Liz new there was something different about Terry. It just took awhile to figure it out.
Allow me to introduce myself and relay a most unique experience I have had in my life. My name is Elizabeth Moore but I commonly go by Liz. Having worked at a small law firm for about ten years, I have risen to the position of the Office Manager. While the position carries many significant responsibilities, there are times I regard it as nothing more than babysitter for the dozen or so lawyers, and equal number of paralegals, the numerous office assistances. The firm has four partners covering a variety of specialties with each having a stable of young attorneys that work with them. As the Office Manager, it is critical for me to get to know everyone on the staff, to insure they have everything necessary to perform their jobs and oversee the billing of time and various other tasks. I also direct the office assistances and assist in prioritizing their assignments and I have final say in their hiring process. Likewise, the partners handle all the hiring of attorneys and I only become involved once a position has been accepted. I am also tasked with handling client-needs when one visits the office.
About a year ago, I was introduced to one of the latest additions to the firm, Terry Penn. Terry was brought on as a specialist in bankruptcy cases and reported to the partner that handles much of the Business and Financial Law. Of course as an attorney, Terry was always dressed in professional suits, had well-manicured hands and hair that looked coiffed as if done just before walking into the office. Terry struck me as very confident in everything she did, her walk, her mannerisms, her voice, everything. Yet as the first month of her employ progressed, there was just something about her that gave me pause. While I could not put my finger on what it was, and I didn’t let it interfere with the work relation, it was something that tended to be tucked in the back of my mind. Because it is my job to interact people and I feel the best way is to get to know them, I did not hesitate doing any less when it came to Terry. Yet in all my years and the numerous people I met, there was just something about her that escaped me.
About two months in, it happened that I was in the office on a Saturday to clear some issues I had not completed during the week but needed early the next week. While expecting to be the only person in that day, it surprised me when Terry arrived shortly after noon. As she strolled past my desk, I asked “What brings you to the salt mines on a weekend?” Terry smiled replying, “Oh Mr. P has this brief he wants readied for Tuesday morning and I don’t want to risk not finishing Monday.” As she headed toward her office, I noticed her attire was nicely matched and well-tailored even though it wasn’t a workday. I, on the other hand, had chosen a pair of jeans and lightweight blouse. As she disappeared around the corner, I resumed my task at hand. About an hour later, I hear “Oh Damn!” echo down the hall from our copy room and then silence. Shrugging, I keep working. Suddenly I am startled by Terry standing at my desk. Realizing she caught me off guard she apologized “I didn’t mean to sneak up on you.” “That’s okay, I just didn’t expect you since I didn’t hear anything after your expletive” I said. Flustered Terry said “I’m sorry, I didn’t mean to curse that loud, I was having trouble with the copy machine. That’s why I’m here, I think I broke it.” I chuckled and said “That old thing. It needs to be pushed out the window and let to crash on the ground. Let me take a look.” We walked back to the copy room and after looking at the codes, I commenced to removing the jams and clearing the paper. As it reset Terry says “Thank you so much, you’re a lifesaver. I have never been very good with these machines.” I returned to my desk and set about finishing my work. About 4:30 Terry walked out with her purse on her shoulder, stopping at my desk said “I’m done and heading out. You want to go grab a bite or a drink? It’s the least I can do since you saved me from the copier.” Closing my last file I said “Sure, I had nowhere to be this evening.” As I gathered my things, Terry queried “What, no boyfriend to take you out on the town? Surely someone as attractive as you would have a steady.” I replied, “No, no one special, I date a few different people.” What I didn’t mention to her was that I enjoyed the company of women as much as I did men, but I didn’t want her to feel awkward. As the elevator opened to the parking garage, Terry said, “Follow me, I know a neat little pub that is quiet enough that we can hear each other.” About ten minutes later we arrive and get a booth off from the main bar traffic. After ordering drinks I pick a light dinner from the menu. Through dinner and several drinks we talked about virtually everything imaginable from work history to schooling to movies and music. At one point Terry excused herself from the table to use the restroom. As she is walking back to the table, I suddenly figured what had eluded me all this time. As she sat back down across from me, I asked one simple question, “How long?” Terry was confused by the question so I asked again a little softer so as not to be overheard “How long have you been dressing?” A sudden panicked look overcame her and she blurted out “How did you know?” followed with “Are you going to tell the partners?” I reached across the table patting the back of her so perfectly manicured hand and said, “I know people and from the day we met I knew there was something unique about you. And as for telling the stuffy old birds that run the shop, your secret is safe with me.” The rest of the evening was a long conversation about her decisions, how she manages things, and how she is always so stylishly dressed and made up. I continue to use the term ‘she’ because that is her preference and I am perfectly fine with that. When asked about her sexual preferences and activities she was rather matter of fact when she said, “I have no intention of having a sex-change. I don’t have sex with guys and am not gay. Rather I have always considered myself a lesbian trapped in a man’s body.” At that I smiled and leaned across the table. As she leaned forward to hear what I was going to say, I whispered, “Nobody’s perfect, I’m bisexual myself.” And we laughed. After that evening, I knew we would be great friends and I would never betray her secret.
