Lessons

[jushorny]

I felt my hole quivering as you rub the dildo, teasing my hole. My cock was jerking as if it might cum at anytime. I felt like I needed to be filled, slowly resisting to where I knew I would succumb.

Your words, sexy yet authoratative letting me know I would have to say it, if I indeed did want it. I would have to beg and describe exactly want it was that I wanted, needed at this moment.

It was when you placed the dildo right at my hole and pushed, just enough to remind me what it would feel like but not enough to get any satisfaction, that I lost it completely.

"Please.............please......yes....fuck..........me........Oh..shit....I ......want it....please..........shove it up.............up...up my hole..........I give...........you won..........just fuck meeeeee..........." My ass wiggling and pushing back against the dildo.

 

[LatinLady]

Please.............please......yes....fuck..........me........Oh..shit....I ......want it....please..........shove it up.............up...up my hole..........I give...........you won..........just fuck meeeeee..........
A slow pleased smile spread across my face as he begged me to fuck his ass. I watched his face turn bright red as he begged me to fill his ass. Slowly, I started pushing into his ass, opening his tight little hole with the dildo. It took some wiggling, but finally the head slipped in and his pucker closed around the shaft. I stopped for a moment, letting him catch his breath and get used to the thickness of the cock.

"mmmmmm feels good doesn't it"

Slowly I began to fuck his ass, sliding back and forth slowly, working my way in deeper and deeper.

"Fuck yourself ... come on ....push back ..." I grabbed his hips, showing him how to set the pace and make the cock slide in and out himself.

 

[jushorny]

I screamed out when you pushed in spreading me open. Fuck it hurt, I did not know if I would be able to do this or not. But, when you got so far in and stopped, letting my hole adjuat I began to lose the feeling of pain.

You began sliding in and out, graabing my head at one point making me look back to watch. My cock was rock hard dripping precum.

I began pushing back tentaively as you requested. The feeling of you fucking me was begining to turn me on more.

"Oh fuck.yessssssss..." I moaned out, "fuck me lady...........fuck me hard....."

 

[LatinLady]

Oh fuck.yessssssss...fuck me lady...........fuck me hard.....

The smile on my face turned into a wide grin. I had done it, I had made this shy pool guy beg me to take his ass. Here he was, my dildo sliding in and out of his ass slowly and he wanted me to fuck him harder. I couldn't deny he was turning me on like crazy. Watching my strap-on slide in and out of his ass was making me crazy. I loved to watch a man beg for it.

"You want it hard eh? How hard sexy?" I could see him straining, pushing, grinding his ass on me. He wanted it so badly and he had behaved so well that I had to give him what he wanted. I began pumping in and out of his ass, a little faster and deeper until I was sliding back and forth all the way in.


'Yesss .....mmmm take it .....oh yeah"

I pumped his ass hard, slamming the dildo in his ass harder and harder in perfect rythm with his thrusting back at me. The strap of the harness was rubbing against my clit, creating friction. I wanted to cum, but I needed something inside me.

"you ... are bing a good boy.... oh yeah look at you take that up your ass ....mmmm so good.... do you want to fuck me? I think you earned it"

 

[jushorny]

I was much better able to withstand the brutal fucking now, pushing my ass back, grinding against you. I was so totally turned on feeling you fuck my virgin ass. It was a feeling I had never felt before.

Moaning out everytime you thrust in deep and hard. I had to hold the headboard to brace myself from your thrusts. I wondered how long you would keep this up, then everytime you hit my special spot, I hoped you would continue for a long time.

Between my moans I heard you ask if I wanted to fuck you, saying I had earned it.

"Yea babe, I sure do wanna fuck you" I moaned in between thrusts.

 

[LatinLady]

I slid my strap-on in and out a few more times for good measure, then slipped out slowly.

"mmmmmmm I have an idea"

I slid off the bed, slipping the harness of me and grabbed the anal plug. He turned around and was lieing on his back so I lifted his legs and inserted the plug, causing him to moan a little.

"I hope you don't mind, I feel like going for a little ride."

