Sorry Wrong Number! Ch. 01

I've always had a thing for women's lingerie that started when I'd play hide and seek using the clothing racks in department stores while my mother shopped.

The store displays dressed in the newest, sexiest lingerie outfits with garters and stockings, clothing items that you just don't see everyday on the street, but learning as a boy that it's how women dressed underneath their dresses which changed me forever.

My mental vision of every woman I saw in public became an image of them dressed in different lingerie outfits like the manikins displayed inside the department stores as if I had x-ray vision the images I saw created a tingling sensation between my legs.

I was able to sneak around inside the lingerie department while my mom shopped by walking deep into a circular rack of slips, girdles, and corsets, the feel of the fabrics differed in the style of women's clothes I touched.

Listening to the conversations being had between the women shopping and with the clerks or between themselves was a learning experience of its own. The way they openly talked about the newest fashion and trends in lingerie, the way things fit them or how difficult or uncomfortable they were to put on or wear but did so to please their husbands. Crazy the things they will say in front of a young boy but not say in the presence of a man.

I began to secretly imagine myself wearing things and that desire has never left me.

I still have a weakness for garters and garter belts, any outfit with garters that require thigh high stockings can trigger me, sexually exciting me in many ways even taking me back to my childhood.

Even though I was satisfied with playing in women's clothes at every chance I got I was still missing something I wanted to share it, to admit to someone that even though I'm a guy and I like girls, a hidden part of me likes to dress up in women's sexy underwear, wearing the lingerie turns me.

I wanted to talk with someone, a woman about lingerie, telling them that dressing up in the clothes excites me, turns me on and gets me off but I couldn't tell anyone I knew because it's embarrassing, it could be used against me in some way.

I spent days thinking about calling a random phone number from the phone book, maybe looking up a business that I know would have female employees where my chances of a woman answering the phone were better but what would I say.

I needed a woman to call, one sitting at work bored, not to shock but to talk with, to expose my love for lingerie to in conversation, someone I don't know that would allow me, give me permission to confess my deepest kept secret, I'm a crossdresser.

I was consumed with thinking of a plan, a way to fulfill my need to talk to someone.

Where to do it?

What to say if a man answered?

What should I say to start off a conversation but most of all, how can I get a random woman who answers the phone when it suddenly rings unexpectedly to talk with me about what I'm wearing?

For days I was consumed in creating my plan because I was getting to the point when I needed to have some crossdressing play time and adding the ability to talk with someone about it only added to my excitement.

The day came for me to play around dressing up in women's sexy undergarments, trying my phone idea and hopefully find a woman to talk with.

I was pet sitting for one of the neighbors, I often used this opportunity to dress up because it was safe, no chance of getting caught, and plenty of time to really enjoy myself and have done so from the very first time they had asked me to feed and care for their cat.

Having more time there alone gave me the perfect opportunity to wear more of the clothes that I had stolen from different laundry rooms around the neighborhood in order to satisfy my desire to wear women's lingerie.

After being confronted by my stepmother about wearing some of her things and the threat she made I made her clothes off limits so the neighborhood laundry rooms became my savior for the most part.

The day came to sneak my bags of collected clothing into their apartment keeping it all together in one small area I'd dump the bags out on the floor, my pile of lingerie in many different colors, bras of different sizes, panties, corsets, and garters all twisted together with stockings and pantyhose along with a couple dirty magazines I happened to find along the way.

Excited to make my first phone call I got myself dressed, putting together an outfit of miscellaneous lingerie I had stolen from different women in the neighborhood. Living in an area just blocks from the Las Vegas Strip, a large population of four and eight plex two story apartment buildings filled with mostly casino workers made getting clothes rather easy.

I take a moment to get a pair of high heels from her closet that would fit me. High heels are one thing that I had not been able to acquire at that time but was able to wear the woman of the houses heels. She actually had around a dozen pairs that easily fit me and looked really good on me.

The Las Vegas phone book was a few inches thick and everyone had one either under or next to the phone which at the time was a rotary type telephone since the push buttons were just starting to come out.

Being an early morning weekday and playing hookie from school I planned on calling phone numbers listed with both the husband and wife's names thinking that the husband would be at work and the wife would be bored at home going through their daily routine with the time to talk.

That thinking paid off because I found a woman to talk with me in the first dozen attempts.

"Hello... Adams residents!" she says.

"Will you talk with me for a couple minutes?" I asked in my softest most gentle voice.

"Who is this?" she asked.

"I don't know you... I was just looking for someone to talk with for a couple minutes." I replied.

"You just want someone to talk too... are you ok?" she asked.

"I'm okay... I was just hoping to find someone to talk to while I dress up." I reply as my dick grows rock hard under the confines of the lingerie the moment I mentioned being dressed up.

"Please... just for a couple minutes ok?" I beg as I tickle my dick the best I can.

"What do you want to talk about?" she asked.

"Well... I have on a bunch of women's clothes.... can I tell you what I'm wearing?"

"You're wearing women's clothes.... you like wearing women's clothes.... are you a boy or a girl?" she asked.