Over the next month, our friendship grew. I didn’t hesitate complimenting her attire when she wore something especially nice. She even took the time to coach me on what to buy to accent my figure, face or eyes. One particular Friday I told her how I loved the ensemble she had put together. As she was leaving for the day, she stopped at my desk and said, “Why don’t you come over my place tonight, we can open a bottle of wine and I’ll give you a style show of some of my favorite pieces. Not having any other offers, I accepted. Smiling, she handed me a piece of paper and said, “I thought you might be game. Here’s my address.” As I arrived at her townhouse she was just picking a bottle and said “I hope you like reds, I have a few I have wanted to open for a special occasion.” Putting on some music we sat on the couch and talked about what had been going on and the such. Feeling a slight buzz as I worked on my second glass of wine I asked, “When is this show you promise going to get underway. I want to see some of your special outfits.” “Well by all means,” she said as she headed into her bedroom. Minutes later, she was showing me a rather smart outfit. We would talk about it and she would disappear only to return in something else. At one point I asked, and I suspect it was motivated by the third glass of wine, “How is it your breast are so well defined if you are not taking anything?” Smiling, she opens her blouse and displays a body shaper that has nice pair of C-cup inserts. Equally feeling the wine she said, “While I don’t have the nice knockers you have and the ones you see are fake, I bet my real nipples are just as sensitive as yours.” We giggled and as she headed to don another outfit said, “Why don’t you open another bottle?” After a couple more outfits, she said “Sit tight, I have one or two more that I consider special.” The next thing she appeared in was what is best described as a one-piece satin loungewear. It was a shimmery red and looked very sexy. With the front designed to be slightly open, it was quickly apparent that Terry had shed the body shaper as there was minimal cleavage pushing it open. I told her I liked that and with or without breasts it looked very good on her. As she sat sipping her wine, I slid my hand across her leg stating, “I always loved the feel of satin.” The wine certainly had lowered my inhibitions. Terry headed to change saying, “Just one more.” When she returned she stopped in the doorway in a pale blue lacy baby doll nightie with bikini panties. Both were virtually see-through and I could tell all her hair had been waxed away. Setting my wine glass down, I stood and as I walked to her I said, “Wow, you look hot in this!” and started kissing her. My hand drifted to her nipple and as one would expect, it reacted to my touch. As it grew pointed, I pinched it softly to tease it. Moving my mouth from hers, I start licking it through the lace. She sighs at the feeling and starts unbuttoning my blouse. As she slides the blouse from my shoulders, our lips meet again and as we explore each other’s mouths with tongues, Terry slips the hooks of my bra, freeing my breasts. It is then Terry’s turn to tease some nipples as she sucks and bites my pointed tips. The sensation shoots bolts through me to my pussy as can feel it getting moist. Bringing her face back to mine, I kiss her again deeply. As we break, I immediately drop to my knees and begin kissing the swollen bulge struggling against the thin fabric. Grabbing the ties on her hips, I pull the bottoms off first from her ass then from the front. As I do, the only semblance of manhood springs out in front of me. I grab it and quickly guide it into my mouth and start to suck on it. It grows firmer with each pass across my mouth and all I hear is Terry softly saying, “Oh my, yes suck it, ooh that feels so good.” over and over. Moments later, Terry pulls out of my mouth and raises me up. As we are kissing again, she fumbles with the zipper on my skirt and it falls to the floor. When our mouths separate she leads me into the bedroom directly to the bed. Laying me back with my legs draped over the side, Terry leans over me pressing her warm body against me with her erect member squeezed between her belly and my crotch. She starts kissing my neck and shoulders, trailing down and tracing her tongue around each of my hardened nipples. As she starts sliding her tongue down toward my navel, I feel her slide my panties from under my butt, past my knees, letting them settle around my ankles. As she pauses to probe my navel with her tongue, I slip my feet from my panties. Venturing further down my body, Terry ever so gently pushes my legs apart exposing my pussy to full view. Terry eases her tongue through the folds of my labia and starts tonguing my hole. Her tongue is now moving in and out, up and down, slowly applying pressure to certain spots and flicking rapidly and lightly at others. My hands are clenching the bedsheets as she brings exquisite pleasure to me. Knowing just where to lick or suck, it only takes her a few minutes before I orgasm. As I shudder with pleasure and I feel cum oozing out the opening, Terry continues the probing with her tongue not allowing me to retreat from the orgasm I am experiencing. It seemed to go forever before she settled down at my hole and tongued up the goo. I don’t care whether Terry is considered a guy or a girl; she knew her way around a pussy and demonstrated it. Returning to kiss my mouth, she shares a dollop of my cream captured on her tongue with me as I eagerly suck her mouth to mine.
