28 comments/ 173797 views/ 59 favorites First Time Out By: Milene The place is not what I expected. The atmosphere is bright, glitzy, with an overall techno feel that seems almost cold. I had expected something warmer, more ... nurturing, feminine, I guess, from a place that caters exclusively to women. I wonder if this appeals to the butch types, and then laugh at myself for indulging in stereotypes. What do I know, anyway - it's my first time in a "girl bar". Yep, first time - finally legal, just two weeks past my twenty-first birthday, out with all the grown-up lesbians. Already I feel self-conscious, like a little girl who doesn't belong here, doesn't know what she's in for. After all, I'm petite (5' 2") and look even younger than I am. The security person at the door was skeptical when she first saw me, but then she checked my ID, gave a little laugh, and said, "Welcome to the club, big girl." I laughed with her, but I was nervous, too. I'm not really the bar type, but I've always wondered how it would be in a place like this. It's fairly empty - not surprising, I guess, at just past 7:00. I have my choice of spots and I choose a barstool at the curved end of the bar, where I can see as much as possible, without being conspicuous myself. I'm the only one there, and the bartender is friendly, calls me "Sweetie." I try to be cool as I order a glass of Chardonnay. "First time here?" she asks. "Well, just relax, hon, and have a good time. Everybody's pretty nice here, they'll treat you good. Especially you - you're cute." She touches me lightly under the chin, and I give her a smile in return. I wonder if she's coming on to me, but then decide that she's just being nice, the friendly-flirty bartender. Looking around, I realize it's more crowded than I thought. The dance floor is essentially empty (I assume that will pick up later), but I notice there are darker spots around the perimeter that are more populated - two women together in several spots, a larger group in one area, and a number of single women at tables. I wonder if the single women are waiting for friends or if they are there, like me, to find new ones. I try to subtly check them out, but it's too hard to tell from this distance. I sip my wine for a while, hoping that the drink works its magic on my nerves without getting too out of hand. In about 30 minutes, I finish the first glass and order another. The warm glow of the alcohol is starting, and I feel myself becoming more relaxed. More relaxed and a little horny, too. After all, there's a reason I came here tonight. I even had the foresight to take a cab, just in case something (someone) interesting came up. The barstools have started to fill up now, so I can blend into the background more. I check out the other patrons at the bar. It's a diverse group - a few butch girls, some "soft", some harder, some femme types like me, and even a couple I would call "bull dykes". I notice the latter two eyeing me and start to get uneasy - not my type, for sure. But when I avoid their stares and show no interest, they get the hint and go back to their own conversation. Just as my second Chardonnay arrives, someone new sits down at the other end of the bar. From my spot, I have a clear view of her. In any case, I couldn't help but notice her. She's the type of woman that always draws my attention - attractive and feminine, conservatively well-dressed, professional-looking, not the type the average person would expect to see in a gay bar (another stereotype that isn't true). Her full mane of hair looks to be a darker brown than my own, or maybe black, but as she moves into the light I realize that it's actually a deep, rich red. It falls over her shoulders, about the same length as my own, and frames a face of icy-cool beauty. Even from this distance, I am caught by her eyes - steely blue daggers, which, I suspect, could look right through me, into my soul. She looks to be somewhere in her thirties, and carries herself in a way that exudes strength, confidence and competence. She's clearly a professional. My guess is that she came here directly from work. I'm immediately captivated. Myra, the bartender, notices my interest and chimes in with some advice. "Careful of that one, sweetie. Know what you're doin' there." "Oh?" I ask. "You know her?" Myra shrugs. "Don't exactly know her, but she's kind of a regular here, comes in every couple of weeks, alone. Doesn't usually leave that way, though." She gives me a look that implies she knows a lot more. "I see," I respond, still keeping a sidelong, admiring look at the object of our discussion. "The point is, hon," she continues, "she's not lookin' for a girlfriend, if you know what I mean. Never seen her leave with the same girl twice." I'm still looking down the bar as she talks to me. Noticing my distraction, she continues, "Of course, if you're into that, well ... whatever. Like I said, just know what you're doin'" She gives me one last questioning look, which I return with a weak smile, and then she goes back to her work behind the bar. The fact is, I am into that. A relationship is great - supportive, fulfilling, even empowering - but anonymous sex provides a special thrill. The occasional one-night stand is an adventure, a feeling that can't be captured again after that first time. There's just something delightfully sinful about meeting someone new and ending up in her bed the same night. Yes, it's a little risky, too, but that's part of the thrill, isn't it? And for my first night out, that sounds pretty good. I drink my wine and continue to survey the room, but my gaze keeps returning to my mystery woman, who seems to be doing her own survey, like a lioness stalking prey. As I glance back one more time, I'm surprised to see her looking directly at me! Those amazing eyes stay on me for several seconds, apparently evaluating me, and I stay with her, transfixed. I try to smile, but I just can't, I'm too nervous, and then it's over and she's off to someone else. I exhale and realize that I had stopped breathing during our visual encounter. Suddenly I'm very flustered. I gulp down the rest of my drink and want to order another, but I know I should slow down, so I wait. I distract myself for a while by reading the signs behind the bar and watching Myra fill drink orders. Finally I chance one more look down the bar. My heart almost stops as I realize she's looking at me again! This time the stare is longer, more intense, like she's considering the possibilities I present. Her mouth forms an almost-smile, but it's not one of affection or friendliness. It's more like she's smiling to herself, like she's figured me out and is enjoying the situation. I tear myself from her gaze and quickly order a third drink, keeping my eyes down as I wait for Myra to bring it. Just as she's setting it in front of me, I'm startled my a low, silky voice in my left ear. "Why don't you let me get that. Okay?" I turn to my left and there she is, her face just inches from mine. I feel tingly all over just being this close to her, but I try to stay cool as I accept her offer. I start to ask her to sit, but she doesn't need an invitation and takes the seat next to me without asking. "I'm Lydia." she says, running a long, insistent finger down the inside of my thigh. Yeah, she's confident, I think. She leans back on the stool, facing me, and smiles. The smile is more obvious this time, but still formal and controlled. Her eyes continue to lock onto mine, still probing, analyzing me. Myra comes over now and chimes in. "Hey, Lydia, go easy on her. She's a newbie." She gives me a wink as she sets my drink down. Lydia tilts her head to the side and raises one well-groomed eyebrow. She looks amused. "A newbie, huh? I thought you looked young. Just legal?" I confirm that I just turned 21 and tell her my name is Milene. I worry that she may dismiss me as too young, but in fact, this seems to intrigue her. We chat for a while and I become a little more comfortable with her, though she still maintains a distance between us, and it's clear that she is a cut above me. From the conversation, I surmise that she is in her early thirties, and I can tell that she is extremely intelligent. It turns out my guess was right - she is a professional, a lawyer, and judging by her clothes, a pretty successful one. She's wearing a slinky, expensive-looking skirt, subdued but well-crafted jewelry, and a beautiful silk top, whose plunging neckline provides a lovely view of her creamy cleavage. She just exudes class and power. "So, is Myra right? Should I 'go easy' on you?" Her lips move easily into a smirk. She seems to sense that I'm really ready for her. "No," I answer, trying to sound annoyed and confident. "I may be young, but I'm not 'innocent'." That draws an outright laugh from Lydia and the only genuine smile I've seen so far. "So you're not innocent, hey?" I sense a gentle mocking tone in her voice. "Okay, okay, I like that. Out in the big world and ready for adventure. My kind of girl." She offers her glass as in a toast, and I smile sheepishly, but feel good that she smiled and still seems interested. As I'm trying to think of something else to say, Lydia startles me. She leans in close and looks me intently in the eyes for several long seconds. Finally she whispers, so only I can hear her. "You're sub, aren't you?" I stare back at her, astonished by her insight. She leans back and gives me that same intense, icy gaze, then a satisfied smile. "Yeah, I can always tell, spot it a mile away." She takes a sip of her drink, then continues, "Something about the eyes, there's a yearning, a need. And you've definitely got it, girl. You may not even know it, because you're so young, but it's there." I simply look at her, my silence an acknowledgement of the truth in her words. Her pretty mouth slips into a leer. "Well, it's all good" she says, "I like subs - a lot," she Her voice is filled with both promise and warning. Lydia suggests that we move to someplace "more private" and points to one of the booths in the dark area of the bar. Thrilled at the way things are going, I nod my agreement. As soon as we are in the booth, Lydia places a hand on my thigh and urges me closer so we can "get to know each other." I slide over until my leg is against her, finding the warmth of her thigh just as intoxicating as the drinks I've been having. She runs her fingers boldly up and down my leg as she studies my face for a reaction. I move my legs farther apart as her hand reaches the spot between them. She smiles as she rubs me through my jeans. "Mmmmm," she murmurs. "Not innocent, indeed." As if to prove the point, she takes my left hand in hers and places it in her lap. Her eyes stay locked onto mine as she then slips it under her skirt and up into her crotch. My heart beats faster as I feel the silky fabric of her panties and the obvious warmth beneath it. "Go ahead, sweetie," she says with a lewd smile, "Explore." Taking her cue, I let my fingers wander over the fabric until I find the edge and slip inside. I feel a small tuft of hair and then find the moist cleft at her center. My trembling fingers slip inside to find the warm liquid of her cunt. Her response is pleasant but reserved - a barely perceptible gasp under her breath. She spreads her legs just a bit for me and leans back as I spend the next several minutes playing inside her. The feel of her heat around my fingers and the whole situation has me extremely excited. Lydia seems completely calm and detached, but I'm pretty sure this is just a matter of self control. God, I really want this woman. "Does it feel good in there, pet? You really like having your fingers in me, don't you?" Her eyes move back and forth, studying my reaction, until a look of recognition crosses her face. "Oh god, you're dying to lick me, too, aren't you? The idea that I might let you get your face between my legs is just driving you wild. God, I do love subbies." She moves in, her face inches from mine, and she chuckles as she feels my fingers moving more energetically inside her. "You can almost taste it, can't you? Don't deny it, because we both know it's true." She pulls my hand from between her legs and urges it firmly toward my mouth. "Go ahead, pet, indulge." She's enjoying my submissiveness, and I am, too. I place the wet fingers in my mouth and close my eyes as I get my first tangy taste of her essence. As I begin to lick them clean, I wonder if anyone is watching this little exhibition. Behind the bar, I see Myra taking it all in, realizing I'm going to ignore all her advice. "You taste wonderful," I sigh. She moves forward, grips my hair to pull my head back, then kisses me, softly, her moist lips gliding over my trembling ones, her tongue dipping lightly into my mouth, sliding along my teeth. I feel the moisture leaking into my panties. She gets more aggressive now, oblivious to anyone else in the room. Her mouth devours mine as her hands wander over me like I'm her personal possession. Her left hand reaches boldly up my top while