"Oh.... I'm a guy.... I just like the way they look and how they feel." I replied to her quickly adding "can I tell you what I have on... Please?" I beg again.

"Sure.... I guess I have a couple minutes.... can I ask you a question?" she says.

"Why did you call me?" she said as I hear her light a cigarette, a clear sign that she was settling in for a conversation if she's anything like my stepmom.

"I just dialed a number hoping a woman would answer.... I don't know you or anything... Please." I replied now knowing that I have found the person I was looking for.

I stopped playing with my dick so I would last a while longer, not needing to be in a hurry now, I felt that I could really enjoy this.

"So you just dialed a number hoping to find someone, a woman to talk to?"

"Yes."

"Ok... I'll talk to you.... you wanted to tell me what you are wearing.... so tell me... what are you wearing?" she asked. I couldn't believe that this was actually happening, how quickly I was able to find a woman to talk with.

"Well.... I'm nervous... I have on a bra.... a pair of panties." she then interrupts.

"Don't be nervous.... What color?" she asked.

"Well.... a white bra... black panties with a black garter belt..."

"Very sexy." she interrupted again.

"Go on... continue." she says, my dick is raging hard, precum making a wet spot appear in the panties I'm wearing.

"Do you have stockings on to?" she added.

"Yes... I do.... I have these stockings that go up to the top of my legs with the garters attached to them to hold them up." I tell her.

"Where did you get the nice clothes.... are they your mom's?"

"Does your mom know you do this.... wear her clothes?" she asked taking a drag from her cigarette.

"Oh No! Know one knows about this." I tell her.

"Except for you!" I add.

"Are you ashamed.... that you like women's clothing? So ashamed that you can't talk with anyone you know.... so you call a stranger?" she asked taking another drag from her cigarette.

She seemed to be willing, taking interest in me and my embarrassment over what made me feel good.

"So tell me.... how long have you been doing this.... what do you like to do when you dress up.... do you go out this way.... is that all you have on?" she just started throwing out questions, questions that I was more than willing to answer truthfully.

I was happy just having her share in a short conversation, one that I could have easily got off with immediately but somehow was able to focus on talking with her instead of cumming.

"What else are you wearing?" she asked.

"I'm wearing a lacey slip or maybe it's a nightgown over the top and a pair of high heels." I answered her.

"Is this just something you like doing.... or do you go out this way?

"I don't go anywhere like this.... I just like putting on the clothes." I added, trying to remember the multiple questions she had mixed all together.

"So you just dress up in sexy lingerie and call strangers?"

"Well.... you're the first person I've talked with.... I just wanted to talk with someone about my dressing up!"

"Are you gay?" she asked.

"Do you like men.... is that why you dress like a girl.... do you wish you were a woman?" she asked before I could answer her first question.

"No.... I'm not gay... I like girls... but I like the way the clothes feel."

"What do you do when you dress up.... does it excite you to wear the clothes?"

Finally the question I was wanting to get, the question that I have been dreaming about getting, the question that I needed to consider this phone call a success.

"Are you sure.... you don't mind?" I asked.

"No, I don't mind... tell me what you're doing!" I was hoping she would ask.

"Well... when I dress up, just feeling the clothes excites me." I start telling her.

"From the moment I get naked and start picking out the items I want to wear I start getting hard."

"Oh really!... continue!" she says.

"Yes... it's something about the way they feel, the way they make me look like a woman that really excites me.... turns me on." I tell her.

"Are you hard now?" she asked with a bit of excitement in her normally calm voice.

"Oh yes.... very!" I answered.

"Really.... you are.... So actually.... you were just wanting to talk with a woman while you get yourself off?"

"No.... Not at first." I lied in response to her question, afraid of admitting the truth.

"Not at first.... so you were wanting to talk to a stranger about wearing women's clothing... because of the conversation with the sound of my voice you got excited.... so excited that you want me to talk with you while you do whatever it is your doing.... to get yourself off?"

"Yes." I answered her, my voice submitting in embarrassment but truthful.

"Okay.... so... we've gone this far.... what do you want to tell me... besides what you're wearing." she says.

"Can I tell you what I'm doing?"

"Yes, tell me what you are doing... I can only imagine." she says.

"Are you sure... you don't mine?" I asked again to validate her approval.

"Yes, tell me..... are you playing with yourself?" she asked softly.

"Yes.... I have it." she interrupts. "What's it.... your dick?" she says in a stern tone of voice.

"I have my dick pulled out from the side of the panties.... I'm slowly stroking, rubbing it with the silky nightgown material wrapped around it." I tell her trying my best not to cum right then.

"Does that feel good to you?" she asks.

"Do you like the way it feels... or do you think about being with someone.... doing it with a man or a woman when you dress up this way?" her curiosity was something I hadn't expected.

"I hear how hard your breathing.... you must be enjoying yourself." she says.

"If someone was with you right now which would you prefer.... man or woman?" she asked.

"Tough question... a woman." I replied.

"So tell me what you would do if you dressed up with a woman.... what would you want to do?"