Moving past me, Terry lays on the bed and I moved up next to her. Looking down, I see her erection resting on her tummy. Reaching down, I start slowly raking my nails across it and as it twitches to the touch I ask, “And what do we want to do with this?” Putting her arm under and around me she replies, “I just consider that my clitoris. It’s bigger than most but just like any clit it enjoys being rubbed or sucked on and when excited it releases its cream. The only advantage of its size is that it can be used to stimulate a lover.” By now I have my hand wrapped around it and am stroking it. A bead of wetness appears at the tip. Eager to return the pleasure Terry gave me, I lean down to her clit, lick the bead off with the tip of my tongue and trace the length of the shaft with it. Moving back to the tip, I suck it into my mouth and begin sliding up and down on it. As I build a rhythm Terry spreads her legs for balance and starts meeting my downward motion with slight thrusts into my mouth. It is on one of those thrusts that it catches my eye, what looks like a small piece of plastic between her butt cheeks. Taking her from my mouth, I move to see what it was. Touching it I ask, “What do we have here?” Terry sheepishly replies, “Oh that is my butt plug. I have one in as often as possible. I love anal stimulation.” “Even at the office” I ask. She says “especially at the office. It has a calming effect on me. You can play with it if you want” Raising her ass up slightly. I gently pull it out and she moans slightly as it stretches her muscles a little. I start moving it in and out and can tell it is exciting her. Figuring to use it to my advantage, I resume sucking on her clit while moving the plug around and in and out. It did not take long before her clit started spitting its cream into my mouth and as it does, I push the plug in completely give her ass a quick thrill. I lay back next to her when she starts kissing me deeply, searching my mouth for any remnants of her cum. As we recline, I comment, “Most people won’t kiss like that after a girl has sucked them off.” Terry says “I’m not most people. Besides you kissed me after I ate you.”
Before the evening was done, we enjoyed a dynamite oral session in the sixty-nine position during which Terry introduced my ass to one of her medium size butt plugs. I must admit that while I have enjoyed anal sex before, her technique with that plug was mind blowing. While I could only coax one more orgasm from her, she gave me two that tingled well after leaving. Over the course of the next six months, we had occasional love-making sessions where we explored different aspects. After learning of her enjoyment of anal play, I introduced her to my strap-on dildo. She used her ‘clitoris’ in just about every orifice I have. One evening she presented me with a toy even better than a strap-on. It was a ‘Feel Doe’ strapless strap-on and we have had numerous adult playtimes using it on each other.
