5 comments/ 45756 views/ 3 favorites A Date with Tiffany By: stevemike08066 It was a typical Saturday night, and I'm once again waiting in my favorite coffee house for my Saturday night blind date. One of my co workers decided to fix me up with there step daughter, and I was a little concerned that at age 34 I wouldn't have much in common with an 18 year old college freshman, but he said not to worry about it, and that she was rather mature for her age. I had only been waiting for about 15 minutes, when I see this petite little blonde come walking in. She was only about 5'3, but she had a smile that brightened up the whole room, she had shoulder length blonde hair, and a small but ample sized chest, and she's wearing a red tank top and denim shorts, and I can tell she's not wearing a bra. She scans the room for a few minutes, then she spots me, and tries to make her way over, but two guys come over and begin hitting on her, she tries to blow them off, but then two more take there place, after a minute I walk over and help her out. "Tiffany?" I ask. "Oh God, please tell me you're Steve!" "Yes, hey guys, back off, she's with me." I take her by the hand and lead her to a table in the corner, she sits down and I go to the counter and get us two coffees and a few bagels. "So, Steve, is this where you take all your first dates?" "Sadly, yes, this is pretty much where I take my first dates." I say, trying not to laugh. "It's nice, but, I'm truly hungry, can we go to a restaurant, or some place, please?" She asks. "Sure, I know just place, you want to follow me?" "Well, that's the thing, my step dad dropped me off, I don't have a car, so, if it's ok, can I ride with you?" She asks, blushing slightly. "Why are you blushing, Tiffany?" She blushes even more now. "Steve, this is the first time that I'm out with a man who's older then me, you're a little intimidating, so, can I please ride with you?" She says, blushing even redder now. "Sure, Tiffany, come on, let's go." I take her by the hand, and we walk to my car. We get in my car and drive away. "Where are we going?" She asks. "Just to a little diner, it's quiet, and we can just sit, and get to know each other, ok?" "Ok, sounds like you go there alot, is this like your secret first date spot?" She asks, giggling. "Yes, now you have me blushing." I say, trying not to look at her now. We pull into the parking lot and I park the car, I was about to get out, when Tiffany stopped me. "Steve, wait, look at me." I look at her, and notice that she has very beautiful green eyes. She leans in and kisses my mouth very softly. "Is that what you wanted? To kiss me? Maybe you want to touch my breasts? Talk to me, Steve." "Tiffany," I say, a little flustered, "I'm not sure yet, let's have dinner, ok, then we'll go from there, ok?" "Ok, I'm sorry, I haven't ruined anything, have I?" "No, Tiff, you haven't." We hold hands as we walk into the diner. "Table for two?" The woman asks. "Yes, can we get a booth?" I ask. "Certainly, right this way." We sit down and scan the menu. After a few minutes, Tiffany can no longer wait for the waitress and excuses herself to the ladies room, but, no sooner does she leave, the waitress comes over. "Are you ready to order, sir, or do you want to wait till your daughter comes back?" "I'll wait-hold on, she's not my daughter, she's my date tonight, and yes, I'll wait for my date to come back before we order." "Ok, sir, I apologize, I thought she was your daughter, please accept my apologies." I give the waitress a mean look as she walks away. After a few minutes, Tiffany comes back, and we place our orders, we have an enjoyable dinner, with great conversation, and I was suprised to find, that Tiffany is a bright, intelligent, young woman, and yes, very mature for her age. Every so often, our eyes would meet, and she'd smile and slightly blush. "You ready to go, Tiff?" I ask. "Yes, are you?" I nod yes, I pay the bill and we head for the door, and back to my car. "It's getting late, Tiffany, you want me to take you home? Or is your step dad going to pick you up at the coffee house?" "You can take me home, Steve, if by home, you mean your house." She says, putting her hand on my leg. "Tiffany, what are you doing? Your step dad wouldn't approve." "I can tell you want me, Steve, you've wanted me since the coffee house, you had a bulge in your pants after I kissed you, so stop resisting, give in to your urges, besides, I told my dad that you'd take me to my friend Angela's after our date, so, you're covered, so, lean over and kiss me already." I lean over and kiss her, deeply, letting my hand run down and squeeze her tits, but she stops me there. "Lets's continue this at your place, lover." She