Sissies Love Truckers Ch. 02

Note: everyone depicted in this story are over 18 years of age.

As I was driving up the highway from the rest stop where a hairy trucker had just fucked me in the sleeper cab of his big rig, My horny sissy hormones were raging. I'm not sure if it's dopamine, adrenaline or what. To me it might as well be estrogen, I was on such a sissy high. The girly feels were coursing through me. The kind of feelings where you can't even make your body act like a man if you wanted to. Driving with my knees together, off to one side and my back arched so hard that my sissy panties were barely touching the seat.

My original plan was to head into the city and get a hotel room near the adult theatre. But, it was getting late and I was ready to settle into a room and get all dressed up pretty. Besides, I also had thought I might stay close to that highway rest area as I had heard that a sissy like me could find an admirer or two hanging around.

So a few miles up the road was a little town off of the interstate with a few hotels, fast food places etc. But, this town is conservative and a sissy like me, dressed and out in public would be a sight in which they might not be accustomed.

I pulled into the motel, the one that always leaves the light on for you. I got myself checked in without making too much of a spectacle. The man working the front desk did seem to give a me a bit of a raised eyebrow after seeing me in my little pink and white short, shorts and women's sandals.

When I got to my room I hopped in the shower to freshen up and decided that I would keep it simple with my attire while visiting this little country town. I will probably have better luck catching the right man's eye with my highly effeminate sissy look.

The motel had a pool that was right outside my room so thought I might go for a stroll to the soda machine and maybe sit by the pool for a few mins. I rubbed body lotion over my freshly shaved legs and slid on my white french cut bikini bottoms, a pair of cut off short, shorts. I love the way the fringe of the shorts feels against my skin when pulling them up into my ass cheeks. I went ahead and put on the bikini top and a white tank top over that. I really wanted to slip my C cup breast inserts into my bikini top, but thought I would see how it goes and not draw too much attention to my sissy self!

I put on light make up, just some eyeliner, a touch of mascara and some natural toned lip gloss. Slipped into my little pink sandals and out of my room.

Most the rooms, both first and second floor, face in towards the pool in a U shape. The pool was fenced with the gate on the opposite end of the pool so I strolled down towards the soda machine. There was not a lot of activity outside. I saw a few folks making their way up the stairs or down the side walk to their rooms. I heard some doors closing and everything was pretty calm. I reached the gate to pool, fumbled with latch and made my way to one of the lounge chairs.

It was night time, so tanning wasn't going to happen. My plan was to leave my shorts on. But, as I got to that chair, my little horny, exhibitionist, sissy emotions took over and I unbuttoned my shorts and let them fall to the ground. There I was for all to see in my bikini. I wondered just how many men could be looking at me out of all of those windows surrounding me.

If a hot man or two was watching me, would they notice just how my flat hairless, tanned stomach flows seamlessly into a flat patch of bikini. My goodness these bikini bottoms are great for tucking away my little clitty! But alas as I glanced around, these men, whose eyes I imagined were all over me, did not materialize and I seemed to be all alone out there on a Friday night.

I sat at the edge of the pool and dangled my feet in the water for while, drank my soda and took in the silent night air. As I laid back down on the chaise lounge, I heard the rumble of a truck in the parking lot. Seemingly drunk male voices were getting louder as they got closer. Walking right down the sidewalk adjacent to the pool fence was three Cowboys, hats and all. I sat still on the lounge chair as I heard them and their rolling suitcases pass by. "Did you see her," the first man said.

"I am not sure, but that might have been a dude," the second man replied.

"All I saw was legs and a bikini, sure didn't look like no dude to me," the first man quipped back. Then the voices faded off and I heard the door to their room shut.

I thought maybe I was pushing my luck here in cowboy town. I was getting a little chilly anyway so I decided I needed to head back to my room and formulate plan B for finding some company for tonight.

I tossed my soda can in the trash, adjusted my bikini just so, pulled those little shorts up into my my ass crack just like I like them.

As I spun around to walk towards the gate and right above me leaning on the rail of the second floor was a man. He was wearing cowboy boots and wrangler jeans. He even had the big belt buckle. He was around 50, salt and pepper hair with a mustache. That stash looked to be the stiffest, manliest bristly mustache I had ever seen. He looked like a gentleman and certainly not the same kind of cowboy those ruffians that had just stumbled by.

