mommys helping hands pt 2
- 2 years ago
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Mommy's Chastity Boy Part IV free porn video
(All characters are age 19+)
My son and I are enjoying another lovely Friday night at home. In my
living room, I am sitting cross-legged on the couch in my pajamas -just
a comfy thong and old t-shirt. My laptop is resting on the pillows next
to me. I am watching live footage of my sissy son getting fucked in his
bedroom. I have secretly installed several cameras around his bedroom
just so I can watch when he is with clients. Men...women...he services
them all now. The mental conditioning took a while, but it was worth it
in the end.
This client is a repeat. He must be at least six foot two -he kind of
looks like a mean club bouncer who is just past his prime. Balding and
with a nice-sized gut. Anyways, he specifically requested my sissy bitch
be dressed as a girly princess this time. Strange...last time he
demanded my boy wear a school girl's uniform -pleated skirt and all. But
the customer is always right.
From what I can tell my sissy son is still wearing most of his uniform.
As he is being railed from behind on his bed, he still seems to wearing
the "sexy" Snow White Halloween costume I ordered online. The blue
corset is still in place and so is the yellow skirt -although it is
flipped up past his waist. I zoom the camera in on my sissy's latex
mask. An emotionless Barbie doll-like face stares back at the camera - I
can just see his blue eyes wincing behind the mask. Amazingly the black
wig is still in place, this particular client likes to pull at it while
doing my boy from behind. The man is standing by the side of the bed and
ramming the sissy bitch -who remains on all fours atop the bed.
The toughest part was preventing my sissy son from orgasming during
these ass fuckings. Any of these "sissygasms", as I call them, would
ruin the whole point of his strict chastity regime. My son knows the
penalty for such an infraction and hasn't had an accident in over a
year.
I refocus another camera on the tiny, metal chastity cage dangling back
and forth between his stockinged thighs. There is hardly any precum
leaking from it! A very good boy!
I notice the client begins to pick up his pace. Predictable...they have
been at it for about half an hour. Surprisingly, I see the client grab
my sissy by the hips and cum inside his boy pussy -in one final deep
thrust. The sissy didn't offer to finish him in his mouth -tsk, tsk...I
explicitly told him to start offering that to all the male clients.
This client grunts as he pushes off the now degraded princess. He
quickly dresses and makes his way out the basement's rear door. I close
the laptop and head downstairs. As I make my way into my sissy son's
bedroom, he is already undressing. He is naked apart from a red latex
bra and his Barbie doll mask and black wig.
Me: Stop. Come here boy. Kneel.
I take a seat in a white throne-like chair by his pink dresser. My sissy
son kneels in front of the chair. Still in my pajamas, I cross my legs
in front of him -dangling my right foot in front of his face. My red
toenails match his bra. How cute!
Me: How many does that make now?
Him: 23.
Me: Wow! That many? Time flies. Did he fuck your boy pussy good?
Him: Yes very good. I still have his cum inside...
Me: And who said you could do that?!
Him: I couldn't help it. He just started to cum and I...
Me: Did you offer to suck him off? LIKE I told you?
Him: I did. He just...
Me: Don't lie to me!
Him: I forgot mommy! I couldn't help it! It just felt so good!
Me: I forgive you honey. But now the tally is back to 22. How many did I
say would earn you a release from your chastity cage?
Him: Fifty, mommy. Fifty.
Me: I don't know what to say. I am just so angry with you. I may just
have to increase it to a hundred!
Him: No! Please! I'm sorry! I'll make it up to you!
Me: You can start by kissing mommy's feet. (I dangle my feet in front of
him.) Remember, hands behind your back dear.
My sissy son leans forward, his tongue sticking out. I know he enjoys
this almost as much as he enjoys getting his boy pussy fucked. His
tongue greedily laps at my toes. His puts his lips over each toe and
begins sucking away. With his attention focused on my feet, I glance
behind him to see a stream of cum leaking from his boy pussy, dripping
onto the wood floor. My son worships each foot, carefully sucking and
licking -I love when my red toenails disappear into his mouth. This
always gets me hot -I start to rub my breasts, caressing my nipples -oh
to have a sissy this dedicated! I slide my other hand down my panties...
I climax in no time. Satisfied, I get up and head to his bed. Before I
get there, I snap my fingers and point to the cum puddle. My sissy son
automatically begins lapping it up. I stand by his bed and beckon him
over when he finishes.
Me: Honey, take your bra off. Don't be shy.
Standing next to me, my son quickly snaps off the red latex top. Out
pours his new breasts. Due to the miracle of hormone therapy, they seem
to grow a bit every week. They look to be a B cup.
Me: Oh my! Dear, what a lovely set of tits. How do they feel?
Him: They ache sometimes mommy. I wake up sometimes to them aching.
Me: That is all part of the process. Soon they will be even larger.
Aren't you glad we had you tattooed? They look so real, darling!
Him: But mommy, it was so embarrassing!
