First Time With A Guy

"Oh Tom, you look so delicious!. Here I come lover, I hope you're ready for me." I say as I lay down on my side next to him and run my hands across the lovely tan skin of his hard chest. I lean over and take one of his hard nipples between my glossy lips and begin sucking and nibbling it as I reach down and fondle his throbbing cock through the tight leather of the sexy pants.

Tom then rolls to his side facing me and runs his hand along the curve of my body, lingering a little to fondle my boobs and then the bulge of my throbbing cock at the front of my dress causing me to moan with pleasure. He then slides his hand down along my thigh high boots. "I love leather. I guess you could tell that. You look so sexy in this leather dress and these sexy boots. I can't wait to slip my cock up this tight ass of yours," he says as he fondles my buns through the leather of my dress and the silk of my panties. "Roll over Bootsie, I want to fuck you from behind."

Trembling with anticipation, I do as I am told and roll over onto my hands and knees. My buns are squirming as Tom fondles them. He then raises the hem of my dress and taking the waistband of my panties from behind, he pulls the back of them down revealing my tight round virgin buns, while leaving my cock covered in the front. "Oooh, you have a sweet little ass, lover. I've never done this before, but I think I want to get you ready for my big cock by sliding my tongue in there first."

I feel Tom's hands grip the cheeks of my buns and spread them wide and suddenly I feel the hot wetness of his tongue pressing against the sensitive ring of my virgin anus. I arch my buns back against his tongue as I cry, "Oh yes Tom lover, your tongue feels sooo good! Slip it up my ass lover! Don't stop, please!!"

My panties are stretched taut over my jutting and throbbing cock and I am in heaven as I feel Tom's hot wet tongue probing in and out of my asshole. I can't help squirming and my own tongue licks my glossy lips as I pant in excitement and lust. Tom reaches his hand around and grips my cock though the silk of my panties causing me to gasp with pleasure. After a few more minutes of Tom's hot sweet tongue sliding in and out of my tight ass I cry, "enough lover!! Please fuck me! I want your cock up my ass!!! Please fuck me!!"

I can barely believe how fast Tom responds to my cry. Before I know it, I feel his strong hands gripping the leather clad sides of my waist and his unzipped warm throbbing cock head pressing against my wet and quivering anus. A thrill of fear passes through me, but is quickly replaced by lust as Tom begins forcing his enormous cockhead into me. I remind myself that I have had dildo's of almost this size inside me before.

I primal moan rises from my throat as Tom's cock inches into my ass. He begins rocking slowly back and forth sliding a little deeper inside with each forward thrust. "Oooh, you are so tight Bootsie! I have never had my cock squeezed like this. Do you think you can take all of me?" Tom asks.

"Don't worry lover! I want every inch of you inside me. I want you to fuck me, just like on of your girlfriend's. But please be slow lover until you're all the way in." I respond. I love the incredibly fulfilling feeling of having Tom's cock inside me and I begin pushing back and helping him slide deeper and deeper until I feel the hot skin of his thighs and waist pressing against my buns and I realize that I have all of my lovers cock inside me! Tom then slowly pulls back and I feel an aching sense of loss as his cock withdraws inch by inch until only the head remains within me and then he pushes back in and I cry out in pleasure, "Oh yes lover, fuck meeee! Fuck me deep and fast lover!!"

Tom needs no more encouragement and begins to slide his long hard cock in and out of me faster and faster. I meet each of his thrusts with my upturned buns pushing back hard so that his thighs slap against my own. "Ah, ah, aaaagh, ooohh yes" I cry. "Fuck me lover! Fuck me harder!".

Tom responds by suddenly pulling his cock all the out of me and my immediate response is to cry out in disappointment, but he rapidly and forcefully rolls me over onto my back and taking my booted legs he raises them and rests them on his shoulders. "I want to see you face while I fuck you." he says and rapidly slides his cock all the way into me as I moan in delight.

Tom grips the smooth leather sides of my strong boot covered legs and begins fucking me again. It feels like he is able to fuck me even deeper now! I love being able to look up at his incredible lovely and hard body and his lean muscles flexing as he fucks me. I reach out and grip his hard shoulders and then pinch his taut nipples, which makes him cry out in pleasure. I then reach up and pull his face down, and plant my glossy lips against his and take his hot tongue into my eager mouth and our tongues swirl passionately together.