Little did I know all our fun would lead to Terry revealing yet another side. Her doing so resulted in an absolutely mind-blowing experience of which I relay. It began innocently enough. After the close of each quarter, the partners hold an update meeting with the entire staff of attorneys and paralegals. The majority of the office assistances look forward to this because they get to leave at midday. Unfortunately as Office Manager I do not get that perk. On the contrary, I am responsible for facilitating things. Worse yet, the partners always do this on a Friday afternoon. There is little less in this job that is worse than hearing four old buzzards pontificating about their respective groups’ successes for the quarter when you would rather be starting your weekend. Intentionally walking into the conference room the same time as Terry, I encouraged her to take the seat next to me, at the far end from the partners and to one side of the table that filled the room. As the monotony droned on as we heard about this client or that and what special rulings were obtained or judges who were more or less favorable to certain aspects, I recalled Terry was wearing one of her shorter blue skirts. Hoping to stir up some trouble at her expense, I dropped my right hand below the table top. Being left handed made this look perfectly normal. I very slowly moved my hand toward Terry’s left leg. When I touched it, she looked at me with wide-eyed surprise. I just gave her a brief little smile as I opened my hand and squeezed her thigh. She did not react nor did she pull away. I alternated between just letting my hand rest on her leg and gently giving massaging squeezes. Seeing her remain so composed, I decided to ramp things up a little more. Knowing she preferred thigh-high hosiery rather than pantyhose, I slid my hand further up her leg pushing her skirt up until I found bare skin. At that point I started tenderly scraping across her thigh with my fingernails. I detected a brief shudder and looking at her with a smile saw disbelief on her face. Thinking she would pull away, it was my turn to be surprised as she turned a little more toward me and parted her legs a few inches. I continued running one or two nails across one thigh, between them and onto the other. Estimating that we had over thirty minutes more of these windbags, I decided to see just how far I could push things. Moving up her thighs to her crotch, I detected a noticeable bulge contained within the silken panties. I proceeded to trace the outline, rubbing my nails against it. I know I am making Terry very uncomfortable as she tries to maintain professionalism. I slide a finger under the elastic on her leg and scrape down the clit with my nail sending a shudder through Terry. The meeting can’t end soon enough.
As it wraps up and everyone is scurrying to leave the conference room and depart for the day, I also stand to gather my things. I know Terry won’t be as quick to stand with people still in the room. Under the guise of wishing to ask me something, Terry tells me she needs to clarify one last thing with me before I leave and would like me to hang around. As the remaining few filed out, I realize she has me trapped into staying in the conference room a little longer. Terry sat silently shuffling papers as if to torment me as to why we were staying but all the while I knew she was giving everyone opportunity to vacate the office. Her next instruction was, “Go see that everyone is gone and come right back here.” Taking a couple minutes to peruse the offices and drop papers at my desk, I returned to the conference room knowing we were now alone. Terry is still sitting at the table much like I had left her but with a more serious look in her eyes. As I took a seat near her, she looks at me and sternly asks, “Do you know what you did to me during that meeting?” I started to grin a little but she snapped, “You caused quite a stir under my skirt and it took everything I had to remain professional.” Hearing the tone, I quickly dropped the grin fearing I had actually gone too far with my play. As I start to stutter out an apology, she quickly turns in her chair toward me, grabs my left wrist pulling me from the chair onto my knees in front of her. She orders “And you are going to take care of the matter this very moment,” as she grabs the back of my head with one hand, pushing my face toward her groin, while lifting her skirt with the other. In my absence from the room, she had vacated her panties and was now shoving her swollen member into my mouth saying, “You’re going to enjoy my sweet clitty until I cum deep in your mouth.” Controlling my head with her two hands, she forces me to take all her clitty into my mouth, extending into my throat. Holding it there a moment, she growls, “don’t you dare choke on it.” Raising and lowering my head, it is as if she is face-fucking me in retaliation for what I did. After several minutes of this and with saliva pouring over her member, I hear her groan and the cock start to twitch. I know these to be the telltale signs of her cumming and the hot seed starts shooting into my mouth. As it fills my mouth, she demands “you better swallow every drop,” as she continues pushing my head up and down. As the squirts subside and the member softens, she releases my head but I continue to suck on her. Having captured every drop, I raise up. Leaning back Terry barks, “Go get something to clean me up.” Returning with a damp washcloth I kneel back down and wipe any remnants of saliva or cum from her crotch. Standing, Terry looks down at me, says, “I am not done with you yet. You will be at my house in exactly 45 minutes where we will address any further actions. Do not be late,” and walks out. I scurry to get things closed up knowing the time constraint will be tight.
