Doin’ the Boss’s Secretary
The boss’s secretary invites her co-worker for a little morning tryst.
Lisa is my boss’s very lovely secretary. She is so beautiful that most of the guys have hit upon her at one time or another. But I never really did because I sensed that it irritated her to have everyone chasing after her willy-nilly. However, I was in her office rather often whenever I had to consult with Mr. Miller on the progress of various projects. Sometimes we’d have a little time to talk if he was busy right then, and our conversations even had a few good natured sexual innuendos thrown in for good measure. But both of us knew that we weren’t serious … She claimed that she had a steady boyfriend and, at the time, I was engaged to be married.
Then one day my world collapsed. My fiancé broke off the engagement and even moved out of state to be with some big-dicked clown that she had met on the Internet. The next day, Lisa quickly noticed my sudden change in my demeanor and asked me about it. At first I didn’t want to talk but she finally dragged out of me what had happened. She was very understanding and over the next few days, even helped me to get over some of the hurt. During our heart-wrenching conversations we hugged a few times and I remember the feeling of her big tits pressed against me and her body felt so good against mine. Little did I know that she was going through a similar trial in her own life during that same time.
A couple of months later, it is Casual Friday so most of us are wearing jeans and tee-shirts rather than our usual dress attire. Everyone is in a jovial good mood because we had just landed a big five-year contract that we had all worked really hard on. Mr. Miller had brought several dozen doughnuts and other pastries into the conference room and we are all standing around drinking coffee, eating doughnuts and talking excitedly about the future of the company.
Lisa is standing a few feet away from me with her back to most of the crowd and she has an uneaten doughnut in her hand. Suddenly, while looking straight at me, she sets down her coffee cup and runs her middle finger through the hole in the doughnut several times like she was fucking it. Then she raises her eyebrows like she’s asking a question with her eyes. I just think that she’s being a big tease so I just shrug my shoulders like I don’t understand. After looking around to make sure that no one else is paying any attention to her, she clarifies her non-verbal question. She points to me and then to herself and then runs her finger through the doughnut hole again and mouths the word, “now.”
“Right now?” I mouth back. She nods her head ‘yes’ and then jerks her head toward the door. Although I’m rather surprised, I’m thinking, ‘What the hell, why not?’ I nod my head also and she makes her way toward the door. Although no one would probably question the fact that we left together because we work together all the time, I hang back for about thirty seconds just in case.
When I catch up to her in the hallway, she says, “I thought that maybe you weren’t coming.”
“I didn’t want to make it too obvious that we were leaving together. What’s up?”
She is blunt and to the point. “I’m horny as hell. Do you want to fuck me?” I’m shocked because I’ve never heard her cuss before, much less use the ‘F’ word.
I stop in mid-stride and look at her nearly dumbfounded. “What about Darrell?” I inquire about her steady boyfriend.
He’s long gone …… it’s a long story. I’ll tell you sometime.”
Then I ask a little incredulously, “Are you sure?”
“Yes, I’m sure, C’mon … let’s go before someone sees us.”
Now, bear in mind that Lisa is an absolute knock-out and she could have any guy that she wants. Overall, she is rather slim, but she has big tits, probably DD or bigger. Her legs are long and shapely and her firm heart-shaped ass is to die for! She is very good at her job, but some have claimed that Mr. Miller only hired her for her looks. Although she is generally dressed to the nines, she is dressed down today for Casual Friday. She’s got on a pair of skin-tight jeans, Western style boots and a Western style shirt that snaps down the front. Her big tits push out the front of the shirt so that there are gaps in it that show off some of her bra and her tit flesh, especial at the angle that I am beside her left side. Her long blond hair that she normally wears down is up in a pony tail today to add to the Western look.
Quickly she takes me down a seldom used hallway to a room that I’ve never been in before. She flicks on the light and I see that there are some old filing cabinets in here and a big long table down the middle with a couple of chairs. I’m nearly shaking with excitement while she closes and locks the door and even puts the back of a chair underneath the doorknob, jamming it in place. She explains, “I don’t really know who else might have a key to this room.”
