Note: This story was dynamically reformatted for online reading convenience.
 
 We'd been chatting for a few weeks through emails, preferences, fantasies,
pictures and other things to cause an ongoing boner over that time.  I'd
begun transitioning a number of years ago from female to male, tortured by
the 2nd puberty wave hitting me many years after the first one.  I'd never
imagined being with a guy before transitioning and now found myself horny
as fuck and with a new dick obsession.  It intimidated the shit out of me,
but I finally started working up my nerve to finally playing with a guy.

   He'd confessed he'd always fantasized about being with a boy who has a
vagina, but had not found the right opportunity.  Through our
communications I'd learned he'd been working on his edging skills and the
thought of testing those skills make me hard.  We quickly began to realize
we had very similar fantasies that quickly proceeded with scheduling this
official in person introduction.  I pulled up to the address provided and
found my way around the building and through a gate to the back yard. 
There I found a smaller structure; from the outside it looked like a
workshop or garage.  The door was propped open, and found my way through
the door frame.  The room was this strange mix of man cave and workshop
with more opportunities to relax and lounge than work with tools.  I slowly
closed the door behind me and slowly turned the deadbolt to the locked
position.

   I smiled, happy to find him exactly as I instructed.  I found him facing
away from me, wrists cuffed at 10 and 2 to chains wrapped around the
rafters with just enough slack so he could grasp them in ecstasy.  He was
standing on a padded area dressed in blue jeans and a tight grey t-shirt.
He was between 5'10" and 6'2", perfect height for this encounter and my 6'
frame.  I was pleased and could already feel my little dick pulsate.

   I walked up to him and with my left hand and started my fingertips at
the base his skull and slowly moving my fingertips over the back of his
head, his hair sliding through my fingers.  At the crown of his head I
grabbed his hair in my fist and moved his head to the left.  I dragged the
few whiskers growing in my cheek by his ear as I moved in and said, "Would
you like to proceed?" He made an audible gasp and said, "yes sir."

   I reached down in my right front pocket and grabbed the end of a mask I
brought with me.  The silk moved quickly out of my pant pocket and I
wrapped its elastic band around the outside of my fingers and spread it
apart.  I raised it over his head and slowly moved it into position over
his eyes and secured the elastic around his head.  As my fingers freed the
blindfold, I ran my fingers through his hair and firmly grabbed it to tilt
his head back, his jaw relaxed and dropped open and he took a deep relaxing
breath.  I said, "Are you ready to for me to explore?" He responded, "Yes
please".

   I finally had the perfect audience and freedom to play and with every
moment I could feel the wetness begin to build.

   I released his hair and ran my hands across his shoulders.  He wasn't
ripped, but I could feel his muscles as I glide over his tight shirt.  I
run my hands down his back and over his ass.  It's firm and for a moment I
day dream imagining myself grabbing it and pulling him into me as he lays
on top of me, fucking me.  I think to myself, "he might have been working
on his edging but if I keep thinking like this I'm going to cum before we
get to the good part!" I squeeze his ass and pull it close to me and give
him a little grunt in his ear.  I release my clench and slide my hands up
and over his hips.  I run them toward his stomach and beltline.  I feel him
take a deep breath in and hold it.  I like this anticipation and wanting.
It pleases me he wants me to touch his cock so badly.  I grin and slowly
start to move my hands up his abdomen, crossing his rib cage and running my
palms up along his pecs.  I love the feel of this muscle and strength
beneath my hands.  I think I can feel a bit of his nipple protruding and I
want skin contact.  I ask, "Are you attached to this shirt?  He replies,
"No Sir."

   I go to the work bench and find the closes thing he has to scissors.  I
grab the sharpened pruning shears and make a quick snip at the back of his
shirt collar.  I repeat the motion on each of the sleeves of the shirt. 
After I drop the shears on the bench I grab the edges of his collar and
watch the material rip right down the middle.  It exposes the curves of his
shoulder blades and the indent of his lower back.  It's a beautiful site
and I kneel down and place my tongue at the small of his back and run it
along his spine.  There's a chill in the air and he gives a little shiver.
His involuntary response arouses me and I feel a twinge in my clit.  The
shirt dangles off his shoulders and I want the obstruction removed.  I
quickly return to the sleeves and rip each one until I free the shirt from
his body.  It drops to the floor and lays at his feet.  I slide my hands
around to the front of his chest, glide over his nipples and explore the
broad expanse to his shoulders.  Exploration leads both hands to the middle
of his chest, over his sternum.  I would love to make him wait, but can't
control myself any longer.

