dear. Here...this won't hurt a bit. Just
a peek. Show Mistress Christina how big you are!
She hopped on the bed and positioned herself between my son's legs. She
knelt on the bed with her hands on his panties.
Christina: Just a peek dear. I want to see...
She carefully lifted up the front of his baby-blue panties and pulled
them back ever so slightly. Inside, his tiny chastity cage became
dislodged from the fabric and hung free.
Christina: Oh nooo...just as I feared. It has shrunken down to almost
nothing. Hasn't it sissy?
Him: Yes... mistress. But...but... (The humiliation in his voice is
palpable.)
Christina: My clit is bigger than your little member. Do you know what
the ironic thing is? Your mom loves big cock. She and I talk about it a
lot. I bet she is getting some right now in fact. And yet...she has
purposely done this to you. I am surprised she hasn't gone all the way
and castrated you yet. Do you want to keep your balls?
Him: Yes mistress. I want to keep them.
Christina: Are you sure? Perhaps we can surprise her when she gets back?
Him: Please mistress no! Please!
Christina: Oh alright. Just throwing out some ideas. I actually have
something better planned. It has to do with your mental conditioning
training.
Christina briefly hopped off the bed and went to her black duffle bag.
She pulled out a laptop and jumped back on the bed. This time, she sat
directly on my sissy son's face -slowly lowering her ass onto him. Her
black leather leggings formed an almost airtight seal around his face.
She rested the laptop on his chest and immediately started typing away.
Christina: You don't mind if I sit here? I have some finishing touches
left to do...
Him: Mmmmph...
Christina: Thought so. This will only take a sec. I want it to be
perfect. Your mother showed me how she conditions you... with those
hypnosis videos and photo montages. I thought I can help her. I created
something new just for you. I hope you like it.
Christina continued to work on her laptop as my son struggled to breathe
under her. After about twenty minutes, Christina finished her work and
got off the bed. As she did, she happened to glance down at my son's
panties and noticed something.
Christina: I am all finished... but it looks like you had an accident.
Did you leak precum in your panties? Did mistress excite you too much?
Him: I...I...I can't help it mistress. Your pussy was right on my...
Christina: Shut up. Well, we cannot have you leaking all over the place.
Your mommy would not approve. What does she normally do?
Him: Normally I wear an extra snug condom over the cage to catch any
filth.
Christina: Smart. Where does she keep them?
Him: In the dresser, over there mistress. Second drawer down.
Christina got up from inspecting the wet spot on his panties and went to
the pink dresser. Grabbing its handles, she hastily opened the first
drawer.
Christina: Wow! Really?! She makes you wear these?! (She stares into the
opened drawer.)
Him: No mistress... second drawer down. I don't know what's in that
drawer.
Christina: Are you sure? (With one hand, she gingerly lifts out a pair
of pink diapers.)
Him: No mistress! I have never worn those! I...I...
Christina: These would really solve our problem. They will work
perfectly! I want you to wear them.
Him: But mistress!
Christina: Shut the fuck up! That's enough!
Christina approached the bed again, this time with the pink diapers in
one hand. She kneeled again between my son's legs on the bed and started
examining his frilly panties.
Christina: Oh I see it now! How convenient! Velcro straps! Your mommy
thinks of everything. (She quickly ripped off his panties with both
hands.)
Christina then carefully opened the diaper and slid it onto him. She
secured it in place under the garter belt -leaving the stocking straps
in place, over the bulging diaper.
Christina: This should catch any leaks. Much easier than the condom. And
besides...you look hilarious now. Does it feel good against your cage?
Him: Yes mistress. But I don't think...
Christina: Oh I don't think mommy will mind. Why else does she have
them? Now where were we? Oh yes, your conditioning.
Christina went back to her laptop -now resting on the bedside table.
Meanwhile, my son struggled futilely against his restraints -his diaper
loudly crinkling. Christina then went to the VR headset and headphones
laying atop the dresser and grabbed them. She quickly had them plugged
into all the correct ports on the laptop. She even tested them on
herself to make sure they were working.
Christina: I think we are all ready to go! Are you excited?
Him: I don't know mistress. Mommy is the one that usually does this.
Christina: Mommy is too nice to you. You need a little push to become a
real sissy. This is what you need.
