My new Master Rick gave me an assignment the other day, and I'm not sure why he gave it to me, but I did comply with it. Is it a test, part of a training plan unknown to me, or just for his amusement? I'm not sure, but something inside me tells me to do what he instructs. I don't really understand why I can't say no to him.
For those of you who don't know me, I am the author of an ever growing collection of erotic stories involving cross dressing and submission, some even involving pleasuring males of different species. I am indeed a sexy tranny, and have experience in pleasuring men, but have limited experience in submitting to a dominant Master. I live in Wisconsin you see, which is pretty traditional and the men are so polite you practically have to beg them for a spanking to warm up your ass for fucking!
I met Rick through an add I placed in an online dating service for alternative lifestyles. I was immediately attracted to his profile picture which shows his incredibly yummy looking Latin cock. He described himself as tough yet tender at times and as we've corresponded it's been a bit of a bumpy ride I guess. He expects complete obedience and I question his intentions. You know you can want something but when it appears before you it's kinda scary. I wonder if he's really serious about what he plans for me, and just when I think I've pissed him off and won't hear from him again he messages me back with a bit of understanding and patience and we move forward. I think about him a lot, which I'm sure he'll enjoy reading. Yeah dude, you're in my head.
My assignment for this weekend was to get dressed up and go suck strange cock, one each day, and report back to him, and to you, my readers. I pleaded with him for understanding in not being made to cruise a public area in full drag, and he kindly relented, allowing me to wear my frilly things under boy clothes on several conditions. First I was to take a picture and send it to him with my pants pulled down exposing my outfit underneath as proof of my compliance, and secondly, to paint my fingernails a femmy color. I could live with that.
Saturday came and it rained all morning. I dressed for the afternoon in black lingerie, a pretty lace bra, waist cincher and skimpy black panties over a black garter belt and stockings. I took the time to paint my nails a light shade of pink which I hoped wouldn't be hugely obvious and decided since it was overcast I could wear a bit of makeup as well. The foundation I use is almost a perfect match to my skin color and after applying that I put just a trace of blush on my cheeks for a healthy glow. Instead of applying lipstick beforehand I planned to take it with me and apply it just before taking cock between my lips. I do so love the taste of lipstick on cock, don't you? Well I suppose if you're a real man you don't, but this probably did made your dick jump. I sure hope so... giggle!
All femmed up I put on a t shirt and pair of tight jeans and looked in the mirror. I looked like a big sissy with the makeup and my pink nails but after all that's what I am, and I was told to do this! I just don't have the will, I don't think, to resist Master Rick. The shirt was tight enough that if you looked carefully you could make out my bra.
So I grabbed a bottle of poppers, jumped in the car and headed out cruising for dick. It was kind of cloudy and threatening rain and I worried it would hamper my selection of man meat and I was right - there was nobody hanging around this deserted park. I walked around and feeling secure I even took off my t shirt and walked around more with my bra exposed. The breeze off the lake felt great and it was kind of a thrill being out in the open like this in a black satin bra! I got daring and stripped all the way down to my lingerie, got back into my tennies and stepped out from the brush out in the open. There still was no one there and I giggled like a schoolgirl as I walked around a bit in my black frillies...it was quite thrilling! I went back in the brush, got my jeans and T shirt and put them back on, remembering I could get in trouble. It was only a minute or two later that I heard the sound of a vehicle approaching. I stood in the brush and watched as a pickup truck pulled in, way back from the road, and parked. I couldn't see anyone moving so I walked down the beach and past the truck. Inside was a guy but I couldn't tell much about him from my vantage point. As I walked I made sure to put a bit of a wiggle in my walk and went into a grove of trees and waited.
Sure enough it was a guy looking for action! I smiled hoping I would be able to get in his pants and swallow his load, and be able to report it to Master Rick. He walked over real casual like and I nodded at him and he nodded at me. I would guess he was in his thirties, kind of rugged looking, a bit of facial hair and really pretty eyes. He was kind of tall and skinny and I liked following his ass and wondered what it tasted like. He walked past me down a path that winds along the lake shore and is mostly overgrown. I took a turn and there he was, right in front of me, in a small grove of cedars. The way the cedars had grown we were completely surrounded and it was private. He was standing there waiting for me, his pants undone and stroking his cock, which looked pretty big. Yeah, he knew I was a cocksucker.
