Sorry Wrong Number #2

After having had the most honest conversation I've ever had with anyone about my fixation with women's lingerie I felt empowered, finally admitting that even though I lived a regular horny teenage boys life I had a hidden side that wanted out.

It's always exciting for me to play around dressing up in women's clothes, not the dresses or skirts but what's worn underneath. Dressing up in different lingerie like bras, panties, corsets, garter belts and stockings is what I like, it's what turns me on sexually.

Seeing myself in the clothes all dressed up like the women in Playboy magazine does something to me, so when I actually told someone a stranger over the phone about it the pleasure I got, the orgasms I had during our conversation I had to have more.

Now, not only was I consumed with dressing up when ever I could I also wanted to find another person to talk with, another woman who will talk with me about my Crossdressing like the first woman, I wanted desperately to do that again.

During this time I was doing any odd jobs for people in the neighborhood because my parents wanted me to focus on school so small jobs were perfect to make money.

These small jobs, pet sitting, house sitting, plant watering, painting, even maintaining pools and babysitting gave me the opportunities to fulfill my cravings, a safe period of time to dress up in lingerie and make phone calls.

Because I was always reliable I stayed pretty busy which gave me lots of opportunity to have fun. Always having prior notice I had time to put together some clothes to bring with me even though I would always spend some time going through the ladies clothes, going through her drawers to check out the bras, panties, high heels and such occasionally keeping a piece or two for myself.

I waste no time quickly changing from my cutoffs and tee shirt to the lingerie I brought with before checking the closet for high heels hoping a pair might fit.

With my stockings on I'll look over the women's heels, picking up one of her heels pumps I cover my nose, inhaling the scent makes my dick grow harder trapped under the tight stretchy material of lingerie as I sit on the edge of their bed to see if the heel fits my foot.

The pump was a little to tight but I could see a pair of sling back heels lined up with her other shoes so I returned the pumps, exchanging them for the open toe sling back high heels which fit perfectly.

They had a telephone next to the bed on a nightstand but the phone book was under the phone in the front room. I walked through their home wearing her heels and felt for a moment that I was the woman of the house.

I brought the phone book back to the bedroom tossing it onto the bed and moved the phone there too and climbed on, laying next to them I opened the phone book to a random page of the white pages.

Hundreds of names and numbers listed ran down two columns per page. I ran my finger down starting with the first row looking for a name and number to call, the excitement building up inside me as I picked one out and dialed it.

I had two lines to say, first if a man answered "Sorry I have the wrong number!" then hang up.

If a woman answered "Will you talk to me for a minute?"

Half of the time they hang up, the others half of them ask who's calling but a small number say "Sure!"

The women ask a variety of questions right from the start like who are you?, do I know you?, is this a joke, who put me put to calling her?, until "why are you calling?"

"You don't know me or anything.... I'm just looking for someone to talk to for a few minutes..... do you have a minute?"

"So you just want someone to talk too for a few minutes.... what about?" she says, repeating me word for word like she was sharing what I said to someone else nearby.

In my head I battled over who was with her, was it her husband or possibly another woman.

"What do you want to talk about?" she asks again.

"Ummm.... I don't have anyone else to talk to about it... but... I like wearing women's clothes sometimes.... and." I'm telling her as she interrupts.

"So you like wearing women's clothes sometimes.... and you don't have anyone else to talk too." she says again out loud copying me nearly word for word.

"Are you a guy or girl?" she asked. I guess my voice hadn't dropped yet for her to ask such a question, but I was trying to use a different voice than my own.

"I'm a guy." I reply.

"You're a guy..... so why are you wearing women's clothes?... are you gay?" she asks.

"No... I'm not gay..... I just like the way the clothes look and feel." I tell her.

"I can agree with you there.... they are cute... and better feel good to help us wear them." she said with a little teasing laughter.

"So you don't mind if I tell you what all I'm wearing?.... are you sure?" I ask for another approval.

"No.... I don't mine... what are you wearing?" she answered putting a smile on my face and increasing the stiffness of my dick which was still trapped tightly to my stomach by the girdle panty I was wearing, waiting for the moment I unsnap the crotch snaps connecting the front and rear to release it to stand at attention.

"Sooo.... I have on this white girdle type bra that goes down to my stomach..... a white girdle panty that has four garter straps connected to it..." again she cuts in.

"isn't it tight on you.... specially.... you know?" she says to me trying to watch her language.

"It's kinda tight... but that's part of why I like it." I answered.

"So what.... you're into bondage?.... or you just like wearing tight clothes?"

"I like the way they give me better shape... like a woman."

"So what else do you have on?.... you said it has garters... are you wearing stockings too?" she asks me.