her right goes down the back of my pants. I feel her fingers exploring between my butt cheeks until one finds my rear hole, firmly circles it, and then nudges the tip inside. I moan shamelessly against her tongue. I love ass play anyway, but this is more than that - it's a show of power, an invasion of my most private spot, in a public place, an indication that she can and will do whatever she wants to me. "You little slut," she whispers, "you like my finger up your butt, don't you?" I respond with an inaudible cry, and she continues, "Well, I like it, too," she breathes, her fingertip inching deeper into me. "And when we're done tonight, I'll enjoy knowing I've had my fingers way up inside your sweet little bottom, and I'll remember how you squirmed and moaned and begged for more." I can only whimper in response. She is driving me wild, stimulating both my body and my mind. At that moment, I just need to go somewhere with her and do anything and everything she wants. She kisses me again and I sense her passion growing like mine, but suddenly she breaks it off. "You know what?" she says. She has that same commanding look in her eyes as she continues, quite matter-of-factly, "I think it's time you sucked me. Get under the table." I'm shocked and I hesitate, looking around us. She wants me, no, she expects me to lick her right here, now, with all these people nearby! Unable to resist, I look quickly around the room to see if anyone is watching, then slip down into the darkness. My face is just inches from the crotch of her panties. A heady aroma fills my nostrils. I placed her mouth directly over her panty-covered mound and suck gently on the fabric, taking in the soft flesh beneath it. As I suck, my tongue works up and down over the hidden slit, and I feel the first bit of fluids seeping out of her. Her hips edge forward just a bit and I can tell she likes what I'm doing for her. I'm really excited now. My one hand moves to caress her thigh while the other pulls her panty aside, providing direct access to the delicate flesh of her genitals. I place a gentle kiss on her wetness, then a quick, soft lick. I'm about to dig deeper into her sweetness when suddenly it's over, just as quickly as it began! Her hand is in my hair again, and I groan in frustration as she pulls me away from her. "Get back up here," she says, just loud enough for me to hear. There's a satisfied smirk on her face as I shimmy back up into the booth. It's clear to me now that this was a test, not of my sexual ability, but of my willingness to please her. "Sorry, pet," she says. "I know you enjoyed doing that, but I just needed to see if you're worth my time." I search her face for a clue, hoping the answer is Yes. She runs her finger lightly over my lower lip. "Don't worry," she says. "You passed. That's a talented little mouth you have there, dearie. I'm going to enjoy you." The way she says this - "enjoy you" - makes me wetter than ever. When I came here tonight I didn't know what I was looking for, but I know now. I want badly to experience what this woman has to offer. We sit and drink a while and continue the conversation, which now turns more seriously to the situation at hand. "You know, " she says, "I don't usually go for ones as young as you. Most girls you age are really not very mature. ...But I sense a difference with you." "I hope so," I respond. I don't know why she thinks this, but I'm not going to argue. "Of course, sometimes you younger ones can't handle my tastes. I've had a couple of bad experiences, misunderstandings." I look at her inquisitively, hoping for more explanation. "The fact is," she continues, "a younger woman can be very exciting for me, but I can be a really nasty bitch, you know? And I don't just mean saying nasty things." I look even more confused now, so she continues. "I mean, dearie, that sometimes a young woman - or an older one, for that matter - can be a really naughty girl, and must be taught a lesson. In fact, I very much enjoy teaching them a lesson, but sometimes they're not ready for it, can't handle it." She looks directly at me now, very intently to make her point clear. "DO you understand, my pet?" If the point wasn't clear before, the tone of "my pet" makes it abundantly so. I nod my understanding, muttering a low "uh huh" to go with it. I've never played the sort of games she's talking about, but I've thought about it, and looking at her now, and having experienced pleasures with her so far this evening, she definitely has my attention. For the time being, Lydia seems satisfied with my answer. We continue drinking, more or less in silence, watching the crowd of women who are starting to fill the dance floor. Around the room I can see several women looking at us. I wonder if they saw our earlier antics, Lydia furiously petting me, or me slipping briefly out of sight to please her. How many other girls have they seen here with her, just like me? Or maybe they've been in my place themselves, about to become her plaything for the night. Finally, Lydia turns to me again and says, "So, are you feeling naughty now, Sweet Milene?" Her eyes move suggestively from my face to her lap. She lifts her skirt and parts her legs discreetly, indicating that I may play with her some more. I move slightly toward her to let my right hand move between her thighs, and she takes the opportunity to kiss me. We mesh together, and her kisses become more ardent as my fingers get busy between her legs. This time I have a better chance to "explore" and I take full advantage. Her pussy is hot and slick, her outer lips plump, and I can feel the firm bump of her already erect clitoris. In our embrace, I'm pressed against her full breasts, and I can feel her nipples poking through the fabric of her thin bra and blouse. On the other hand, I'm amazed at her composure, despite her obvious physical arousal. The change in her breathing is barely noticeable, and the only sign of response to my manipulations is an occasional flex of her thighs around my hand. Still, her kissing is clearly inspired, and for my part, I am quickly spinning out of control. At last she breaks our kiss and asks me, "So, little Milene, are you ready to go home with me?" I'm so excited now that I can only nod my acceptance, but Lydia wants more assurance. "Are you sure you can handle this? Everything? Remember what I said - I can be a nasty bitch when I want to." I think about what she's said, about "naughty girls" and "lessons" and situations I've never been in before. Part of me is scared, but a bigger part is so, so ready to go with her - more ready because her hand is back between my legs, firmly massaging my clit through the thick denim of my jeans. Finally, I manage to push a single, desperate word from my lips. "Ple..ee..a..se!" A satisfied smile fills Lydia's face and we get up to leave. First Time Out I'm so excited and want to relate this 100% true story quickly while it's still fresh. Please forgive any typos. [My background: Age 48. Closet dressing in earnest for 15 years. Began with slips stockings and nighties but have collected extensive full wardrobe and accessories over time. Boobs, wig, jewellery etc. Slim with shapely legs, dress size UK 14. Sexuality, straight but bi when dressed with wig and importantly, full make up. (Too lazy and unpracticed with make up to bother very often. May appear convincing from neck down but facially not so good.) Always entertain at my home following web introductions. Have sucked a few sister sissies and real men and lost my ass cherry 3 years ago. No bum fun since then, except for dildos. Now have GG girlfriend, not living with me. She knows I dress but sadly won't indulge me dressing for sex. She likes my shaved torso, cock and balls but won't let me shave my legs.] Last night (Wednesday) I was home alone and got fully dressed in a cute pink 36B all-in-one body briefer with attached suspenders, fully fashioned light tan stockings, pink satin lacy full slip, just below-the-knee antique rose sparkly sheer silk chiffon shift dress, antique rose three inch heels with matching handbag, long straight chestnut wig, pearl necklace with matching earrings and baby pink satin wrist gloves. The plan was to take some photos then strip to my undies and wank myself off. BUT, for once my make up was ok, almost passable. After taking a few pics it was late, around midnight. So I decided to do something I'd never, ever done before, leave my house en femme and go for a stroll around the neighbourhood. My outfit was refined, ladylike and sophisticated if I say so myself but I felt incredibly confident, naughty and horny so into my empty handbag I put ky jelly and a couple of condoms. As I left the house I popped my keys in there too but that was all I carried. I felt so liberated, wonderful and sexy, feeling the cool air caress my stockinged legs and flutter the hem of my floaty dress as my heels click-clacked on the path. However, whereas my shoes were comfy and ideal for indoor wear I soon realised they were just a touch too big. They kept slipping off at the heel making it impossible to strut confidently. So reluctantly, after twenty yards I turned around and went back indoors. Luckily I also have a pair of pink three inch mules which don't match my handbag but fit slightly better. With those on I left the house for the second time and went for a stroll. I had my handbag hung over my crooked elbow with my other arm swinging girlishly. My planned route was only about four hundred yards but I hoped to be seen by a few late night folk. I passed within five yards of a couple sitting in their car. I didn't make eye contact but was thrilled to think I had definitely been seen. Next I passed a couple of young lads on the other side of the street, probably on their way home from the pub. They didn't pay me any attention at all which was fine. Then I got to the main road and walked in the direction of the traffic, hoping to show my sexy rear view to any passing drivers. I felt so completely vulnerable, only being able to walk at a very slow pace despite my relatively comfy heels. Vulnerable, yet somehow confident too. A couple of cars passed me then, seconds later, I heard the unmistakable sound of a car slowing down. I turned to look and a taxi pulled up alongside me. The young asian driver wound the passenger window down and asked me if I needed a lift. I didn't get too close to the window but just said, in my best girlie voice, "No thanks I'm nearly home." He just said, "Ok." and drove off. It was exciting to have talked to another person in my guise as a woman but no sooner had he gone than I regretted not siezing the opportunity. I walked another thirty yards or so to the left hand turn which would have taken me straight home down a quiet lane. I stopped and pondered but decided I didn't want my adventure to be over so soon. So I turned around and walked back the way I had come. Within a minute a taxi passed me on the other side of the road, travelling at speed. It went all the way round the roundabout and stopped beside me. It was the same driver. Through the window and in broken English he said, "You man or woman is it?" In a moment of brutal honesty I replied, "I was born a man but tonight I'm a woman." There was a slight awkward silence and I couldn't read his expression but he didn't drive off so, determined not to miss the moment again, I just blurted out, "Uh, would you like a blow job?" He thought for a second before saying, "How much init?" Whoa, that really took me by surprise. Here was my chance to be a whore and actually receive cash from a cabbie instead of the other way around. I was perversely flattered that he'd pay me for sex but I didn't feel like a whore. I was dressed way too classy for that. No, I felt like a lady. A sexy lady who just wanted to please a man. Besides, he had been kind enough to offer me a lift home. So I shrugged my shoulders and said, "Nothing. I just want to." I thought it was a pretty good deal but never-the-less he upped the stakes, asking, "You do anything else?" Ooh, the smooth talker! That was music too my ears so I replied, "I've got condoms and lube." He simply said, "Get in." Out of habit I climbed into the back seat. I could have got in the front but was glad to be in the back. It made me feel more ladylike and special, especially as I sat there being chauffeured with my knees demurely together and my handbag clasped on my lap. He radioed back to base and made up a story about taking a fare to a local village which would take him thirty minutes or so. (I don't know how he covered for that later but maybe he did end up paying for me after all?) As he drove he asked me a few questions like, how old I was and if I did this often. I told him I was 42 (tee-hee) and that this was the first time I'd ever been outside dressed. He seemed nice and friendly, even a little shy and told me he was 25 but didn't have a girlfriend. I told him, he did tonight. He asked again how far I would go and I told him I'd do whatever he wanted. I couldn't