Jen Teases her Husband into Panties Part I
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Jen Teases Her Husband Into Panties Part V free porn video
Chapter XVI
Half an hour later, Tom was beside himself. Luckily the girls finally
began to tire of spanking him. His backside was bright red while his
poor balls ached from being smacked and squeezed. The girls had taken
turns, each one trying to outdo the other. He wasn't going to be able to
sit down for a week!
"Poor Tom," Karen said. "I've never seen anything quite as red as his
ass." Jen grinned and nodded. "Maybe we should put some cr?me on it."
Were they done? Tom prayed they were. He couldn't stand any more.
'Please be done' he hoped to himself.
The bed shifted and he realized Jen had gotten up. She'd been sitting on
him, holding him down while Karen took a turn spanking his poor balls.
Being tied spread-eagled was bad enough but the two girls took pleasure
in teasing him about what they were doing. It was humiliating being
spanked like this and Tom just wished it would end. Now he hoped it was
finally over.
All of a sudden he felt something cool on his buttocks. "Ahhhhh," he
moaned as the cr?me was spread over his burning cheeks. That felt good.
The first good feeling he'd had in a while.
"Feel good?" Karen asked as Jen spread more cr?me over his buttocks.
"Yes," Tom said. "Ohhhhh yes."
"See... We're not all that bad, now are we?"
"I...I guess not," Tom replied. The coolness was like heaven to his
burning buttocks.
"Is this making your pretty little rear happy now?
"Mmmmm... Yes."
Jen winked at her sister as she squirted a blob of cr?me on one finger.
"And how does this feel?"
"Oh Jeez! What are you doing?" God! Was that Jen's finger he felt
probing between his cheeks.
"Just making sure we get cr?me into all your sensitive spots," Jen
replied with a giggle.
"Jen," Karen asked inquisitively. "Are you doing what I think you're
doing?"
"I will be," Jen replied laughing. "Once somebody loosens up back here."
She lightly slapped Tom's rear.
Tom gulped. He'd clamped his ass cheeks together; not wanting the added
humiliation of his wife's probing fingers entering him. But from the
sound of it, Jen was planning to do exactly that.
"Now Tom," Jen began. "I'm very pleased at how you've taken to wearing
girl underwear, even going to the store to buy your very own bras and
panties."
Tom groaned. It hadn't really been his idea! But, after the spanking
he'd just gotten, he wasn't about to argue.
"You look adorable in your new bra..." Jen reached up and lightly
snapped the strap. "And you'll be back in panties soon." She grinned and
winked at Karen. "As soon as we untie you that is. But before we do that
there's something I want to try."
Uh Oh! Tom immediately became wary. What was Jen up to? He didn't have
long to find out.
"As I said, I'm quite pleased with how you've taken to girl underwear. I
thought training you to wear a bra and panties would take much longer."
Huh? What did she mean - training him? Oh Jesus! She'd planned all this
out. Christ! He'd been so stupid, following little Tommy down this path.
"Now its time to find out if you're ready for the next step." All the
while she'd been talking she'd continued to probe with her finger. Tom
had tried to stop her by clamping his cheeks but the queen sized bed had
his legs spread wide. It was difficult to protect himself. Besides,
Jen's finger was slippery with cr?me.
"No Jen!" Tom cried. She was probing deeper now. The tip of her finger
was almost touching his most private spot. "Don't do that!"
Jen laughed as she continued to wiggle her finger about. "Stop
fussing... Relax... I'm not going to hurt you."
Tom though couldn't relax. Submitting to this newest indignity was
humiliating to say the least. He tightened his cheeks once again. Damned
if Jen was going to stick her finger in!
"Oh Tom... Stop being such a tightass!" The girls laughed and Jen
lightly slapped Tom's rear. Then she continued in a firm tone of voice.
"You're going to earn yourself another spanking. Do you want that?"
Oh Christ! He was still helpless. The girls could spank him anytime and
for as long as they wanted to. "No," he whispered and reluctantly
relaxed his muscles. When Jen's finger entered him he gave a little
squeal but didn't resist.
