The Story of Ann Chapter 9 Becoming One with Jacks Group
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A Farm Story - Part 7 - Jack's Date With Tammy free porn video
A Farm Story - Part 7 - Jack's Date with Tammy
One of my best girl friends told me that Jack went on a date with a 'real'
girl!
"No way! Really? Who was it? Why does this bother me so much?"
"Tammy, seriously. Looks like you broke him out of that 'homo' shell he's
been living in all his life. You go, girl!" Audette gave me a high five,
right there in the cafeteria. It seemed a lot of people saw that, and they
probably all knew why she did it.
I'd been saying over and over that Jack and I were not an 'item,' but ever
since my date with him to Chicago, it seems I can't seem to get him out of
my mind. I noticed I'd been wearing the necklace he gave me almost daily
now, and to hear that he'd gone out on a date with someone else was
beginning to bother me a bit.
That seemed to be the topic of conversation for most of the day. Tammy is
not one of our 'clique' friends. She seemed to be looking at me a lot
today. Like she knew something that only another girl might know.
When she pulled me to her locker later in the day, she said, "He is so not
gay! OMG, girl, what did you do to him. He's like 'insatiable!'
We talked about meeting after school. This was odd. Usually, I meet with
my clique friends. I wasn't sure how to talk with a girl who was dating my
guy.
"You're cool with it, right?" she asked me, first thing when I found her
at the school playground.
"Yes, of course!" I lied. "So tell me, how did it happen? I mean, did he
ask you out, or what?"
Well, it was like getting hit with a brick. For a girl at school to tell
you that your boyfriend was like a stud, as if I didn't know that, was
disheartening. I did my best to not start crying right there and then.
It's weird, but she was treating me like a real girl. I mean, it wasn't
like she was showing off or anything. I think she was just trying to thank
me for breaking Jack out of his shell. I'm not sure I liked Jack breaking
out of a shell and flying off to someone else. So this is the story, as
Tammy told it:
"Well, out of the blue, like, I get this call from Jack's mother. She
asked me about something or another about a church function, and then she
says 'oh, Jack wants to ask you something.'
I interrupted for a moment. "Wait! Jack's mother called you?"
"Yeah, but I figure Jack was just afraid to make the initial call, but
anyways, Jack asked me out. Pretty cool, huh? He took me to the movies. We
didn't watch too much of the movies, I can assure you. My God, he's well
endowed, isn't he? Anyways, so Jack and I went to the movies, then to the
diner after for some pie. I wasn't so hungry after the movie. My God, he's
well endowed, isn't he?"
I wasn't going to tell her she said that twice, like I didn't already
know.
So, you don't mind, seriously? I thought you and he were like 'a couple'
but when he asked me out, I couldn't say 'no.'
Needless to say, I went home crying. I don't know what it is about
dressing up like a girl, but it sure was messing up my emotional state. As
a boy, I can't say it would have bothered me, but to find out that Jack
was dating another girl, I couldn't help but feel jealousy. What would a
normal girl do? Talk to her mother. What I was really having a hard time
with is why this was bothering me. I guess it was now time to sit down
with Mother and have a heart to heart about boys and sex.
I never thought I'd have this conversation, as it wasn't the sex part I
was having a problem with. I mean, I gave myself to him, in the best way I
knew how. I still am having problems getting his penis out of my head. As
Tammy it made clear, and empha'sized' the privates of one said Jack. I
wasn't going to talk to Mother about Jack's penis size. But the emotional
baggage this was starting to create was now becoming a problem. Why? You
may ask. Prom! Jack's a senior and people start talking about prom and
dresses and dates pretty early on in the school year. If you're not a
'couple' by Christmas, then the pickins' become a little small. I guess I
didn't really think about prom and dating and all that until after I'd
been out with Jack, but once that happened, I guess in the back of my
mind, I'd already had a date, and now that was in jeopardy. Crud!
