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Subject: Story by George!: Getting a Boyfriend (M/TG, young)
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===================
Getting a Boyfriend
Transexual fiction by talltslover@yahoo.com.
The following story contains descriptions of sex between young men and
transgendered men. If you are offended by such things, or live in an
area where such things are illegal to read about, or you're too young
to be reading adult fiction, please stop now.
I was born in San Jose, California. My name is Sam. I have two older
(by 3 years) sisters, twins, named Melissa and Miranda. My parents are
both engineers. They were born in Vietnam, and fled the communists
when they took over. When I was growing up, we had a housekeeper, who
watched us while our parent's worked. She was a nice lady, but
wouldn't allow us to play with other children. While other boys were
outside playing army or cowboys and indians, I was inside playing
dress up. My sisters liked putting me in dresses, and called me their
little sister Sally. As we got older, they would steal mom's make-up
and use that, too. Because I did it so much, I came to like the feel
of panties and women's clothes. As I got older, my sisters started to
give me their old bras and panties to wear. Mom and Dad knew nothing
about this, of course. I'd come home, remove my boy clothes, and put
on girl clothes. I'd sit around until dinner time, pretending to be a
girl, or would play with my sisters dressed as a girl. For dinner, I'd
change back to boy clothes. At night, for bed, I'd put on a
hand-me-down nightgown from my sisters. When you have twins as older
sisters, there are always a lot of clothes. Even though I was younger,
I could wear most of their current wardrobe once they hit puberty.
When I was 13, my sister Mel confronted me about the clothes, after
she caught me using her make-up. She said that if I was going to act
like a girl, I needed to learn some lessons in public. So, for the
first time, I went out in public. Mel and Mir took me to the Mall.
There, we "boy watched". They'd point out boys and giving them a
rating, from 1 to 10, with 10 being the highest. Soon, I was doing it
too. It was kind of fun. When other girls came over, Mel would
introduce me as their cousin Sally. After a few trips to the Mall, the
girls all knew me. None of them seemed to notice my voice seemed a
little deep for a girl.
One day, while we were rating boys at the Mall, I picked one out and
gave him a 7. Mel and Mir gave him a 4. I asked why the low score. Mir
told me she had gone out with him (Jim), but he was a little geeky. I
stuck to my guns and changed my score to an 8. To my horror, Mir
called him over and then embarassed me by telling him I thought he was
hot. He was very gracious, and asked for my phone number. Mel
immediately stopped that line of discussion by telling him she'll give
Sally his phone number, and if Sally wanted to call him, she would. As
we were awkwardly standing there, Mir pushed me into him! I threw my
arms around him to prevent falling, and he caught me. I mumbled a bit
of thanks, and shot an angry glance at Mir.
That night, Mir made me call him. At first, it was a little awkward,
but we got to talking about music and movies, and ended up spending an
hour on the phone. I told him I'd call him the next night. The next
night, we had another great call. And the night after that. He asked
me out to the movies that weekend. I said yes.
Mir and Miranda followed me to the movies, sitting discreetly a few
aisles away as Jim and I watched the movies. He was a perfect
gentleman. After the movies, we had dinner at McDonald's, and he
dropped me back at the Mall, where I told him my mother would pick me
up (which was a lie, since Mir was driving me home). As he was saying
goodbye, I couldn't constrain myself. I jumped into his arms and gave
him a big kiss on the lips. He was a little shocked, but kissed me
back. Then, like any 13 year old girl, I ran away from him into the
Mall to cover my shame.
That night, Mel told me that I did great as a girl. She quizzed me
about whether I liked him or not. I did. She made me call him that
night to arrange another date the next day.
