COMING OF AGE

I grew up in a family where there was my mom, my sister 
and myself. My dad was never around; he was always out 
on a flight or some other business. It got worse when my 
mom and dad got divorced. My dad moved away and I hardly 
ever saw him.

I lived with my mom and my sister for the next few 
years, with the only changes being when my grandma came 
to live with us for a while and then when my aunt came 
to live with us at another time. This wasn't bad, but I 
knew money was tight in our little family. The child 
support check was always on time, but that plus what my 
mom made wasn't always enough.

I always had clothes to wear, but they weren't always 
new or the best. Until my mom got her promotion, 
sometimes I got hand-me-downs. Most people wouldn't 
complain, but I didn't like the fact that on the 
weekends my mom would have me wear a dress so I could 
have my regular clothes during the week. All my mom 
would tell me was that I was fine, and not to worry 
about it, it wasn't anything new for boys to wear 
dresses.

I did know that wearing diapers was not normal, however. 
I had been in diapers constantly until I was the age of 
four, and had worn diapers to bed until after I was six. 
On and off, I had regular spells of bed-wetting, so a 
box of diapers always sat in my closet. When my mom and 
dad got divorced, it became two boxes--one out and one 
in reserve; I wasn't just wetting the bed anymore, I had 
to go back to wearing diapers during the day. This 
eventually dropped back to one, but I had a hard time 
with my sister ribbing me about it.

When I was eight, my mom met a man that she eventually 
ended up marrying. My stepfather already had two 
daughters of his own, and it seemed as though he never 
really was a father to me. Family outings always were 
the worst. My sister and my two stepsisters always 
ganged up on me since I was the boy. If I went to my 
parents about it, they just said, "Tell them to knock it 
off." That was all the intervention they gave, and it 
seemed like they didn't care much from there.

When puberty hit, I began to question things a lot. Why 
was it my sisters always seemed to get more attention? 
Why didn't my parent's care one-way or the other if they 
singled me out or not? What was it about being a girl 
that made them so special? I wanted to know in a way 
that was beyond just asking my parents why. I wanted 
that which had been denied me for so many years--the 
attention that had been paid the girls, the feeling that 
I belonged in the family.

So I thought about how to do it. Why not be a girl? That 
was the only thing that seemed to stand in my way. How 
do I do it? I didn't know anything about being a girl, 
and I didn't want to ask any of my sisters or any of the 
girls at school. The laughter would be unbearable. So I 
did a little research on my own, looking through my 
mom's medical books, reading a little from my sister's 
magazines when she wasn't home, and got some ideas on 
what I wanted to find out about. Then I asked the one 
person who I figured wouldn't laugh at me--my mom.

I waited until the night my stepfather was out of town 
on a trip, and my sister was babysitting and house 
sitting for a few days one summer. It took me quite a 
while to get my courage up, but a commercial for women's 
hygiene products set me off.

"Mom, what's it like to be a girl?"

"A girl? What do you mean?"

"Well, there are so many things that are so different 
about it."

"Like what?"

"Everything from the clothes that you wear to things 
like a period, makeup, and stuff like that."

"Well, I don't know how to describe it, you just do it."

"Oh. OK."

We sat for a few minutes. My mom looked over at me and 
asked, "Do you really want to know what it's like?"

"Yeah, I guess."


"No, I don't want an I guess or anything like that. You 
either say yes or no. Nothing in between."

"Yes."

"Okay. I'll let you know later tonight, after I've 
thought it over some more. Sound good?"

"Sure."

"Good. I need to run to the store for some things, why 
don't you take a bath while I'm gone?"

I was in the bath when my mom got home from the store. 
"Where are you?" she called to me.

"Upstairs in the bath."

My mom came upstairs and walked in the bathroom with a 
grocery bag. She looked at my clothes on the floor while 
I covered myself in the tub, then grabbed them and 
walked out. I quickly got out and grabbed a towel. I had 
it around me when she walked back in carrying a bra and 
a pair of panties.

"Good, you're out of the tub."

"Yeah, what did you do with my clothes?"

"Those were boy's clothes."

"Yeah, they were."