As He and I made eye contact, He raised one corner of his mouth in a confused smile and lifted his hand with a slight wave. I waved back then girlishly wiggled my way back to my room not knowing what to think of that encounter.

Back in my room working on plan b for the evening. I had decided to increase the slut level a little bit. I was looking through my clothes deciding what to wear when the hotel room phone rang. Oh great, I thought, it's probably the front desk with a complaint or something about me at the pool. I answered the phone and the caller did not speak and after a few seconds they hung up. Oh well, I went back to getting dressed. I thought I might go for a drive. Maybe head back to that rest area in my slutty attire.

I put on a lacy black bra with large silicone breast inserts and pulled on a tight spaghetti strap tank top. I worked the fit just so, then put on more make up. I put on my matching black panties, garter belt and thigh highs. I was trying to figure out which way the zipper on my black leather mini skirt was supposed to face when suddenly the hotel room phone rang again. This time he spoke.

"Hello there...uh.. sorry I don't know your name," The man said in a slighty southern accent.

"I like to be called Jenny," I explained to the gentleman.

"Well Jenny, My name is Jake, I believe we just waved to one another outside," he said with the inflection of a question.

"Yes Sir, I believe we did," I replied in my girliest flirt voice.

"Well...I guess.. I was wondering if you might like to have some company tonight? I could come down for a visit if you like," He said.

"Oh Yes! I would very much like that Jake!" I replied with giddiness. "Please come on down."

With that we hung up and my sissy hormone meter went wild again, My mouth was watering just thinking about this big country boys cock. I couldn't wait

I checked myself in the mirror and applied another coating of pink lipstick. There I was with high heels, black stockings and panties. My breast were on point, literally, the nips on those breast inserts were looking great through the thin fabric of that top. The way the lace showed through was so slutty. I decided I wasn't gonna bother with the mini skirt. Let's just get right to the point why don't we. I know what this man wants, these guys are all the same. There are some things a real man can't ever even imagine them selves doing right up until they see how feminine we sissies are. Then, they can't think of anything but feeding us their load.

He knocked at the door and I opened it. There he stood. He's had a bottle of whiskey and a bucket of ice. "I hope you don't mind I brought drinks," Jake devilishly said

"Of course I don't mind, come on in," I said

Jake stepped inside and closed the door behind himself without taking his eyes off of me. Jake looked me up and down and said, "Wow! You look even better than you did out at the pool."

"Well thank you Jake, I was wondering if I was gonna find a man to appreciate me tonight. I'm so glad you called."

Jake asked if I minded if he took off his boots and I, of course, answered for him to please make himself comfortable

In a playful flirty tone I pointed at my black high heels and said, "Would you like for me to take my shoes off too?"

"Oh no ma'am please leave your shoes on, I very much like your shoes on," Jake playfully responded.

I giggled at his response, as Jake kicked his boots off and pulled his belt off as well. The slapping noise his belt made as he pulled it through the loops sent shivers through me. I have never been that girl that is way into spankings or BDSM. But in that moment, for some reason, I was so turned on by that belt. My ass was wiggling uncontrollably and my boi pussy pulsing.

Jake asked for me to grab some cups as he sat down in the pleather rolling chair at the table. When I returned with the cups, I very unnecessarily leaned over him, bracing my self on his shoulder, lifting one of my sissy legs as I leaned into him to set the cups on the table. I of course commented on his muscular shoulder as I did so.

Jake dropped a couple of cubes of ice in each glass and poured a little whiskey into each.

Jake was obviously a real man, the kind that sissies like me were born to please and I was tailor made take care of his sexual needs. Jake handed me the whisky as I sat on the edge of the bed in a seductive pose. I took a sip and I looked at my lipstick on the rim of the cup as I sat it back towards the table. With this I was reminded of what this sissy needed to do for the man sitting across from her.

I dropped down in between his legs. I was rubbing his legs, untucking and feeling under his shirt. When I reached for the button of his jeans and was fumbling to get his tight wranglers unbuttoned, I suddenly felt his finger under my chin, moving my eyes to meet his, "Hey Darlin, Why don't you let me stand up and I will get undressed for You," Jake said.