The next day, Mir took me to the Mall. There, she hooked up with her
latest boyfriend, Tom, and I hooked up with Jim. We walked around the
Mall, holding hands. I was fun. After a few hours, Mir suggested we go
back to the car, which we did. There, Jim and I took the front seat,
and Mir and Tom took the back seat. We sat there holding hands while
Mir and her boyfriend climbed all over each other while kissing. The
car was rocking, they were so wild! Eventually, Jim and I started
kissing too, but sweetly. Our nice kissing was interrupted by Mir's
blouse hitting us. We both looked back to see her still wearing her
bra, but Tom had his hands underneath, touching her small breasts. I
opened the door and got out of the car. Jim did too. We were
embarassed. We sat down on a nearby bench, holding hands and sweetly
kissing. 15 or 20 minutes later, Mir came over, now dressed, and said
we we had to go home. Tom got out of the car in the distance, clearly,
and for our benefit, zipping up his pants, before he came over to say
goodbye. I protested. I was having a good time. Mir suggested going
back to "her" house, and having Jim follow us back there.
When we got back to the house, Mir led us to the family room, and
pulled me into the kitchen.
"Ready for the next step?" she asked
"What's the next step?" I said
"You need to give him a blow job." she replied
"I don't know..." I began
"Look, if you're a girl, and you like a guy, and he's taken you out
twice, you need to put out. That's the rule." she said
"I don't know how." I said
"I'll be there to tell you what to do. And, I'll videotape it so you
can watch it later and see how to do it better." she said
"I'm a little scared. What if he finds out I'm a boy?" I whispered
"You'll keep your clothes on. He won't know. Trust me." she said
We went back to the family room. Jim was sitting there, completely
unaware to his part in all this.
Mir started "Jim, Sally really likes you and wants to keep you as a
boyfriend. She'd like to give you a blow job, but hasn't ever done it
before. She's asked me to walk her through it the first time, if
that's ok with you. It's not like I haven't seen your cock before, you
know..."
"Ah, Ok. Here?" Jim replied
"No, let's go to my bedroom. You remember that room, I'm sure." Mir
said.
I took Jim's hand and led him to the bedroom. Once we got there, Mir
grabbed her video camera. "Jim, Sally asked that I record her first
time, as a momento." and turned it on to me.
I knelt down and began to unbuckle Jim's belt. Once I had that off, I
fumbled with his pants, finally getting them down to his knees. I
could see his cock clearly outlined in his white briefs. I looked over
at Mir, who was busy filming us. I was unsure what to do.
Jim helped me out by putting my hand on his cock. I felt it through
the cloth. It was hard and hot. I moved my hand up and down its
length. I was getting excited, myself. My own cock throbbed in my
panties. I pulled down his briefs. His cock sprung free, inches from
my face. It was long, maybe 8", and kind of thick. The head was big
and red, the shaft light brown. I wrapped my small hand around it. Jim
made a sighing noise. I began to stroke it, holding it tight in my
hand, a few inches from my face. Jim threw his head back and made a
moaning noise.
"Lick the end" Mir said
I began to lick the end. Jim thrusted his hips at me, his cock bumping
into my face. I held his shaft harder, to prevent this thrusting, and
continued to lick the head of his cock. It was fun. He was obviously
enjoying it. I was really getting into the feel of his cock against my
tongue when he unexpectedly came! Come flew from the end of his cock,
spraying onto my face, onto my tongue, and into my mouth. I was in
shock, but knew that I needed to stroke his cock. I pulled vigorously,
causing more to fly out. After a minute, he was done. Come dripped
from my chin and hands. My face was wet with his white goo.
"Clean his cock off" Mir said, behind the video camera.
Entranced, I licked the come-covered head of his cock. The taste was
sweet. When I finished with his cock, I licked my fingers for the
camera. Jim sat down on the bed, exhausted.
"Sally, you like his come? Mir asked, video rolling
I looked into the camera and said "Yes, very tasty." in my best slut
voice.
Mir followed me into the bathroom, shooting my reaction to the come
all over my face, and my cleaning it off. I put on fresh make-up.
Then, she followed me back into the bedroom, where I jumped on top of
Jim, who was laying on the bed resting, and kissing him passionately.
Finally, she stopped filming.
Jim stayed for a while, until Mir made him leave.
"So, did you like that?" Mir asked
"Very much." I said
"As his girlfriend, now that you've done it, he's going to expect it
all the time." Mir said, knowingly
"Hmmm... What if he wants to go further?" I asked
"Just tell him that you need to stay a virgin." she said
"Does that work?" I asked, incredulously
"For a long, long time, if you give good blow jobs" she said,
laughingly.