Christina then proceeded to strap the VR headset to my sissy son's face,
and then she placed the headphones on his ears. With everything in place
and switched on, she went back to the laptop and started the program. On
the screen of her laptop, the video montage began playing. Scene after
scene of TS porn appeared. In each scene, which only played for a few
seconds, a gorgeous TS pornstar was being fucked in the ass or mouth.
Each shemale actor shared the same traits -huge tits, tiny cock, and no
testicles. Over and over, it played, with new scenes and subliminal text
messages flashing briefly on the screen. My sissy son was being forced
to watch this in an endless loop. Only later did I find out what the
subliminal texts said but it should have been obvious. Through the
headphones, suggestive audio was blasted into my sissy son's ears
-interspersed with the sounds of women's orgasms.
With everything running and my son being mentally conditioned, Christina
turned away from the laptop,
and stood by the bed, looking down at my son with her arms crossed.
Christina: That's it sissy. Let it all absorb into your sissy brain. You
envy those T-girls. You want to be one...
He began to buck against his restraints -trying desperately to find some
relief. His diaper moved up and down in the air with every futile thrust
of his hips. Christina stood there laughing and taking photos with her
phone before packing her bag. With her work accomplished, she left my
son to his mental conditioning, or rather brainwashing, and went back
upstairs. That is where I found her, when I came home five hours later.
She was watching TV when I came through the door.
Christina: Hey! Back so soon? I hope you had a good time.
Me: Yes! Loads! My girlfriends and I go way back. It's always fun.
Christina: Well I had fun too.
Me: Really? My son didn't cause any problems?
Christina: No. He was a good sissy. I left him tied to the bed the whole
time.
Me: But I thought you said you had fun?
Christina: Oh I did. Let me show you.
She got up from the couch and headed downstairs to his bedroom. I put my
bag down and followed her. She opened my son's door and turned the
lights on. There was my sissy son -still strapped to the bed as I had
left him. Now, however, he was wearing his headset and his panties were
missing. We made our way to the side of his bed.
Me: I see you found his diapers. (I give the straps a little tug.)
Christina: Yes! They are adorable.
Me: I haven't made him wear them yet. I originally bought them to help
with his precum leakage problem, but never got around to using them. I
see you put them to good use though. He looks pathetic! I love it!
Christina: They kind of look full...he has been wearing them for over
five hours. Can he really produce that much precum?
Me: You would be surprised. Months of chastity will do that to any male.
(I feel the front of his diapers...they certainly feel full. What is he
watching?)
Christina: I also love his lingerie set. The bra...the stockings...the
heels...just perfection.
Me: Oh me too. That is really all he wears now. Lingerie or a bikini or
nothing. His wardrobe is limited.
Christina: Let me show you what he has been watching and listening
to...here it is on my laptop.
We both move to her laptop resting on the bedside table. She taps the
trackpad and the screensaver goes away. The training program is still
running. Clip after clip of shemale porn play through the mental
training program. Each beautiful t-girl has the most feminine body
-complete with huge tits, make-up, and tiny cocks. They are all missing
one part though -balls. Each has been castrated. In each brief video
clip, they are either getting fucked in the ass or they are blowing
cocks. I notice subliminal text messages appearing on screen between the
clips. Each message encourages this behavior and compliments the t-
girls' bodies.
Me: Wow! This is incredible! I can't imagine how he is taking it! How
long again did you say?
Christina: Over five hours.
Me: I have never gone over three hours myself. This will be
interesting...
Christina: Oh, here...listen to the audio.
She turns on the computer's speakers. Loud sounds of women orgasming
start playing. This continuous audio track is also interspersed with the
same subliminal messages from the video -now vocalized aloud.
Me: Perfect! You have a real talent for this. My sissy son is one lucky
boy.
Christina: Thank you. I have always wanted to try something like this.
Total brainwash. Do you think he has had enough?
Me: I think so. Let's turn it off and untie him.
Christina pressed a few buttons on her laptop and switched off the
program. This produced no response from my sissy son. We both then
untied each ankle and wrist from the posts, before removing his
headphones and headset. When I removed the headset, my son's eyes were
wide open, staring straight ahead. He was awake the whole time.
Christina and I both help him up and off the bed. He slowly gets up and
stands in his high-heels in front of us. He is awake but not fully there
-almost like he's sleep walking.
Me: I hope that was as fun for you as it was for me. (I give him a good
slap across his face to wake him up.)