"That's a good boy... in we go." Jen pushed gently, slipping her finger
into her husband. "Ooh... somebody's a little tight," she exclaimed with
a laugh. Then continuing to wiggle her finger she inched further into
him.
Karen, feeling a bit left out, slid her hands beneath Tom's chest and
began playing with his bra covered nipples; gently rubbing and tweaking
them through the thin material.
"No! Stop!" he protested. His nipples were quite sensitive and it
tickled. He brought his hands up to protect his chest but Karen fought
back, pinching his nipples until it hurt.
"Owwww" Tom cried. Karen was twisting one nipple between her thumb and
forefinger.
"OWWWWWWWW!!!!" Tom's frantic cry was not because of Karen. Seeing her
sister struggle, Jen had grasped Tom's balls with her free hand and
squeezed.
"Stop it Tom! Let go of Karen's hand."
"OWWWWW!!! Yes Jen!" Tom quickly did as he was told. "Please! Please
Jen, don't do that!"
"Then stop fighting with my sister."
"Yeah Tom... Behave yourself," Karen said. "I just wanted to give your
little boobies some attention. Is that so bad?"
"It... It tickled," was all Tom managed. He wanted to say more but Jen
still had hold of his testicles. He wasn't that stupid.
"Well I guess you have a choice to make." Karen smiled. "Having your
little boobies tickled by me or having your bottom spanked by both of
us.... Which is it going to be?"
Tom groaned. There was only one choice and the girls knew it. "Go ahead,
Karen" he muttered raising himself up on his elbows. "You girls aren't
playing fair, you know."
"Oh Tom," Jen began soothingly. "You've come a long way since you first
tried on my panties. You should be proud. Wearing a bra. Sleeping in a
nightgown. And even going shopping for your very own lingerie. How many
husbands do you know who would do all that?"
Tom grunted. Yeah. How many husbands would allow themselves to be
humiliated like this? None as far as he could tell! But wisely he kept
his mouth shut and lay quietly while Jen, after squirting another dab of
cr?me on her finger, redirected her attention back to his rear. Karen,
now free to play with Tom's little boobies, was doing just that.
After the first shock of Jen's finger going where it shouldn't have
gone, Tom began to relax. In fact he was beginning to enjoy it and soon
there was a familiar sensation in his crotch. Karen caressed his nipples
through the bra and he realized he was starting to get hard.
Christ this was embarrassing! Guys weren't supposed to get aroused like
this. He wished the girls would stop. However they weren't about to and
he knew better than to ask.
Karen was busy with his nipples and, as before it tickled. Tom wriggled
under her touch and the sensation in his crotch grew. Jen's finger,
meanwhile, was deep inside him and he couldn't help thrusting back
against it. He couldn't keep his arousal in check and shortly he began
moaning excitedly.
"Oh... Oh yes!" His breath was coming rapidly now and Jen sensed his
growing excitement. She pulled her finger out and lightly flicked the
edges of his little hole. Then she shoved it back in, deep inside.
"Ohhhhhh," Tom moaned and his hips began thrusting against her.
"Oh Jen honey! Yes!"
Jen grinned and winked at her sister. Karen had pulled the straps of
Tom's bra off his shoulders and down his arms so she could reach inside
the cups and tackle his sensitive nipples directly. Tom was beside
himself as the girls drove his excitement to new heights.
Jen smiled to herself as Tom eagerly thrust his rear against her finger.
"Oh honey! Yes!" he cried and Jen obliged by shoving her finger deep
inside him. He was getting close. She leaned down and picked up his
panties which had come off earlier. With her finger still inside him she
shoved the panties beneath his crotch and pressed them against his erect
penis. Tom moaned excitedly. He was in heaven!
Karen was still massaging Tom's nipples which only added to his
excitement and when Jen's finger located Tom's prostate it was all over.
"Oh Honey! Oh Yes! That's it...Deeper! I want your finger all the way!