"You wanted to know what it was like to be a girl. Like 
I said, you just do it. So, I thought you would just do 
it. I got all the things you would need to be a girl for 
a while, all the stuff for your period and so on, except 
you're going to have to borrow some of my clothes."

"Oh, well what are we going to do about the slight 
difference in anatomy?"

"I thought about that. If a man takes the part of a 
woman when having sex, like when two men go at it, what 
gets used in the place of the vagina?"

"Okay, what am I going to have to do?"

"Well, first thing is that I don't want you going at 
this half-hearted. You either go at this whole-hog or 
not at all. If you want to do this, I want you to try to 
become a girl as much as possible."

"Okay, what do I do first?"

"First, take that towel off. I've seen everything under 
there before. Girls aren't ashamed of being nude in 
front of other women, especially their mothers. We are 
the same sex you know."

I took the towel off as my mom pulled a douche out of 
the bag. "Douching is a not so regular thing to do. 
Usually you do it at the end of your period, if at all. 
I'm having you do it so that you know how to do it. 
Twist the little top off, screw on the plastic tube and 
sit down on the toilet. Okay, now insert the tube in 
your vagina, and gently squeeze the water into your 
vagina. It's probably a little cold. Now let the water 
flush out of your vagina. Great."

Next she pulled out a box of tampons. "Since this is 
your first period, I got you slender tampons. As you get 
older, you'll probably flow a lot heavier, so you'll 
need the super and super plus tampons. Okay, take one, 
take the wrapper off, and pull the string to make sure 
it's attached. Now, I'll help you with this first one, 
garb it like this, and let's slowly insert it into your 
vagina, good, now push the tube in to make sure it's all 
the way in, great! Now pull the tube out and throw it 
away, tug on the string gently so you know it's in there 
right, good."

Pads were next. "These stick in the crotch of your 
panties, so start to pull your panties on, now take off 
the backing and stick your pad directly in the middle, 
good. I got you Stay-free maxi pads since it's what I 
use, but you can get pads that are smaller. The only 
drawback is that you go through more of them. Now pull 
your panties on. Okay, now this is how you put your bra 
on." She went through it with me. "Now let's go find you 
a nice dress."

The rest of that night was uneventful. My mom had me put 
on a nightgown, change my tampon, and then I went to 
bed. When I woke up the next morning, I got dressed and 
went downstairs.

"What are you wearing?" my mom demanded.

"Clothes."

"No, let's go upstairs and get you a better outfit. A 
summer dress would be nice. Did you change your tampon 
this morning?"

I knew then that this wasn't just a one-night thing. 
"No, I didn't know this was going to be more than just 
one night."

"Your period lasts about an average of a week. Come on, 
let's go."

I learned how to put on make-up and other things of 
being a woman the rest of that day. The following day, I 
made sure I was dressed right going downstairs.

"We need to do some shopping today. Are you ready?"

We went to the store, and then out to lunch at Burger 
King.
"Mom, I have to go to the bathroom."

"Well, go. The ladies room is right over there."

I did my business.

When my stepfather got home from his business trip, I 
could tell my mom had talked with him about it. He 
looked at me, and then slowly looked me over again. "Not 
bad," he said, "I think you look better dressed that 
way. You have my approval and recommendation to 
continue." I was happy that I was accepted.

My sister's reaction was similar. "Now you know what I 
deal with. Just don't think you can borrow all of my 
clothes."

At the end of the week, my mom put me back in my regular 
clothes. Initially, I was disappointed. I didn't mind 
though. I was a little bit more accepted than I had been 
before. Three weeks later, I got a surprise. We went 
shopping and my mom got an extra box of tampons, and a 
box of pads. "It's that time of month again," she said 
to me. When we got home I changed.

It continued this way for a few months. When school 
started, I was grateful that I only had to wear panties 
to school when I was on my period (in addition to the 
usual tampon and pad). When I was at home, I put on my 
full outfit. We had gone shopping for clothes for school 
when I was on my period, so the actual clothes I wore to 
school were not new, but I now had my own outfits. I no 
longer had to borrow my mom's panties, bras or dresses. 
I now felt comfortable going out in public dressed as a 
girl; going into the ladies room didn't bother me, nor 
did buying my tampons and pads.