Then she turns to me and grasps the sides of her shirt and quickly unsnaps it all the way. Her big tits are barely contained in a demi-bra that lets part of her large areolas show above it. She grabs my hands in hers and places them on her tits. “I’ve wanted to feel your big hands on my tits for a long time, Ron … squeeze them and play with them.” Although I’m still surprised and quite frankly a bit overwhelmed, I don’t miss out on the opportunity to gently maul her tits with my hands. While I’m doing that, she reaches behind her and unfastens her bra. She pulls the straps off of her shoulders and says, “Let it drop, Ron.” I take my hands off and let the garment fall to the floor before laying my hands on her bare tits and squeezing them. She surprises me when she says, “You can do more than that, Ron. Squeeze them harder … I like my tits treated rough.”
I squeeze them harder and pinch her hard nipples with increasing force. After a couple of minutes, I take a chance and slap one of them. “Oohh fuck yeah, Ron, slap my slutty tits!!” I’m surprised at her choice of words. But taking her at her word, I begin slapping them harder, making them bounce around. I see pink marks appearing on them and I’m afraid of doing it too hard until she says, “Oh yeah, just like that!! Slap them harder!!” I’m really shocked since I’ve never abused a woman’s tits like this!!” While I’m slapping them and pinching her nipples, I notice that she has unfastened the front of her jeans and she has her hand inside of them and also inside of her skimpy pink panties. She is obviously rubbing her pussy. I do a couple of hard smacks to her tits from underneath, making her big jugs bounce up and fall back down.
Suddenly she starts trembling and there is an explosive exhale that comes out of her mouth followed by some loud moaning. She almost acts like she’s going to fall so I grasp her shoulders and hang onto them. Other than her shaking, she is motionless for a long minute or two. Finally she says, “Oh fuck, that was intense!! Nobody has done my tits like that!!”
“I guess that that is a good thing?” I ask.
She pulls her hand out from underneath her panties and her fingers are wet. She puts them to her lips and sucks them clean before saying, “Yes, that’s a VERY good thing!!” A moment later she drops to her knees and starts unfastening my pants and pulling them down while saying, “Now for your reward! Then she pulls my underwear down so that my cock pops out to stick straight out at her, nearly slapping her in the face. She seems mesmerized by it. Finally she says, “Oh, my gaaawwd!! You’ve been hiding this huge thing from me all this time?”
“I wasn’t hiding it ……” I start to say but then I moan when she wraps her lips around the crown and starts sucking on it. From then on, she is like a woman possessed, she starts sucking on my cock like there was no tomorrow!! To say that she is an excellent cock sucker is an understatement! She absolutely makes love to and even worships my cock and balls. Several times she takes my cock out of her mouth and uses her hand to stroke it while she sucks my balls one at a time into her mouth. Most of the time, she is even looking up at me while she’s doing it.
Then when she puts my cock back into her mouth, she places her hands on my ass cheeks and uses them to pull me toward her, shoving my cock deeper into her mouth until she gags. But she doesn’t stop there … she pushes even deeper. On a whim, I reach down and grasp her ponytail at the base. She stops and looks up at me to give me the slightest nod of her head in approval. I start controlling her head, pushing her mouth down on my cock until she gags and then holding her there for just a moment before pulling it back. Each time that I shove it deep into her mouth she pulls on my ass little harder with her hands like she wants more.
Taking a chance I push a little harder and a little deeper. She retches a little, but doesn’t push back. The back of her throat is very tight around the head of my cock as it tries to push the intruder out. I can’t really believe what I am doing right now with my boss’s secretary … fucking her beautiful face!! She is still looking up at me, her eyes watering, her mascara running down her cheeks. I start fucking her face a little more forcefully, pushing my cock deeper and deeper until suddenly I feel it ‘pop’ around the corner and down her throat!!