As far as it can go!" Tom cried out as he began squirting
uncontrollably. Jen's finger had found its mark. Spurt after spurt came
shooting out of Tom's penis and into the panties. He was in heaven.
The girls looked on, fascinated by Tom's rear end humping frantically up
and down as he thrust against the panties in Jen's hand. He'd never cum
for this long, a fact that Jen could attest to. Nor this much. The
panties were soaked.
Finally it was over although Jen continued to milk his deflating penis
until the last drop was out. Tom was exhausted but managed a moan when
Jen pulled her finger out.
Chapter XVII
"Now that wasn't so bad, was it?" Jen asked with a smile and laughed
when Tom barely moaned. "And you didn't think you'd like it," she added
with a grin.
"Maybe I should keep you tied up like this until you're ready to go
again," Jen continued, grazing her fingers over Tom's naked and still
red rear. You know... Just so I don't get an argument about your
training."
Tom gulped when she mentioned training again. It was now obvious she'd
been training him ever since his first time in panties. Christ! She had
him wearing girl underwear and sleeping in nightgowns. He could see now
that it was all part of a plan.
"That's right," Karen chimed in. "You've got a lot to learn. It's not
easy being a girl. There's makeup and hair styles. Polishing your
nails." She giggled. "And I bet you're going to love learning to walk in
high heels."
Tom blanched at the idea of being dressed as a woman and walking about
in heels. Not to mention lipstick and nail polish.
"Yes Tom," Jen added. "You've got a lot of hard work ahead of you." She
slipped her finger in between his ass cheeks again and smiled when Tom
cringed. "Now open up back here. I want to go in there again."
Tom audibly gulped. Christ! "Jen... no."
"Don't be such a baby," she admonished, smiling at the beseeching note
in his voice. "You have to admit it was fun for you. God... I've never
seen you cum so hard."
Tom couldn't deny that. But now that it was over he was very ashamed.
She'd fingered him as if he were a girl. And then he'd cum! God that was
so embarrassing and humiliating.
Jen's finger probed a little deeper.
Tom grimaced. "No Jen.... Don't," he protested, clamping his cheeks
together.
"Don't you tighten up," Jen exclaimed lightly swatting Tom's backside.
"I'm your wife. Do I have to remind you who's in charge now?" This time
she slapped Tom's unprotected bottom a bit harder.
"No," Tom muttered. He most certainly did not want another spanking
"That's better," Jen said after Tom reluctantly relaxed his muscles. Her
finger went back between his cheeks and probed until she found his
little hole.
"Can you hand me the cr?me, Karen? He's not used to this yet so he's a
little bit tight."
Feeling totally embarrassed, Tom waited while Jen lubricated her finger.
Next he felt a squirt of cold between his cheeks as his wife applied
more cr?me there. Then once again her fingertip found his little hole.
"Mmmmph," Tom grunted but obediently allowed Jen to push her finger
inside him.
"That's a good boy... Open wide." Jen worked her finger in and out. "I
want to loosen you up back here."
Tom grunted as his wife pushed her finger into him. God! This was so
embarrassing.
"Do you think he'll cum again?" Karen asked.
Jen laughed. "I don't think so... he's never done it twice in one day
before. Three times would be a miracle." She smiled and continued
working her finger inside him. "No I just want him to get used to this
and maybe loosen him up for something bigger than my finger."
Tom groaned. How had he gotten himself into this predicament? Being
overpowered by his wife and her sister was bad enough but what they were
doing now was the ultimate indignity. What else was in store for him?
"That's it, Tom." Jen said, continuing to coax her husband. "Now I want
you to relax and open really wide now."
"Oh ... Ohhh...." Tom whimpered. "No... Don't!" He began squirming as Jen
slipped a second finger into his rear end.
"Just relax.... You can do two fingers. I know you can."
"Uuuugggghhhh," Tom groaned again. It was hurting. "Jen... no."
"Oh Tom, you really are tight.... Karen... I think I'm going to need your
help."
"Sure. What do you need?"
"I think if you can spread his cheeks for me I'll be able to get both
fingers in. Can you do that?"