believe what a slut I was being but it had been too long since I'd been with a man. And I can't stress this enough, despite his few words in less than perfect English, he struck me as trustworthy, a real nice guy. I felt safe. He drove for only a mile into an industrial complex, which was deserted at that time of night. When we stopped he turned and asked, "You come in front or I come back?" Rather than being nervous and submissive as has been the case with my past (indoor) encounters, I felt oddly powerful and confident. Perhaps like a real woman? So I answered, "Come and sit in the back with me. There's more room here." He climbed in and sat beside me, looking a little unsure as what to do next. I asked if he wanted to kiss but he declined. (Pity that, I love kissing.) So I put my hand on his thigh and asked, "Can I kiss your cock then?" That did it. I didn't get the chance to undress him as he frantically struggled with his belt, button and the zip of his trousers. With them dragged down to his knees he quickly pulled his underpants down to reveal a hard little cock, sticking straight up in the air. Wow, that was soooo flattering. He had a hard on for ME and I'd barely touched him! He immediately apologised for being so small. (Less than four inches.) However, for sucking, that's my ideal size. I put him at ease by cooing, "Oh no, no. It's lovely. It's beautiful." He smiled and said, "Yeah?" I leant forward into his lap, saying, "Yeah, oh yeah." I proceeded to express my genuine delight by kissing his spongy head and sliding my lips down his shaft until I had taken it all into my mouth. He hissed and sighed his pleasure as I suckled on him while tickling his balls with my pink satin fingers. Bearing in mind he had been working all night and the fact he was asian, with possibly a spicy diet, I was surprised at how neutral he tasted. He was obviously a nice clean young man and I could have happily spent hours sucking his lovely little boner. I had plenty of room in my mouth to swirl my tongue all around and over his tender mushroom. God, I was loving it. So was he. His breathing was hot and heavy, his moans becoming ever more urgent. After, and I kid you not, less than a minute, he lifted my head up, saying "Fuck your pussy now. You got condom?" Well now it was my turn to scramble into action before he shot his cream too soon. I grabbed my handbag and took out a condom, quickly opening the wrapper and rolling it down his hard on. I pulled my dress and slip up and struggled with the snap crotch of my all-in-one. However my pink satin gloves just didn't provide enough grip so I practically ripped them off, throwing them on the seat before freeing my boy pussy from it's tight confines. I took the ky from by bag and smeared a dollop on my finger before pushing it straight into my ass. He asked, "What that?" I told him it was lube, just to make things easier. But it suddenly struck me, had he fully understood me earlier? Did he think I was a TS with a real pussy? Being sat next to him and with my dress covering my recently squashed, boy parts he probably hadn't seen my soft clitty. I didn't dwell on it though. I just made my move. I kicked off my heels and in the dim light I saw my pink painted, stockinged toes swing over his thighs, closely followed by my calf, knee and thigh, until I was sat squarely straddling his lap. I love it when a woman guides me into her wet waiting hole, so I did the same for him. Holding his hard prick, I manouvered it between my cheeks until it was tickling my tight pussy. Then I sat right down, feeling him slide, deliciously inside me. He gasped anew and grabbed my hips outside my dress, sliding his hands all over my lovely layers. This was a night of many firsts and it was certainly my first time riding a man. I had dreamed and fantasised about it for so long but finally it was happening. I'm not one to boast but I seemed to have a natural talent for it too as I rotated and rolled my hips, making him moan and pant. I have to admit, I wished he had been a touch larger because I could barely feel him inside me at times. He wasn't big enough to hit my sweet spot but that was ok. My pleasure was the mental satisfaction of knowing I was being a good girl and giving pleasure. It was so lovely, having my long hair flowing around my face as I rode him and I was glad I remained soft down there. At one point I must have been too enthusiastic because he slipped out and I didn't even notice. (Oops.) However, once he pointed it out, that gave me the chance to put him inside me again, allowing me the joy of being penetrated once more. I really squashed down this time and gripped the underside of his hairy, muscular thighs with my hand so I didn't lose him again. I also tickled his balls with the fingernails of my other hand, which really made him moan and buck into me. God I felt so whole, complete, dirty and slutty, being fucked by a man in a car, in a public place. I wished it would never end but after probably no more than five minutes of my urgent gyrating he cried out as he came. I continued to ride him but he told me to stop. Reluctantly I climbed off him and let his spent cock pop out of me. As he sat there, recovering from what appeared to be an earth-shattering orgasm, I glowed with pride. Then reality set in and he asked if I had any tissues. Of course he didn't want any cum on the seat of his taxi but I hadn't thought that far ahead. As I said, the only remaining item in my handbag was my front door keys. So, I said, "Don't worry about it." And... I had been hoping for a mouthful of his gooey stuff at the start of our encounter. Getting fucked was a huge bonus but I also wanted my tasty treat. So I peeled the condom off his softening cock, balling it into my hand and immediately replaced it with my lips, sucking the slick remnants of cum from his cock. He cried out again as I licked him clean. That's one thing a real girl can never know, just how tender a post-orgasmic prick can be. So I understood when he begged me to stop. Even so I sucked all the way up his cock before letting it noisily slurp from my lips. He tasted lovely :) He sat there for a moment longer, composing himself, before pulling up his underpants and trousers. Then, and I was really touched by this, he handed me one of my shoes. I knew he was a gentleman. (grin) There was another awkward silence. I don't think he knew what to say. So I took the initiatve, kissed him on the cheek and said, "Thank you, that was lovely." He didn't say much apart from, "Mm, yeah, I take you home now." During the short drive home I didn't bother to re-snap my crotch but I did put my ky back in my handbag. He swore me to secrecy about our little illicit affair and I said, "Of course, I don't even know your name and I'm not asking either." He didn't ask for my name either but he did ask for my phone number. Now this is really strange. I let him have my mouth. I let him have my boy pussy but for some reason, nice as he was, I didn't let this stranger have my number. However, he dropped me right at my front door and I made sure he knew my house number. He did ask if we could do this again and I said, "Yes, drop in Friday night." (I have another night off from my girlfriend then.) So I'm terribly excited by the prospect that he might call on me but Friday will be a busy night for him. I have no idea what time or even if he will appear. Anyway, tomorrow night I am going to get fully dressed and made up as a slutty, mini-skirted whore. (I'll still give it away for free though, tee-hee.) I'll be ready by 9pm and just sitting here waiting for my man to appear. Oh, I almost forgot to say. In all the excitement I stupidly left my only pair of pretty pink satin gloves on the back seat of his taxi. Or maybe I did it subconsciously, just to make sure he has an excuse to call? Oh well, never mind, I have a similar pair in white. If he doesn't arrive by say 11pm I guess I'll be going for another stroll..... Either way, I hope to post tomorrow's adventure here as soon as possible. It's taken me ten times as long to relate this event as it actually took to happen but please believe me, it's 100% true. I wouldn't want to waste your time otherwise dear reader. If you are a closet, wannabe sissy like I was, you may take inspiration from my experience. However I appreciate how risky and potentially dangerous my actions were. I could have been beaten up or dead in a ditch by now. But I took a leap and it worked for me. Oh God, how it worked. I feel so fulfilled and satisfied, yet still yearning for the next time. I can only urge you to follow your desires as safely as possible. We're only here once eh? Hugs and Love Nancy XXXX First Time Out! (Dedicated to my wonderful Penny, the most beautiful and sweetest Aussie in the world) __________________________________ It was a cold autumn evening New York JFK Airport. I was just paged to the U.S. Airways Information desk to receive a message. My first thought was, "this can't be good!" And it wasn't ... the message read: "Honey, I got tied up in Ohio. I probably won't get into New York until sometime tomorrow. I made reservations for you at the Hilton. Sorry, see you tomorrow. Love you baby. Keep it warm for me ... Tom" "Shit," I thought to myself. "God, how can he do this to me? Keep it warm for him? Shit, I need a fuck bad and soon. It's been a month now. What the hell does he think I am ... a zombie? Damn it, he always does this to me." I walked over to the cab stand. It was Friday night and it was really very busy ... people coming and going. Everyone had some place to go. I began feeling sorry for myself. I felt a mixture of agitation and sadness. I walked up to the man behind the desk at the cab stand. "I need a cab to take me to the Hilton ...," I never got to finish my sentence. "Ma'am," the man broke in, "it will be at least a half hour or more before I can get a cab for you." "Shit," I thought to myself. "God, will this ever end?" I left my name at the desk and told the man behind the desk to page me as soon as a cab becomes available. I told him I would be in the coffee shop. Then I pulled my few pieces of luggage behind me and headed for the coffee shop. Again, the coffee shop was crowded. I got a cup of coffee and started to look for some place to sit. The tables were all full. I noticed a table with a single woman sitting at it and headed in that direction. "May I sit here?" I asked the young looking blonde headed girl sitting there. "Sure, please do," the girl answered. I immediately noticed she had an accent but I wasn't sure if I recognized it. "Get her to talk a little," I thought to myself. "My name is Dottie," I said trying to hide the frustration I was feeling with the turn of events that had just taken place concerning my plans for this night. "Hello Dottie," answered this strikingly pretty young lady. "My name is Penny ... Penny Lane. I'm from Australia. Just arrived in New York," she continued. "Oh God, yes, I knew I heard that accent before but I just couldn't put my finger on it," I thought. "You are just visiting then right?" I continued. "Well, I was supposed to meet a girl here that I had been corresponding with on the internet. She was supposed to show me New York," Penny answered. "Damn," I thought to myself. "Not another one of these damn fake internet things." "Geeze, do you know her telephone number or any other way you can get in touch with her," I asked Penny. "No, she just told me she would meet me here," answered Penny. God, Penny looked so sad. I could tell by the look in her eyes that she was worried. "What a hell of a deal," I thought to myself. "All the way from Australia and stuck in this crazy airport in New York on a busy Friday evening." "Do you have someone else or some place you can go?" I asked Penny. Penny put her head down. "No, no ... I was really depending on my girlfriend to meet me here. But it's been over two hours now so I guess she couldn't make it," answered Penny. As I watched the sadness in Penny's eyes, the tears starting to build up, I could feel a sinking feeling within me. I took just a minute to sort of evaluate this Penny from Australia. She was really very pretty. She had blonde hair, ‘natural,' I thought to myself, very petite, big blue eyes, full red lips ... God, she looked so innocent, so in need of someone. I moved over closer to Penny so I could put my arm around her. "Listen honey, don't worry about anything. My husband kind of stood me up too so we are sort of both in the same boat. But don't worry, I have a reservation at the Hilton and you can stay with me tonight if you don't mind," I said to Penny. "Oh my God, mind? ... no, no, but are you sure it would be all right with you?" Penny answered. Boy, the combination of her pretty face, the tear filled eyes, and the cute Australian accent all pulled at my heart like never before. Impulsively I moved over to give Penny a little kiss on her cheek. "No honey, I don't mind at all. As a matter of fact I would really enjoy your company. It will get my mind