During the week, Jim and I spoke on the phone numerous times. I told
him that he should "save it up" for our date that weekend.
On Friday night, Jim and I went to the movies. During the movie, I
stroked his cock through his pants. By the end of the movie, he was
super horny. Mir picked us up and took me back to "her" house. Again,
she stayed and filmed us, saying that Jim's last performance wasn't
enough to really teach me the finer points of cock sucking.
Jim was so horny that as soon as I got his cock out of his pants, he
came. I got my lips over the end of it in time to catch most of the
come in my mouth. When he was done shooting, I opened my mouth for the
camera, to show that I had a big load of white goo in there, then
swallowed it for the camera. It took Jim about 15 minutes of kissing
and rolling around the bed to get hard. Of course, he was naked and I
was fully clothed. He tried to get under my blouse, but I slapped his
hand away and told him no. The second time, Jim was a real stud. I was
able to lick him, and actually put his cock into my mouth and suck on
him a while before he came. Like the first time, I caught most of it
in my mouth, and opened my mouth to show the camera my reward. After
cleaning my face off, and re-applying make-up, I rolled around the bed
with Jim a while before Mir made him go home.
This became a weekly ritual. I'd talk to him during the week. On the
weekend we'd get together, have a date, and then Mir would bring us
back to her room where I'd give him a blow job. Jim was used to Mir
being around, and didn't seem to care that we were filming him.
Eventually, I confessed, on camera, to Jim that I was flat chested and
wore a padded bra. He said he didn't mind. On camera, I took off my
blouse and let him remove my bra, then play with my nipples. So, from
then on, between the blow jobs, he'd lick and play with my nipples. I
even let him squeeze my ass, but wouldn't let him put his hand between
my legs.
This went on for months. His friends were jealous. I'm sure he told
them he was sleeping with me. We were always together, or on the
phone. He didn't know where I lived, and he could only get in touch
with me through Mir. Through a series of false hints, he was sure that
my parents didn't approve of white boys dating their daughter, so he
didn't push to meet them or go over "my" house.
After months of going out, he began to strongly suggest that we have
actual sex. I tried the "virgin" excuse. That worked, for a while. He
eventually told me that when he went out with Mir, she let him fuck
her ass to satiate his needs. I told him that I'd consider it, but I
wasn't Mir and my parent's would go ballistic if they found out a boy
had been in my pants. Jim professed his love for me, and promised to
never tell anyone. I kept telling him I'd consider it every time he
asked. He invited me to his prom, and I accepted. Now, I felt like I
was really on the hook to let him fuck me.
Mir and I came up with a plan. I'd agree to let him fuck my ass, but
he has to agree that we'd only do it doggie style, and he would never
get to see my "coochie". He agreed.
So, one afternoon, after giving him an excellent blow job, and we
rolled around on the bed (me naked to the waist as usual), and with
Mir filming, I got him hard and lubricated. I bent over the bed, my
skirt covering my butt, my panties in place. When he was close enough
for his cock to bump me, I lifted up my skirt. He looked down and saw
my thin hips, covered with panties. Mir told him to look up so he
couldn't see my "couchie". When he did, she pulled the panties down
just far enough for his cock head to slip between my butt cheeks.
I felt his big cock head between my cheeks, probing for the hole. I
reached back and positioned him at the entrance. Mir came around to my
face, focusing on my expression. Jim pushed forward. His cock head
violated my virgin ass. I screamed. Jim held my hips tight.
"Relax, it'll get easier" Mir said, while filming tears running down
my face.
I held my place. The pain disappeared. Jim began a slow push.
"Sally, your ass is SOOOOO tight." he said as he hit the end.
My cock, hidden in the panties, was hard. I could feel come dripping
out of it.
Jim began to withdrawl, then thrust back in. My ass hurt and felt good
at the same time. He held onto my hips, pulling and pushing me onto
his hard cock.
"Jim, look how huge your cock looks between her ass cheeks!" Mir said,
filming a close-up of my ass being violated by Jim's cock.
Jim continued to fuck me. Mir walked around, filming the loss of my
virginity at every angle. I sobbed in pain and pleasure, thrusting
back at Jim's invading cock. Jim's hands held my hips tightly as his
thrusts became more violent and erratic.