Finally, my mom approached me about something new. "When 
you first start having your period, you really should 
get a check-up within the first few months by a 
gynecologist. I got you an appointment."

"What?"

"You have an appointment with a gynecologist."

"What about..."

"Don't worry, it's made for you under your sister's 
name. Just go to the appointment, and stop worrying." 

I went to the appointment. I was nervous as hell, and 
when they called my sister's name, I went into the exam 
room.

"Okay miss, your first gynecological exam?"

"Yes, ma'am," I told the nurse.

"Don't worry, it's not that bad. Here's a gown for you 
to put on. Take off your clothes, put on the gown and 
sit up on the table. The doctor will be in shortly."

I did as I was told. Soon, a woman doctor walked in. 
"Hi," she said, "I'm going to be examining you and 
talking to you today. Just a routine exam. First, how 
long have you been on your period?"

I told her.

"Okay, great. Now what I need you to do is lie back on 
the table, good. Now put your feet up in the stirrups 
here so I can examine your vagina."

I started to get very nervous when she lifted up the 
gown to see my naked crotch. She put on a pair of gloves 
and began feeling around down below. "Everything looks 
healthy. Now, I'm going to reach up inside and feel for 
your cervix." I felt her finger slide in. Soon, that was 
over.

"Great," she said, "Now, I'm going to take these," she 
held up something that looked like salad tongs, "and 
insert them into your vagina in order to open it up so I 
can get a better look."

I was a bit more relaxed since I knew she knew the 
truth, and the rest of the exam was easy, other than the 
discomfort. Finally, it was over.

"You're a perfectly healthy female." I smiled as I 
pulled on my panties. "Have you thought anything about 
birth control methods yet?"

"No," I said as I put on my bra, "I know about them, but 
I haven't used any yet because I haven't had to."

"Well, there are many different things you can use. The 
one that is most effective is the pill, and used in 
conjunction with condoms, is the most effective mode of 
birth control. If you ever want to be sexually active in 
the future, even if you think you don't want to right 
now, I would still recommend starting to practice some 
method of birth control right now, so you don't get 
taken by surprise."

"Okay, what would you say is best?"

"Like I said, the pill is most effective, used in 
conjunction with a condom, though it still is the best 
without the condom. It allows some degree of 
spontaneity, as you take one pill daily, and don't have 
to worry about it in the heat of passion. I have a 
sample pack here, good for one month, and can write you 
a prescription for more if you want. I know your mother, 
I'm a good friend with her, so it's okayed."

"Sure," I said, "When do I have to take these?"

"Start the pack the day your period ends. Take one pill 
a day at approximately the same time each day, and when 
the pack runs out, start a new pack right away."

By the time I was dressed, she had finished the 
prescription. I took it and went out to meet my mom. I 
told her I needed to get it filled and showed it to her.

"Birth control pills, huh?"

"Yes. She said I should probably be on them, just in 
case I ever decide to be sexually active."

"Okay, let's go get them, then."

I made sure I took my pills every day, quite regularly. 
After two months, I noticed the muscles on my chest felt 
a little sore. I asked my mom about it. "Well, the birth 
control pills are basically female hormones. What's 
happening is that you're starting to develop breasts as 
a consequence. I'd say it's time to stop stuffing your 
training bra. The only thing is that you should wear a 
training bra every day now, no matter what clothes you 
wear."

I asked my mom if I should stop taking them. "Do you 
want to?" she asked me.

"Well, I don't want to be a woman for the rest of my 
life. I just enjoy it every so often."

"There's one last thing about being a woman that I 
didn't have you do. Everything else is basically the 
annoying day-to-day stuff that nobody likes doing at 
all. This one thing makes everything else worthwhile."

"Really? What is it? Why didn't you have me do it 
before?
When will you show me?"

"Hold on. You don't even know what I'm talking about 
yet."

"I really enjoy being a woman. My period, my clothes, 
everything, even being on birth control pills. Now you 
tell me these are the lousy things, and one good thing 
makes it all worthwhile. I don't care what it is, I want 
to do it."