I massage her throat for a couple of moments until I feel that she needs to breathe and then I pull her head back. She gasps in a few lungfuls of air while stringy saliva drips off of my cock onto her tits and the floor. “Was that okay?” I ask. She nods her head ‘Yes’ several times. I notice that once again she has her hand down the front of her unfastened pants. Once she somewhat gets her breath I go back to fucking her mouth, pushing my cock deep down her throat each time. A few minutes later I holler out, “I’m gonna cum!!!” without thinking that someone could possibly be outside the door listening.
Surprisingly she pulls on my ass and shoves my cock even deeper down her throat at my announcement. Her lips are wrapped around the very root of my cock while it pulses. Amazingly the first spurt of cum goes straight down her esophagus. Her body starts shaking just at that instant with her own orgasm. Realizing her need to breathe, I jerk her head back, intending to shoot the rest into her hot mouth, but she has other ideas. She pulls all the way back and begins stroking my cock with her free hand, shooting the rest of my gooey white cum all over her lovely face and tits. I am shocked to say the least!!
I am quiet while I catch my breath and stare down at her cum covered face and tits. Then I finally say, “WOW!! FUCKING WOW!!”
“I thought that you would like that,” she says with a big smile while she scoops up some of my gooey cum off of her face and licks her fingers clean.
“I can’t believe that I just shot my hot cum all over my boss’s secretary!” I say with my own smile. I reach down and help her to her feet. “But now it’s your turn!” I lean down and push her pants and panties down to the tops of her boots so that her smooth shaved pussy comes into view. “Oooooo, I love your shaved pussy, Lisa!!” I compliment.
“Do you want me to take my boots off?” she asks.
“No, not at the moment,” I answer. “Hop up on the table.”
She obeys and I lift her legs upward while I spread her knees apart to reveal more of her bare pussy. “Fuck me Ron!” she requests.
“Not yet! I’ve got to do something else to do first. Grab your pants and hold your legs up. And don’t let go!” I grab the other chair and sit down between her legs. Then I tease her a little by kissing up and down her inner thighs. I know that she can feel my warm breath on her pussy as I pass by it.
“Oh yes, Ron; eat my pussy ………PLEASE??” she begs as she tries to lift her hips up to meet my mouth. I finally relent and dive into her pussy and do my own form of worship on it … kissing, licking and sucking on her most private parts until she’s lifting her hips for more. It does my heart good when she puts her hand on my head and even grasps a handful of my hair while I’m worshipping her cunt. I lick her slit from back to front and even slide down and lick her puckered asshole a couple of times. I tongue fuck her and then slip upward and start sucking on her clit while I slip two fingers into her needy cunt and twist them around so that I can rub them against her G-spot. She screams and cums right then … squirting her cum hot delicious all over my face and chest. However, she doesn’t let my head go so I keep eating her pussy until she cums twice more. Only then does she finally push my head away saying, “Please stop, it’s too sensitive!”
My cock is hard again already so I rise up to standing position and place the head of it in between her wet puffy pussy lips. She begs me once more, “Yeah, Ron; fuck me with that big cock!!” I tease her for just a moment and then start pushing my rock hard cock inside her warm, wet pussy. Then, on a whim, I grab her thighs and shove my manhood inside of her in one long stroke. She screams and cums almost immediately from the sudden intrusion. “Oh fuck, your cock is so big!! I feel so fuckin’ full!!” she hollers. I start fucking her so hard that she is sliding across the table with each stroke and I have to keep pulling her back. “FUCK ME, RON!! FUCK ME!!!” she screams out. “POUND MY FUCKING PUSSY!! USE ME, DAMN IT!!”
Even though I wonder about her last sentence, I naturally obey her begging. By now I am fucking her so hard that my balls are slapping hard against her puckered asshole which is soaking wet with her juices. I reach around her thighs and slap her big tits while I’m fucking her. This causes her to have another huge orgasm which makes her already tight pussy tighten even more around my cock … almost uncomfortably. It’s only a couple more minutes later that I holler, “I’m gonna cum soon!!”
“Fuck Yeah!! Cum inside me, Ron!!” Fill me with your hot fuckin’ cum!!”