Karen nodded and started to reach for Tom's rear but then had another
idea. Hopping onto the bed she pushed Tom's head down and sat on his
back facing her sister. There was much better leverage this way and she
leaned down and grasped each of Tom's cheeks and pulled them apart.
Tom was mortified at this latest indignity. "Owww! No!... Don't!" Karen
though just ignored his protests and gripping him more tightly, spread
his cheeks as wide as she could. Tom reached back but with Karen on his
back he couldn't get any leverage. And to make matters worse Karen had
such a good grip, he couldn't even squeeze his cheeks together.
"Oh that's perfect," Jen exclaimed. "Now Tom... I'm going to put two
fingers up that cute little hole of yours. So don't try to fight it,
Ok?" She wasn't expecting an answer and one was not forthcoming. Taking
the cr?me she squirted a big blob into Tom's crack. That got his
attention.
"Mmmmmmpphh." He wriggled helplessly knowing what was about to happen.
Jen quickly shoved first one finger and then a second into his tight
little hole. "Owwwwww!" He was being stretched as Jen worked both
fingers..
"That's it! I knew we could do it," Jen exclaimed. "Now hold still and
stop wiggling."
"Owwww... owwwww," Tom cried again as Jen forced her two fingers all the
way in. It hurt. His little hole was being stretched and helpless, there
was nothing he could do about it.
For the next ten minutes his wife worked her fingers inside him while
Karen held his cheeks apart. Tom had no choice but to accept his fate as
he moaned and squirmed helplessly. The girls teased him, telling him
this would be good practice for next time. He needed to get used to
Jen's fingers being up there.
Finally it was over.
"That was a good little workout Tom." Jen smiled and nodded to her
sister. Karen pushed herself up from where she was sitting on Tom's back
and dismounted. Tom breathed a sigh of relief. Thank God that was over!
"You should be happy. I don't think your bottom has ever gotten this
much attention." The girls laughed. "Now since you've been such a good
boy, we're going to untie you and let you put 'junior' back into panties
where he belongs."
Tom didn't say a word. He just wanted to be untied before he was
subjected to another spanking or ass fucking. Karen and Jen each knelt
on the floor by Tom's feet. They couldn't help noticing his balls
loosely hanging down at eye level. Jen couldn't resist the impulse to
grab them.
Tom gulped when he felt a tug between his legs. Oh no! Not my balls
again! "OWWWWWWWWW!!!" he cried out when Jen grasped him firmly and
smacked him with her hand.
"That's just a reminder of what will happen if you don't behave after we
untie you. Do you understand?"
"Yes! Yes Jen! I'll behave.... Don't hit me there again! Please. That
really, really hurt!"
"Ok... just remember."
The girls proceeded to untie Tom's ankles from the legs of the bed and
he gingerly stood up. He'd been spread-eagled for quite a while and it
took a minute to get the stiffness out of his legs. But at least he was
finally free! Jen and her sister had put him through hell. He was going
to have to be very careful not to get his wife angry again.
Jen handed him his wet and soiled panties. "I think this needs to go
into the hamper." Tom dutifully took it and headed downstairs. "You may
as well put your bra in too," Jen called after him.
Tom was naked when he returned. Naked and hairless. The girls were still
fully clothed and Tom self-consciously covered his privates with his
hands.
"Oh, he's being bashful," Karen laughed. "That's so cute...Tom. You don't
need to hide your little 'pee pee' from me. I've seen quite a bit of you
today."
Tom grimaced but didn't drop his hands. It was embarrassing.
"That's ok," Jen chimed in. "You're going back into panties now... Come
over here and pick out a color you like."
Reluctantly Tom joined the girls at his dresser. The drawer was open
showing off his new selection of bras and panties. Christ! Back into
girl underwear again. It was either that or stay naked.
"Tom," Jen began sternly when his hesitation became obvious. "We're
waiting."
Looks like staying naked was not going to be an option. "I...I'll wear
these," he stammered reaching into the drawer and grabbing the first
pair he encountered. Pink. Very pink and very lacy. Great. Without being
told he stepped into them and pulled them up over his hips. They fit
snugly and his still deflated penis made a small lump in them.