"Well, the reason I haven't done it before is because I 
can't.
The thing I'm talking about is sex."

Later that day my mom approached me. "You know what we 
were talking about earlier?"

"Yes."

"Do you really want to do it?"

"It sounds good."

"Let me see what I can do. Keep taking your birth 
control pills for now."

Over the next two weeks I saw my breasts begin to grow 
more. I was filling out an A cup on my own when my mom 
came up to me again. "Are you still wanting to have 
sex?" she asked.

"Yes."

"Well, I had a long talk with your stepfather, and he 
said he would help out, if you want."

"Okay, I guess. I don't really know what to do."

"Well, what I was thinking you could do is have one time 
with me coaching you, and then go a second time on your 
own. Do you want to?"

"Sure."

That night after dinner, my mom had me douche. Then I 
walked into their bedroom, and saw my stepfather and my 
mom there. My mom started talking about foreplay as he 
and I kissed. She had me unzip his pants and undress 
him, and then started to tell me how to suck on his 
dick. I complied, getting horny myself, and went faster, 
doing the best I could. I was surprised when I felt hot 
sperm shoot in my mouth, and stopped.

"So far, so good," my mom said, "How do you like the 
taste?"

"I like it."

"Then swallow, otherwise, spit it out."

I swallowed, smiling. Next, we started another round of 
foreplay, and I began to suck again when I was stopped. 
"This is the best part," my mom said. My stepfather came 
around behind me and stuck his dick inside me. It hurt 
at first, but after a few thrusts, the pain gave way to 
pleasure. I soon realized I was moaning and asking for 
more. Soon, I reached orgasm. Not long after, my 
stepfather came inside me. "Enough for tonight," my mom 
said.

I went to bed happy. I lay there with my nightgown on, 
remembering the events that had transpired. My asshole 
was a little sore under my diaper, but I didn't mind.

The next day my stepfather was home early from work. I 
got my second time with him on my own. God, it felt 
good.

I continued my time as a girl on and off, one week out 
of four, for the next year. I had now been acting the 
part of a female for almost two years. After I had 
learned about sex the first time and had a repeat on my 
own, no more was done or said with my stepfather. I had 
stopped taking birth control pills, and found my male 
hormones beginning to take charge over the development 
of my body.

The next thing I knew, my stepfather had a new job 
halfway across the state. This would require us to move 
in a few months, and I wasn't looking forward to it. 
What happened is that my mother and stepfather moved 
down early, and my sister and I had to stay with my 
grandparents for a couple of months until school was 
finished. This didn't pose a problem with my dressing 
up--my mother left specific instructions with my sister. 
What I really wondered about was my mom talking about me 
finally going one way or the other once we moved.

Fortunately, once we moved, I stayed at partial 
dressing, going only the one-week in four for most of 
the time. I also got to dress up when I felt the urge 
to, or when my parents felt it was a special enough 
occasion. I soon found my wardrobe of dresses and other 
women's clothes growing, soon as large as my men's 
clothes. This stopped for a short time, though.

I went away to college for six months to a military 
school. After finding out I truly hated the military, I 
returned home. One of the talks that my parents and I 
had before I came back was an attempt to make me stay 
with the military, but I still left.

I had gone home to visit for Thanksgiving, and was 
talking with my family.

"If you come back, you know that you'll have all your 
old stuff back," my mom said.

"If you mean my girl clothes and stuff, that's fine, I 
can deal with it," I replied.

"Well, we think a final decision needs to be made as to 
which way you're going to go," my stepfather 
interjected.

"OK," I said, "I'll think about it."

"Well," my mom said, "I think the whole family should 
have some say in it. We have to live with the decision 
made, too."

"Sounds fair."

"Here's the way we'll do it then--each of us gets one 
vote which way you go. Don't worry--you get two votes 
since you're the one who has to do it," my mom 
explained.

"So what it amounts to is that I go which way the vote 
goes, huh?"

"Yes."

"And you get one, you get one," I said looking at my 
parents, "and I get two. What if there's a tie?"