I got up on the bed, positioning myself over his throbbing hard cock facing away from him. Slowly, I lowered myself down. I rubbed the head of his cock along the entrance to my pussy before slowly sliding it all the way in. I knew from this position he could see his cock slowly disappearing into my sopping wet pussy as well as I could manipulate the plug in his ass. Slowly, I began sliding myself up and down on his shaft, while my hand played with the plug in his ass, twisting and pulling it. I turned my head for a moment, catching a glimpse of the pleasure on his face..
"How does that feel?"

 

[jushorny]

"Oh damn, that feels great" I moaned out as you played with the plug in my ass and as your pussy spread open for my cock.

"Don't play too much lady, I might not last too long." I squirmed and thrust my hips up, feeling the wetness of your pussy. My hands rubbing your ass as I watched my cock appear and disappear inside of you.

"Yea, lady fuck my cock, you know you want to, fuck it good, take it deep inside."

 

[LatinLady]

He had become very brazen all of a sudden. He was telling me to take it as if he was in control. To tell the truth, after being in control for almost an hour it was nice to have someone take over.

"mmmmm fuck that pussy ..... feels good ..... yeah...."

I bounced up and down on his cock hard and fast, while my hand still twisted and pulled at the plug in his ass. I stopped for a second, reaching over to the night table and pulling out a set of anal beads. I handed them to him, "Know how to work these?"

 

[jushorny]

"Never had the pleasure of using these before, I take it there not for whipping you?"

 

[LatinLady]

I laughed at his nieve comment "Silly boy" I grabbed the lube and spread some on my ass, sliding the first ball in easily.

"You slip these in .. and then ... pull them out at the apropriate time" I wiggled on his cock, and pushed at the anal plug

"You think you can handle that cutie?"

 

[jushorny]

I did as you requested, having difficulyt concentrating with you pussy riding my cock. Your hand playing with the plug in my ass.

I was amazing to see the beads all slip inside oyu.

 

[LatinLady]

It took him a little effort but he managed to get the balls into my ass while I rode him. Once he had the last ball in I started bouncing on him faster and faster. I stopped working the plug in his ass, I wanted to cum before he did and I knew, if I continued massaging his prostate it would be all over.

I rode him hard and fast, slamming myself on top of him intil I could feel an orgasm start to rip through my body

"OH FUCK .... Gonna Cum .... OH SHIT ... Pull them out slow .... UH FUCK ... Cumming now!"

He pulled out the first bead as my pussy started to contract on his cock. I continued slamming myself down on him, as my pussy tightened and loosened on his cock. He pulled out one bead at a time, keeping my orgasm strong.

"OH FUCK ..... AHHHHHHHH YESSSS"

When the last bead popped out, I almost collapsed on him. The sheer pleasure of taking this shy boy and making him enjoy my toys up his ass had made this one of the most intense orgasms in a long time.

I sat there for a moment, enjoying the afterglow and I felt his cock twitch inside me. I looked back and I could see he needed to cum badly.

I got off him, sat next to hom and I grabbed the plug, pushing and twisting it in his ass, while working his cock with my hand.

"Cum for me .... "

 

[jushorny]

Having pushed the beads in, I wondered what else you would be teaching me, what other tricks you knew.

Your pussy was feeling great on my cock. I was amazed at how hard you were riding me. My ass somewhat hurting as it rubbed the sheets, from the spankings you had administered earlier. I hoped you would cum before I did, so I concentrated on the beads, trying not to think about how hot your pussy felt.

Your screaming and yelling turning me on more and letting me know your orgasm was approaching. Slowly pulling the beads out, extending your orgasm as bets I could.

Your juices coating, surrounding my cock. Your hands bracing yourself on my legs, as you recovered, preventing me from thrusting up very well.

You realized my predicament as my cock twitched inside your wet pussy. I moaned as you got off me, I so wanted to continue fucking. I watched as you used one hand to stroke my cock, the other to move the plug still in my ass. I moaned out while spreading my legs. The feelings intensifying.

"Oh fuckkkkkkkkkkkkk..........here it.....comes..........." I yelled out as my body squirmed under your hands, my cock shooting out my load. My cum landing on my abs, chest, even a little hitting my face. Your hand not stopping causing me to continue to shoot more and more.