"And a bra," Jen said. "Remember the rules. If you have it, wear a
matching bra and panty set; otherwise try for the same color." Jen
smiled and added. "And if you don't have the same color, it's time to
do the laundry."
Tom nodded. There was a matching pink lacy bra in the drawer. Taking it
out, he quickly slipped into it, reaching behind his back and hooking it
all in one motion.
"Tom," Karen exclaimed. "I'm impressed. That was definitely less than
ten seconds... Too bad you couldn't do that earlier." The girls laughed at
the look on Tom's face when he realized he might have avoided his
earlier spankings. He wouldn't have. Jen would have found something else
to punish him for. But Tom didn't know that.
"Well Karen," Jen began. "What do you think Tom should learn next?"
"Hmmmm...There's lipstick and makeup. And he's got to learn about
hairstyles.... Don't forget nail polish and there is always learning to
walk in high heels."
"He won't fit into my heels so that's out until we go shopping again.
And we can pick up some magazines about hair styles at the same time.
That leaves makeup or nail polish." She smiled sweetly at her husband.
"Which would you like to do Tom?"
Tom wanted to do neither. Normal guys didn't wear makeup or polish their
nails. Of course normal guys didn't wear girl's underwear either and Tom
was very aware of his bra and panties.
"Tom. If you don't make a decision quickly, I'll make it for you. And my
decision will be both."
Tom gulped. Damn Jen. "Nail polish," he murmured.
"A nice choice. Now come over to my makeup table and sit down. What
color polish do you want? And be careful it doesn't clash with what
you're wearing." Jen opened a drawer and let Tom look at the selection
of colors she had.
Tom quickly picked out a shade of red. Jen nodded and selected two other
bottles with clear liquids inside. "These are the base and top coats,"
she said. "They help make the polish be long lasting so it doesn't come
off in a day or two."
"Oh," Tom responded. Then it dawned on him that today was Saturday. If
his polish were going to last more than a day or two he'd still be
wearing it on Monday when he went back to work.
"Uhhh Jen... Does it have to be that long lasting? I've got to go to work
on Monday."
"Tom," Jen began in a firm tone. "You're going to learn how to put nail
polish on the correct way. And the correct way is meant to last several
weeks. If wearing nail polish to work bothers you, maybe you ought to
stay home Monday."
Ok... that was an option he supposed. But what about Tuesday? And the days
afterwards. He couldn't stay home forever.
"Jen," he began. "That's not going to work. What about the following
days?"
"I don't know," she retorted with a smile. "How much vacation do you
have?"
Oh God! Use up all his vacation to hide his nail polish? Damn! He should
have picked makeup. Then all of a sudden his face lit up. He had an
idea.
"Jen... Suppose I did my toenails?"
"What?" she exclaimed jumping in before Tom could continue. "Do your
toenails instead of your fingernails? I don't think so!"
"No... No.... I'll do both. I'll do my toenails too." Now was the tricky
part. He took a breath and continued. "It's just that ... suppose I only
do all three coats on my toenails and just one coat on my fingernails.
Then I could get my fingernails cleaned up before I go to work Monday
morning." He looked beseechingly at his wife. "Please Jen. I'll keep my
toenails polished if I don't have to go to work with red fingernails."
"I don't know," Jen replied thoughtfully. "I like the idea of doing your
toenails. I hadn't thought of that." She turned to Karen. "What do you
think?"
"Well I definitely thing he should do both. Suppose we let him practice
on his toenails. If he does a really good job - and I mean a really,
really good job - then just polish for his fingernails. But if his
toenails aren't perfect when he's done, his fingernails get all three
coats too. How does that sound?"
"I think that's fair," Jen replied, smiling at her sister's idea.
"Shall we get started?"
Marisol
- 25.02.2022
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Jen Teases her Husband into Panties Part II
- 3 years ago
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Jen Teases Her Husband Into Panties Part VI
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