   With my chest pressed against his back, I slowly start to glide my
fingertips down the middle of his torso.  His head rocks forward and he
tries to hide the change in his breathing.  I smile and am half tempted to
tease him more, but decide my needs are greater at the moment.  I reach his
stomach and move my hands so each pinky glides along the top of his belt
loops.  I run towards his belly button and out toward his hips a few times
before settling on the hip area.  I slide my palms over his belt, onto his
jeans and pull his hips into mine.  I want him close as I feel what it's
like to touch a cock for the first time.  I run my fingertips along his
denim tentatively searching for the edge of his cock.  There is only one
first time and I want to unwrap this package with care in a way I'll
remember and masturbate to for a long time.

   I finally get to the outline of his bulge.  I can already feel how hard
he is and almost wish I'd started there for the experience of watching him
grow.  I find the top of his shaft and guide my fingertips along his bulge.
I guide my fingertips to his head and begin to caress his cock.  I hear a
small moan.  I drag my hands up along his zipper opening to his belt buckle
and slowly begin to pull the brown leather through the buckle.  I grab the
end of the belt and pull it tight, he breaths heavily and I find the metal
tooth and flick it out of the way with my other hand.  I slowly release my
grip from the end of the belt and it slowly retreats through the buckle.  I
slide the belt completely out.  I slide my hand back up to his chest as I
move my body around to his front.  I take a moment to take in this
magnificent specimen of a man.  It's the first time I've been able to take
in such rugged beauty without averting my eyes or feeling shy, I get to see
every square inch of this stud's body.  I see his squared jaw, the
curvature of his chest and begin to run my fingertips down toward his blue
jean button.  I stop for a moment and glide my fingertips through the tuft
of hair on the lower part of his stomach.  His stomach muscles tense and I
watch the curves on his body dance.  I slowly glide my fingertips to his
button and with a quick action, pop the button through the loop.  I decide
to take a knee so my view is not obscured.  I grab the waistband of his
jean with one hand and the zipper with the finger and thumb of the other. I
strategically choose the hand that will allow me to drag the back of my
fingers over his dick as I'm inching the zipper down.

   His briefs peak out from behind the zipper and his bulge is begging to
come out and play.  I delay the release though so I can glide my fingers
over his bulging cock with just the cotton between us.  His jeans still
suppressing the head of his dick.  I look up as I rub the exposed part of
his cock and find him biting his bottom lip.  I ask, "does he want to come
out to play?" He responded, "Yes sir." I make a broad sweep over his jeans
and package and take ahold of the top of his jeans at each hip.  I peel
them back and begin slowly pushing them down his hips.  His dick frees from
his jeans and begs to be released from his underwear.  His jeans drop the
floor and I order him to step out of them.  He does so and I toss them to
the side.

   I return my attention to his bulging cock.  I begin to glide my fingers
over all the ridges of his shaft and circle the tip a couple of times.  I
can still feel it getting harder and he's moaning just a little bit more.
This pleases me.  As ordered he's freshly showered and I can still smell
the soap on his body.  I slide my hands around to his plump ass and take
his cheeks into my grip.  I draw myself toward him and lightly touch my
open lips gently to the cotton encasing the tip of his cock.  I open my
mouth wider so take his whole outline into my mouth.  I close gently and
kneed his shaft and drag my tongue along his dick.  I'm so wet now I can
feel the dripping in my underwear.

   I back away slowly so I can watch the show and slide my hands to the
elastic band of his underwear.  I sneak a couple of finger tips over his
waistband and around his hips.  I begin to slowly pull his underwear toward
his cock.  I see his well groomed pubs appear and then moment by moment his
cock appears begging to be freed.  It bounces forth over the waistband of
his underwear, his balls still hidden in cotton.  I move my fingers between
his legs to get one last feel of his balls through the cotton barrier.  I
then rip his underwear over his thighs and order him to kick them off his
feet.