"I'm coming!" he screamed, pushing his cock deep into my ass. It
slammed against the end of my channel. His hands held my hips tightly.
I opened my mouth and howled with my own orgasm, as come filled my
panties, the feel of his hard cock embedded deep inside me taking me
over the top. Mir filmed it all.
Jim held his cock in me as it began to deflate. I held still, trying
to keep it inside. Mir told Jim to look at the ceiling, as he pulled
out. She filmed the head of his cock popping free of my very red and
bloody ass, then pulled up my panties, hiding my secret from Jim. I
pulled down my skirt, then turned around and kissed Jim passionately.
Mir gave us a moment, then shushed me into the bathroom. She took the
bloody, come filled, wet panties from me, and waited until I cleaned
myself up and put on fresh panties.
When we went into the bedroom, Jim was asleep on the bed. Mir climbed
onto the bed, waking him up. She was filming. She showed him the
panties. "Sally is a dripper. She soaked the panties when she had her
orgasm." she said, as she handed him the panties "You should keep
these as a souvenir."
Jim looked over the panties, sniffing them and feeling the soaked-in
wetness. He licked the front of the panties. "Nice. I hope to someday
taste it fresh from the source..." he said wistfully as he smiled at
me and the camera.
I blushed.
Mir made him go home. I was sore for several days. When I spoke to Jim
each night, I told him how much I loved making love to him. He kept
apologizing for making me bleed, but promised that the next time it
would be easier for me.
The next weekend, We had a re-run of the previous week. Mir, having
viewed the previous tape, saw a lot of room for cinematic improvement.
This time my panties were lower, the lighting better. She also got a
lot of close-ups of my ass stretched around Jim's cock. And, against
my choice, pictures of my hard cock dribbling come as Jim fucked my
ass. This week I didn't bleed, but my come-filled panties still went
to Jim as a souvenir.
That week, Jim told me he was masterbating to the scent of my comey
panties. He said he'd hold them over his nose and jerk off. I told him
that was very sweet, and someday, he might get to taste it fresh. I
mentioned this to Mir, who seemed very excited about it.
The following weekend, Jim and I got together as usual. Mir was
filming, of course. During the course of the filming, she got
underneath me, obviously getting a perfect view of my bouncing cock as
Jim plowed my ass hard. I felt her fingers on it. Then, she stood up,
still filming.
"Jim, taste her come. It's fresh." she said, holding her wet fingers
in front of his face.
Jim leaned forward, taking her fingers into his mouth. "Hmmm...." he
said, redoubling his fucking of my ass.
After a few moments, Mir pulled her fingers out of his mouth, then
reached underneath me again, wiping the dripping come from my cock
onto her fingers, then squeezing a glob out. She showed me the come on
her fingers, then, while filming it, wiped it on Jim's lips. Jim
licked it up, then licked her fingers. A short while later, Jim came.
My panties pulled up, the skirt down, I turned to Jim "Did you like
the taste fresh?" I asked.
"Yes, tasty." he said, still out of breath.
I gave him a big kiss, and ran off to the bathroom. Mir followed,
still filming.
"Jerk it off for me. I know you're still hard." she said.
I pulled my cock out of my panties. It was semi-erect. I pulled off my
panties and handed them to Mir.
"Jim likes your come. Make some more for him in your panties." she
said.
I closed my eyes, and began to jerk my cock. It didn't take long
before I was fully erect. Mir was filming, but she helped me along by
touching my nipples. I imagined Jim was touching my cock and he liked
it. I came, spewing a little come into the panties.
"Be right back!" Mir said, holding the panties and the camera.
I cleaned myself up, and put on fresh panties. When I got back to the
bedroom, Jim was licking the panties. Mir was filming.
"Like that?" I said as I walked in.
"Yes, tasty." he said.
"She's got more, I'm sure." Mir said, filming us.