 

[LatinLady]

I continued to stroke him and push the plug against his prostate. He came and came and came. I giggled and smiled as he bucked under my hands, cumming all over himself. It took some time, but once he stopped I could see the sweat all over him, mixed with the cum all over his stomach and chest, which was heaving from breathing so hard.

"That ... was fun" I leaned down, licking his cock, cleaning the cum from it with my mouth.

"mmm yumm"

I worked my way up, licking and sucking him clean. From his abs, to his chest and all the way up to his face, I cleaned and sucked before finally finding his mouth and kissing him, letting him taste what I had been tasting

 

[jushorny]

I couldn't keep my body from bucking and squirming as you kept stroking the cum out of me.

When I finally stopped shooting, I was coated with my own sweat and cum. You tongue immediately beginning to clean me up, first licking my sensitive cock and then working your way up my body.

My breathing was returning to normal by the time you reached my face. You leaned in to kiss me. Making sure I got a taste of my own cum. I wrapped my arms around you as you stretched out on top of me, feeding your tongue to my mouth.

 

[LatinLady]

I laid on top of him, kissing him for a bit, letting out tongues play .

I propped my elbows on either side of his head and looked into his eyes.

"So ..... be honest. Was it what you expected?"

 

[jushorny]

.

 

[jushorny]

We laid there a moment and while we did, my mind was slowly realizing just what I had said. I only knew this lady a short while, given what she had already done to me, I oculd begin to imagine what else she might come up with.

I started to back track, hoping.............
"You, uh, know, I am typically not submissive like this. Something must have gotten into me this morning. I really don't think this is something I would want to do often, or even anymore."

As I began to shift my body to slide out from under you...........
"I, ah, think I should be on my way now."

 

[LatinLady]

I was surprised and pleased by his honesty. I didn't think he would open up like that ... it caught me a little off guard and I blushed for a moment when our eyes met.

"Well .. I'm glad for that" I ran my hands through his hair admiring his face. "by the way, the name is Roxanne .... don't think I caught yours"

 

[jushorny]

.

 

[jushorny]

We laid there a moment and while we did, my mind was slowly realizing just what I had said. I only knew this lady a short while, given what she had already done to me, I oculd begin to imagine what else she might come up with.

I started to back track, hoping.............
"You, uh, know, I am typically not submissive like this. Something must have gotten into me this morning. I really don't think this is something I would want to do often, or even anymore."

As I began to shift my body to slide out from under you...........
"I, ah, think I should be on my way now."

 

[LatinLady]

I got a wicked idea since he said I could do anything I wanted to.

"First things first .... I am going to call your office and request you become my pool guy from now on. Then this way I can see you every week. I will schedule you late in the afternoon I am your last stop. " I smiled down at him.

"However, in order to do that .... I need your name cutie"

 

[jushorny]

"Uh my name is Brian, but uh Roxanne, I'm not really sure you should do that. I mean, pretty much anyone can clean a pool, they won't believe you when you call. I could get into trouble. And what if the regular guy found out."

I was beginning to get a little nervous again.

 

[LatinLady]

I laughed, depositing a small kiss on his lips.

"The regular guy .... don't you worry about him. I will have my friend Janet request him for the same day I am requesting you. He prefers things I don't like, that Janet will be happy to do. As far as you getting in trouble Brian .... the owner of your establishment, just so happends to be a ...shall we say ... friend ... of mine. So don't you worry about a thing. That is ... unless you don't want to.. which would mean I would have to tie you up and force you to stay another hour."

I smiled.

 

[jushorny]

My mind was now reeling. The owner was a friend of yours, oh shit. I felt the need to get back to my girl, you know, have the sex we always had, the normal stuff, she sucks me, I eat her out, we fuck, all this stuff was weirding me out.

But, then again, I obviously had been very turned on by it all. I came more than I ever had come and it felt like never before. I had to be truthful to myself knowing I did like the dildo inside of me.

If I try to leave now, would she tell my boss that i did a lousy job? Would she force me to do more weird stuff? What other things might she come up with? Would she threaten to tell my boss what I just did?

I laid there, one hand on my forehead, the other slowly traveling across your body. Feeling your skin, its silkiness. Trying and not being able to clear my mind to even answer you.