That request sends me over the top. “AAAARRRRGGGGHHHH!!!” I holler as my cock begins spurting deep inside her womb, bathing her cervix in hot cum.
“OOHH FUCK YEAH!! FILL ME WITH CUM!! I want to feel you dripping out of me all day!!!” I nearly lose control as I pump her full of my second jizz load of the day. When I am done unloading inside of her, I use her legs to hold myself up since my legs feel like rubber. “Oh fuck, Ron; that was wonderful!!” she exclaims when she can finally speak again.
“Yeah, it sure was!!” I agree while I help her off of the table. My white gooey cum is dripping out of her pussy as she pulls up her panties and finally her pants. I hand her the previously discarded bra and I’m surprised when she doesn’t even clean my dried cum off of her tits before putting it on. Once she is dressed I softly tell her, “You’d better stop by the restroom on the way back to your desk, your mascara has run down your face and it’s a mess.”
“Yes, I know. But I do wish that we had more time; I really want you in my ass too.” Then she drops to her knees again and begins licking my cum-covered cock, cleaning it, which totally surprises me.
“Do What?” I ask in astonishment.
She takes her mouth off of my cock long enough to reply, “Yeah, I like anal too … hard anal. And I loved it when you licked my asshole; that was hot!! Maybe we can do it sometime later.” She then finishes cleaning my cock before helping me to pull up my pants.
“Yeah, sure, I’d like that!” I say and I even feel a rumble in my groin at the thought. I wonder what our future will actually bring … or is she just a big tease?
We leave the room separately and I find out that we fucked all the way up to lunchtime! It is a good thing that not many people are here because then no one sees how disheveled we are as we make our way to our respective restrooms for some clean up. When I return to my desk the only thing that I can think of is what happened this morning. I’m still blown away!!
Just before leaving for the day Lisa drops by my desk and softly asks, “Are you still ready to take my ass?” Still not quite believing my luck, I quietly answer in the affirmative. She then gives me a folded up slip of paper with her address and her phone number on it. “Give me until about seven and then come on over. I’ll have some dinner for us and I’ll be ready for you.”
“Alright, it’s a deal! Did Mr. Miller say anything about you not being at your desk all morning?”
“Yeah, he kind of grumbled about it for a little bit but I gave him a good blowjob and swallowed all of his cum so he is okay with it.”
I raise my eyebrows and then smile while I imagine Lisa kneeling between old Mr. Millers legs sucking him off. “I’ll be there at seven!” I say while pocketing the paper with her address on it.
I go home and shower and also pack a little overnight bag with some essentials in case she asks me to spend the night … or the weekend. When I arrive at her house promptly at 7 and ring the doorbell, I’m surprised when it talks back to me in her voice. “C’mon in, Ron, the door is open.”
After I walk in, I realize why she didn’t want to answer the door in person. She’s wearing only a silky baby-doll negligee that is nearly transparent. In fact, I can easily see her areolas and nipples clearly through the thin fabric. She walks up and hugs me briefly and then hands me what looks like a pair or red silk boxer shorts. “Here change into these and then come into the kitchen.”
“You want me only wearing these?” I ask.
“Yes, only those … we girls also like to see that you guys are aroused just like you like to see our arousal by looking at our wet panties or pussies.” I couldn’t really argue with that logic so I go into the guest room that she points out and change into the silky boxers. My already hard cock is making a big tent in them and I’m a little embarrassed by that until I remember her statement.
When I walk into the kitchen she says, “Mmmmmm, I really like what I see!” She comes over and cops a quick feel before she starts to move away. But I catch her arm and pull her back to me. Grasping a handful of her long blond hair, I hold her head in place while I place my lips over hers and give her a passionate soul-searching kiss. She seems to melt in my arms. A few minutes later the oven timer goes off and she breaks the kiss enough to say breathlessly, “I’ve got … to get dinner … out of the oven.”
I let her go and she takes a piping hot pan of lasagna out of the oven and sets it on a cooling rack. “It smells delicious!” I say. “Just like you!” I see her blush a little.