My son is describing how I made him get his areoles and nipples
tattooed. His were too tiny -I want him to look like a real woman. So, I
took him down to the familiar tattoo parlor and had them "resized." They
are about the size of a silver-dollar now. Nicely proportioned. The
women at the shop were so taken by him, they graciously pierced his
nipples for free. I may have shown them his tiny chastity cage before
that though...
My sissy son is now standing before me, arms at his sides, with a nice
pair of breasts and pierced nipples. For now, small hoops are in each
nipple.
Him: Mommy I am tired. Can I go to bed?
Me: Sure dear. Why don't you go get cleaned up and get in your pajamas?
My sissy walks to the bathroom and closes the door. Minutes later, the
door opens, and out comes my son in his gimp suit -his pajamas. He is
totally encased in heavy, black rubber from head to toe.
Me: Oh, and tonight I need you to wear this gag.
I hold up an O-ring mouth gag, it keeps the mouth open, lips spread
wide-as if the wearer were blowing an invisible cock. My sissy son takes
it from me and puts it on his mouth and straps it around his head. I
love how it stretches out his lips. He can still talk with it strapped
on -he's well practiced.
I help him onto the bed. I lock each ankle and wrist to all four
bedposts so he tied-up, spread-eagle. I pull the restraints taut so he
can hardly move. This is his normal sleeping position. Today I also
decide to put a blindfold on him.
I lean down and give his mask a kiss.
Me: Sweet dreams honey.
Him: Good night mommy.
Actually, I am not done with him tonight. I hope on his bed and straddle
his stomach. My ass is towards his face.
Me: Honey before I go, I need to check one other thing.
Him: Umm...what mommy? (He sounds worried.)
Me: This hormone therapy is doing wonders for your breasts. All sissies
should be on estrogen. However... I am just so curious about what it is
doing to this little cock between your legs, my sweet son.
Him: Your cock has been in chastity for over a year. It hasn't come out!
I have to earn my release!
Me: Well I guess tonight is the night! (Under my legs I can sense him
beginning to tense up. He is excited.)
Him: Mommy I've been waiting so long for this! Please! Please!
Me: I know. I know. (Does he honestly think he is getting any relief? He
must be desperate!)
From his bedside table, I grab some latex gloves and a jar that I placed
there earlier. Snapping the gloves on, I open the jar and start
spreading its contents around my son's caged cock. This is a fast acting
numbing agent, perfect for my needs.
Me: Feel anything dear? (I glance back at his blindfolded head.)
Him: It feels cold down there mommy! Are you using an icepack?
Me: Something like that. Now shut the fuck up. Don't speak unless spoken
to.
I wait a few more minutes for the area to go numb, before unlocking his
cage. The cage itself is about 2 inches long and maybe about 1 inch in
diameter. Apparently they now make chastity cages even smaller than
that. Good to know. As I pull the cage away, I also grab the ring that
secures it to his scrotum. Both pieces fall away in my gloved hands,
leaving my sissy son's cock and balls on display.
Oh my god! They have shrunk substantially! I nearly have a mini orgasm
right when I see them! When his cock first went in this tiny cage, it
was a tight fit. Now there is loads of room. This is working me up into
a frenzy. His balls have shrunk too! This is too good to be true! This
progress is better than I expected. I turn around and face my sissy's
face.
Me: Good news dear! Everything looks normal!
Him: Really mommy? I was so worried that with the cage and
everything...it may get smaller...
Me: No need to worry! It's totally normal. You should be proud!
Him: Thank you for checking mommy!
Me: Now let me get this cage back on you and we are all set.
The chastity cage easily comes together, now that its little prisoner
has shrunk so much. I have decided it is best to keep my boy in the dark
about his shrinkage problem. He has embraced his hormone therapy and is
consistently willing to increase his weekly estrogen dosage. I don't
want to endanger that progress. And another part of me is looking
forward to when I do finally reveal the effects the hormones have had on
his body. I want to see his face when he sees his cock after years of
hormone therapy. As I relock his chastity cage and prepare to dismount
him, I realize I am still hot and bothered by the whole thing.
Instead of dismounting him, I slide back towards his face -my legs now
straddling his head and my pussy rubbing against his face.
Me: Before, I go honey, I need you to do one thing for me.
Him: What mommy?
Me: Don't fucking move!
I rip my thong off and throw it to the side. And with that, I begin to
grind his face. Gyrating my hips over and over against my sissy son's
face. The images of his shrunken cock and balls flashing in my head over
and over. It doesn't take long. I know my sissy son knows exactly what
is happening right above his face. I glance down again at his tiny cage
and see it move in frustration. That pushes me over the edge. My sissy
son is going to learn something new about his mommy tonight.
I lean forward over his outstretched mouth as I begin to cum. My pussy
lips are inches from his as I squirt directly and repeatedly into his
awaiting mouth. I watch as he swallows every last drop.
Jeannie
- 07.03.2020
- 39
- 0