Him: Umm...yes. Yes mommy.
Christina: He seems to be coming around.
Me: I think he needs a reward. Did you hear that? How about a reward?
Something to celebrate your new training.
Him: Yes! Yes! I'm so ready mommy! I know what I want!
Me: How about a good ass fucking? Do you want Christina and mommy to
stuff your boy pussy?
Him: Yes! I want to be fucked!
Christina: He's practically foaming at the mouth!
Me: Ok honey. But first, you need to change. Strip off everything!
Him: Ok mommy! (My sissy son proceeded to remove all his clothing, until
he was left wearing only his diaper.)
Me: That too dear. Everything off. (He undid the side straps on the
diaper, leaving it to fall to the floor with a thud.)
Christina: Wow! His chastity cage is covered in precum! And look at the
diaper! It's full of it too!
Me: Looks like he has been quite excited. But I guess five hours of
stimulation will do that.
Him: I'm sorry mommy for leaking. I can't help it.
Me: Oh don't worry about it this time. Christina is enjoying it. Now
come here and let me take the cage off you.
My sissy eagerly approached me and stood still with his hands behind his
back. I knelt down with the key and unlocked his cage. Taking the two
pieces in my hands, I quickly pulled them off -leaving his cock and
balls free.
Christina: Your sissy has the tiniest cock I have ever seen! It is even
smaller than that tiny cage!
Me: I know. Aren't you proud honey?
Him: Yes. I am proud of my tiny cock.
Me: Aren't you grateful I made it that way?
Him: Yes. Thank you for making me a proper size.
Christina: Wow. He is well trained.
Me: Here honey. Step into these. We don't want to look at your gross boy
parts anymore.
I handed him a pair of latex panties. They are shiny black with a small
hole in the rear. My sissy son took them from my hands and stepped into
them. He slowly pulled them up his legs. They squeaked and stretched as
they made their way up his highs. Once in position, he released them,
and the latex underwear snapped loudly into place around his groin.
Christina: They are super tight! I love how they make his front so
smooth. (She bent down and felt the front of the latex.)
Me: Yeah. You can hardly tell that he has anything down there. There is
no bulge -it's totally smooth. Now get on the bed. On all fours.
Christina and I need to get ready.
Him: Yes mommy!
My sissy climbed on the bed and got on his hands and knees. His tight
underwear squeaked as he moved into positon. His ass faced outwards to
the side of the bed -the hole in the rear was now clearly visible. I was
almost as excited as he was.
Me: Christina, I keep the strap-ons over here in this bag. Here grab
one. (I hand her the bag.)
Christina: Nice collection you have here. I think I'll take this large
red one.
I grabbed a strap-on harness with an 8 inch dildo. Both Christina and I
harnessed ourselves in -she strapped it on over her black leggings and I
over my yoga pants. With everything nice and secured, we headed over to
the bed and my awaiting son.
Me: Christina you can have the honors.
Christina: Thanks! I always wanted to fuck this sissy bitch.
She got on the bed and positioned herself right behind my sissy son. I
got on the bed too, but worked my way over to his face. I kneeled in
front of him with my dildo inches from his mouth.
Me: Ready to be double teamed?
Him: Yes mommy! (He began to arch his back in anticipation.)
Christina: He is really hungry for my cock! Beg for it bitch!
Him: Please fuck me mistress! Fuck my boy pussy! Fuck me!
Christina: With pleasure bitch!
Holding my son's hips in her hands, Christina rammed her cock deep into
my son's awaiting asshole. Her dildo slowly made its way through the
tiny hole in his latex bikini until it was swallowed whole.
Him: Ahhhhhh....ahhhh!
Christina: He is taking the whole thing!
Me: Of course he is! He's mommy little slut! Now ride her cock boy!
Him: Yes mommy!
My sissy quickly began to thrust back onto her cock over and over. Not
to be forgotten, I thrusted my strap-on dildo against his lips. Knowing
immediately what to do, my sissy began sucking mommy's cock. His deep
throating skills were on display tonight. Christina and I shared a
laughed as our eyes met. Both our cocks were being serviced by the
little sissy between us.
Christina: He is taking it like a champ! I love how his ass wiggles when
he reaches its base!
Me: He loves big cock. Just like his mommy.
Christina: I guess he loves what he doesn't have.