whispers. We pull up to my apartment a few minutes later, we get inside, I can no longer resist, I push Tiffany against the door and begin kissing her again, deep and hard, again reaching down and cupping her tits, squeezing them hard, making her gasp. "Steve......Steve.....Steve, stop, stop, I need to use the ladies room." She says, giggling. "I didn't want to stop you, Steve, but, my pussy is so wet, and I'm not wearing panties, so, sit on the bed and I'll be right back." She says with a slight blush. A few minuntes later, I hear the bathroom door open up. "Steve? Close your eyes, I want this to be a suprise." She says. I close my eyes, and can hear her walk towards me, I can already smell how wet she is. "Steve, I'm standing here, naked, and I'm so nervous, don't open your eyes just yet, give me your hand, ok?" I give her my hand and I feel her guide me between her legs, and for the first time, I'm touching her pussy. "You feel that? That's my sweet fuck hole, Steve." She says, in between long, deep breaths. "Open your eyes, Steve, open your eyes and take me, Steve!" I open my eyes, and I'm taken back by the vision of beauty before more, for the first time, I truly see her, her beautiful smile, her beautiful green eyes, her perfect b cup breasts, and her oh so sexy belly button ring, and her cleanly shaven pussy. "Do you like what you see?" She says, blushing. "Yes, Tiffany, I do." I say, taking her by her hand and pulling her towards me, looking deep into her eyes and kissing her deeply. I lay down on the bed and pull her down on top of me. "You have me in bed now, Steve, what are you going to do with me?" I roll over so now I'm on top. "I'm going to fuck you now, Tiffany, that's what I'm going to do." "How do you want to fuck me, Steve? How about letting me suck that hard cock first, so it'll slide easily into my tight fuck hole." I get up and start undoing my pants, when Tiffany stops me. "Let me undress you, lover." She pulls my pants down to my ankles, then the playfully tugs at my boxers until my rock hard cock pops out. "Oh my, you are ready for me, aren't you? Steve, I want you to cum in my mouth, I want you to cum in all of my holes, and I want to cum on your face and your cock, can you handle this, Steve, can you handle me?" I nod my head yes as I watch her devour my cock, slowly taking it all the way to the back of her throat. I gasp as I watch her begin bobbing her head up and down on me, I almost cum when I notice her gaze up at me with her beautiful green eyes. "Don't resist it, cum Steve, cum for me." She puts her mouth back on my cock, just in time to catch the first pulse, she swallows the first then puts my cock against her face, and lets me finishing cumming on her beautiful face. "Look at my face, all covered in your creamy load." She says giggling. "Rest up a bit, lover. You have plenty more cumming still to do, but for now, I want you to eat me." She says, pushing my back on the bed. I watch in amazement as she lowers her beautiful, bald pussy onto my face, she smells so sweet, and tastes even sweeter, as I begin to slowly run my tongue up and down the entire length of her pussy. "Yeah, Steve, that's it, tongue that pussy!" She begins grinding her pussy across my face, coating me in her juices, I can tell she's getting close to cumming. "Fuck, you're going to make me cum......I'M GONNA CUM.....OH FUCK......OHHHHH!!!" I feel her body tremble, and her cum coats my tongue, and she squirts all over my face. "Holy fuck, that was intense, baby." She says, giggling. "Steve? you wanna go again?" "That's up to you baby." I say. "Let's sleep for a while, and then we can fuck some more, I really want your cock in my pussy." We kiss, tasting our own cum, then we drift off to sleep, dreaming of what our next session will be like. To Be Continued.... *Author's note: Please feel free to leave any and all feedback. A Date with Tiffany Ch. 02 Tiffany wakes up before I do a few hours later. "Steve, baby? Wake up, baby, come on Steve, wake up." She says, rolling me on to my back, and noticing how hard I am. "Well, I know just the thing that'll wake you up." She says, giggling. And she slowly begins stroking my hard cock, feeling her stroke me makes me open my eyes. "You don't waste time do you, girl?" "Hey you! About time you woke up! You ready to fuck me?" "Of course, do you want me on top?" "No, Steve, I want to be on top, just lay back, and let me ride that beautiful, hard cock!" I watch in amazement as she lowers her bald pussy down on to my hard cock, feeling her tight walls grip my cock almost sends me over the edge. "Oh Steve, you feel so good.......oh God!" I take her by her hips and begin bouncing her up and down