off my own circumstances." Just then the voice on the loud speaker was paging me ... "Ms. Dottie West, your cab is ready," the man's voice on the loud speaker said loudly. "Come on Penny Lane, we don't want to miss this cab or we'll be waiting another hour," I said. The cab driver put our luggage in the trunk as I told him where we were going. I got in one side of the cab, Penny got in the other and we were off driving toward New York City on this chilly Friday autumn night. "Gee," Penny said now in a somewhat happier tone of voice. "I really don't know how to thank you Dottie. Not everyone would take a total stranger under their wing so suddenly." "Well don't even think about it, I answered. "I probably did it more out of selfishness than any thing else. I needed company," I continued not wanting to make Penny feel any obligation toward me. Penny moved over closer to me. She kissed me on my face and I could feel the warmness of her thigh against my thigh. For the first time I caught the scent of the light perfume she was wearing. The warmness of her lips on my face cheek and the combination of everything else stirred a little familiar feeling near the pit of my stomach. "No, no," I thought to myself. "Damn, I'm not that way ... I'm certainly not bi ... I have no interest in women ... none at all." I felt a little embarrassment at my own feelings, my own denial of that familiar awakening in my stomach. Then I felt bad because I even entertained the thought, no matter how brief, that Penny was ‘that way' too. The door man took our bags, ringed for the bellboy and we went inside. After giving the desk man my name he gave the bellboy the key to my, or our, room and we went up the elevator to the 45th floor. As soon the bellboy opened the door I was glad to see my husband had spared nothing to assure I had a good room. It overlooked the city with all its neon lights, and had a clear view of Broadway. Then I realized I wasn't really happy for myself but I was happy for Penny. God, I felt the need to impress her for some odd reason. "Why did I feel the need to please this pretty girl from Australia," I thought to myself. After asking Penny if she was hungry and she replied she wasn't, I ordered a hot fresh pot of coffee, a fine bottle of house wine, a few light Danish snacks and moved over to open my luggage. "Might just as well make your self comfortable honey," I said to Penny. We had just finished hanging our clothes up when there was a knock on the door. "Room service," came the voice from the other side of the door. I opened the door and the service man rolled in a table with our order. "God, the odor of fresh brewed coffee smelled good," I thought. I poured Penny a cup of coffee, topped it off with a little wine and we toasted each other with wishes of good health and happiness. "Dottie," Penny said, "do you mind if I take a shower. I really feel kind of clammy after being in the plane and then waiting in the airport for such a long time." "No, no, of course not," I answered. "Help yourself honey. Just make yourself at home." Penny opened her luggage and took out a pair of pink silk pajamas, a light pink robe that matched and laid them on the bed. I sat in the chair and watched her. My mind was transfixed as I watched her take off her blouse that until this time was hidden by her light jacket, slip out of her slacks and then kind of toss her natural blond hair around as if to fluff it out. I watched as I saw her petite body clad only in a pink bra and panties. I watched this young beauty, this girl with the pure white skin, this pure white skin dotted with the prettiest freckles, little tiny spots of very light brown that highlighted the freshness of her skin. I thought to myself, "God, she is the prettiest little thing I ever saw." I had filled a glass of wine for myself and the more I watched Penny, the harder it was to sip the wine simply because my hand was starting to tremble a bit. Penny went into the bathroom and I quickly got out of my dress. For some reason I thought it would be better to change while Penny was in the bathroom. I glanced in the mirror to look at myself. I felt so much older than Penny and for a moment I found myself trying to guess her age. "Twenty-five, maybe twenty-seven ... certainly not out of her twenties yet," I thought. I was almost thirty-nine years old and I found myself wishing I was Penny's age again. For some reason, I wanted Penny to like the way I looked. Just as I stood there looking at myself in only bra and panties I heard Penny's voice. "Dottie, how does this shower go on," Penny said in her cute little sweet Australian accent. As soon as I heard her voice again my heart started to beat a little faster. "Wait a minute honey," I replied as I went toward the bathroom door. As soon as I opened the door to the bathroom I felt like time had just stopped! I stared at Penny ... no, almost gawked in disbelief! Penny was totally naked. She was even more beautiful in this state then I could have possibly imagined. She had perfect medium sized breasts that almost looked like they stood out at attention. Her belly was flat with not even the slightest outward bulge. My eyes fell down almost automatically to look at the fluffy down starting three or four inches below her belly button and disappearing between her wonderfully trim thighs in a mass of silky blond fur. "Dottie ... Dottie ..." somewhere in the background I heard Penny's voice. "Ye...ah, yes," I tried so hard to answer feeling uncomfortable with my ‘gawking,' trying to get myself reoriented, trying to take my eyes away from what I was seeing standing in front of me ... "yes Penny," I finally got the words out. "Dottie, how does this shower turn on," Penny answered seemingly not even aware of the emotions and thoughts that were going through me. "Oh ... oh, yeah, ... well, let's ... ah, let's see," I answered walking over to the shower. The shower was very large, at least ten feet by ten feet in length and width. It was completely tiled with marble and had a glass enclosure with pictures of white swans painted on them. As I walked passed Penny to get into the shower enclosure I could feel my whole body trembling a little. As I faced the faucet apparatus I could feel Penny getting in the shower enclosure behind me. I turned to face Penny. "Well honey ... ah, I guess ... ah, I think you just ... ah, pull this handle outward and then ... then adjust the water to the ...ah, the temperature ... ah ..." I tried to explain the workings of the faucet but it was no use. As I looked into Penny's pretty eyes I kind of felt myself drifting ... drifting somewhere ... drifting away, somewhere that I have never been before. "Dottie ... Dottie, sweetheart, would you like to kiss me?" I thought I heard Penny's voice again. "Kiss her???? ... what did she say??? ... kiss her? No ... God no, I'm ... no, no, I'm not that way. God, I'm not bi ... kiss her? ... Is that what she asked me?" the thoughts were flashing through my mind in such rapid succession. I moved closer to Penny's full red lips. I brought my mouth down to align with hers. "Kiss her," I heard my mind say once again as I ‘gulped' loud enough for anyone in the room to hear. "Yes," I heard my mind again say to me ... "yes, honey, yes, I want to kiss you," I thought to myself as I looked into her smiling face, put my lips on her full lips, felt the movement of Penny's lips as they engulfed my lips. I felt Penny's arms encircle my body as our lips ... no, our mouths now, moved in unison with each other. I felt fingers unhooking the snaps of my bra. I was lost somewhere, floating, tingling, trembling ... everything seemed to happening at once. "I think maybe we should take a shower together," Penny said to me in a very calm, very self-assured voice. "Yes ... yes, I think so," I answered not really sure what I was consenting to ... but also knowing I didn't want to resist. I didn't want this feeling within me to go away. "Turn the water on Dottie sweetheart," I heard the calm voice of Penny again. The voice with the sweet Australian accent. "And make it nice and hot for us will you baby," Penny's voice continued. As I turned to face the faucet I realized that Penny had taken my bra off and my breasts were totally free from their silky confines. But I didn't get a chance to think too much when I felt Penny's thumbs slipping inside of my panties on each of my hips. I felt my panties being pulled down ever so slowly as I bowed my head just a little and took in a deep breath. Before I could breathe out the air that had just filled my lungs, my panties were at my ankles and I just automatically stepped out of them. I felt the warmth of Penny's body push against my backside, felt the soft pubic hair of Penny's vagina on my ass cheeks and watched as the pretty red finger-nailed hands cupped my breasts from underneath and lifting them very gently as though Penny's was kind of testing their girth. By now my skin was all goose bumps as I heard that now familiar sweet voice again. "Dottie baby, you have to turn on the water honey," Penny said to me. I tried to regain my senses. "Oh ... oh, yeah ... yes, turn on the water," I answered as though I was talking to no one in particular, just answering the sweet female voice I had just heard. The water came out in a turret of warmth, adjusted itself to the temperature I had set and poured over our heads and bodies in a seemingly translucent flow of relief. I watched Penny's pretty hands now fully cup my breasts ... then her thumb and forefinger of each hand as they squeezed my now erect nipples, softly at first, then a little harder, pulling outward as though Penny was trying to test their elasticity. Just as suddenly as all this began, her hands were gone and I felt a soft wet wash cloth on my back. Penny had spread the wash cloth on my back and was working up a good amount of soap suds with a bar of soap she was rubbing on the wash cloth. I felt the wash cloth being removed, and rubbed on my neck, coming around to wash and soap my breasts, one at a time and lingering for just a second on each nipple. Down the wash cloth went, on my lower legs, up now on my thighs, then I felt the warm softness on my ass cheeks. I felt my ass cheeks being spread, gently, felt it linger for a moment, then being gently pushed inside ... inside the aperture that was there, drifting downward again until the wet warm wash cloth was between my legs. I felt my vagina lips being spread ever so gently by these knowing hands that were directing the movements of the wash cloth. I felt a bit of the wash cloth go inside of me, then out again, in again, out again ... then upward toward the top of my opening. It was moving upward like a guided missile that knew its target. I felt it pushed gently at the covering of my clit until my now fully engorged clit was fully exposed and standing erect like a soldier standing at attention. As soon as I felt the first touch my knees began to buckle ... to sag just a bit. "Oh my God ... oh shit, shit, shit... oh, oh, God, Penny honey ... I think I'm going to ... I think I'm going to cum ... yes, cum ..." I screeched the words in between gulps of air that I was rapidly sucking into my lungs. As quick as I was getting there ... it was gone. I felt myself being turned around, still trembling from the closeness of reaching an orgasm and looking into Penny's pretty face. She kissed my lips. "Now you wash me, just the way I washed you," Penny said. And I did. I tried to follow exactly the path Penny had taken with the wash cloth and I marveled at the sensations pulsating through my body as I touched every sensitive spot of Penny's body. Every thing seemed to go in fast motion then. Penny dried me with a large and soft Turkish towel. Then I heard the familiar words ... "now you dry me, just the way I dried you," coming from Penny's lips. And I did! It seemed like only seconds before we were on the bed. I felt lost ... lost in another world, kissing the beautiful red lips of precious Penny ... this beautiful angel that had just come into my life like a flash of lightning. Then Penny's voice brought me partly back to reality. She was whispering in my ear. "Listen to me ... listen to me. Do exactly as I tell you," Penny whispered. "Do you understand what I'm telling you?" "Yes ... yes Penny, yes, I understand," I answered. "Good," Penny said as she took my head in both of her hands. "Suck my breasts, suck underneath them first ... yes, yes, that's good ... now up, let your tongue made little circles around my nipples, first one and then the other, but don't touch the nipples yet ... good, that's good, you're doing fine. Now, listen to me, take my nipple between your lips, first one then the other and let your tongue flick them gently ... oh yes, oh God, your doing so good. Now down baby, down ... slowly, don't go too fast! Stop there, right there ... let your tongue suck on my belly button ... yes, oh yes ... oh God baby, you have such a good tongue. Now down slowly ... that's right ... feel my fur on