Mother made it clear right from the get-go that I should be talking to
Jack about this. She and I did talk about the emotional baggage men seem
to cause for women. I wanted to ask her if she was maybe supplementing my
food intake with some feminine hormones or something as I sure seemed
emotional. At least more so than normal. Is this something that women
really go through all the time? OMG, I wanted Jack back! And why did I
keep saying that we weren't a couple when I wanted that to be so different
now. I called Jack and told him I'd be right over. I didn't even help
Mother with dinner. My brothers all seemed to know something was going on,
like I was an emotional wreck. I can't believe I had mascara running on my
face like a raccoon girl. I'd read about that in Seventeen and
Cosmopolitan, but to see it live, and now I also knew what it was like to
be the 'other' girl. What the heck happened in the week between a nice
overnight trip to Chicago and a new Monday?
Father allowed me to drive one of his pickups. I don't know why I think
that's funny, but I'm certainly not one of those farm girls who wear jeans
and plaid shirts. I'm more a gingham sundress type of gal. At least that's
what Mother says. And that's the kind of clothes I prefer wearing. You
remember that dress and the cute hat I wore to the concert? Anyways, I
jumped into the truck and scooted myself right over to Jack's house.
Jack's mother answered the door. I think she felt a little guilty, as she
seemed to know that I knew she'd called Tammy. Jack was out the door in no
time. This time we jumped in his truck as I made it clear to him that we
needed to talk, 'privately!'
We drove a few blocks from his house, to where I'd given him his first
blowjob, as a matter of fact. He made that clear when he asked if I'd
remembered this spot he parked. For whatever reason, I slid over and
unzipped him. I started playing with his cock and looked at him seriously
with saddest eyes I could make. I'm sure you can imagine the conversation.
"Was she better than me?" and all that. I figured if I was playing with
him sexually, he'd have a hard time answering that. It took me only a few
minutes to get myself all sexually aroused and was down on him again,
licking and sucking like a bitch in heat. I don't know what it is about
his member that excites me so, but he tastes 'so good.' I stopped for a
moment, freshened my lipstick, smiled seductively, then right back to the
job at hand. He stopped talking, and just allowed me to do my job. I wish
I knew what a real woman feels like when her panties get wet from sexual
arousal. My panties got wet just by cuming while blowing Jack off. I know
I don't produce as much semen as that man can make. I'm not sure the last
time Tammy satisfied him, or whether he jacked off himself for sexual
pleasure. This time when he exploded, I took it all in. I mean, it was
like a meal in itself. After I cleaned him up a bit, I started kissing
him. I wanted him to know that he was mine. I wanted him to forget about
Tammy as quickly as possible. I allowed him to put his hands into my
panties. I wanted him to feel that I was wet, maybe not from a real pussy,
but he satisfied me. I let him put his hands up into my dress and into my
bra. I know what he was feeling weren't real, but they were real enough
for me, and hopefully for him.
"Well?" I asked him. "I know they're not real, and I've got a little
pencil dick down there in my panties, but am I woman enough, or are you
going to go back to Tammy?"
He surprised me with his response. "I got to have sex facing her."
Blam! It hit me like a rock. He had to satisfy himself from the rear end
when having sex with me, and face to face with Tammy. Isn't that the
problem with all cross dressers, I asked him. What did he expect? Was he
going to try and talk me into a sex change? Would I do that for him so he
could look at me when we were making love? Is this what life is going to
be like as a cross dresser? Maybe just giving blow jobs, as it seems I've
become a cocksucker. I mean, I love it. I can't get it out of my mind.
I've noticed that when I walk down the halls at school, I'm kind of
looking down there when I see a guy I think I'd like. When I look at the
girls, it's always the clothes. "Oh, what a cute skirt," or "Oh, I love
that top, where'd you get it?" With the guys, it's like looking at their
muscles. I can't believe it. I've been telling Mother and my brothers I'm
not gay, and now, I want to get back with Jack as quickly as possible,
trying to prove to him that I give good head, and worried about a prom
date. Now I'm thinking about other guys at school and jealous that Jack
went out with Tammy. And to think I know that she had him in her mouth as
well. It really is a competitive world out there. I wondered which of us
gave a better blow job now and if that was what it was going to take to
get a date for the prom.