Suddenly, I feel Tom's body begin to tense and breaking our kiss, he begins to thrust into me with almost violent force. "I'm coming close lover, I'm going to cum soon!! Cum with me lover!" Tom cries as he slides his cock rapidly in and out of me. I reach down with my right hand and fondle my achingly hard cock through the silk of my panties, while I grip the back of his hard buns with my left hand and pull him deeper into me. It takes just a moment before I feel my cock begin to spurt hot cum into my panties and at the same moment Tom is arching above me and I feel his hot cum flooding my rectum.

It is the most intense orgasm I have ever had, and from the looks of it, the same is true for Tom. I lower my boots from his shoulders and wrap them around his legs as he collapses upon me. I love the feeling of his weight pressing down upon me and the satisfied and warm ache in my no longer virgin ass. We speak no words for a long time, but just exchange soft kisses as my hands roam over his broad back and his hard leather covered buns.

"I think you have spoiled me for real women forever Bootsie. You are sexier and more feminine than any girl I have ever been with! And fucking you and having you suck me off was incredible!" Tom says as he rolls slowly off me and his softened cock slips from between my buns.

"Oh Tom, I love hearing you say that! You have made me feel fully like a girl for the first time and I know now that being with a man is much more satisfying for me. I have so many fantasies that I want to act out with you, do you think you will want to see me again?" I ask as I fondle and tease his softened cock with my hand.

"Don't you worry about that lover. I want you to be my girlfriend and I promise you that I will be your man", Tom replies, fondling my leather clad "boobs". "I have to get back to painting, but why don't we arrange for you to come to my place for the weekend?" I readily agree, and then after a lingering kiss, Tom changes back into his tight shorts and returns to the kitchen.

I lay on the bed in a wonderful state of contentment. I still have the taste of Tom's cum in my mouth and a wonderful warm feeling in my ass where he has just fucked me. Remembering the sensation, my cock grows hard again within my panties, but rather than relieve myself, I'm going to wait a little while and see if I can tempt him again before he leaves.

Getting up from the bed, I strip my sexy outfit off and climb into the shower. With the warm water flowing over me, I continue to think about what has just happened to me. Finally, after all of the years of fantasizing, I have become a gorgeous hunks girl! As I shave my legs, I think about all of the many fantasies that I have had that I know now will soon be fulfilled. For the moment however, I crave him again and getting out of the shower, I ponder what outfit would tempt him most. I know how much my man loves leather, but I decide to wear the ultra sexy red vinyl outfit I dreamed about wearing last night for a change. I know I look hot in it, and I feel sure that it will turn him on.

After blow drying and arranging my hair again, I re-apply fresh makeup and lip gloss. I then slip into a pair of shiny and tight red vinyl panties and a matching corset with garters which hugs my slender body nicely, especially after I slip in my "boobs". I then roll up sheer red backseamed stockings up my long muscular legs and attach them to the garters of my corset. Going to the closet I select my red vinyl thigh high boots that match the outfit (I have 10 pairs of thigh high boots!) and slip my stocking clad legs into them.

Checking myself in the mirror, I am sure that Tom will be attracted by the site of me dressed like this. I look hot and sexy in my red vinyl outfit and rather than add my matching minidress, I think I'll approach him just like this.

As I enter the kitchen, I see that he is facing away from me and taking great care to be silent, I slip up behind him and grabbing both of his hands as I press up against his lovely buns and bare back from behind and pull his hands behind him and place them on my vinyl clad buns as I rub my hardened cock which is straining against my vinyl panties against his hard buns.

"Oooh, what do have on there lover", Tom asks as he twists around in my arms and runs his strong hands over the outline of my vinyl clad body. "I like the feel of this lover", he says as his hands roam over the vinyl of my outfit. "What is it that gives me the idea that you want to be fucked again? It's been less than an hour and I still have a lot of work to do, but from the looks of you, you can't wait." Tom breathes into my ear as he turns me around to face the counter and presses himself against me.

Suddenly I feel his bare cock slipping between my thighs. "ooh Tom, I don't care about the painting, it can take a month for all I care. I just want you again lover, please let me have you!", I moan as I press my vinyl clad buns back against him and brace myself by spreading my hands and legs and gripping the counter.