on my cock. "Ok fuck, Steve, you're going to make me cum, fuck Steve.....OH FUCK!" She screams as I feel her cum, squirting onto my cock, I'm still bouncing her as she comes down from the orgasm. "Did you cum yet, baby?" She asks. I shake my head no. "Do you want me to suck you until you cum?" "No, I want to cum in your pussy, Tiffany." And with those words, she begins bouncing up and down, faster and faster, until I'm on the brink of exploding. "Tiff, I'm gonna cum, holy shit, AHHH!!" I scream, as I grip her hips tightly, until every last drop of cum is deep inside her. "Did that feel good, Steve?" She asks, blushing. "You know it did, baby girl." "Steve? Let's 69, I want to taste my cum and I'd love to see you taste yours." She says, giggling. She turns her self around and lays on my face, so now I can lick her pussy, and even get a good taste of her ass, and her face is down at my cock, licking the shaft and running her tongue down to my ass. "Ever had your ass licked, Steve?" "No, have you?" "Yes, oh god, yes I have." She says with a girlish giggle. She buries her middle finger deep in my ass as she starts sucking my cock, and I do the same to her as I suck her clit. "Yeah, Steve, fuck my ass, oh my God, baby, fuck that ass." She moans out. I continue to pump my finger in her asshole harder, when finally she says, "Steve, stop, in need your cock in my ass, just fuck my ass baby, please." She rolls off of me and places a pillow under her stomach. "Be gentle baby, please." I once again grab her hips and slowly push my way into her tight ass. "Fuck yeah, baby, you feel how tight my ass is, Steve?" "Yes, I do!" I moan out as I reach between her legs and begin to rub her clit. "OH! Fuck yeah, Steve, rub that clit!" Before too long, we're both ready to explode. "STEVE! Fuck, baby, cum with with me, fill my ass, OH FUCK!" She screams as we both explode, we both fall to the bed, drained. "Ready for another nap, Tiff?" I ask. "Yeah, but first, I know your cock is dirty from being in my tight ass, let me clean it off for you." I pull out of her ass, and bring my cock to her mouth, and watch in amazement as she takes my dirty cock in her mouth. "MMM, I love tasting my own ass, Steve." She says, slowly bobbing her head up and down on my dirty cock. "You keep this up, and I'll explode again, Tiff." "Well, that's the whole point, isn't, baby?" Before too long, I'm ready to explode. "Cum on my tits, Steve, fuck yeah, baby, cover my tits!" She screams as my cum cover her pretty little tits. I fall back to the bed, and instantly go back to sleep, hoping that the next morning will be as great as tonight was. To Be Continued... A Date with Tiffany Ch. 03 By the time I wake up the next morning, Tiffany is already gone, but she left me a note. "Steve, Sorry to leave in the middle of the night, but, my friend called and said my step dad was looking for me, so I had to get home, quick. Meet me at the coffee house tonight, and I'll make it up to you. XXOO, Tiffany" I spend the whole day thinking about her, her shoulder length blonde hair, her beautiful green eyes, her sexy belly button ring, everything about her is sexy, and I can't believe, she's only 18, what could she possibly see in an old man like me? The rest of the day seemed to drag by, but finally it was night time. I arrive at the coffee house about 8pm, and to my suprise, Tiffany is already there, and is looking very hot, wearing a red tank top and a denim skirt. "I was starting to think you weren't going to show." She says, greeting me with a hug and a soft kiss on my cheek. "You wanna go to dinner, or what?" I ask. She walks up to me and places her hand on my crotch, and she pulls my head down and kisses me, deeply, pushing her tongue into my mouth. "Take me to a hotel, Steve, take me there, and just fuck me, fuck me till I get pregnant." I look at her in shock, not knowing what to say. "I told my step dad about us, he's not happy, but he says he'll get over it. I told him, because, because, I'm.....I'm in love with you, Steve!" She says, as tears begin to stream down her cheek. I wrap my arms around her, holding her close. "Take me to a hotel, Steve, please." She asks again. We walk to my car, and we drive to a nice, 4-star hotel, we get a suite, and head up to our room, we kiss the entire elevator ride up, my hands on her breasts and her hand on my crotch. We get into the room, and she quickly pushes me down into an easy chair that's right by the bed. "I want to give you a lap dance, baby, you do want a lap dance from your Tiffany, right?" I nod my head yes, and she turns on some music and begins seductivly dancing, running her fingers through her long blonde hair. First, she lifts her