"Hi! Nice cock!"
"Thanks. Wanna suck it?"
"Yeah man, I sure do!"
I dropped to my knees before him and pulled his pants down to expose a nice eight inch cock, pretty thick and cut. His balls were big too and I thought it was hot that he had shaved all his pubes. I licked the head and it tasted great! He stroked my hair while I took his head in my mouth. God, it was good! It was big and spongy and wet at the tip. I licked up the pre like a kitten and and as I took more down my throat I decided to expose my secret to him. I slowly undid my shirt and pants and let them fall away. He could dig it, or think I was a freak and deny me his cock. Since he was a dude who shaved his pubes I figured he'd dig it, and besides even if he didn't not many guys would walk away from a hot mouth like mine, whether I was in bra and panties or anything else. He noticed my pink nails as I wrapped my fingers around the base of his cock and he took his hand gently rubbed my fingers, letting me know he knew I was painted up for him and that he appreciated it, or at least thought it was hot.
He sighed and his cock just got harder so I pulled out the tube of lipstick from my jeans pocket painted the head of his cock. It was a deep berry color and after painting his cock head I painted my lips. He groaned and pulled my mouth back on his cock and proceeded to fuck my face! His hands were firmly on my head pulling me on and off his dick, fucking my mouth like a pussy. I moaned and tried to take the thick monster but still gagged a little - it was pretty huge! The taste of lipstick on cock was making me dizzy! His dick throbbed in my mouth and I felt him start to cum! I swallowed quickly and I swear he shot about six volleys of cum down my throat as I moaned like a satisfied slut...which I guess is what I was...and am for that matter!
As he softened and I milked his dick, wanting every juicy drop he pulled out suddenly, stuffed himself back in his pants and turned around. I looked up in fear of being caught and sure enough there was a guy watching us. It was a guy I'd seen out here before, an older guy. My new lover disappeared quickly and there I was on my knees in the cedars, my pants down and shirt undone with my lingerie in full view. The guy just smiled at me and walked over to me. I stood up and tried to get myself back together but he stopped me and reached out to grab my breast through the bra.
"You're a hot bitch, aren't you?"
"I can't help it. My new Master made me do this"
"Oh yeah? where is he?"
"He doesn't live around here. I met him online."
"You mean he told you to dress like a slut and suck off guys?"
"Yes, and I'm to report back to him and write about it."
The guy pulled me to him, pinching my nipple. It hurt a bit, but I kinda like that anyway so I played along. I pretended like I didn't like what he was doing but we both know that's not true! He rubbed my panties.
"Is that a dick in there?"
Oh God, how humiliating!
"Yes"
"Let me see it"
I pulled down my panties and he laughed at my small equipment, shaved smooth as a sissy should be. He took my hand and put it on his cock which stuck out of his jeans and while it wasn't huge it was certainly bigger than mine. He reached around to my bottom and poked his finger into my crack and found my hole. I had douched and lubed it up in case the opportunity came along for fucking.
I was told by Master Rick, by the way, that if a man wanted to fuck me to let him do it, and turn no man away.
This guy was kind of rough and to be honest I wasn't really attracted to him. I'd seen him before and could have fooled around with him if I had wanted to, I am sure, but I didn't. He just seemed creepy to me and he still was, yet here he was grabbing my tits with a finger probing my boihole and my hand was around his sticky six inches. I remembered what Master told me and let him use me.
He turned me around and I knew what was in store for me. I bent over and hung onto a tree and spread my legs. I could feel his cock poking me, looking for my hole. I reached back and helped him find it and I grunted as he shoved it inside me. It really hurt at first. There was no tenderness, nothing but him shoving it in me. I opened my hole to let him get deep in me. If I made it easier maybe he would cum quickly and I could get it over with. As he fucked me he grabbed my nipples through my black bra and squeezed. I felt so slutty getting boned like that out in the open, but I tried to accept it. I moaned and urged him on, hoping it would make him shoot quicker, but he had other ideas. He's fuck me for a minute hard, then stop and grab my little dick or something, then start back up again, grinding into me. I guessed he didn't get much ass and since he had a hot one on his cock he was going to make it last. I worried we'd be seen, that my shame would be shared with others, but thankfully no one came around. It took longer than I wanted, and I felt cheap, but thankfully he finally did cum and he pulled out and slapped my ass, telling me he had wanted to fuck my ass for a long time and to tell my Master that I was a hot fuck and he's be seeing me around.