"Ok, you asked for it Bootsie!" Slipping his fingers into the elastic of my panties, he lowers them quickly to the top of my vinyl boots and immediately I feel his hardened cockhead pressing against my eager anus.

"Oooh, slip it in lover. I want to feel you deep and hard inside of me. Please let me have it you sexy man!"

I cry out in pain as I press back hard against his cockhead as it slips between my tight sphincter. There is still lube within me from being fucked earlier, but nevertheless I gasp in pain and pleasure as I feel the increased friction of his enormous cockhead stretching me.

"Aaaaghhhh", I cry. Deeper lover! Fuck me like a woman, Tom. I want to be your woman, lover!"

"OK, you sexy girl, I'll fuck you so hard you may not be able to take it!" And with that said he slams the last inches of his lovely giant cock into me and begins sliding in and out slamming me against the countertop with each forward thrust so that I have to hold on tightly to withstand the force of his fucking.

"Oh, oh, oh! Yes baby, give me every inch of your lovely cock lover", I cry out and moan. Tom is fucking me so hard that my ass hole is crying out with the pain and pleasure of it. He is grunting and moaning behind me with the effort of it and I don't even have time to press my buns back before he is slamming forward again.

thrusts. I feel so powerless, that it is like the most exciting of rape fantasies (the kind in which some hunk you attracted to rapes you and it is arousing). Suddenly I feel the first warm spurts of his cum deep in my rectum and he cries out as he shudders and collapses against me.

My buns are tingling from his slaps and aching from the fucking he has just given me as he gently slides my vinyl panties up over them and after smoothing them, turns me around. In contrast to his rough words and the exciting violence of the sex we have just had, Tom now pulls me against him and wrapping his arms around me, he fondles my tender vinyl panty covered buns. "You are such a good fuck Bootsie. I've never been so turned on fucking a girl before. I hope I didn't hurt you.", he said while licking and suckling my neck and ear.

"Don't worry lover. It was incredible being fucked so hard. You are so strong and I love having you dominate me", I say as I press my glossy lips against his and slip my tongue into his sweet mouth. My cock is straining against the tight sexy vinyl of my panties and I love the feel of my boobs pressing against his hard chest. "Now I'll let you get back to work, while I clean up and change my outfit. Would you let me come with you to your apartment after work? I'd love to see where you live?" Tom tells me that he can't wait to get me into his bed at home. :But before you go", he says, I wan't to help you with this" as his hand fondles my aching cock through the tight vinyl of my panties.

I gasp with pleasure at the sensation. "How would you like it if I lowered your panties and sucked your sweet cock", he whispers in my ear while suckling it and continuing to roughly fondle my rock hard cock which is straining against the seams of my vinyl panties.

"Ooh, Tom, I would love that you sweet lover!", I cry. Tom then takes me by the hand an as we walk back to my room, I feel a delicious ache where Tom has just fucked me so hard. He leads me to my bed and has me lie down. I gaze up at my reflection and I can't help running my hands over my sexy vinyl corset to smooth it as Tom positions himself and then, grasping the edge of my panties he lowers them to the top of my sexy boots and my cock stands quivering at attention, pre-cum dripping down its sides. He raises my booted legs and rests them on his strong shoulders as he leans over and rubs his finger in my gooey pre-cum and then slips it into my tender ass as he takes the tip of my aching cock between his sweet lips.

"Oooooh, Tom lover! That feels so good Lover! Suck me Lover! Suck Meeeee!" I cry as I press my hips upwards and my cock slides deeper into his mouth. Tom obliges and soon he is bobbing his head up and down while sliding his thumb in and out of my ass. Within minutes I cry out that I am cumming and I feel the hot bursts of my cum jet into Tom's eager mouth.

What an incredible feeling it is to cum in a man's mouth, while dressed up as a sexy girl. Especially when it is the man who has just fucked me and dominated me and made me feel more like a woman than I ever have before. As the feeling of release washes over me, Tom slides my booted legs off of his shoulders and lays down beside me, running his hands over my vinyl clad body and jutting boobs.