"Your sister gets to vote too--she lives in this house 
also," my stepfather told me.

"Fine. Any word on how the votes are going right now?"

"Yes," my mom said, "you seem to fit better in women's 
clothes than in men's, and you just look and act so much 
like a woman, I think that you should be one. I vote for 
you being a girl."

"OK," I looked at my stepfather, "And what do you 
think?"

"I always liked daughters better than sons. Also, you 
know I prefer you dressed as a girl. You look more 
natural in a dress, more so a girl than you look like a 
man dressed in men's clothes."

"And what about my sister? Based on what you just told 
me, if she votes female, I don't have a choice."

"She hasn't decided yet," my mom said.

I talked to my sister before I went back to the Academy 
for my final few weeks. I had decided I liked my primary 
gender, and wanted to keep it, and tried to talk to my 
sister to convince her of the same. She said she hadn't 
made a final decision yet, but she also liked me as a 
boy.

When I came home, my family greeted me warmly. My mom 
informed me that a final decision would be made that 
night, and I should at least get back on schedule with 
my period. I complied when I got home, changing into 
proper attire.

We had our family vote later that night. I knew my 
parents would find some way of talking my sister into 
the way they wanted to vote, but it didn't faze me. I 
had hated the military enough to leave it for the 
situation in front of me. The vote went the way I 
expected, and as such, I was not surprised by the fact 
that my male clothing had been removed from my room and 
hidden away before I came home.

I protested at first, but after the first week, gave up 
and decided to go with it. My parents had agreed to pay 
for my rent and food, as well as buying me clothes. The 
only thing I had to worry about was a car, if I wanted 
one.

I spent two weeks dressed as a girl before my mom 
informed me that I was due for another gynecological 
exam. I didn't have a problem, and found this lady 
doctor as the one before--treating me as a female, 
making me undergo a full examination.

"Any irregularities with your period?" she asked.

"No."

"Are you on birth control?"

"No. I was once, but stopped."

"Have you ever been sexually active?"

"Once, and I was on birth control at the time."

"Well, we should get you back on it."

I was soon back in my full routine as a female, only 
this time, it wasn't only part time. I soon found myself 
growing breasts again, and found men noticing me.

A friend that I knew from high school was moving to our 
town. We had been best friends until the point that I 
moved, and he was the only person who I had trusted 
enough to talk with about my dressing up. I remember 
asking my mom one time if he could stay over one weekend 
night at our house.

"Isn't that when you're supposed to be on your period?"

"Yes, but..."

"Does he know about it?"

"Yes."

"You told him?"

"Yes--he though it was a fun idea. I guess he talked 
about doing the same type of thing with his mom after he 
found out what I do."

"Well, I guess it's OK."

"Can he dress up when he's over here?"

"I don't know. I need to make sure it's OK with his 
parents first."

"If he showed up at least part-way dressed up, would 
that show you it was OK?"

"Yes. He needs to bring at least his own panties and 
bra.
Then I'll know it's OK."

My friend had talked with his mom about it before, but 
she only gave him one night in a dress, and never let 
him have a period. My friend had no problem smuggling 
out a pair of panties and a bra from his house, and when 
he pulled them out of his bag to show my mom, we giggled 
and ran off to get dressed. We spent all night in our 
dresses, and I taught him all about having a period.

This friend was now attending a local college, and had 
come over for a night when my parents were out of town. 
We had been drinking some of my parents' alcohol when he 
brought up the subject of my dressing up.

"I see you still dress up."

"I don't get much choice anymore."

"How far have you ever gone as a woman? I mean, I know 
you taught me about having a period and such, but have 
you ever gone farther?"

"You mean sex?"

"Well, yeah..."

"Only once. I never found a boyfriend, I guess I just 
don't look that good as a woman."

"You look great," he said.

"No, I don't," I looked away.

He reached over and kissed me on the mouth. "Yes you 
do," he said firmly.

I didn't say anything. I just looked at him. When he 
kissed me again, I didn't hold back this time. I soon 
found myself deeply kissing him, tongues inside each 
other's mouths, hands slowly caressing each other. I 
could feel the bulge in his crotch growing. I caressed 
it.