With that, I was on back my feet, rubbing my clitty through my panties, so turned on by the sight of this man calmly but efficiently stripping off his clothes. Folding and hanging them over the chair. He was a beautiful rugged specimen of real man, his cock was vary large but not quite fully erect. Jake took a firm feel of my ass through my lacy black panties as he moved by me to lay back on the bed.

With his arms up and hands behind his head, He didn't have to say a word. I knew it was time for me to get to work doing what I was born to do. Please him.

I stood at the end of the bed, feeling his hairy legs as I leaned forward and worked my way up to get my tongue licking his musky manhood. I licked his cock from balls to tip and back again until he was rock hard and letting out little moans before stopping himself. His big rough hand squeezed my feminine bicep and I knew this meant it was time for me to take him in my mouth. Jake let out a sigh and a moan as my wet mouth fully engulfed his raging cock. I moved slowly up and down, sucking his cock. Jake's hips started moving in perfect unison. His hips moving up wards as my mouth moved slowly downward. Every couple of strokes, Jake would give a little extra push to get his mushroom head into my throat. I perfectly timed one of his thrusts with some extra downward pressure of my own, my nose was buried in his pubic hair and his cock was fully down my throat. I held it there as long as I could as Jakes hands were now on the back of my head. i continued working my mouth on his hot cock for 10 or 15 minutes. I knew by the way his cock was stiffening and the head flaring and rigid, that if we went to fast he would cum.

Jake then pulled me away, sat me up on my knees, my back to the head board he stood on the bed and put his cock in my mouth, holding the back of my head and fucking my throat while he reached down fondling my breasts. After a minute or so of this rough throat fucking, Jake must have gotten other ideas. He pulled me forward like a cowboy with newborn calf. He jammed his hand down my panties and started feeling for my pink boi pussy. Sensing his inexperience with gurls like me I said, "Jake if you wanna fuck me, let me grab some lube"

"Yea, seeing as this is new territory for me, why don't you get on top and get us started,"Jake said.

"My pleasure," I squealed

Jake flopped down on his back in the same position as before, his hands behind head ready for pleasure!

I flittered across the room like a fairy in heat and grabbed the lube from my bag. With a generous amount in my hand, I climbed onto the bed and was glad to find Jakes big cock was still rock hard and ready to ride. I slathered his cock with generous amounts of lube as I swung a leg over his body. I reached back pulled my panties aside and dabbed my hole with a little lube before lowering my self down his shaft. Jake moaned. "Hell yes, that feels great," He said as I squeezed my little boi pussy on his hard cock. pulsing on it as I rocked back and forth with my back arched and one hand on his hairy chest. Jakes cock felt amazing inside of me, my clitty was oozing in my panties with precum

About the time I had his cock hitting my P spot just right Jake looked at me smiled. "Ok I think I got the hang of it now, my turn on top," Jake said breathily as I was grinding his cock deep inside my boi pussy.

Of course I am here to please, no sooner had I pulled off of him and trying to get turned, Jake had grabbed me from behind as I was on all fours. He pulled me the to edge of the bed and with a little poking and searching he found his way back inside me. This rough cowboy was not shy about what his mission was. He was obviously going to pound my pussy hard until he shot his load. I could feel his balls slapping against my inner thighs. I could feel my release building. Jake had one of his big hands on my bra and chest and the other hand inside my garter belt pulling on my hip. He probably only pumped 20 to 30 times before his body got rigid, he let out a grunt and slammed his stiff rod into me as deep as he could. Jake unloaded in me the biggest wettest load of sloppy cum I had ever felt.

After he pulled his cock out of my hole, I collapsed on the bed. My painties were soaked from an intense orgasm. I watched him as he sat down in the chair, took a few minutes to finish his drink then got dressed.

"Thank you Miss Jenny," He said as he walked out the door.

I was so relaxed that I was fading and fell asleep not long after Jake left the room

I woke up the next morning way too early, and to the sound of those rowdy cowboys making way too much noise at the pool! Oh my, What, will the rest of my sissy weekend bring!