"Yes, I do. Lots more for my boyfriend." I said
Mir made him leave shortly thereafter. She sat me down, then, and
showed me her stack of videos. She had kept them all. She proposed
making a "best of" video for Jim's birthday the next week. But, I
wouldn't be allowed to see it until I saw it with Jim. I thought that
would be fine, and suggested a few scenes that probably would get Jim
very excited. I thought of his coming on my face the first time, my
open mouth filled with come, the time his come dripped on my nipples,
the first time he fucked my ass, my ass stretched around his cock, and
him licking my panties. Mir agreed.
I told Jim of Mir's gift to him. He was rather excited by it. I told
him there would be no "coochie" on the tape. He said that was fine.
The next weekend, we got together in the bedroom. Mir cued up the
tape. It was sweet. She began with us walking through the Mall,
holding hands. Then, a scene with us kissing sweetly. Then, us on the
bed kissing. Then, our first oral sex. I reached over and put my hand
on Jim's lap. I could feel his hard cock through the pants. I pulled
down his zipper, reaching inside. He had no underwear on. I wrapped my
hand around his cock. He was breathing heavy as Mir's tape showed
come-shot after come-shot landing on my face, spliced from a dozen or
more encounters. I pulled his cock through the zipper and stroked it
as the video showed scene after scene of me with a full mouth of come,
swallowing it, and licking my lips. Jim unbuckled his pants, lifted up
and pulled them off. I stroked his cock. The next scene was my losing
my virginity. No coochie visible. Jim's cock was beginning to ooze
pre-come. I leaned down to lick it off. Then, a scene of Jim licking
Mir's comey fingers while he fucked me. Then, it was back to Jim
fucking me hard, my ass hole stretched around his cock as it plunged
in and out between my flat butt cheeks. Then, a come-covered cock
pulling out of my ass, leaving a very red and stretched opening. Jim's
cock was twitching. I held it tightly. He would come if I just stroked
it, and I wanted to see the end of the movie. The scene on the video
was him licking my come-filled panties and telling the camera how
tasty it was. I figured that was the end, and knelt down between his
legs, taking his cock into my mouth. A second or two, and he filled my
mouth with his tasty come. As I swallowed, I heard the sound of the
video again, with Jim obviously fucking my ass. I turned around, still
on the floor between Jim's legs. The fucking was shot from the side.
My panties were visible, stretched between my thighs. It panned up,
showing Jim, his head down looking at my ass, pounding his hips into
mine, pile-driving his cock into my ass. Then, it panned to my face,
clearly enjoying the fucking. Then, it panned down my body, showing my
flat chest. When I thought it should stop, it didn't. The camera
continued down my body from underneath. My cock, dripping come, came
into view. Then, fingers touched my cock, wiping up the come. Then, a
quick shot, again, of Jim licking Mir's fingers. Then, a shot from
behind, showing Jim's butt as he fucked my ass, my own cock bouncing
up and down. Then, a shot of me jerking off into the panties, and Jim
licking them.
I looked up at Jim. He was in shock. His mouth was open. Mir was
filming, of course. He started to get up, pushing me out of the way.
"Whoa, big boy. Don't hurt your girlfriend!" Mir taunted.
He grabbed up his pants. "You tricked me!" he screamed
"You knew. You just didn't admit it." Mir said.
"No! I'm not gay!" he yelled.
I began to cry.
"See, now you've got Sally upset! She thought you were her boyfriend!"
Mir said
"I don't want to see either of you again!" Jim yelled.
"Fine. I'll just pass around the fine video you made." Mir threatened.
Jim blinked, and came to his senses. "You wouldn't do that!"
"Yes, we would. Think about it. You've been seen publically with Sally
for months. You've been bragging to your friends about fucking her.
Now, Sally turns out to be a guy and you're on tape licking her come.
Your friends will know you're gay." Mir said
"What can I do?" Jim asked
"You'll continue to go out with Sally, and we won't say anything.
You'll continue to fuck her. But, now that you know her secret, you
can fuck her without her resorting to hiding her little cock." Mir
said
"I suppose I don't have a choice?" Jim asked
"No, not really. But, beyond the sex, you do like her, don't you?" Mir
asked.
I perked up, my crying over.
"Yes, I do, actually." Jim said.
"So, there's no problem. No one will know she's not 100% girl. You'll
take her to your prom. Guys will be envious. She'll suck your cock and
you'll fuck her. Where's the downside?"