So there you are, Master Rick, a testimonial as to the hotness of my asspussy!
He split and I got it together and got out of there. My jeans were all stained at the knees with mud from kneeling down in the dirt. Tomorrow was another day, and I was supposed to find another cock to service then.
Sunday, a nice sunny day, a good day to hook up! I put on a pair of purple nylon panties that fit real nice and threw on a pair of shorts and a shirt, grabbed a towel and headed for the beach. When I got there it was deserted so I found a nice secluded spot next to a rock where I'd hooked up a few times before, stripped down to my panties and laid on the towel getting some sun. Let the guys come to me!
As I laid there I remembered the threeway I had there, and getting my ass eaten listening to the sound of the water hitting the shore. Great memories!
I was there for quite a while, well over an hour, flipping from back to front, and was on my stomach when I heard a noise and looked up in the sun to see someone standing over me.
"Nice day for a tan!"
"Yeah, sure is!"
"Haven't seen you around for awhile."
I took a good look and recognized the guy as someone I'd fucked around with before. He's a middle aged white guy who travels back and forth to a vacation place up here. He took his towel and spread it out next to me and stripped down to a pair of trunks and laid out. He waited a couple of minutes and then stripped down to a really cool pair of speedos, maybe even a posing strap or something you'd see on the internet. He laid back and spread out, spreading his legs so I could get a good shot of his cock, which was getting hard under the thin royal blue fabric. I knew it wouldn't take long and I'd be in his pants!
I spun around and leaned over him and licked his erection right through his speedos and he moaned and grabbed my head. I remembered he liked getting sucked and fingering my ass so I put myself into position so that he could get his fingers into me while I sucked him. It was so hot, sucking him like that right out in the open. He pulled down my purple panties and slipped first one, then two wet fingers into me and I was happy! He passed his bottle of poppers back and forth between us and we just got lost in pleasure.
I told him about Master Rick and he laughed telling me I was crazy. It seemed to turn him on though and pretty quick he fed me, a nice big load of manjuice. After he came we laid back down and sunned for awhile and he split. I stuck around because the sun felt so nice and I was still hungry for dick.
About a half hour later I must have dozed off but was startled because someone was standing over me checking out my body and probably wondering if I was wearing some European swim suit or if it was really a pair of panties. At any rate it didn't hide much and my little cock was pretty much right on display. Some guys like that it's little, it makes them feel more superior I guess, but if the guy is a true cocksucker he's usually not too interested. Whatever, I don't care.
So this guy was standing over me, an he was kind of old and fat. From my vantage point I could look up his hairy leg and see the biggest pair of balls I'd ever seen...like freakish sized!
He fondled himself and asked if I wanted to get out of the sun and talk with him over under the trees and I said I though it was a good idea.
When we got over there it felt good to be in the shade and my eyes were adjusting from the bright light when he pulled me close to him and kissed me! It was kind of gross, his big sloppy mouth trying to put his tongue down my throat! He rubbed the front of my panties and like a true slut I rubbed the front of his shorts. As soon as I did that he dropped them and I dropped to my knees. I had to see those balls!
Damn they were big! Like a big grapefruit, or a horse or something! I held them in the palm of my hand and started to lick them, which he really liked! His cock wasn't real big, and only three or four inches but fat. I sucked his cock but what I was really interested in were those balls and I wondered how much cum could be inside them! After a few minutes of sucking his dick and licking his balls he started to just ooze cum...runny old man cum. It was gross but I know my place and I kept at it until I thought he was done, pulled off and he was still dripping goo! He was a happy guy, he got blown and stuffed it all back in his shorts and left, thanking me for a good time. I was really kind of disgusted with myself but had a full stomach.
And now I can report back to Master Rick that I completed my assignment, so hopefully he's happy. I didn't know if I would or could complete this assignment, but I did. Guess I really am a submissive slut, huh?