“Before we eat, I want to show you something,” she says. She leans over, which pulls the negligee up over her lovely ass, and she pulls down her skimpy panties just enough for me to see that there is a sparkling round ruby colored jewel where her asshole should be. “Just to let you know that I have prepared my ass for you,” she says as an explanation. “I’ve given myself an enema and then plugged my ass, just for you!”
“MMMmmmmm, Very lovely!” I say, rolling the ‘r’ for effect. “I have to admit that I feel very flattered that you would do that for me.”
“It’s my pleasure,” she says and I wonder if she gets turned from having an enema.
She serves up the food and we sit down to eat. While we are eating, I can’t help but watch her big tits swaying back and forth underneath the baby-doll. Her hard nipples are poking out through the thin material, almost looking like they could cut through it. My cock is very hard and making a tent in the boxers from the thoughts of fucking this lovely girl’s ass. I tell her, “I can’t say that I have ever had the pleasure of eating dinner in boxers before while staring at a lovely lady wearing almost nothing.”
“Likewise, not many men are willing to sit across from a nearly naked woman wearing only boxers. Thank you for being man enough to go along with me on that. Now I only wish that I had a glass topped table so that I could get a good view too!”
I chuckle and say, “All you’d see is a big tent!”
She chuckles, “Yeah, but to have a big tent … you’ve got to have a big tent pole!”
“You have a point there,” I say while my face feels warm from a tinge of embarrassment. I’m done with my meal so I decide to give her the view that she desires. I rise up and walk around to stand beside her with my cock making a huge tent in the boxer shorts. “Is this the view that you wanted to see?” I ask.
“Damn, I love your cock!!” she says while she reaches out and grabs it. “And look at the big wet spot! You’re excited aren’t you?”
“Hell yeah, I am! It’s not often that I get invited to fuck a girl’s ass!!” She pulls out the waistband of the boxers and looks inside them at my hard cock and then she pulls it free of my pole and lets the garment drop around my ankles. Then she swivels the chair around so that she is facing me and lowers her head so that she can take me into her mouth. As her lips slide down my shaft, I can’t help but moan.
I grasp her ponytail at the root and use my firm grip there to start controlling her head … fucking her soft, warm mouth with my big cock. She is moaning around my pole as it slides in and out of her mouth. After a minute or two, I start pushing deeper. She gags, but she doesn’t resist. A few strokes later, my cock pops around the corner and down her tight throat. As I pull back, stringy saliva drips down off of my cock onto the tile floor. I do this several times, but have to pull her completely off to keep from cumming down her tight throat.
She is breathing hard but she says, “You know what, Ron? I LOVE it when you USE ME like this!!”
Still wondering about the ‘use me’ portion of her statement, I reply, “Yeah, you are so lovely when my cock slides down your throat!”
She starts to pick up the dishes and in spite of her protests, I help her, not bothering to pull up the boxers, but instead just stepping out of them so that my hard cock is on full display. When everything is loaded into the dishwasher, I say, “Lead me to your bedroom.” She starts to walk away, but I say, “No wait! I want you to crawl to the bedroom. I want to watch your plugged ass while you go. Take your panties off too.”
She stares at me with a look of shock and her face flushes. I can’t tell if it is from embarrassment or arousal. But that look stays on her face for a very long moment and I wonder if I had just crossed the line. Then she smiles and says, “Yes Sir,” before she pulls her miniscule panties down, making a big show of leaning over right in front of me and showing off her lovely plugged ass. Then she obediently drops down on all fours and heads off down the hallway toward her bedroom.
I’m really not sure where the ‘Sir’ came from, but I like it. She had never called me anything but Ron before. When we arrive in her bedroom, I take in the big king-size four-poster bed that dominates the room. I ask, “How do you want me to ‘take’ your ass?”
In an almost reverent tone, she replies, “It’s your choice, Sir. ‘Take’ it however you want.”