top, showing me her sexy purple satin bra, then puls it back down, then she lifts her skirt, showing me her matching purple panties, she pulls her skirt back down and continues dancing, moving to the bed, while I remain in the chair, watching in amazement. After a few minutes of dancing on the bed, she finally comes back to me, leans in and kisses me again, I can barely contain myself, I want her so badly, I reach out and touch her breasts, but she pushes my hand away. "Be patient, are you ready to see me strip?" I nod my head yes, and the dancing continues, but now she's raising her top over her head, and pulling her bra straps just off of her shoulders, not quite exposing her breasts to me, she pulls her straps back up and begins teasing me, jiggling her breasts in her bra. "God, I want you so fucking badly, Tiff!" I scream. She just giggles, and continues dancing, now finally unzipping her skirt, when she pulls it off, I can clearly see a nice wet spot on her panties, she pulls her panties to the side and gives me a quick pussy flash before covering her self back up. After a few more minutes of dancing and teasing, she walks back over to me, and kneels down in front of me. "I want that cock, Steve, give it to me." I stand up and pull down my pants and boxers. "Sit back down, lover." she says. As soon as I sit down, she grips my cock and begins stroking it, up and down. "Do you want me to suck this cock?" "Yes!" "Beg for it, Steve, say, 'Please Tiffany, please, suck my cock.' say it, Steve." "Please Tiffany, please, suck my cock." "Good boy." I watch in amazement as Tiffany devours my cock, taking it all the way to the back of her throat, then slowly bobbing her head up and down, then gently squeezing my balls, before too long, precum begins oozing from the head. "Do you want to cum, baby?" "Yes." "You know what to do, beg for it, I said.....BEG!" "Please, Tiffany, please let me cum." "Say 'Miss Tiffany', Steven." "Miss Tiffany, Ma'am, may I cum, please." "You may, but you're not cumming in my mouth, you're going to cum in my bra, understand me, Steven?" "Yes, Ma'am" She removes her bra, and places the one cup over the head of my cock and begins slowly stroking me, the material felt so good I explode almost instantly, I just slump back in the chair, totally drained. She then stands in front of me, slides her hand down inside her panties, rubs herself, brings her hand back up, and puts her fingers in her mouth and sucks them clean. "You feel better, baby?" She asks smiling. "Yes, I do, I never knew you were dominant." "I'm not, usually, but tonight it just seemed right, do you want me to be more dominant with you?" "Yes, Tiff, I do." "Well, then, let's get one thing straight, for the rest of the night, it's Miss Tiffany, understand me, Steven?" "Yes, Ma'am." "Does Steven want to eat my wet pussy?" "Yes, Ma'am." "Beg for it, Steven, come on, beg for it!" "Please, Miss Tiffany, may I lick your sweet pussy, Ma'am." "Get on your knees, bitch!" She yells. I drop to my knees in front of her, and she moves closer to me, close enough that I can smell how wet she is for me. "Take my panties off, Steven." I reach out to grab her panties. "Not with your hands, bitch, use your teeth, take my panties off with your teeth!" I crawl closer to her, and lean in and get the waist band of her panties in my mouth, and begin to pull them down. "Good boy, Steven." I pull her panties all the to the floor, and just look up at her. "May I lick you now, Ma'am?" "Yes, Steven, you may." I lean in and give her pussy a nice wet kiss. "That's it, Steven, lick my pussy!" I continue to tongue her pussy, then I slowly slide my middle finger deep into her tight asshole. "OH SHIT! That's it, OH FUCK......I'M GONNA CUM!" Tiffany's whole body shakes from the orgasm, and she drops to her knees in exhaustion. "I love you, Steve, I love you!" She says, kissing me deeply. "I love you, too, Miss Tiffany." "That's right, I AM Miss Tiffany, aren't I, bitch?" "Yes, Ma'am." "Do you want to be MY bitch, Steven?" "Yes, Ma'am, I do!" "Then there is one last thing I need you to do, Steven." "And what is that, Ma'am?" "I want you to become a girl, a dirty, slutty, girl, can you do that, Steven?" "Yes, Ma'am, but, what does that mean?" "It means, I want to dress you up, rename you, and then fuck that tight man pussy that you have, understand, Steven?" "Yes, Ma'am." I can already feel my cock getting harder at these words. "Well, let's get some sleep, in the morning, I'll take you shopping for clothes and make-up, then it'll be time to transform Steven into.........'Sabrina', do you like that name?" "Yes, Ma'am, very much." "Very well, good night, Sabrina!" "Good night, Ma'am." To Be Continued...