"I have never had such good sex before, and I can't believe I'm saying that to a man! Hey, I have a really good friend that I'd like to introduce you to, who I think would find you really attractive. I've never had a threesome before, but I have to admit that I've occasionally wondered what it would be like to make love to the same chick with another guy. He's really a good looking guy, and I think I would even take advantage of an opportunity if it presents itself, to have sex with him myself. Would you be willing to give it a try?

I find myself blushing at the thought that Tom must think that I am such a slut that I would want to get into bed with another guy, after just letting him fuck me. But I have to admit to myself that my gay fantasies have often involved being dominated by more than one guy and having two cocks inside me at the same time! In response, I shyly admit that I wouldn't mind meeting his friend, but that I'd be totally embarrassed if he rejected me when he found out that I was a guy.

Tom responds to me by saying, "don't worry Bootsie, we'll set it up so you can seduce him. We'll invite him over and you can be wearing some really hot and slutty outfit, and knowing Jamie, he'll be all over you, especially if we have a few beers. How about tonight at 7pm?

I agree with him, and Tom then tells me he has to go do some other work and has to get ready to go. I lay there watching him dress and feel so incredibly feminine and fulfilled that this gorgeous hunk is my man. He then gives me a slow lingering kiss, slipping his tongue between my glossy lips, before leaving me after reminding me that I should dress in something really sexy tonight.

After Tom leaves, I take another shower, and standing under the hot water, reliving the incredible events of the day, get hard and excited again, and the thought of seducing another man tonight makes me nervous, but also excited. Before today I had only dreamed of being a man's girl, but after my time with Tom today, I feel really sexy and attractive as a girl and the thought of actually trying to get another guy into bed with me is a total turn-on!

I begin to think about what I'm going to wear tonight, and I decide that if I hurry, I'll have enough time to go out and find a really sexy outfit at North Beach Leather. A sign of my newfound confidence and identity, is that I decide to go out shopping while dressed up and try to pass as a girl in public for the first time!

After shaving my legs and underarms in the shower, I take special care as I apply my mascara, eyeliner and lip gloss. I pin my long blond hair back with pink berets. Looking into the mirror, I see more woman looking back at me than I ever have before! There is a softer sexier look to me, and I wonder at the change that acting out my role, finally, sexually as a sexy girl to a hunky man has made in me.

I lay out a sexy, but not too provocative outfit to go out shopping in. A short black leather miniskirt, a pink silk blouse, and a pair of knee high black leather high heeled boots. Underneath, I slip on a pair of sexy black silk bikini panties that hug my tight buns and cock snugly. I strap on a shiny satin garter belt, which I attach to sheer backseamed stockings, and I slip on a matching bra, which I fill with my silicone boobs.

After putting my wallet and keys into a purse that matches my outfit, I slip out the door and head for the store. As I walk down my driveway to my car, my heels tapping on the pavement and the feeling of being out in the open and out of the closet dressed like a sexy girl makes me nervously excited, but I am relieved that I don't see any of my neighbors about.

Parking at the mall and getting out of the car is the real test. There are people all around and I feel incredibly self-conscious as I begin to walk through the mall, making every effort to sway my buns like a girl. Gradually, I am amazed to realize that the girls are ignoring me, and it is only some of the guys who are casting glances my way. I find myself blushing as I realize that they are checking me out! With that realization, I feel so sexy and to my dismay, my cock begins to strain against the tight confines of my panties, and my leather miniskirt! I blush ever more furiously at the thought that my cock is beginning to jut and throb against the front of my skirt and that it must be clearly visible to these guys whose eyes have been roaming my body! Is it my imagination, or do I detect smiles on the faces of some of these guys, and shock on others…!

Trying to will my cock to become smaller, I am relieved to turn into the North Beach Leather store and lose myself among the aisles of clothes. I find myself calming down after a few moments alone, checking out the sexy outfits all around me, but my cock remains rock hard as I peruse ultra sexy skirts and minidresses in all colors. I always find it hard to choose, when surrounded by such sexy clothes, but finally I settle on an ultra sexy pink leather minidress, which I know I will look really hot in! As I hold it up against me, a gorgeous young stud of a salesman approaches me. He's wearing skin tight black leather pants and a tight t-shirt, which reveals his muscular, hard body. He's got blond hair, and the most gorgeous sexy blue eyes, which captivate me as he asks me if he can be of help.