I arrive with 2 minutes to spare as I knock on Terry’s door. She answers, I take note that she has already changed from her office attire to a sexy teddy. Walking in I comment, “I approve.” At which Terry retorts, “I didn’t ask for your approval. You are to go to the bedroom, remove your clothing and neatly fold each article and lay them on the bed.” Startled by her abruptness and slightly aroused by the scene, I go into the bedroom, shedding my shoes at the door and begin disrobing by the bedside, folding each piece as I go. Having only four articles of clothing, it is not long before I am stripping off my panties. As I start to fold them, Terry literally picks me up and tosses me face-first onto the bed. Following behind Terry pins me down with her weight as she lies atop me, the pillows on the bed are now an uncomfortable lump over which my abdomen is positioned. As Terry begins kissing my neck and cheek, I turn my head to offer my lips in return only to have a ball gag shoved into my mouth and strapped around my head. She whispers, “This will only be necessary until you learn to be quiet.” I mumble what protest I can but it is already muted. Remaining on top of me, she very methodically begins to apply bindings, first stretching my left arm to the satin tie affixed to the footboard and then my right to the headboard tie. Satisfied that I am not going anywhere, Terry gets off the bed and walks around to stand in front of me. She pulls each of the wrist constraints toward their respective posts stretching my arms to the point that I have virtually no movement. Returning to behind me, I can feel Terry wrapping something satiny around each of my thighs. Laying down on the bed to my left, Terry slides her hand under my tummy and up to cup my breast. She slowly plays with my nipple causing it to become erect. I have raised my chest to the best of my abilities given the predicament my arms are in, giving her greater access. As she tweaks my nipple, I feel her other hand moving up to it as well. Suddenly there is a shooting pain in my nipple causing me to jerk. As the shock passes, I realize she has affixed a nipple clamp that is squeezing it tightly. Terry deftly moves to my right side and despite my resistance to her touches, my right nipple betrays me growing pointed at her manipulation. The pain of the second clamp was no less than the first but I was more prepared this time.
Instructing me to raise up, Terry positions several of the pillows under my waist propping up my midsection. Moving once again to the foot and head boards Terry pulls the bindings attached to my thighs as tight as possible, forcing my legs several inches apart and further restricting any movement. I am thrashing my head back and forth as it is the only unrestricted body part and protesting but to no avail. She laughing stated “You teased me unmercifully sweetie...................now it's my turn.” And so it began.
Very gently Terry ran her finger up and down my labia slowly pressing inside to spread them. Encountering the wetness that had developed, she rubbed deeper spreading it to my clitoris. Rubbing it a moment then sliding back to the source of the wetness to gather more and bringing it to the button, she started arousing me. Before long her tongue replaced her finger on my clit while the finger sank deep inside my pussy. As she licked and sucked me she slowly pumped her finger in and out. Stopping suddenly as I was starting to build up a buzz, Terry places both hands on my butt cheeks spreading them. Her tongue then begins circling my rosebud, occasionally dancing across it and then stabbing into my asshole. The sensation is driving me crazy and I try to push back to her but am unable. Knowing what she is doing to me, Terry again stops abruptly. She then commences moving her finger up and down my crack scraping the tender flesh with her nail. Each stroke becomes shorter with my hole being the center point. As her nail settles on my opening, I tense in anticipation of the intrusion I know will come. Come it did, but with virtually no pressure. Before I knew what was happening, her digit was sliding in and out and she observes, “You better loosen up baby or you’re not going to make it tonight.”
Moving off the bed, Terry proclaims, “Before I start your punishment, I’ve got a couple friends I want to introduce you to.” Suddenly fearing she had brought additional people into the bedroom, I start screaming out and pulling at all the bindings. Seeing my panic she laughs and says “Calm yourself, there’s nobody else here. These friends are from my stock of toys.” Catching myself, I relax a little. “To begin with, I have a very special vibrator that I think will do the trick,” she continues. Shortly I feel the head sliding up and down my pussy coating itself with my juice. Despite my wetness and perhaps because of my apprehension of the situation, as the vibrator is pushed into me, the stretching of my pussy is a little uncomfortable. It only took a few minutes before I had several inches deep within me and Terry switched it on at very slow pulse. Satisfied with the placement against the bed to prevent me from expelling it, she says, “There that should do quite nicely. Be forewarned, it does many surprising things that are at my command.” Moments later Terry’s finger is sliding up my ass crack and pushing at my tight hole. She quips, “You better loosen up because my other friend is going in here.” As she uses her fingers to spread open my crack, I feel a smooth, round bulb replace the finger that had been rubbing my ass. As pressure is applied, I feel it entering inside me and stretching me wider and wider. As I am screaming through the gag, the pressure is backed off, much to my relief. But that relief is short-lived as the penetration resumes. All I hear from Terry is “Relax, Let it go.” This process was repeated time and again with each time the intruder going deeper and stretching me wider. Obviously growing tired of how long it was taking, Terry angrily blurts out, “Enough already, this is only a medium plug and it’s going in whether you cooperate or not,” and shoves three-quarters of the length in. I am amazed at how wide my hole was being stretched as the pain filled my body. Instead of backing it out as she had previously, she held it in place. Then with the same suddenness of the last penetration, Terry pushes the remainder of the plug inside me. A rush of new sensations run through me as my muscles squeeze closed around the base, I am no longer being stretched but now my anal cavity is filled beyond belief. Patting me on my tush, Terry chuckles, “I knew you could do it,” and moves off the bed.