His hands slid under my dress and started to hook on my 
panties. "No," I said, "I'm not ready for that yet." He 
looked a little crestfallen. "Don't worry," I told him, 
"I'll make sure this is satisfied tonight." I grabbed 
his crotch.

We kissed more and more. I unbuttoned his jeans and 
began fondling his erection. I stopped kissing and 
smiled at him. He smiled back, and his eyes got wide as 
I sank down onto my knees.

"I told you I'd satisfy you," I said, as I began to lick 
the head of his cock. Soon I had the whole thing in my 
mouth, slowly stroking up and down, stopping now and 
then to lick the head a bit more. I speeded up as I 
heard him begin to moan and soon felt him come in my 
mouth. I swallowed quickly, sucking out all that I could 
from his penis, finally pulling off and smiling.

We sat on the couch for a short time, hugging. Soon we 
started kissing again, and I found him rock hard once 
more. I moved down to his cock, sucked for a few minutes 
and stopped. I stood up, looked at him and asked him if 
we could go in the bedroom. He obliged, and as we 
entered, I turned around and kissed him long and hard. I 
felt his hands on my ass, and reached around and grabbed 
them. I slid them up under my skirt and hooked his 
fingers on my panties. He looked at me in amazement. "I 
thought you didn't want to do that?"

"Before I wasn't ready. I'm ready now."

He slid my panties off. I moved onto the bed and he got 
behind me. He was still slick from the blowjob I had 
started, and he pushed in easily. I gave a slight moan 
as he sank in all the way, and he stopped short.

"Does it hurt?"

"No! It's the best thing I've ever felt. Fuck me, 
please!"

He pumped away behind me for a few moments, and then I 
felt him come deep inside me. He pulled out, and laid 
down next to me. I smiled at him and winked. "Don't 
worry, I'm on the pill," I said.

He laughed.

The next morning I woke up and looked around. We were 
nude next to each other and I saw my clothes on the 
floor. I climbed out of bed and began to dress. I had my 
bra and panties on when he woke up.

"Good morning."

I sat down on the bed next to him. He looked at me and 
smiled. I smiled back and reached for my dress. That was 
when he asked me his question.

"Will you dress me up again? Like we did those couple of 
times in high school?"

"On one condition."

"What's that?"

"Last night..."

"We can forget it if you want, I understand."

"No, it's not that. I don't remember much of it at all. 
I just remember that I enjoyed it. I'll dress you up 
only if we can repeat what we did last night."

He kissed me and smiled. "Of course." He looked away and 
said, "If you want to, you can do it to me also, I 
guess."

"Wait a minute. Who's wearing the panties here?"

"You are."

"That's all I want. Just let me be your woman."

We kissed again, long and hard. My hand worked its way 
down to his penis, and found it already hard. I broke 
off our kiss and began to suck him off once more. When 
he finally came in my mouth, I looked up and smiled. I 
opened my mouth to show him what I had in it, then shut 
my mouth and swallowed. He sighed, and I laid down next 
to him.

We began to kiss again once he had caught his breath, 
and he was hard in only a matter of minutes. I sucked on 
him for a couple of minutes before I removed my bra and 
panties. He got behind me and slid it in.

This time, sex lasted longer than it had before. I never 
knew just how many little orgasms his screwing my behind 
could give me. When he finally came, I had not 
ejaculated, but I felt as though I had come ten times. 
We laid down once more.

We screwed one more time, longer still before we headed 
for the shower. While washing up, his hard on enticed me 
to give him one more blowjob. We got out and headed into 
my room to get dressed.

When he finally returned to his dorm, he had changed 
back into his normal clothes, but one last kiss told me 
there might still be more. There wasn't, as he found a 
girlfriend who was actually a female, but I still 
remember those times fondly.

Several months later, my sister moved out. After some 
protesting with my parents, I convinced them that since 
my sister no longer lived in the house the vote was a 
tie. I got my original clothes back and stopped taking 
the pill before any more physiological damage could be 
done.

I moved out six months later, and took only my men's 
clothes with me.