"Only one. I'm not gay." Jim said.
"Look, when you didn't know Sally had a penis, you happily fucked her.
You even licked her come and said you liked the taste. So, ignore the
stereotype labels. You said you loved Sally before. Has any of that
really changed?" Mir demanded
"I suppose not. But no one can know." Jim replied
"I promise to keep the secret. Sally will also. So, if anyone finds
out, it will because you told them." Mir said.
I got up off the floor. "Would you kiss me?" I asked.
Jim gave me a sweet kiss. I kissed him back hard, pushing him back to
the bed, falling on top of him. He touched my sides, then squeezed my
ass. I broke the kiss, and pulled my blouse over my head. Jim
unsnapped my bra.
"Let's get naked!" I exclaimed and rolled off Jim, unbuttoning my
skirt. Jim pulled off his shirt, and was done to only his socks by the
time I pulled off my own panties. I jumped on top of him, kissing him.
He squeezed my naked ass. I humped against his leg, my cock hard. I
felt his cock, also rock hard against my thigh. I reached down and
grabbed it in my hand. "Hold me" I whispered into his ear. I felt his
hand tenatively touch, and then wrap around my cock. We kissed some
more, and rolled over. He was on top of me, holding my cock in his
hand, stroking it gently. "Fuck me?" I asked, quietly between kisses.
"Lube?" he said.
Mir, who we had completely forgotten about, handed him a bottle of
lubricant. He spread some on his cock. I reached out and stroked it.
He was rock hard. I lifted my legs up. "Missionary?" I said
He positioned himself between my legs, lifting my cock out of the way,
and eased his hard cock deep into my hole. His body leaning over me,
holding my knees wide apart, he leaned down for a kiss. "I've been
imagining you in this position for months." he said, as he began to
fuck me.
His cock was hitting all the right spots. My body shook with pleasure.
My cock shot, and then dribbled, come until I had exhausted all that I
had. He touched my breasts and kissed me. I felt like a girl. I felt
like my boyfriend loved me. I closed my eyes and had yet another
orgasm. When Jim came, you'd think he was releasing all the come he
stored up for a decade. He screamed. He bucked wildly. He pounded his
cock deep inside. And then, he collapsed on me. I wrapped my legs
around him, holding him close to me. We kissed.
Eventually, he grew soft and fell out. Come poured from inside me onto
the bed. We rolled to a dry spot, continuing to hold each other tight.
Mir was there to film it.
Jim went home. I was expecting to never hear from him again. A few
hours later, he called, wanting to know if I wanted to go see a movie.
The next weekend, he sampled my come straight from the source. No
inhibitions remaining, Jim and I became inseparable.
We spent the weekends finding places to fuck each other silly. I went
to the junior prom as his date, and was crowned prom queen. Jim's
friends were even more jealous. That summer was glorious. I spent all
my time in my sister's clothes, with Jim, and naked making love, with
Jim. Jim's senior year, we were crowned prom king and queen.
Jim went to a local college, to be near me.
I told my parents. They were supportive, but a bit apprehensive. Not
about that I wanted to be a girl, but that my boyfriend was a tall,
skinny, white boy. I thought that was pretty ironic.
When it came time for my senior prom, I surprised everyone by
attending with Jim dressed as Sally. Jim didn't want to do it, but,
after 4 years together, figured what people thought about our
relationship was immaterial to my being happy. There was a lot of
talk, of course, when I came to school that following Monday dressed
as Sally. More discussions occurred when some self-righteous
administrator wanted to prevent me from receiving my diploma while
dressed as Sally, but my parents hired an attorney, who explained what
a discrimination suit would cost the township. After graduation, we
had a "commitment ceremony" for Jim and I.
Now at college, we can live together as husband and wife. I'm really
enjoying the benefits of having a husband who is ready to fuck me
anytime of the day or night and can, in our own bed, in our own home.
I especially like how he fucks my tight ass, just like I was a girl,
after he sucks my cock dry of "that tasty juice" as he calls it.
If you liked this story, please consider emailing the author,
talltslover@yahoo.com, and telling him. That's the only way I know
that people read these stories.
George