your face cheeks ... isn't it nice and soft?" I felt Penny's hands on my head gently take a bunch of my hair in each hand urging me downward. Almost immediately my nostrils filled with the very light scent of ‘woman' and it flooded my senses like an aphrodisiac. I ran my tongue on the puffy moisture filled outer lips of Penny's vagina not sure if I was doing it right. But I wanted more ... more. I pushed my tongue inward and ran my tongue all around the soft, slippery, and soaked membrane I found there and struck my tongue deeper inward until I heard Penny's voice above me again. "Oh yes, honey ... that's good, stick your tongue in ... now out, yes, that's it, in and out. See honey, I'm fucking your face, your mouth ... oh, God, doesn't that feel good to you," Penny said. "Hmmmm ... yes, yes," I mumbled back to Penny," not wanting this feeling I felt to ever stop. "Now up baby," I heard Penny's soft sweet guiding voice again. "Yes, slide your tongue up, up toward the top of my pussy, yes, yes, that's the way. Feel that honey, feel how stiff my clit is ... that's because your mouth and tongue is making it happy ... it really likes you. Now baby, take my clit between your lips, suck on it, suck on it like it's a pacifier ... yes, just like it's a pacifier ... oh, God ... oh shit, shit ... oh my God ... oh, oh, keeping sucking baby, I'm ... I'm getting there ... oh good Lord in heaven ... yes, yes ... I'm cumming ... I'm cuuummmmminnng!" My nose, my mouth, my whole face was soaked with the wetness of Penny's vagina as I felt her thrust forward with her hips. I felt her thighs engulf my head in a scissors grip as she bucked and bucked. I put my first one finger in my own vagina ... then two fingers. It didn't take much until I was feeling the same things Penny was feeling ... oh my God, I was cumming too ... I felt myself climbing upward as though I was climbing a steep mountain. The oxygen was thin up here and I needed to breathe hard to catch my breath ... God, I could see everything from up here ... up here high on this mountain ... I could see the stars, the moon ... red rockets bursting in air ... oh, shit ... yes, yes, I was cumming too and my orgasm was in perfect timing with Penny's. It seemed to take a long time, but I felt myself drifting back again. I had moved up on the bed and Penny was holding me tight. She was rubbing my back as I wrapped my arms around her, holding on, not wanting to come down too fast. The scent of Penny's skin filled my senses and I wanted to taste the scent. I kissed her shoulders and licked ever so lightly at her skin like a little kitten nursing on her mother. Then I drifted again into the fading light. I was drifting off into a peaceful sleep ... a sleep that for the very first time in my life I can ever remember welcoming with such a blissful feeling. First Time Out! "What the hell is that," I thought as I tried to rub the sleep out of my eyes. "Oh shit, it's the phone. I picked up the telephone. "Hel ... hello," I said. "Good Morning Ms. West," the voice said on the ear piece of the phone. "The young lady told us to give you a wake up call at 8 a.m., ma'am." "Who," I answered. "The young lady that stopped at the desk this morning," came the reply. "Oh, ok ... ah, thank you," I answered. I again tried to get my orientation ... tried to remember where I was as I shook the feelings of sleep out of my head. Then I began to remember ... remember last night. I turned to look for Penny but the bed was empty. I sat up on the bed and looked around the room. I looked where Penny had left her luggage on the luggage bench, but it wasn't there. The closet door was opened but all I saw were my clothes ... none of Penny's. "Hell," I thought to myself, "what the hell ... I must have been dreaming ... no, no, it couldn't be a dream ... could it?" I got out of bed. I was naked. "Let's see," I tried to think. "What did I do with my bra and panties?" I walked toward the bathroom. As I opened the door the first thing I saw was my bra hanging on the shower door ... my panties were on the floor. "Yes," I thought to myself. "Yes, I'm sure that girl was here ... wasn't she." I looked at the bathroom mirror. There appeared to be some kind of a note taped to the mirror. I went over and retrieved the note and began to read: "Good Morning my sweet Dottie ... my girlfriend called at 6 a.m. this morning. She was stuck in traffic last night and was late getting to the airport. She found out from the cab desk that I had gone on with you to the Hilton. She is downstairs now waiting for me. You were sleeping so soundly I didn't want to disturb you my sweet lady. Dottie honey, thank you for the use of your room last night. And baby, thank you for making love to me last night. You made me feel wonderful. My email address is at the bottom of this note just in case you want to get to know me better. I love you darling ... Penny." Tears filled my eyes. Yes, it did happen. Yes, I did make love to precious Penny. No, the tears weren't tears of regret. They were tears of joy. "Oh my God," I thought to myself, "do I want to know her better ... yes, yes, yes," I shouted in the bathroom. "Yes, yes, yes!!!!!!" First Time Out She took her time preparing for the night. Before stepping into the shower, she shaved her legs, under her arms, then carefully trimmed and shaped the curly black hair on her pussy. While her olive skin was still damp from the shower, she anointed her legs, arms and torso with an expensive skin emollient. She brushed her long, curly, dark brown, almost black, below shoulder length hair. Taking her time, she painted her fingernails and toenails with a Chinese-red lacquer. Then she picked up the bottle of White Shadows perfume from her dressing table and put a tiny drop behind each ear, the hollow of her throat, each nipple and on her pussy. Sitting on the edge of the bed, she eased a pair of nylons up the softness of her legs and hooked them to the black, lacy, garter belt. I hooked the three fasteners on the black bra for her. From the closet, she took a transparent, red, button up the front, silk blouse. Starting at the bottom of the shirt, she buttoned all of the buttons save the top three. To complete the ensemble, she put on a calf length, zip all the way up the front, faux suede skirt and then pulled on a pair of high heeled, mid-calf length, brown boots. The last step was to lightly apply red lipstick to her full lips. My preparation wasn't quite so involved. I showered, ran a brush through my hair, splashed on some cologne, threw on a pair of Levis and a T-shirt then pulled on my socks and boots. It's a difficult thing being a male, but someone has to do it. It may as well be me. Dimly glowing stars studded the inky blackness of the night sky. A gentle summer wind rustled the leaf-heavy tree branches. In spite of the warmth of the night, I was wearing a light leather jacket. She was wearing a long, thin, black coat. I held her arm as we walked to the old blue, '72 Ford LTD. It wasn't pretty, but it was roomy. The 429 under the hood let me pass almost anything on the highway except a gas station. I'm not going to lie to you; I was nervous. In fact, I was nervous as hell. I could tell from the rhythm of her breathing that she wasn't exactly as cool as a cucumber. It was relatively new territory for both of us. I'd driven past the place countless times over the course of the last couple of years. The concrete block building set well back from the highway. A rickety privacy fence partially obscured the parking lot from public view. There were, perhaps, 15 cars in the lot when we arrived. We got out of the car and shut, but didn't lock, the doors. There wasn't anything in the car worth stealing. I'd rather a thief find that out without breaking a window. The cost of admission was eight bucks. The guy behind the glass handed me back two singles. We hesitated at the brown, double-doors that lead into the auditorium. I winked at her. She smiled at me. I opened the door and we stepped into the darkness. We stood still for a moment to allow time for my eyes to adjust to the darkness. On the screen, a woman was screaming in fake ecstasy as a well-hung man fucked her doggy style. As my eyes adjusted to the lack of light, I could see that most of the seats were empty. Toward the back of the room, in a corner, there was a booth and a table. I steered her toward it. After we sat down, she shrugged out of her coat. I lit a cigarette and surveyed the audience. There were young men, middle-aged men and one old man. She was the only woman, which wasn't overly surprising. It was a seedy joint that smelled more than faintly of urine and semen. The men were surreptitiously watching us. None of them tried to make eye contact or moved closer to us. I ran my hand up the smoothness of her leg. Whispering in her ear, I told her to unzip more of the skirt. She did. The fabric fell apart, exposing most of her thighs. On the screen, the hot and furious action continued without a semblance of a plot. "What happens next?" she whispered into my ear. "In a couple of minutes I want you to get up and go to the bathroom." I made a slight motion toward the short, dimly lit, hallway that lead to them. "Stay in there a couple of minutes and then come out and stand by the entrance for a minute with a cigarette in your hand. I'm betting someone will walk over to offer you a light." I handed her a cigarette. In case you're wondering, she was a non-smoker. She got up and sauntered away. Sauntered isn't exactly the right word. I think "strutted" is more accurate and appropriate. The woman gave good walk. She had the right roll to her hips and ass that made it all look sassy, saucy, and sexy as all get out. There was nothing contrived about it. Standing under the dim, yellow light in the hallway, she looked as though she had just stepped out of a French "arte" movie. The softness of the red, silk shirt draped nicely over her large breasts barely fettered by the lacy bra. Standing as she was with one hip jutted out, the skirt had fallen open enough to reveal a good portion of her nylon stocking covered thigh. The unlit cigarette dangled loosely in her right hand. Within moments, a man walked up to her and held out a lighter. She put the white tube between her red lips and sucked shallowly as he applied flame to it. They visited for a minute. I saw her smile and heard her laugh softly. He walked back to the booth with her. She slid in next to me and he sat next to her. She introduced him as John. I don't know if that was really his name. Neither she nor I were using our real names. We didn't try to converse. We didn't even look at each other. I felt her hand on my leg. I placed my hand on her left leg and slowly stroked my way up her thigh. I ran my fingers over to her pussy. Instead of her hot wetness, I felt his hand as his finger manipulated her clit. I moved my hand and listened as she began to breathe more rapidly as her excitement mounted. From the way her right shoulder was moving, I knew she was rubbing his cock through his pants. It was a familiar song. Her head dropped back as she arched her back and climaxed quietly. He moved his hand. I put two fingers into her dripping vagina. A slender, mostly bald man walked over to the table. "You need to be careful," he said. The cops put undercover vice out here all the time. I don't think there are any here right now." I thanked him and he left. "Do you want to get out of here?" I asked John. "That would be good." His voice was hoarse with hunger. We walked to the car. She slid in next to me; he next to her. As we drove out of the parking lot, I told him we weren't comfortable taking someone to our house so we were going drive around in the country where it would be more private. Since the theater was near the city limits, it was a matter of minutes before we were driving slowly down a gravel road. He unbuttoned another button on her blouse, lifted her bra over her breasts then began sucking and licking the nipples while his hand was buried under her skirt. She fumbled at his belt buckle, then unbuttoned and unzipped his slacks. She reached into his undershorts and came out with his cock in her hand. She turned toward him, her hand massaging his cock. His breath came in short, hard gasps. Her hips were bucking against his hand. He humped against her leg and hand. I played with her bare ass as I combined watching them and driving. I stopped the car to suggest they make themselves comfortable in the back seat. After they changed seats, I adjusted the rearview mirror to make it easier to watch the action. He laid her down on the seat, lifted her legs into the air, lowered his mouth to her pussy and began lapping at it furiously. She held his head between her hands as she thrust into his tongue. Her moan became louder and louder as she neared her peak. The movement of her hips became erratic until she screamed in orgasm, stiffened and then relaxed. After resting a moment, she sat up and pushed him down on the seat. He lifted his hips to help her