Me: I know right? His tiny cock is pathetic...it will never pleasure any
one. But thankfully, his mouth and boy pussy work fine! I am so glad I
made him shrink down to a proper size. Now he can really focus on what
is important to me. I can get big cock anywhere...but a talented tongue
and ass...they are truly special.
Christina: I totally agree. His tiny cock suits him. He is starting to
look like one of those shemale pornstars isn't he? Like a beautiful
trans girl?
Me: You're right! I have always loved how those girls look. I guess I
have been subconsciously turning my sissy son into one.
Christina: He is nearly there too. Still has a few extra bits though.
(She begins thrusting with more intensity.)
Me: You mean his balls? I kind of like them how they are. Tiny. Useless.
And out of the way.
My sissy son continued thrusting back and forth. One dildo in his mouth
and one in his ass -all the while two dominating women discussed his
castration.
Christina: It's just a thought. After all...he is mommy's boy. (She
points to his lower back tattoo.)
Me: Maybe someday. But won't it affect his libido? I don't want to risk
losing that. I like how desperate he gets when I keep him chastity. I
mean...look at him now. He's willing to do anything for a release.
Christina: That shouldn't be an issue. The brain is the body's largest
sex organ after all. With the correct amount of mental conditioning and
hypno-therapy...I don't think you will notice a change.
Me: Good point. I hadn't thought of that. I could also play around with
his hormone injections. That could work too.
Christina: I know of a few women who have had their sissies fixed. A few
have brought them to the tattoo parlor to show them off. I can ask them
what they do.
Me: Did you hear all that sissy? Does that sound like a good idea
sweetie? (I look down at my sissy son.)
Him: Mmmmph! (He is still busy deep-throating my dildo.)
Me: Take the cock out your mouth. We can't understand you. (He dutifully
spits it out.)
Him: Yes mommy please do it! (He is excitedly nodding his head.)
Me: Really? You actually want this? I am a bit surprised dear.
Him: Yes! Yes! I want to be castrated. I want to be a beautiful trans
girl. Just like in the videos!
Christina: See! The hypnosis therapy worked!
Me: I love it! Keep fucking him! I'm going to rub his little clit.
I moved away from his head and around to his side -kneeling down to get
a closer look. His entire groin was encased in the tight latex panties.
I began slowly rubbing the flat part where I could just see a tiny
bulge. I could just barely feel his little nub through the latex.
Me: How does that feel sissy?
Him: It feels wonderful mommy! Please don't stop.
I continued rubbing in a small circular motion, while Christina pounded
his boy pussy. I was close enough to see his engorged asshole grip the
strap-on cock as it moved in and out.
Christina: Oh my! Something's happening! His ass is really starting to
grip it! I can see him pulsating!
Me: That means he's getting close. Are you almost there sissy?
Him: Yes mommy! It feels so good! So good!
Christina: I bet it does! What a little slut!
Him: Mommy can I cum? Can I cum?!
Me: Yes you may dear. Cum in your panties for mommy!
Just as I finished giving permission, my sissy began to thrust against
my hands and I could feel him shoot his load against the latex. He was
moaning loudly -just like one of the videos from his conditioning
session.
Christina: His ass is clenching around my cock! Look at it!
Me: That's it dear. Cum for us.
I could feel new warmth against my hand as his cum began to fill his
panties -all trapped behind the latex. Meanwhile, Christina pulled her
strap-on out of him and was standing by the side of the bed.
Christina: He came like a good little slut. With his boy pussy filled.
His transformation is almost complete.
Me: Yes almost complete. And with a few...tiny...modifications, he will
become a perfect little shemale slut for mommy. Isn't that right dear?
Him: Yes mommy! Please make me look like them!
Me: Are you sure? What about your balls? (I slap the front of his
panties.)
Him: Take them from me! Castrate me please! (He is reciting word-for-
word the subliminal messages burned into his brain.)
Me: If you insist dear. I think it can be arranged. And I must
confess...I really like this smooth look you have going on down there.
Mommy will take good care you.
Christina: What an eager little sissy. I am nearly as excited as he is.
Are we done for today?
I moved myself behind his arched back, and with one hand on his hip, I
aimed my massive strap-on at his still gaping boy pussy.
Me: Oh... we are not done yet.
-End of Part VI-
[Thanks for the comments]
Mikhaela
- 20.07.2020
- 34
- 0