"Ya... I'm wearing stockings that I have attached to the garters." I reply, hoping that she will continue her questioning.

"What else?" she asks.

"Well.... a long silky black robe and a pair of high heels." I replied again keeping my answer short.

"Do you like wearing heels?" I asked.

"Of course I do.... I'm a woman." she snapped back.

"What size?" I asked.

"Size 9.... I have big feet." she says, but her answer puts a smile on my face.

"That's my size." I tell her.

"You don't have big feet... I have small feet." I tell her which actually made her happy, I could hear it in her voice.

"You could wear my heels." she says jokingly.

"I wish.... how many pairs do you have?.... How tall are they?" I quickly asked, assuming that she was relaxing into our conversation.

"I have a few pairs.... maybe four or five inches." she says.

"I wear them at work and when I go out..... so... you like high heels too?" she asks.

"I love high heels.... just seeing a woman wearing them turns me on!" I say.

"It's easier for me to get clothes.... finding heels that fit.... nearly impossible." I added, expressing my sadness while telling her that.

"So you get turned on just seeing a woman in heels?"

"You should see me at work then!" she says with a different, maybe sultry attitude.

"My uniform is pretty small.... we wear black stockings or fishnets with heels... like a sexy butler in a tuxedo." she tells me.

"What do you do?"

"I'm a cocktail waitress slash keno runner." it's my day off.

I instantly know in my mind that this girl is hot. At this time in Vegas, the women who worked those jobs were model material, a woman not willing to take off her clothes or she would be a stripper.

"I bet you look amazing!" I tell her knowing how hard she must work, the body she must have to do that job.

"Thank you..... ya... I look pretty damn good!" her guard fully dropped.

"So..... is this all you do.... call strangers... really.... what do you want?" she asked in such a way that I felt okay to open up to her.

"Well.... ummmm... I really like dressing up in the clothes, trying to make myself look like the women I see in dirty magazines." I say.

"When I dress up in the clothes I get so horny."

"What do you do..... do you want to be a girl?"

"No... I don't want to be one but I fantasize about being one... for a night or a couple hours."

"Why.... why do you want to be a girl for a couple hours?"

"To.... to pretend... and be with a guy."

"What..... so you're fantasy is to dress up like a girl..... wearing sexy lingerie... to what... Suck A Dick?" she says catching me off guard.

"So you call me out of know where... ask me to talk to you about what you're wearing... and now you tell me you want to dress up in women's clothes and suck a dick like a woman."

"Is that what's driving you to call me.... you don't shock me." she says.

"So right now..... you are dressed like a girl and want to be with a guy... just to suck a dick."

"There's a million guys out there who want a blowjob..... just ask one." she says.

"Are you afraid they will laugh at you?"

"Maybe..... yes!" I answered.

"So.... do you dress up and jackoff.... since you're afraid to show anyone how you look?"

"Yes!"

"Are you doing that right now?

"No."

"Why not?"

"Because it's still trapped under this girdle?"

"Doesn't it hurt...... being trapped in there?"

"It does now!"

"Why.... is it hard?"

"Yes... it's really hard!"

"Then pull it out...... unsnap your crotch and set it free." she tells me.

I can feel my precum oozing out from the head of my dick as I reach to unsnap the crotch of the panty and free my dick.

"Is it out?" she asked.

"Now it is."

"Is it hard?"

"Yes.... very!"

"Don't Touch It!" she orders me.

"Don't touch it!"

"Ok... I won't!"

"Don't touch it until I tell you.... okay?"

"Ok!"

"Do you wish a big cock was there with you.... or me?"

"You!"

"Me.... I thought you said you wanted to dress up and be with a man?"

"I did.... but you weren't available..... I didn't want you to get mad." I say.

"So you would rather have me with you.... instead of a dick." she said like she was questioning herself.

"Why would you want me..... I don't have a dick!"

"I would prefer to dress up with a woman.... I absolutely love women."

"You want a woman to watch you dress up..... maybe help you?"

"Yes!"

"I'd love that." I added.

"You would love dressing up like a woman.... with a woman?"

"Really.... that would turn you on?" she added.

"Hell yes.... I would love it..... it would make me cum like crazy!"

"Oh really..... you'd cum like crazy huh!"

"Yes..... I'm almost there right now."

"You are.... are you jacking off?"

"Yes!"

"Let me hear.... I don't believe you!" she says. I move the receiver down towards my cock, my precum has made my shaft so slippery that she could easily hear me rapidly stroking it. The fact that I had moved the phone down for her to hear turned me on even more.

I held it there for a minute, keeping up a furious pace.

"Could you hear that?"

"Fuck yes.... I heard it!"

"Are you ready to cum?" she adds.