as she pulled his slacks to his ankles and off one leg. Delicately and softly, she traced the swollen head of his cock with her warm, wet tongue. He groaned. She made an O with her lips as she sucked him into her mouth. Her tongue twirled while she fucked his cock with her mouth. Her mouth left him to allow her to trace a wet trail to his balls and then to his scrotum. He writhed with pleasure. His hips were a perpetual motion machine as she took him to dizzying heights. Suddenly he squirmed out from under her and all but slammed her back into the seat. It was, indeed, a bawdy sight. She had taken her skirt off and tossed it on the back of the seat. Her dripping pussy was almost framed by the garter belt. One of her booted feet was draped across the front seat while the other was draped over the back seat. Her curly hair was a mass of tangles. He knelt between her legs. She took his cock in her hand and guided him to her pussy. Just as she started to pull him into the welcoming heat of her vagina, he stiffened and began to spasm, coating her pubic hair with ropes of cum. John moved from between her splayed legs. For a few moments, he idly stroked her pussy and ran his hand over her breasts. She sat up, pulled her bra back over her breasts, put her skirt on, and straightened her blouse. He straightened his clothing. We drove him back to the cinema and thanked him for being a gentleman. We drove home in silence. She curled into my side with my arm around her shoulder. I slid my hand into her blouse, reached into her bra and began softly twirling her nipple between my thumb and forefinger. I parked in our driveway and we walked across the softness of the too-long grass. I had forgotten to leave the porch light burning so it took a bit to find the right key and insert it into the lock. She hung her coat on the coat tree by the door. I tossed my jacket across the over-stuffed chair. We looked at each other for a long second. "I've been a bad girl," she said in a decidedly little girl voice. "And how have you been a bad girl?" I asked. "I played with a man's cock," she confessed. "And?" "I let him play with my pussy. I let him put his tongue in my pussy." "And?" I asked again. "I sucked his hard cock. I put his balls in my mouth. I licked under his balls." Her little girl voice sounded surreal in the stillness of the almost-dark room. "And?" My voice sounded gravelly to my ears. "He cum on my leg. He cum again on my pussy? "On your leg and on your pussy?" I asked with more than a little amazement. "Yes. He couldn't wait." I put my hand over my mouth to hide my grin. "And?" I asked again. "I enjoyed it. I liked sucking his cock. I liked his fingers and his tongue in my pussy. I liked the feel of his cum on me. I rubbed it in. I tasted some of it and it tasted good." "And?" "I need to be punished for being such a bad girl." "How should you be punished?" I could feel my hard cock straining against the coarse fabric of my Levi's. "I need to be spanked." "Take your clothes off," I ordered. She unbuttoned the blouse and threw it on the chair. Bending over, she unzipped her boots and kicked them out of the way. Her breasts jiggled and swayed when she struggled to undo the snaps. They sagged slightly when they were freed from their confines. The nipples were hard. The garter belt and nylons joined her blouse on the chair. "Get the paddle, take it to the bedroom and assume the position on the bed." I sat down and lit a cigarette as she left the room. I smoked it and then another before I got up and walked to the bedroom. She was kneeling on the edge of the bed with her face buried in the covers and her round ass in the air. The paddle was lying on the bed beside her. "How much of a whipping do you think you need?" I asked. "I was a very bad girl. I wanted more." I picked up the paddle and softly caressed her ass with it. I turned it on edge to run it down the crack of her ass. She trembled when she felt the corner of it linger on her tightly puckered hole. I patted her ass with the paddle. She jumped just a bit. The paddle cracked hard against the left cheek, then again against the right. The strokes alternated; fast, slow, soft, hard, very hard, pause for a moment and then strike again. As I paddled with my right hand, I slid two fingers of my left hand into her vagina. It was sticky wet with her arousal. She moaned with each strike and she moaned between the strikes. Maybe it wasn't so much a moan as it was a keening hum. I spanked until I knew she was in a zone where asking me to stop was not possible. After laying down the paddle, I began squeezing her ass cheeks. That elicited a different type of sound. I undid my zipper and took out my cock. It was painfully hard. The head was an engorged purple helmet. I put my hand on her hips to pull her closer to me. "Spread your cheeks," I ordered. She reached back to grasp each cheek with her painted nails and pulled them apart. My cock was wet with need. I put my forefinger in my mouth to wet it, then rammed it into her ass. She gasped. I guided the head of my cock to her ass hole and slowly, but ever so firmly, began to push. There was resistance at first as my cock fought for access. She pushed back against me. I grabbed her hips with my hands and shoved my cock into her. The tight sphincter opened to me and I buried my cock to the hilt. Roughly, I began slamming in and out of her. Her moans became gasps and her gasps became a litany of pleasure. We were both panting like winded horses as we raced to see who would cross the finish line first. I'm not sure who won that race. My cock grew harder and bigger as I felt the cum boiling for release. She was singing her song as the first jets of my cum washed the walls of her rectum. She collapsed face down on the bed. I leaned back against the wall to give me support while I caught my breath. I kicked off my boots, dropped my jeans and T-shirt to the floor, and then crawled into bed next to her. The games were finished for now. It was time to sleep. First Time Out As we walk through the bar, Lydia's arm is around my waist, and it's clear that she is showing me off, proud to show everyone her "conquest" for tonight. I feel self conscious (I'm sure I'm blushing). but I like it, too, at least until we pass the bar. Myra is staring at me as we go by, and I feel a sudden twinge of shame, as if my mom just caught me masturbating. I really am a naughty girl, I think, but then I just let it go. Lydia's hand is on my rear now, gently squeezing my buns as we walk. "Oh, you have a sweet little butt, girl, " she tells me. "I'm going to have so much fun with you." I'm excited by her comment, excited and scared. I'm sure I'm in for a night to remember. We walk quickly to a nearby garage where Lydia's car is parked. Not surprisingly, it's a nice one - a Mercedes convertible, a two-seater that looks brand new. Lydia opens the passenger door for me and I climb into the nicest car I've ever ridden in. As Lydia drives, I look down at her lap and think about how I diddled her back in the bar. These thoughts keep me excited as we drive along the water. We head toward a series of high-rises and ultimately turn into the garage attached to one of them. More luxury, I think, and I realize that this will be quite an experience, whether it turns out good or bad from a sexual standpoint. But I'm pretty sure it's going to be good. We hop on the elevator and stand in the usual "elevator silence" as it rises to one of the upper floors. I'm dying to touch her again, but she shows no interest at the moment, so I restrain myself. From the elevator it's a brief walk down the hall to Lydia's condo. She unlocks the door and lets me in, following behind me. As expected, her place is amazing - large and exquisitely furnished. I start to comment on it, but before I can, Lydia is on me, pinning me against the door, her hands cupping my buttocks as she lifts me slightly to adjust for our heights. Suddenly she seems very, very aroused, much different from the bar. She kisses me, her mouth open and wanton, her tongue plunging into my mouth, where it is met with my own. I hear a muffled "Mmmmm" from her. It's the most obvious reaction I've gotten from her yet, and it adds to my own arousal. Now her hands are more active, cupping my breasts through my shirt and bra, then quickly moving down to tug at my belt. I help her undo it and then she's at my pants, opening the button and zipper and pushing the jeans down over my hips. In a flash, my top is pushed up, my bra unclasped, and I feel the cool air hit my naked breasts. Lydia breaks our kiss for a moment to look at them. She rolls both of my nipples between her fingers, making them even harder than they already are. "You have nice little titties, Milene," she purrs, and I feel warm and wanted. I know my breasts are small compared to hers, but I've always been proud of their shape - full and round despite their humble size. Her mouth returns to mine as my temperature continues to rise. I just love kissing, and her technique is wonderful. She takes her time exploring my mouth, her lips and tongue moving luxuriously over every part of my mouth. The sensuality is intense. At the same time her hands are busy on my body, roaming over my breasts, squeezing the bare cheeks of my ass, tracing over my abdomen, and just teasing lower. My whole body moves against her, begging for more sensation, but she's on her own schedule, not mine. I'm there for her enjoyment, my clothing pushed up and down to give her access to the most intimate parts of my body. It feels so good and dirty to be exposed that way, more so than being completely naked. These are the only parts of me she's really interested in, and that makes the whole situation even hotter. Lydia bends down to take my right nipple in her mouth. She sucks me expertly, her tongue flicking delicately over the sensitive flesh, then gently taking it between her teeth before gobbling half my tit into her mouth. Once that one is entirely aroused, she gives the same treatment to the left one. I cradle her head and hold on, closing my eyes, trying to focus entirely on the wonderful feelings she's giving me. Now her hand is between my legs, moving oh so lightly, barely brushing over my engorged lips, making me twitch as she expertly teases me. One finger traces circles around my opening and I utter an unsteady sigh of anticipation. She slips it inside me and my sigh becomes an unbridled moan. I know I'm wet and I can hear the squishy sounds her finger makes as it moves inside my folds. "Ohhhhh unghhhhh!!" I cry out as she inserts two, and then three fingers completely into my vagina. Lydia licks at my throat as she moves her fingers back and forth in my pussy, making me shake with arousal. The feelings between my legs are so wonderful that at first I don't even notice her other hand exploring behind me. But now I do - the fingers rolling up and down in my butt crease, a single finger circling tightly around my anus. I feel it move forward to gather some of my moisture, then back to my rear, and I mutter a frantic "Mmmmm..ahhhhh" as it slowly pushes inside. She moves it slowly in and out of my clinging ass muscle, each time a little deeper, and I'm quivering with excitement. I don't know which hand to push against - they both feel so good. Now her finger slides all the way up into my asshole and I shriek with the pleasure of it. Sweet Jesus, her fingers are so long! Still, she probes deeper, almost lifting me off the floor with it, vibrating her digit in my bottom, tickling deep in my anal canal. She emits a feral growl and whispers hotly in my ear, "You do love my finger up your ass, don't you, dirty girl? What a filthy little slut you are." I respond with a mindless babble, totally out of control. I came to her place thinking she wanted me to do her. My god, I never expected to be taken this way. I feel totally possessed by her, used by her, and I love it. She's all over me now, the stimulation is everywhere. She's sucking on my breasts, just ravishing them. Her left hand is between my legs, three fingers working in my pussy, while her thumb flips my clit back and forth, generating needy tremors in my pelvis each time it does so. But it's her right hand, the one in my ass, that's driving me wild. My hips start to jerk, my breath rushes in and out - her middle finger is so far up into my rectum, I can't believe it. She starts moving it again, rough circular motions, rooting around deep inside me. She gives me three hard thrusts up the ass and my back arches, I grab frantically onto her shoulders, and with a brief scream I come, come in my cunt and in my bottom, harder than I've ever come in my life. My orgasm seems to go on forever, shaking there in her arms, little cries of ecstasy forced from my lips as the waves soar through me. An electric charge surges through my entire body as she keeps going, still stimulating me. Her mouth is on mine again, smothering my cries with her sweet lips and tongue as her hands continue to work me down below. I try to