Not quite believing my luck, I say, “Get in the middle of the bed on your knees with your shoulders down on the bed, ass high in the air, legs spread. Oh, and take off the negligee too. I want to see you completely naked.”
“Yes Sir,” she says as she unties the little bow on the front of her lingerie and slips it off.
“Stand up … let me look at you first.” I take in all of her loveliness … her big tits … her perfect ass … and her long legs. “You are so damn beautiful, Lisa!!” I compliment.
She gets into position and I crawl up behind her, taking in her lovely assets. All I see is perfection. Her somewhat dark pussy lips are puffy and open, showing off her lighter pink insides. I begin to wonder if she is having second thoughts when she softly says, “There is some lube on the night stand.” But then she moans loudly when I shove my hard cock deep in her pussy. As I slide in, I feel the plug rubbing against it. She moans loudly, nearly hollering at the sudden intrusion. Then, almost breathlessly she asks, “I thought that you were going to fuck my ass?”
“I am going to fuck your pretty ass … but I wanted to fuck your pussy with your ass plugged first. I’ve never had that pleasure before.” I love the way that the plug moves up and down when my cock is sliding in and out of her pussy! It is so damn sexy. I begin playing with the plug while I’m fucking her, nearly pulling it out and then letting it slip back in, basically fucking her with it.
She is moaning from basically getting both holes fucked. “That does feel good, Ron!” she admits. “But I still want to feel your big cock in my ass!”
“Okay, baby, I can take a hint!” With my cock still in her pussy, I play with the butt plug a little more before pulling it all the way out. I grab the bottle of lube and squirt a generous amount around her gaping rear hole. Then I pull out of her pussy and start to shove my cock into her asshole.
“Oh, fuuuck, you are so damn big!!!” she moans out as I slowly push my way in.
“Do I need to stop?” I ask.
“No, don’t stop …… just keep pushing!! Oohh fuuuuck!!”
Her ass gets tighter and tighter the further that I push in. I grab her hips to steady myself. I hear a sharp intake of breath, but I take her at her word and I don’t stop pushing. Suddenly my cock pops past the tight sphincter muscle and begins sliding deep into her ass. “Aaww ffuuuuck, you are so tight!!!” I moan out.
“AAWWW FFFUUUUCK, you are so big!!! My ass is so full!!” I start fucking her slowly after giving her hole a chance to get used to the intruder. She begs, “Fuck My Ass, Ron!! Fuck it HARD. Own my ASS!!” She pushes back against me.
Remembering that she said that she liked hard anal, I start fucking her hard and fast, slamming into her lovely ass with each stroke. Then I start spanking her cheeks hard while I’m fucking her tight hole. Then I say something without thinking, “I OWN this fucking ASS!!”
After I say it, I’m thinking that she is going to tell me off, but instead she says, “Oh fuck yes, Ron you DO OWN this ASS!! Make it YOURS!!” That statement just drives me onward and I begin fucking her ass harder than I’ve ever fucked any woman in my life! And the harder that I fuck her, the more that she seems to want! Her whole body is writhing around while I fuck her and spank her ass cheeks, which are turning a rather dark pink. For a moment I feel bad about that … but then I realize that if she didn’t want me doing that, she’d tell me to stop.
I don’t know how long I fucked her ass; I’m really surprised at how long that I’m lasting. I decide to try something different. I reach up and grasp her long blond ponytail and use it as a handle to pull her head and torso upwards and back onto my plunging cock. Then with my free hand, I slap her swinging tits. She screams and for a moment I think that I’ve hurt her … but then I feel hot fluid splashing against my cock, balls and thighs and I realize that she is experiencing a huge orgasm.
Her ass tightens up around my cock like it is trying to squeeze it in half while her whole body shakes and trembles. All of this is finally too much for me and I holler out, “AAAARRRRRGGGGGHHHH!!” as my own orgasm courses through my body. Just a second later, my cock starts shooting ropes of cum deep in her bowels. I don’t even have to move much, her pulsing ass is actually milking my spurting cock. I feel like I pump a quart of cum into her rectum before it is all over. My whole body is buzzing and trembling from my intense orgasm.