What the hell was I thinking, worried about a prom date when he's happier
with her because he can look at her in the face when they have sex?
Aughhhh!
I've got to talk with some of the girls and work this out. Was I becoming
known as a slut? I mean, I talked with them about having sex with Jack,
but I didn't think of myself as a cocksucker. If I asked them about
sucking dicks around school, would it get out that I wanted more? But the
worst part is Jack is the only one so far. Maybe, if I did someone else,
Jack would get jealous, or maybe I'd find that he wasn't as big? No,
because Tammy made it clear that he was well developed. And didn't I know
it. I mean, my mouth hurt after I'd had him for a few minutes. I still
think about seeing my lipstick on the head of his penis. Every time I put
on a different color, I think about how that color would look on his dick.
Sometimes I think of a lipstick kiss print on the side and sometimes I'll
giggle as I imagine the lipstick print halfway down the shaft, knowing I
couldn't wait to get that thing into my mouth as quickly as possible. When
I put my panties on in the morning, and I try to match the lipstick, I'd
think about Jack's hand down my panties, and I'd show him that they
matched my lipstick and wouldn't he like to see that on his cock.
Maybe I could make him feel guilty and tell him that I'd started looking
for a prom dress and undies to coordinate. Then he'd know what he was in
for on our Prom night. I wondered if that wouldn't make him think about
just dating me. This sex facing his partner thing was really starting to
bother me. And now that I was thinking about it, so was a prom dress. I'd
got to start doing some shopping.
Jack and I worked some things out during our little chat. I gave him
permission to date Tammy, but I wanted to know when. Silly, isn't it, like
I was really feeling like a bitch giving him rules and all that. But I
figured he'd need to practice with a 'real' girl if he was going to get
out of this 'gay' mode his was in, except, I was thinking that he'd need
to be gay to be dating me. Kind of like a catch-22, isn't it? And then,
there is the prom. I needed to talk to Tammy about what she wanted. Did
she expect Jack to go with her to the prom? I think that this was the best
time to sit down with Mother and have a real heart-to-heart about boys and
sex and dating and what my intentions were.
Jack and I kissed and snuggled for a while, and then he drove home. I got
into my pickup and headed home, confident that we'd at least brought the
problem out into the open.
Holy smoke - there are thousands of dresses available for prom night! And
it wasn't happening for months, but I talked with Mother and we decided
that we'd need to know about Tammy and Jack, what colors the prom
committee where thinking about, cost, and a thousand other little details
that boys and men would never think about. Mother was really happy now
because I was actually talking to her about boys and sex and prom dresses.
Mothers are like that. They want to be involved with their daughters.
Remember, I have four older brothers and some have already graduated, so
Mother was involved with some prom stuff, but nothing like the mess I was
heading into.
So for now, I'll spend some time working things out with Jack and Tammy.
I'll let you know what our decisions are about the prom. I'm sure you'll
want to see what dress I select and of course, the lingerie. And shoes! My
brothers are all acting really weird because I think they assumed this
girl thing would just blow over, but now that we're looking into the
spring and prom season, and this weird relationship with Jack that was
like totally unexpected, they've all become a little more attentive. Like
I said, they like it when I have girlfriends over. And of course this
thing with Jack is all over town, so you know people are talking behind
our backs.
I'm hoping that Jack will find that maybe I'm better at giving him sexual
satisfaction, and that maybe I'll look really hot in a prom dress, and I
now that I've told him jealous I am about his dating Tammy, he'll see me
differently.
One other thing. I want to say I'm sorry about the counseling notes. My
counselor is concerned, but happy about the responses. We have a lot of
discussion about what readers think. It's great for therapy. I won't bore
you with our sessions anymore. I was just doing an assignment for her.
Keep on reviewing! You all are great!
Fay
- 31.10.2020
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