   I can no longer stand the clothes on my body and quickly rip my shirt
off and slide out of my shorts and underwear.  I was right, my drawers are
soaked and my pussy is dripping, throbbing and pulsating.  I get back down
on my knees and place my palms on his stomach.  I slowly slide them down
framing his cock and watch them slowly move in on his cock like a cat's
stalking its prey.  My left hand stops when the web between my thumb and
index finger hit the side of his shaft.  I wrap my right hand around the
upper shaft of his cock.  I squeeze lightly to get a feel for the pressure
he's experiencing.  He oozes a little pre-cum and I can feel myself drip on
my leg.  I stroke his shaft a couple of times watching his skin glide back
and forth over the shaft.  I think to myself how much I am fucking loving
this moment.

   I wasn't sure how far I would go with this experiment, but the idea of
tasting his pre-cum overwhelms me.  I gingerly place my tongue out and
touch the tip of his cock.  It's fucking hot and he's struggling, knowing
his dick is the first one to ever enter my mouth.  I wrap my lips around
the tip of his cock and start gliding my tongue in circles.  He leans
forward on the balls of his feet and I can see his torso muscles tighten. I
decide to see how much of him I can take in my mouth and shove his cock
toward my throat.  I gag a little but grab the base of his shaft and suck
and stroke him.  He moans in delight and starts to whimper a little.  I
pull back and say, "you can't shoot your load yet", he replies, "yes sir".

   I begin to finger myself and I can believe how wet I am.  My hole is
aching and longs to be filled and the smallest touch nearly brings me to
orgasm.  I look up at him and ask, "Do you want to feel how wet you make
me?" He's beyond speech at this point and vigorously nods his head yes.

   I stand up and drag a chair to his side.  I put my left foot on it and
take ahold of his dick with my right hand.  I separate my large puffy lips
with my left fingers to expose my throbbing tiny cock.  I take the head of
his cock and tap it up against my throbbing clit.  I moan, sigh and tell
him how much I love the feel of his dick against mine.  I begin to run his
cock along my oozing, wet gaping hole, but I won't give him access yet... I
lay my lips over his cock and grab his ass cheeks back and forth reveling
as my clit glides over his shaft.  I begin to feel mini spasms in my cunt
and quickly pull myself off him.  I see him searching for air and licking
his lips.  He wants more and I need him inside me.  I step to his side and
whisper in his ear, "Tell me where you want your cock." He can barely speak
and says, "Inside you sir." I ask him, "How bad do you want it?" Without a
moment's pause, he said, "Please sir, can I fuck you so hard you'll be
smiling next year?" Now, you know I'm not passing up that offer....  I
turned around and stood upright slowly backing up toward him.  The chains
wrestled as he repositioned his grip for better leverage.  The tip of his
cock sat just below the cheeks of my ass.  I dragged the chair and placed
it right in front of me.  I leaned over balancing myself with one arm
pushing off the chair.  I reached between my legs and found the tip of his
cock searching for my hole.  I pushed back on him to guide him inside me. I
was so excited that he just slides in.  My hole spread gaping open, longing
for his cock.  I ordered him to fuck me hard and he began wailing on my
pussy.  I could feel his balls banging against me and his hips hitting my
ass cheeks.  His dick was playing a masterpiece in my pussy.  He began
moaning and whimpering and it just turned me on more.  I finally couldn't
stand it anymore and asked him if he wanted to come.  He begged, "Yes
please" and began excitedly fingering myself.  I came almost instantly and
began pulsating around his cock.  I heard the chains pull tight as he
pulled down on them, grunts in longing relief and thrust hard into my
man-gina.  His cock pulsed and bounced and his load poured into me.  I
shoved myself back against him to feel every bit of him convulsing inside
me.  I reached between my legs and cradled his nut sack feeling it spasm as
it he released his sweet mana inside me.  Slowly I began to feel him go
soft and he eventually slides out of me.

   I turned around and softly touched his chest, slid my hand down and
gently cupped and squeezed his cock as a silent thank you.  His body
spasmed and he grunted, "thank you Sir".  I slid 3 fingers through my wet
lips and hole before dragging them across his chest as a going away gift
for later self-pleasure.  I got clothed while watching my cum and wetness
dry around his cock, balls and legs and smiling with great satisfaction of
the mess I'd made.

   I grabbed the key for the cuffs from the bench table and kissed his
cheek.  I unlocked his left hand knowing it would take him a moment to free
his more dominant hand.  I placed the key in his free hand and thanked him
for being my first.  He's right; I'll be smiling into next year.