I release her hair to let her torso settle down on the bed, but I hang onto her hips to keep from collapsing down on top of her. However, she starts sliding her hips downward and I follow, intent on keeping my cock in her ass for as long as possible just in case that this is the only opportunity that I’ll ever have to fuck her tight ass. Soon, I am lying on top of her since my muscles no longer seem to support me. “Am I crushing you?” I ask.
“No, you are fine. Please don’t move. I love being held down like this!”
I am quickly learning some of Lisa’s quirks that I, nor anyone else, would ever know about her from our interactions at work. I think about some of the things that she has said and contemplate if there is more to her than I know at this point. I chuckle a little while I wonder what some of our co-workers would think if they saw us right now. I hear her ask, “What’s so funny?”
“I was just thinking about what our co-workers would think if they saw us now, me on top of you with my cock in your just fucked ass.”
“Truthfully …… I think that most of them would be absolutely shocked. But that’s what I like about you … you weren’t even shocked when I suggested it.” About that time, my cock gets pushed out of her still active ass. I roll off of her onto my side, facing her. She also rolls onto her side to face me. “But I need to ask you something.”
“How did you know about my kinks?”
“Things like liking to be face-fucked. And how did you know that I really would like it when you told me to crawl into the bedroom on my hands and knees instead of walking? And somehow you knew that I like having my tits slapped and my ass spanked. And liking it when I am not in control and being forced to do naughty things. How in hell did you know these things?”
“Well … some of it was lucky guessing and some of it was listening to what you were saying and trying to find the meaning behind your words and then watching your reactions from things that I did or said. I have to admit, however, that I stepped a lot further out on the limb that I ever have before, but your reactions in the file room prompted some of it.”
“I had this feeling that you were reading me like a book … it was like I had my kinks printed on my back or something. It was a little eerie.”
“Oh hell, no, it’s not a bad thing! It’s a good thing … no one has read me that well before!” She moves closer and hugs me. We are silent for a few minutes, each of us lost in our own thoughts. Then she says, “May I ask you something?”
“I know that I just invited you over for the evening to ‘take my ass’ … but would you … could you … will you … uh ……… spend the night with me … or even the weekend?”
“Lisa, I’d be honored to spend the weekend with you. I even brought an overnight bag with me just in case … it’s still out in the car.”
“How did you know that I was going to ask?”
“I didn’t know. But I wanted to be ready in case that you did.”
“Oh Ron!!” she says before she kisses me passionately.
I really don’t need much out of that overnight bag since Lisa and I don’t ever get dressed the whole weekend. We spend the whole weekend learning about each other’s quirks and fucking and sucking all over the house. I learn that she absolutely loves it when I give her commands of various sexual things to do, the naughtier the better. Although she is a little embarrassed, I have her masturbate for me several times and even fuck her pussy and ass with a dildo while I watch. She spends a good portion of the weekend on her knees … both at my feet worshipping my cock and also when moving from room to room. I have her wear some boots while otherwise nude because that is one of my turn-ons.
I made sure that I worship her pussy too, twice while she is lying on the dining room table after a meal. We also get into a 69 several times before moving on to fucking. I make her wear her butt plug most of the weekend and even fuck her tight ass twice more. By Sunday, when it is time for me to leave, we both are having trouble walking.
While I am gathering my things, Lisa disappears for a few moments. When she returns, she kneels in front of me and holds out something in her hands. It turns out to be a pink collar and a chain type leash. There are tears in her eyes when she says, “Sir, from now on, when we play, would you put this on me? …… Please?”
I’m completely shocked. “Uh, yeah, sure!” I reply, while hoping that that I know the significance of that request.
“And I would hope that someday you will find it appropriate to outfit your sex slave with a more permanent collar that can be worn out in public.”
I clarify to be sure. “So, Lisa, you are giving yourself to me to be my full-time sex slave, is that right?”