spread my legs more, hoping to get her farther up into me, but it's hard while I'm standing. Lydia sees this and reacts, pinning me hard against the wall as I raise my left leg to allow her deeper access. I feel her finger slip out of my bottom and for a second I'm distraught, but then she changes tactics, jamming her thumb into my pussy as not one, but two fingers ram back into my asshole. Her fingers work furiously, trying to meet inside me but separated by my vaginal and anal tissues. Oh god, I'm so wet! I picture my fluids dripping off her hand and that sets me off again, whimpering incoherently as I climax for the second time in minutes. This time she eases me down. My thighs are trembling from the experience and I can barely stand. She gives one final squeeze between my two holes and then slips all of her fingers out of me. She grabs my face and kisses me with a passion that I have not seen before. I feel my own juices wetting my cheek as her hand clutches me there. Now her own need is apparent, and she wants satisfaction. I feel her firm grip on my shoulders and I'm being pushed down, down to my knees and to the liquid treasure that is Lydia's cunt. She's still fully dressed, but she quickly undoes her skirt and drops it to the floor, revealing the black satin thong that was in my mouth earlier this evening. My hands are trembling as I reach forward and slip the flimsy thing down over her hips and thighs. Lydia steps out of it and leans forward slightly, raising her left leg and bracing her knee against the wall, to give me access to her throbbing cunt. Her lips are swollen, a deep red color, and I can just glimpse the delicious pink flesh inside, already glistening with a thick coating of love juice. A hand on my head urges me forward and I can't suppress a long groan as we meld together and, at last, I'm tasting her again. This is what I've been waiting for. I've been thinking about doing this since the moment I realized she might take me home with her. Struggling with my composure, I spread her cuntlips with my thumbs and lick all over the slick flesh inside. I feel her tremble as I do so, but I can tell she's trying to maintain control. I kiss the inside of her pussy, then remove my thumbs and simply lick up and down within her slit, enjoying the silky warmth of it against the sides of my tongue. Lydia's very wet now, already creaming my face as I lick her. She tries to spread her legs wider, but it's difficult in this position. "Wait," she says breathlessly. "Move over here." Lydia moves to one of the leather chairs in the room. At the same time, she slips off the rest of her clothing, and for the first time, I see how beautiful her breasts truly are: large and full - 36C is my guess - with pale, almost translucent skin revealing several tiny blue veins on the undersides. Her beautiful pink areoles are large and delicious, stippled with little goosebumps of excitement. Lydia sees me staring at them and considerately offers one for me to suck. She lifts my face and I open my mouth to take it in. She looks down at me briefly, then closes her eyes and sighs as I spend several minutes licking and sucking. I do the same for the other one, until the tips of her luscious globes are wet with my saliva and both nipples are standing up hard. Lydia wants more now and she takes a new position, kneeling on the seat of the chair, her shoulders resting comfortable on its back. Thrilled, I realize that I am to have her from behind. I drop to my knees again and take in the luscious sight before me. Her strong, shapely thighs lead up to the cheeks of her ass, silky smooth and creamy white. Her pussy is framed delightfully between them, the lips pouting outward, a delicate cleft waiting for the gentle caress of an eager tongue. Lydia shifts slightly, and as her legs move farther apart, the lips open up, and above them, the dark pink circle of her anus peeks out of the crevice of her bottom. Stifling a tiny cry of passion, I push my face into her, her dewy petals entering my mouth as my nose drives deep into the crack of her ass. She was so right about me earlier. I was dying to get my face between her legs, to please her in every way, to let my tongue feel the silky textures inside her pussy, to suck on her meaty lips and feel her juices leak into my mouth. I love pussy, I knew I'd love hers, and now I'm going to do it all for her. I lick her slowly, lovingly, my tongue subtly intruding into the creamy warmth of her cunt. The soft warmth of her ass against my face enhances the experience and stimulates me even more than I already am. I love eating someone from this position, because of the eroticism of the view and because of the mildly degrading feeling it provides. I dig in deeper, pushing my whole tongue inside her from behind, and I am rewarded with a wonderful pleasure sound from above me. I lick around inside her, sucking at the same time, pulling her wet folds into my lips. From this angle, it's easy to avoid her clit, so I can tease her and extend our pleasure as much as possible. I feel her body tremble and already I can taste her cum running into my mouth, but I know this will go on for some time. I get a little shiver of my own as I think that I might be eating her for the rest of the night. The warm and buttery cunt feels exquisite on my lips as I eat her like a gourmet, enjoying every flavor, every fold of her perfect pink pussy. Desperate to please her, my tongue searches, pulling her juices into my mouth, my nose filled with her essence. I take long, sensuous licks at her pussy, each time coming away with a thick coating of juice on my tongue. Her hips work in a slow, sensual rhythm as she quietly enjoys the stimulation of my oral affection. Though she's dripping fluids profusely, she's seems so calm, so relaxed, that I feel I'm more excited now than she is. I marvel again at her self control, which makes me even more determined to drive her up the wall. I continue in this way for some time, exploring her vaginal area, licking lightly, then more passionately, kissing and sucking every place I can get to. Occasionally I catch her off guard and am rewarded with a half-hidden whimper or muscle jerk, but in general she hold on to her cool. Promising myself that I will break through, I move upward in a deliberate, sensuous lick, starting at her turgid clittie and moving slowly up through the crack of her ass. As my tongue drifts wetly over her rosebud, her back arches slightly and a quiet but heartfelt "Ohhhhhh," fills the room. I smile to myself as I realize I've found the key. I kiss her softly right on the anus, feeling the hot little ring contract against my lips. Lydia issues a low moan. Her previous mood of luxurious pleasure-taking is now giving way to a more earnest need for satisfaction. Encouraged and stimulated, I kiss her asshole again and again, each time a little longer, a little more passionately. Now my thumbs move to her pinkish tan hole and spread it open, exposing the deeper pink tissue at its center. I lick lightly there, tickling the most sensitive parts, just inside. Soon my tongue is pressing forward, entering the soft, clinging heat of her bottom. Her back arches more now and a low groan escapes her lips as I probe deeper inside her, moving slowly but insistently until the full length of my tongue is buried in her ass. I wiggle it inside her and she groans and trembles, fighting to maintain control. It's so exciting to serve her this way! I pull back out and lick once more around the rim of her butt hole, then, spreading her cheeks, I place my open mouth over her anal muscle and suck, slowly and gently, my head moving back and forth as I do so. Her voice is a rough hiss now, her breath coming hard through gritted teeth. "Oh goddamn, you are a dirty girl, aren't you? Are you enjoying that, pet? Enjoying my ass? No, enjoying my asshole!" I love her talking to me this way. It feels so naughty, so good. The sight of her asshole just inches from my face, so shiny and wet from my licking, multiplies my passion. "Yes!" I blurt out, totally inflamed by what I'm doing for her. "Oh God, Yes!!!" "Mmmmm, nice," she responds, then adds, with relish, "But I'm going to have to punish you for being such a nasty little slut - later, of course, after you get me off like this." Inspired by her talk, I eat her ass with renewed enthusiasm, jamming my face between her warm, silky cheeks, licking up and down in her crack, and pushing my tongue up inside her. She's loving it now, grunting and groaning, her butt moving sinfully against my probing tongue. "Unghhhhh,ahhhhh, gnhhhhh, oh fuck, eat it. Mmmmmmmmm. Whore. Yessssss." I move my fingers up to her dripping snatch, then farther, to her long-neglected clittie. As I touch her there, a deep tremor passing through her whole body, and I know it's time for the final act. I signal her to turn around and she does, plopping down in the chair and pulling her legs up to give me access. I dive into her crotch, my mouth open wide over her hole, my tongue boring deep inside her moist channel. Then, sensing her need, I fix on the fat little clitoris, tonguing it and gently massaging it back and forth between my lips. Lydia groans loudly and rocks her knees back and forth and I keep it up, now using the flat of my tongue to provide a wet caress across the entire surface of her nubbin. "Unnghhhhh," she cries, "don't stop, don't you DARE stop, you sweet little BITCH!!!" I don't stop. I maintain my oral assault on her frantic nerve endings while pushing two fingers deep into her throbbing cunt, pushing up to search for her G-spot. A few rhythmic thrusts and some lightning-fast tongue flicks finally do it. Lydia's hips come high off the chair, straining and trembling hard into my mouth. I feel an extra surge of liquid in my mouth and she's there, spasms moving delightfully through her as cries of ecstasy fill the room. I stay on her and in her as she rides through her orgasm, then continue to lick her tenderly as she comes down. Her hips return to those lazy pumping motions and keep going that way for some time as I lick her clean. Finally, she is done, pushing my head gently but firmly away from her. We both lay there for some time, she on the chair, me between her legs, my cheek resting against her thigh. As we bask in the afterglow of our love session, she compliments me on my skills and I feel a warm rush of satisfaction that I was able to please her so well. We rest a little longer and then Lydia grabs my wrist and raises me to my feet. "You are a good little tongue slave, my pet," she says, then adds with an evil grin, "but I promised you a punishment, and it's time you got it. Get in position, nasty girl." She pushes on my neck, forcing me over the back of the leather chair, my head almost touching the seat. Our positions are essentially reversed, but I'm sure that what I have in store is not what I just did for her. Lydia is moving quickly now, and before I know what is happening, something is slipped over and clasped on my right hand. My left hand gets the same treatment, and I realize that I'm now secured with padded handcuffs, the other ends looped around the legs of the chair. I am totally exposed and totally helpless, my head down over the seat of the chair, my naked ass raised and ready for whatever it is that Lydia has in mind. "Mmmmmm, yes," she purrs, "you do have a sweet little butt. All set up and ready for me, too. This is going to be such fun." Lydia wanders off to another part of the room and I strain against my bindings to see what she's doing. I can't tell, but she returns momentarily and stands before me. In her hand she holds a small wooden paddle, about the size of a ping pong paddle, but thicker and with several holes in the center. It's now clear what kind of punishment she has in mind for me. Lydia waves the paddle briskly in front of me and I hear the air swooshing through the holes. "Have you ever been paddled before, my dear?" she asks. I tell her No, which is the truth, and this seems to please her. She reaches down to twirl one of my nipples hard between her thumb and forefinger. "Well then," she chuckles, "this will be a special treat, won't it?" My mind is a jumble of feelings as she steps behind me. I'm scared, for sure. I've never done anything like this before, but I know it will hurt. I just don't know how much. But I'm excited, too, as this is something I've thought about many times, without the courage or opportunity to try. Now I'm in the midst of it, my panties down around my knees, my breasts exposed against the supple leather of the chair's back, my bare bottom awaiting its fate. I'm filled with the same wonderful dread and anticipation I had earlier, when I agreed to come here with this powerful, entrancing woman. First Time Out "How many do you deserve, pet? So bad you are. I think we'll start with five, just to give you a taste, huh? Don't worry, though , there'll be plenty more." She's taunting me now, teasing me, "Feel free to scream, dear. Make as much noise as you want. The