As she gently runs her hands across my butt cheeks, Terry says, “I think your sweet ass needs a little spanking. Then next time you sit down, you will think about teasing my clitty in an inappropriate setting. With the first smack of a paddle, sparks shot through my cheeks. A second pop occurred shortly after on my other cheek and I could feel the heat building on my skin as I was sure both spots were turning bright red. Each swat came at an undefined time and seemingly found a fresh spot on which to occur. Anytime she made contact, I jolted forward slightly which in turn caused the nipple clamps to pull against the bed linens sending pain coursing both from my ass and my nipples. Stopping the spanking Terry says, “Let’s not forget about your pussy, I don’t want it to feel neglected,” and she remotely increases the vibration. As I try to relax from the pain previously administered and focus on the pleasure that is building, I am suddenly surprised from within. The vibrator is now extending and retracting within me as if a man was slowly fucking me. It felt glorious and I knew that I could achieve an orgasm if it continued. As things began to build, my breathing betrayed me and before I peaked, my cruel tormentor turned off the vibrator entirely. Hoping to make it, I pressed my clit against the vibrator and squeezed my muscles. Just before I could get off, a smack across my ass jerked me back to reality. Laughing, Terry says, “Nobody said you get to cum. You’re my bitch tonight and you must ask permission before you cum,” and a second smack reigned down. Several more swats with the paddle set my ass ablaze and the nipple clamps pull continued tormenting my tits. Stopping Terry admired her work and said, “My, how that lily white ass of yours glows red. I think that should be sufficient for you to remember.”
Sitting down on the bed again, Terry slowly starts the vibrator pulsing again. Tapping on the end of the butt plug, she asks, “And how does your ass feel? Is it relaxing, ‘cause what went in will have to come out?” I can only mumble through the gag. As she runs her finger up my thigh, Terry comments, “Somebody seems to be leaking something. How would you like to leak quite a bit more?” and she increases the speed of the vibrator. As the pulsing teases my clitoris, Terry triggers the thrusting motion and I am rapidly approaching a climax. As it hits, the muscles in my pussy and ass tighten and the wave of pleasure fill me and cum starts oozing from within. Unlike a typical orgasm that subsides after peaking and the stimulus is reduced, Terry mercilessly chooses not to reduce the vibrator’s action and I am racked with one orgasm after another. I can feel my juices running down my inner thighs and my ass is clinching the plug that fills my ass. After what seemed like an eternity of time and orgasms of varied intensity, the vibrator is slowed. I am breathing hard trying to catch my breath through the gag when Terry cranks the vibrator back to high. I start to shriek as my pussy begins to spasm with another climax. With yet more discharge as I endure a prolonged orgasm, I feel Terry’s fingers scooping it from my thighs for a taste. As Terry finally turns the vibrator off, I am left lying across the bed, my body like that of a wet cloth weakened by the muscle tension I just endured.
Realizing I would offer only minimal resistance, Terry grabs the handle of the butt plug and slowly starts extracting it from my ass. Going torturously slow, she stretches my sphincter wide. I can only whimper as I am exhausted. Having me in the position I am in, Terry knows she can play at will and slowly eases the plug out only to push it partially back in. As she finally removes it entirely, I am relieved at the open feeling I am experiencing. Minutes later, Terry starts forcing a penis-shaped vibrator into my ass and turns it on a slow pace. My ass muscles tighten around it as it was smaller in diameter than the plug and despite the deeper penetration actually felt better than the plug.