"Cum for me.... cum.... maybe I can watch you.... give you a pair of my high heels."

Hearing that I exploded a giant rope of cum from the head of my dick, the burst quickly followed by another and another.

"Yes.... cum for me.... I've never made a guy cum over the phone.... that's a first."

I was spent, collapsed on the bed I look down and see my cum spayed all over the bed and phone book looking like I spilt a lotion bottle.

"Did you cum?"

"Yes.... a lot!"

"You did.... where?"

"All over their bed and on the phone book." I answered.

"Who's bed.... yours?"

"No..... the bed of the lady I'm doing some work for."

"What.... you're at someone's house..... where are they.... aren't you afraid of getting caught?"

"They are gone for the weekend, I'm here feeding their cat."

"So you go to other people's houses.... dress up in her clothes... and dial random people to talk with.... I kind of understand... I mean... you like crossdressing and know one knows.... you have to keep it a secret because you're afraid of what they will think."

"That sucks!" she tells me.

"So you can't just do it anytime.... your stuck... suffering until you get another opportunity.... How much do you like dressing up?"

"I love it whenever I get the chance.... it's totally different.... my orgasm is much different than the ones I've had with girls."

"So you have been with a girl.... you didn't like it?"

"Oh no... I love it... I love going down on them!"

"Oh you do... do you!... You like eating pussy?"

"Yes!"

"Ohhh... what do you like about it?" she asks.

"I just like licking on it... tickling the clit with my tongue... making it hard so I can suck on it..."

"You like how it taste?" she asked.

"When they taste good I do!" she laughed.

"Do you taste good?" I asked her.

"mmmm.... That's for me to know... and you to find out." she said thinking that I wasn't listening.

"Do you like having your pussy licked and sucked on?" I ask, not sure how much farther I could take this conversation.

"Fuck.... I love it!" she quickly expresses just how much she does.

"I love having my pussy sucked... feeling the tongue moving around inside me." I didn't expect her reply, the response catching me off guard.

"It would be a dream come true." escapes my lips.

"My pussy is wet!"

"What.... you're wet right now?"

"Yes.... very!"

"I wish I was there!" I tell her.

"Why?.... what would you do?" she asks.

"I would kneel down on the floor... in front of you.... lift your legs one at a time to rest them on my shoulders.... I want you to lay back and rest your feet while I lick on you."

"Tell me more.... are you all dressed up?"

"Yes.... we're both dressed up but you just came home from work and my job is to relax you. I begin licking and sucking, kissing it, running my tongue between the lips, tasting you as I feel your legs finally go limp, rest the weight of them on me as I reach up, slowly stroking your thighs as I lick away."

"Can you start tomorrow?" she says softly, I can tell that she is rubbing herself.

"What are you doing?" I ask.

"I'm rubbing my pussy.... listening to you."

"Are you wet?"

"Soaking wet..... want to hear?" she said as she put the phone receiver down by her pussy. She sounded really wet, I could hear her fingers slowly moving through her wetness. I could only imagine myself there with her.

She brings the phone back up...."See.... could you hear that?"

"I wish I was there right now licking that.... you sound so wet... I'd love to taste you."

I then hear the phone back down by her pussy, the squishy sounds more rapid. Then I hear "I'm fucking my pussy with two fingers so we can taste it!" she says before putting the phone back to her ear.

"I wish those were my fingers." I tell her.

"You want to finger fuck me?"

"Another dream come true." I replied.

I then heard her sucking away on her fingers, my cock was again hard as a rock as I stroked it but keeping my focus on her.

"I'd love to be there dressed up for you in sexy lingerie with stockings and wearing a pair of your heels.... I would be licking on your pussy,... sucking on your clit while I use my fingers inside you.... pulling out you my dripping, cum coated fingers to suck the juices off."

"Would you share?" she said as I began cumming again uncontrollably, hearing her cumming too just made it even better.

I listened, focused on hearing her ride her orgasm, her soft moans and grunts only increased my imagination.

"I love when you cum.... let me clean you up with my tongue." I tell her.

"You can clean me up anytime you want!"

The story is true, I actually had this conversation with this woman on numerous occasions, after time finding out that we only lived a couple streets apart, in the same neighborhood and that I had actually stolen clothes from her.

In one of our conversations she tells me about one of her friends that lived two streets away on the other side of me who has someone take care of her cat when she travels, she works at the front desk in the same Hotel and Casino that she did.

We soon figured out that it was me taking care of her cat which caused a new line of questioning.

We did get together after numerous conversations, we actually became friends even giving me a pair of her heels to always have a pair to wear but telling me I would be safe to dress up at her house if I ever desperately needed a place.

She taught me a lot.