insulation here is perfect. And besides ... I like it." There's a long pause now. I know she's still standing behind me, but she neither speaks nor moves to any action. She's building the tension, making me anxious, and then, just as I'm about to relax, I hear the swoosh of air behind me and a loud "Smaaaack!" fills the room. An involuntary shriek escapes my lips as a rush of searing pain explodes in my right ass cheek. I expect the pain to subside a bit, but it doesn't. If anything, it increases in the few seconds following the initial smack. Lydia waits, letting me feel the heat building in my backside, enjoying my response to the punishment. Then there's another swoosh as my left cheek gets the same treatment. I don't cry out this time, just grit my teeth and take it. Still, the pain, now filling my entire backside, is worse than I imagined. I hear the air hissing through my clenched teeth and my whole body is shaking, trying to disperse the sting in my burning buns. She gives me three more, spacing them apart so that I fully experience the horrible/delicious sensations of each one before the next one hits. She pauses now, as promised, taking some time to survey the results of her little game. By this time, tears fill my eyes. I can't see, of course, but I imagine my butt to be a deep cherry red. The stinging back there just won't stop and I wonder how I can take any more, but a part of me definitely wants more, desperately so. The whole situation - the pain, the submission, the lack of control - have me so turned on I can't even understand it. Behind me, I feel the soft touch of Lydia's hand running lightly over my tortured buttocks. It does nothing to relieve the stinging, but it's arousing nonetheless. I can hear Lydia breathing hard, and I know it's not a sign of exertion, but of her own arousal. The first five are done, but I know it's not over. Nothing is said, but she has obviously decided I can take more, and it's clear that she's going to continue. She tells me what a pretty red bottom I have and then starts back in. As the paddle rises and falls, I can feel my pussy leaking juice onto the fine leather of her chair. By the tenth strike, I'm sobbing aloud. On the next one, I begin to scream. She picks up the pace, and soon I am screaming and sobbing continuously. I beg for mercy, kicking my legs up, pulling on the cuffs that hold me in place, but she ignores me and continues - twenty, twenty-five smacks as my bottom burns brightly. She's setting my butt on fire, and despite my screams, she knows that I want this. My pussy juices are flowing as if a dam has broken. I am totally overwhelmed at how much I am stimulated. Then, with my rear end so red and stinging, Lydia uncuffs me and pulls me onto the floor. In seconds, she's on me, her hips perched over my face. She pauses there for a moment, savoring her position. Then she lowers herself, exclaiming softly, "Ohhhhh yeahhhhh", as she grinds her heat hard onto my waiting mouth. Her thighs tighten around my head and I'm completely immersed in her. I'm still softly crying, but now I'm eating her again and it just feels so right. Her whole crotch is absolutely soaked. Spanking me has clearly inflamed her passions, and the juices are just dripping out of her. I can feel them running down my cheeks as I start to lick her in earnest. The tears stop and I'm really into it now. The intense stinging is still obvious in my backside, but it reminds me of how she has used me, how I've submitted to her, and this merely adds to the other heat that I feel between my legs. I grab her hips and begin to feast with abandon on her luscious flaps, her cunt cream drooling copiously into my eager mouth. I swallow it, incited by the thought that her fluids are sliding into my belly. An image crosses my mind of her squirting into my throat, and while I know it won't happen, the idea of it sets me off with renewed enthusiasm. Lydia is into it now, too. She's not controlled anymore. "Clean me," she mutters. "Drink me." Her whole body is shaking again, trembling as my mouth pulls the pleasure out of that throbbing gash between her legs. I pull her down harder onto me, forcing my face in deeper, licking everywhere inside her, moaning like a cheap whore as I grovel beneath her. I pull her slightly forward and sweep down again to her asshole, cleaning up the cream that has oozed down to that space between her cheeks. I tickle her little rim, just a bit, and bury my nose in the wet furnace of her pussy. Her hands are on my head now, fingers dug tightly into my hair, holding me in place as she continues to grind herself over my face. Oh god, it's so, so good! I'm just beside myself with the intensity of the experience. I reach up to palm her breasts, playing with her erect nipples and relishing the blissfully soft feel of her full mounds in my hands, while she continues to fuck my face with a vengeance. I can't take it anymore. My mouth full of pussy, my bottom still hot and stinging, my head and face obscenely wiped by this beautiful, powerful woman, I am completely over stimulated. Giving in to my urges, I plunge both hands into my own crotch and begin to furiously diddle myself. In seconds I'm coming hard, the tremors surging through my body as my squeals and cries are muffled in the swampy depths of Lydia's cunt. Lydia is just a close as I am. As she sees me go over the edge, moaning wantonly into her tingly crotch, she erupts herself, bucking and shaking once again into my hungry mouth. We get off together, her hips shuddering down hard onto my face, while my own hump frantically in the air behind her. The waves of ecstasy extend and linger in both of us much longer than we ever expected. My orgasm begins to ebb, but Lydia's persists, the sporadic jerks of her hips continuing for almost a minute after the initial onslaught. She finally finishes and with a long, satisfied sigh, falling forward onto her hands, so that I am completely engulfed in the sticky heat of her sex. She rolls off me and slumps back against the padded base of the chair, for now completely spent, her arms and legs widely sprawled, the pink-white pillows of her breasts heaving on her chest. She looks at me between her legs with heavy-lidded eyes, totally satiated but still exuding control and command with those steely blue daggers. She is truly an exquisite beauty, so sexually feminine but at the same time mentally and emotionally demanding. I notice that, despite my efforts, the space between her legs is still (or again?) clearly very wet, and she looks so good, so delicious, that I immediately want to start on her again. But it's not my place to decide, so instead I let her recover, gently stroking her calves as she lies there, hoping she is not finished with me, that I will get at least one more chance to please her before the night is over. At last, she recovers enough to let me know what she is thinking. She smiles warmly, the first true warmth I've seen from her. "Mmmmm," she sighs. "I made a good choice with you tonight, little one. Who would have thought that such a young one would have such talents?" I smile with content and she continues, "Wherever did you acquire those delightfully nasty habits?" I giggle softly at this last question, but I have no answer for her, only that I loved everything we did and would love to do more. She smiles even broader and shakes her head at my enthusiasm. "Well," she chuckles, "who am I to deny you? We have all night, don't we?" First Time Outdoors I have always been very shy around women, and I’ve never had the nerve to initiate any contact with them. The exception, was my cousin, whom I’d always thought of as my sister, as I am an only child. She married another cousin of mine, but after two kids, she got divorced, and moved back to my hometown. I spent a lot of time visiting her, and consoling her, always there when she needed me. We started becoming very much closer, and I became concerned that things could easily get much more serious, and I was afraid that she would become labeled by our family as a cousin marrier, and possibly become ostracized. My solution was to introduce her to my best friend, whom she is with 'till this day. Possibly as a favor to me, she introduced me to a girl she met in college. She was nice, good looking, very happy, and fun to be around. But she was totally flat chested, just like a ten-year-old girl! We got along very well and started seeing each other quite often. As it turned out, what she was lacking in breasts, she more than made up for in nipples. When erect, they stood up a half inch, and were a true delight to rub and suck! Whenever I took her out to a bar or restaurant, she would put on a training bra, because when she got excited, her nipples were unmistakable, so she wore the tiny thing to conceal her wonderful nipples. She told me that the reason she left her boyfriend, was that he got her pregnant, and wanted her to get an abortion. While she had that done, he went to the bar and got drunk, which really pissed her off. Plus she thought that it might have been a little girl seamed to cap it. (She already had two boys). She was worried that I might not like her because of the abortion, but I reassured her that was not the case. Because of the abortion, she told me that she couldn’t have sex for a month, but I was patient, and told her so. Eventually, it was time for our first time. We took my truck and camper, and headed down the highway towards the outdoors. About half way to our destination, I heard a sickening clunking noise, and found out that the studs holding my wheel on were all loose, and untighternable! I limped into a rest stop, and managed to relay a message to my buddy, but new he wouldn’t be able to help until the next day. We settled in for the night, and I knew that her birth control pills hadn’t gone a month yet, so she wanted me to use condoms. I hate the damn things, but agreed. She teased me several times that night, about doing it, and not, until she finally said, “OK!” and took off her clothes! I can’t say there’s ever any bad sex, it’s all good, some better than others, and this seemed only average to me, but I was happy. The next morning, I woke up with a huge hard-on and grabbed her hand and placed it around my cock, making sure she knew what was on my mind! She smiled widely, and pulled back the blankets and spread her legs to accept me. We had sex again as if we were in a dream. This time was much better than the first and we were overcome with happiness. Shortly after that, my buddy showed up to rescue me, and he joined us at our planned camping place, borrowing my spare tent. We had sex again that night, and again the next morning trying to be quite, then my buddy left for town. I took my sweetie to a secluded little lake that afternoon. It was warm, blue sky, birds singing and beautiful! I told her that I wanted to make love to her outside, with the sun shining on us, and she was reluctant. I just got some blankets out of the back, laid them down under a tree, along with some pillows, and motioned for her to lay down on them. She still needed convincing, so I started undressing, and began unbuttoning her blouse. She was worried, but had a mischievous grin, and began to undress. When she was naked, her cute nipples poking up so high and hard, her pussy hairs like fine brown moss, my breath was taken away! Then she grabbed my cap and put it over her pussy, put her hands over her nipples, declaring that now no one could see her! Grinning from ear to ear, I abruptly tossed my hat aside, pinned her hands above her head, and lowered my naked body onto hers. We kissed each other, and relished in the feeling of our naked bodies touching each other. The Sun felt so good on my bum as I readied to enter her! Soon, my raging hard cock found her pussy lips, and began to push inside her. Just a little at first, then an inch, then back out. Then in another inch and I felt her juices coating my cock and herself, making sliding into her much more pleasurable. I continued, backing out, plunging deeper until fully deep inside her. I stopped for a few seconds, delirious in the feeling of finally being fully, deep inside this wonderful woman! Then I began our love slide, very slowly, then gradually picking up the pace. Just as I was getting to a fast pace, close to climaxing, a large insect, a bumblebee I think, began flying around us both in large circles! I grabbed my cap and tried to knock it out of the air, but missed. I was too far-gone to stop, so I dropped my hat, and started pounding into her very fast! Then the damn thing dive-bombed me, stinging me on my inner thigh, a half-inch below my balls! I was in mid-cum, but that stopped me! Half a cum, yelling loudly, as she laughed out loud! Not that she was being mean at all, it was kind of funny looking back on things. And actually, I’m so glad that the bugger didn’t get me in the balls! Christ, that would have been a problem! I’ve only had sex outdoors one other time, but I haven’t lost my desire to do it again!