“Tee” is very special to me. Our relationship started after my first deployment to Afghanistan and my

first experience with a trans person. I suppose I had a whole new world opened up to me sexually, one

where the sex wasn’t defined by gender roles, but rather the connection and passion alone. The

“equipment” used was meaningless!

Aria was unavailable due to incompatible schedules and I had duty at the base again. The base was in

the next town over from where my family and I resided, so I was confident that my extracurricular

activities were safe from being discovered (I was right about this too, which allowed me many more

experiences than I’ve been able to have since).

Once again I placed an ad on Craigslist, but this time specifically seeking a transsexual. I stated that I had

my first experience and wanted more. Tee answered my ad, but stated up front that she was a full-time

crossdresser. No hormone therapy and no intentions of physically changing genders. She had a

prosperous beauty salon business and lived, dressed and existed as a woman.

We were working out the details of meeting, I would come to her house that was very near the base,

when she asked me about my experience with receiving anal. I replied that I had nearly none, except

that years ago I had used my wife’s toys on myself when masturbating. She then wanted me to know

that she liked to “call the shots” and if we met, I WOULD get a lot more experience. I balked a bit, but

she assured me that she knew what she was doing and that it would be worth it.

Once again I took a chance… and yes, it was worth it!

I arrived at her place in uniform, I had my duty phone with me and we had established that if called, I

would have to bail immediately and there would be no hard feelings (lucky for us, nobody on base did

anything stupid and we had several hours together uninterrupted!).

Her house was beautiful, clean and well maintained (I tend to notice the details, it has kept me safe

many times). I rang the bell and stood back a bit from the door while she checked to make sure I was

who she had talked to, a smart thing to do when finding a hook-ups

Opening the door and letting me in, Tee greeted me wearing a green satin, ankle-length dress with

spaghetti straps. Tee was Filipino with long, straight, all natural, black hair that reached half way down

her back. She was almost a full head shorter than me, and just on the thicker side of skinny. As she let

me into the living room I could see that she wore a black, lacey, strapless bra and matching thong. Her

home was immaculate and decorated in a conservative mix of American and Asian artwork and

furnishings. Sitting, I removed my shoes, and she prompted me to take off my socks as well, but she

wanted the fun of removing the rest of my uniform herself.

Taking my hands and bringing me to my feet, she led me to a place she had obviously cleared before her

couch. There were towels within reach and I spotted a tube of lube hiding behind a cushion. As if I

wasn’t nervous enough, that sight alone got my heart racing! Standing facing each other, she felt my

heartbeat with a hand on my chest, and in a quiet, soothing voice, reassured me that we’d enjoy the

night and only do what we wanted to, nothing more.

She turned her face upwards and proceeded to kiss my face and lips, placing my hands on her smooth

arms, I returned her attention with eagerness. She was a lovely kisser, with soft, gentle and yet hungry

lips. Her tongue was skillful and insistent, sometimes teasing, and sometimes thrusting strongly deep

into my mouth.

We continued to kiss and make out while I used my hands to explore her body through the slick satin

dress; caressing her back, groping her ass and grasping her hips to grind her growing bulge against mine.

Her hands began to unbutton my uniform, setting my shirt neatly aside before pulling my t-shirt off over

my head. She began to kiss, lick and nibble on my chest and nipples but I urged her to pause so I could

take a step back and drink in the sight of her, committing it to memory.

Her hair was slightly mussed, her subtle lipstick now gone. One strap was hanging limp on her arm, the

top of her bra exposed on that side. Her form was clear through the dress, I could tell where her belly

button was and just below that, straining against the satin, was the clear shape of her cock, about two

inches of it rising above the top of her panties and the best part; a tiny wet spot showing through the

dress at the tip! I could tell her cock was very similar to mine; a little over seven inches, uniform

thickness from base to tip with a well-defined mushroom head (her head was a bit fatter than mine

though).

Thanking her, I drew her back and she immediately got my pants unbuttoned and carefully kneeling, she

set my trousers aside with my shirt and began to use her mouth to tease my hard cock through my

underwear. She pulled the waistband out a bit, allowing my cock to spring up straight and let the

waistband back, holding my cock against my belly. She used her tongue to tease the head, getting it slick

with her spit and my pre-cum.

All at once, she pulled my underwear down and off, and before I knew it had slid the entire length deep

into her mouth until the tip pressed against her throat. She slowly slid it back out of her mouth, placed a

kiss on the tip and stood up. I couldn’t resist holding her face in my hands and kissing her deeply!

It was my turn now! As I kissed her, I slid the other strap off her shoulder and gently pulled her dress

down to her hips. I kissed down her neck to her chest, spotting the “falsies” in her bra, I decided to leave

it on her, but not before pulling one cup (and falsie) down to lick and bite a nipple for a second.

I proceeded down to her belly button and licked and sucked on it for a bit, telling her how much I loved

it. Kneeling naked before her, I pulled the dress off her hips as she stepped out of it. She now stood

before me, naked except her bra and a black lace thong doing a poor job of holding her cock in check!

Instead of removing her thong, I simply, gently, pulled it aside, freeing her completely hairless cock and

balls. I moved my face forward, letting her cock slide along my cheek, so I could begin to kiss and lick the

base of her shaft. I rubbed my face side-to-side across her hard cock, making sure the head slowly slid

across my lips each time. I opened my mouth wide and sucked her balls into my mouth, sucking and

licking each and both together, worshipping her soft, hairless balls!