I could feel the conversation changing, the nerves from both sides dissolving as I thought up something interesting to tell her.

"If I was to get together with a woman I'd like to do it at her house where she could show me her collection of lingerie, high heels and stuff, both of us wearing lingerie outfits of our own while going through her things, picking out items that she no longer wears to give me, to help me in my search for women's clothes.

My excitement would be obvious to both of us along with my inexperience with a woman so she takes my hand, guiding me as we explore her body, teaching me the difference between men and women." as I get to this point she interrupts.

"With a man.... what do you think about if you were dressed up with a man?" she asks, stopping me from continuing with what I was thinking about her, she must have felt the vibes thru the phone.

"If I'm dressed up and with a man I want to pretend I'm a woman.... to kneel down in front of him while I'm decorated in sexy lingerie, to suck on his dick, to do whatever it takes to please him."

"That's what you think of women." she erupts.

"Oh God No!.... I think the world of women but you asked what I wanted to do if I was dressed up and with a man. Right?" I quickly responded knowing the position I was now in.

"You're right.... I did ask you that." she says.

"So.... if a man was there with you now you would want to suck him off... but if you were here with me you would want me to show you my clothes and shoes.... that's interesting!" she added.

"Are you afraid of women?" she asks.

"No.... maybe." I reply.

"What are you doing.... are you ready to cum... you're sure breathing hard,... you sound like you're ready." she says.

"Can I help.... what can I do.... stroke it for you?" she asks right as I'm cumming, shooting cum high into the air as I listen to her, telling me just what I needed to hear.

"Uggg.. Ahhh..." grunts from within me.

"Yes honey.... cum.... get it all out baby." she tells me as I ride the best orgasm of my life up to that point.

"Do you wish I was there doing that for you?" I hear her say as I continue squirting cum everywhere, rope after rope launches into the air.

"Having you all dressed up like a girl in front of me,... jacking off.... it's actually turning me on too." she adds as I continue cumming like crazy over the new experience I was enjoying so much.

"If you ever need to talk again.... just make sure it's me who answers." she tells me, giving me the invitation to call her again.

I didn't want this to be over knowing that I would be ready to get off again soon so I quickly asked her a few questions to hopefully keep our conversation going.

"Do you like wearing lingerie?" I interrupted her to ask.

"Of course I do... I'm a woman." she answered, adding "even though some of it isn't very comfortable."

"What's not comfortable?" I asked her, feeling that she was ok continuing our talk and I could listen to her while I recovered.

"I have a couple of corsets that can become uncomfortable because of the ribbing... it starts poking me under my boobs!" she tells me with a little laugh.

"You would like them tho." she says

"I'm pretty sure I would." I reply.

"So tell me.... I thought you were done when you came.... are you still." I stopped her mid question.

"I'm.... um... I'm not finished if you don't mind talking a few more minutes.... just talking with you..." this time she interrupted me.

"So you want me to talk with you while you do it again?" she asked.

"Please.... having you to talk about it with me and not get mad.... you're a dream come true.... Please... just for a little longer." I basically begged her.

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

"What kind of lingerie do you have?.... Do you have high heels too?" I asked as my dick was coming back to life.

"I'm old enough to be your mother, maybe grandmother, I have lots of lingerie and plenty of high heels." she tells me.

"What size do you wear?" I ask, quickly followed with "What are you wearing now?" I ask.

"Nothing special.... bra... panties... and a tee shirt." she tells me, adding "You caught me on house cleaning and laundry day." she answers.

"Would you rather I be dressed in something sexy.... like you?" she asks me, now teasing me knowing I much I would like that.

"Oh God Yes!" I quickly answered.

"Maybe I can wear something the next time you call." she replies causing me to gasp in excitement, thinking about her wearing something sexy while we talk and the fact that she just invited me to call again.

"Are you sure.... that would be great. Can I call you tomorrow?" I quickly asked once I had caught my breath.

"If you want to call me back tomorrow you can... Do you know the number?"

"Well... No... I just dialed you randomly.... I don't know your number." I answered with a sad tone to my voice.

"If you have a pen and paper write it down so you can call me tomorrow but I have to run some errands.... you can call me back tomorrow." she tells me along with the phone number I had dialed.

"Please.... can I just finish.... I'll hurry." I pleaded while writing the number down.

"We need to hurry.... is your dick hard?" she asked.

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

"Are you stroking it?"

"Yes!"

"Stroke it faster..... do it.... cum for me." she tells me.

"I want you to cum for me..... yes.... do it... stroke it to the sound of my voice." she says making me explode with my biggest orgasm ever as she continues to talk me off.

"Yes... Do it.... think of me sitting there dressed up with you.... cum... cum for me!" she said as I collapsed on the phone gasping for air as I cum again.

"Call me tomorrow.... I have to go now... sounds like you enjoyed yourself... and to be honest... I enjoyed it too." she said before hanging up the phone.

After numerous hang up's and wrong numbers I found what I was looking for, a woman to confess to, sharing my secret, my love for lingerie and the effect that lingerie has on me.