“Oh YES SIR! That is absolutely right! Nobody has ever read me like you have and no one has ever given me as much pleasure as you have in such a short time. I don’t want to let you go, Rob, SIR!” My cock is getting hard one more time just thinking about the implications of her request. She goes on, “But we will still have to act normally at work … like nothing is going on. And you will have to be okay with me giving Mr. Miller an occasional blowjob … it’s kind of part of the job description.”
I take the collar and leash from her hand. “Yes, I’m perfectly okay with you giving him an occasional blowjob … in fact; I might even order you to do it sometimes.” I swear that she has a mini-orgasm just from me saying that. “Shall I put this on you now … even though I’m leaving?”
“Yes, with all due respect, Sir, I was hoping that you would spend the night again. We wouldn’t have to have sex; I just want you around me … telling me what to do, making me your slutty little slave.”
I don’t answer directly. Instead, I lean down and fasten the collar around her neck and then take the handle of the chain leash in my hand. “Okay, my horny little slut … I want you to take my cock out and suck it. If you can make me hard again, I’ll stay.”
“Oh THANK YOU, SIR!!” She scrambles to get my cock out of my pants and in about two seconds flat she has my semi-hard cock in her mouth. To her credit, she has my cock hard again in seemingly no time, deep-throating it without any help from me.
Just before I cum, I pull her head back and look into her expectant face. “Where do you want me to fuck you?”
“All of my holes are yours, Sir, so it is your choice. I no longer make those decisions, Sir; you do.”
I step back and order, “Lean over … shoulders on the floor … reach back and spread your ass cheeks as wide as you can.”
“Yes Sir!” she says as she willingly complies, pressing her tits down on the cool tile floor. Underneath where she was squatting is a puddle of her juices on the floor. The butt plug is in her ass from where I put it there earlier to keep my gooey cum inside her. “I’m going to fuck your ass right here, you little slut fucktoy!” I state as a matter of fact.
I see her shiver. “Oh yes, Sir, Please fuck my ass, Sir!!”
So right there in the middle of the entryway, my new little slut is on her knees with her shoulders on the floor, her ass raised high in the air, and her cheeks held apart by her hands. I walk up behind her and slowly pull the butt plug out of her ass and immediately start sliding my hard cock into her gaping rear hole. Fortunately here is enough cum there to act as lubricant and I cock slides in to her previously stretched hole fairly easily. I leisurely fuck her ass, pushing my cock all the way inside her tight hole.
I fuck her for a long time until the eroticism of the whole scene gets to me and I groan loudly as I pump a fourth load of hot cum deep into my boss’s secretary’s tight ass … something that I never thought was possible. After I pull out, I watch as her gaping hole slowly closes up and then I push the butt plug back in. “You have to wear that until morning,” I say.
“Yes, Sir, thank you for fucking my ass again, Sir. I am YOUR anal slut, Sir,” she says as I help her to standing position.
“Why don’t I order a pizza and get it delivered since you are probably too tired to cook?”
“I can cook us something……”
“I’d rather sit on the couch with your head in my lap while waiting for the pizza.”
The next morning, we shower together and get dressed. I ask her, “Do you have a butt plug that is comfortable enough to be worn all day underneath your clothes?”
Her face turns red … but she replies, “Yes, Sir; I have this one.” She pulls out a smaller plug than we have been using that has a much narrower base.
“That’s perfect. Wear it today.”
So that is the start of our wonderful sexual relationship. Sometimes, during the day, we will sneak off and have a quick tryst in the abandoned file room, generally at lunch, after which I always tell her to go and suck off Mr. Miller. Sometimes I wish that I could be behind her fucking her pussy or ass while she sucks him off, but I don’t think that that scenario will ever happen.
The happy news is that Lisa and I are going to be married next month. And we have both agreed that she will be wearing a jeweled butt plug in her tight little ass while she walks down the aisle just to put her in the right mood! Then right after our marriage ceremony and reception, we are going to have a little collaring ceremony of our own to attach her permanent collar, cleverly designed as a choker necklace, around her neck. We couldn’t be happier!!
Copyright © daddy-stories February, 2020 All rights reserved.
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