Terry lies on the bed next to me, running her hands across my naked flesh, occasionally tugging on a nipple clamp. She whispers in my ear, “I think I’m ready to remove the gag but you have to promise not to scream or anything. If you do, it goes back in your mouth and I start over. You will remain silent unless answering my questions.” I manage a grunt of affirmation, anxious to have it off. As the tension of the strap is released, I let it fall from my mouth and work to relax my jaw. Testing my vow of silence, she pulls on one of the clamps and I grimace at the pain but remain quiet. Sliding back off the bed, Terry checks on the vibrator in my ass and then increases the speed of the one in my pussy. I can almost feel them touching through the thin membrane separating my anus and vagina.
Walking to the bedside where my head is, Terry pulls my chin up and I am suddenly staring at Terry’s swollen “clitty” just inches from my face. As she moves forward, I know what is expected of me. Opening my mouth, she pushes it passed my lips. Becoming near delirious from the pleasure building in my nether regions from the vibrators and from the lustful hunger of Terry’s member in my mouth, I suck it in, running my tongue around and across it; trying to take it deeper. Terry starts moving it in until it reaches the back of my throat and then out to where only my lips wrap around the tip. As she develops a rhythm such that she is face fucking me again like earlier. The difference this time is that I have an orgasm building from the two vibrators inside me spurring me on to please her. As my climax begins, Terry withdraws from my mouth holding herself mere inches from my face but just out of reach of my lips and tongue. As the waves of pleasure crash over me, it dances right there to be had but remains elusive. I break my silence when I breathlessly whisper, “Please give it to me. I want you so bad.” Moving the tip just to my lips, Terry squeezes out a generous amount of clear pre-cum and says, “Mmmmm, yes you do want it, don’t you? And maybe I’ll give it to you.”
After smearing the liquid on my lips, Terry walks back to the other side. I feel the vibrator that was deep in my ass being pulled out slowly. With only a couple inches remaining, it is shoved back in several inches. On the next slide the vibrator is removed completely from inside and Terry announces, “My goodness, look at that gaping hole.” I am sure that between the butt plug and anal vibrator, my muscles were more than stretched open. Feeling the bed shift as she gets on it, I can only await her next move. I did not have to wait long as Terry grasp my hips and in one swift push, buries her entire “clitty” deep in my ass. I groan at the sudden fullness I am experiencing but the only pain I feel is the pressure of the nipple clamps against the bed. As my sphincter tightens around Terry’s member, she slowly pulls back only to push it in again. Laying over me, she utters, “Your sweet ass is so fucking good and it belongs to me now. I’m gonna ride you like the bitch you are.” Becoming aroused again by Terry’s slow methodical pumping of my ass, I squeeze my muscles trying to milk the “clitty” and start urging her to go faster and harder. I can feel every inch as it withdraws and then penetrates and I beg for her to fill me with her cum. Still unable to move because of the constraints I am at Terry’s mercy. The pace is increasing as her thighs slap against me with every insertion. I moan as my ass cheeks are still hot from the earlier paddling.
As the sexual lust builds inside me, I am spurring her on to use me as she wishes, to fill me with her juices. As she pushes faster and faster, there is an occasion where she slips out of my ass. It catches me by surprise and I hold my breath hoping for the return to my hole. I am rewarded quickly as it goes back in. My body is soon shaking from sheer desire and the building orgasm. Suddenly, Terry grabs my hips tightly, shoves all the way inside and as she groans, begins to spasm. I can feel the warm liquid filling my bowels as there is one spasm after another from her. This wonderful feeling pushes me over the edge and as my own orgasm peaks. I am clinching every muscle I have. Terry is still groaning and rocks slightly to empty all her cum into me. I am squealing with pleasure as my orgasm rolls through my body. Exhausted, Terry lays atop me, slowly removing herself from within me. She fumbles with the bindings and when freed she rolls me over. Finding my lips with hers, we kiss softly basking in the afterglow of the wild sex. After a few minutes, Terry says, “I hope I didn’t hurt you too much.” I replied, “Not too much, mainly pleasurable pain.” Then I giggled, “I must have rubbed the evil genie’s lamp the wrong way back in the conference room to have released such a beast.” We laughed, kissed then headed to the shower to wash up, although I was probably walking a little funny.