Grasping her hips, I encouraged her to sit on the couch behind her. I guided her ass to the edge, and

lifted the backs of her knees high and wide, granting me access to her perfect, hairless asshole.

She got the idea and held her own knees, freeing my hands to pull the thong aside and hold her ass up

as I started to rim her gorgeous asshole for all I was worth! I alternated sucking and licking her balls and

tongue fucking her asshole, I indulged my oral fixation for at least five minutes before she let her legs

down, denying me further access to her delicious back door. With her feet on the ground, I finally picked

up her rock-hard cock and slipped it into my mouth. I began to un-expertly yet enthusiastically bob my

mouth up and down her cock for a short bit before she gently stopped me and thanked me for the

attention, but I could tell I was too rough and needed to learn how to do it right.

I kissed my way back up her belly, pausing to unhook and remove her bra this time. I licked and kissed

her naked chest. She said she felt “undressed” without her boobs, but I assured her, her natural flat

chest was Just as to me as the silicone falsies. With that, she grabbed my head and kissed me

passionately with more force and desire than before!

She pushed me back onto the soft carpet and pinned my hands to the floor with hers and continued to

kiss me deeply while grinding her cock into my belly. She worked her mouth down my body, spending

time on my nipples and belly button before stopping with her face between my legs. The next ten

minutes were spent with her mouth, lips, tongue and hands sending waves of pleasure through my body

as she focused her attention on my cock and balls.

She lifted my knees and had me hold them back and apart, she subtly grabbed a towel and placed it

under me as she began to use her tongue on my back door. I apologized for being rather hairy, but she

assured me that not only didn’t she mind, but that she actually enjoyed it.

Her tongue went a long way to getting me relaxed, loose and lubed. She sat up kneeling and moved

herself into position between my legs, I felt the hot, slippery head of her cock press against my asshole

and I WANTED what was to come. She slowly pressed against my ass as I tried to relax. Bit by bit working

more of her beautiful cock inside. I asked how much and she said she had about three inches in. I told

her to fuck me, please.

She began to gently thrust against me, it was both painful and pleasurable at first, but began to get

more painful. She said she couldn’t get more in, but had an idea if I wanted to try it. I said yes please, I

want you to fuck me!

She slipped out of my ass, straightened my legs and had me roll over on my belly.

I felt her reach for the lube as she straddled my legs and positioned her cock between my ass cheeks.

She lubed herself up and spreading my cheeks, once again placed her cock head against my tender but

eager asshole. As I relaxed, I felt her head “pop” into my ass and continue to slide in, it seemed to go on

forever! I felt inch after inch after inch slide into my ass and IT. WAS. GLORIOUS!

She checked on me, asking how I was doing, I could only reply: “Oh God, fuck me! Fuck me! Fuck me!”

Starting slowly, she slid all the way in, and almost all the way out, her full length sliding through my

asshole, sending shivers through my thighs and up my spine.

Faster I whispered, and faster she went.

Harder, I said, and harder she went!

Deeper I growled, and her hips began to slam into my ass, driving my cock into the floor.

She settled into a rhythm, fast, hard and deep, I could only repeat, “oh gawd!” over and over! Tee began

to make little feminine moans and grunts with every thrust, she wanted to cum, she asked me “where,

where baby?”

I replied, “My ass, cum in my ass!”

With that, she moaned loud and long and slammed into my ass harder and harder, grabbing my hips and

grinding her cock as deep into my ass as she could. I could feel her cock twitching in my asshole, I

wanted to feel her cum squirting inside me, but I could only feel her spasms with my asshole, inside I felt

full of her cock, but nothing else, but it was enough, more than enough.

I think I fell in love with Tee a little bit at that moment. She lay on my back, breathing hard, her cock still

twitching in my ass, getting softer and eventually slipping out. I just lay there, seeing stars and feeling

her breath on my shoulder, her hot sweaty body against mine. I relished the sensation of her cum

beginning to run out of my asshole and down my balls onto the towel.

I was still in a daze when she whispered me to roll over. Her sweaty body slid down mine as I settled

onto my back and as her mouth settled onto my cock.

She sucked on my balls, tasting her cum and laughing softly before holding her hair back with one hand,

my cock with the other and commenced to earnestly blow me. She ensured I could watch her and within

30 seconds, I was groaning for release.

She said “Give it to me! Let me have it all!” in her tiny feminine voice and as I stiffened and my vision

dimmed, she thrust her mouth down onto my cock HARD!

As I stared cumming, I felt my cock painfully hit the back of her throat, and then suddenly slip INTO her

throat!!!

I looked and her head was sideways to my hips, her face pressed hard against them, she pressed her

throat onto my cock over and over in time as I came in gushes. The sensation was intense, the thought

intoxicating, the spectacle, mind blowing!

All too soon, I was done and she withdrew her head, I could unmistakably feel when my cock came back

out of her throat! She gagged one tiny bit, and smiled at me unfazed with a dreamy look in her eyes.

That was out first time together, and definitely not our last.

I had to get back to base. We were instantly comfortable with each other. We both walked through the

house naked (well, she still had her thong on) as she walked me to the bathroom. She wanted to watch

me shower and I gladly let her. She enjoyed watching me get dressed back into my uniform and as we

kissed farewell at her door, I couldn’t resist dropping to my knees to kiss her on her dirty panties,

smelling her cum and my ass as I mashed my face against her soft cock and balls through the damp lace!

I had an open invitation to return any night I had duty; I gladly informed her that I would have it again in

about a month.

Oh yes… Tee was very special to me!