"I'm putting on my little waitress cap and my fancy high heel shoes. I'm going to go find me a real man, a good man, a true man, a man to love me for sure." — Mary Rose Foster (Bette Midler) in The Rose
It is mid afternoon; I am heading home after finishing work early at a job out of town. I am driving on a straight rural road with farmer's fields and farmhouses on either side with the odd forested area between them. As I come up to the intersection of a major side road I stop at the corner. There is an auto shop, variety store, and a few houses clustered around the intersection. Across the road there is an old 1950s style dinner.
A side door opens and out steps a young woman maybe 19 or 20 years-old with red shoulder length hair. It is obvious she worked there as she is wearing a waitresses uniform right out of the 1950s. It is a knee length pink dress with a zipper in front, black cuffs and collar, a black apron, and a small black cap. She pulls off the cap, unties the apron and shoves them into her purse which is hanging over her arm.
She looks tired, but I see she is pretty. Around five foot three, some meat on her bones and I am particularly drawn to her shapely bare legs that emerge from under the hem of the dress.
As I wait, she starts to walk along the side of the road in the direction I am heading. Then she stops and looks into the distance for a second like she is trying to make up her mind. Then she turns and looks back toward where I am. She lifts her hand and sticks out her thumb in a hitchhiker's signal.
Oh shit! I must make a quick decision. Should I pick her up? I could just be nice person and give her a drive, but to be serious, that is not what I am considering. I get shit for not clueing in and being more forward about what I want. Even my girlfriend complains I am too timid and lack ambition. Then there is the fact I do have a girlfriend. But, totally out of character, I decide to give her a lift.
I cross the intersection and pull over just past where she is standing. She runs up to the passenger side window as I open it with the button in the door. She leans down her bare arms on the window ledge and gives me a beautiful smile.
"Thanks mister can you drive me home?" she asks looking into my eyes and smiling again.
"Sure, no problem, get in," I say.
She opens the door and slides into the passenger seat. I can't help but admire her legs and knees which emerge as her dress bunches up on the seat. She puts her purse on the floor between her feet. I am getting an erection.
"Where are we headed?" I ask.
"Just down the road, my parents place is a couple of concessions over," she answers.
* * *
"Thanks again, really," she pauses and says, "You're not from around here, are you?"
"No, I live, and usually, work downtown but I had a job out here today," I answer.
She smiles, squints like she is thinking, then she slips her hand under her dress fumbles with her panties and slips them down her legs to the floor and bunches them into her purse.
"That's better," she says.
She slips her hand under her dress again and I see her arm move back and forth a few times as she sighs and closes her eyes. She opens her eyes and I see they are a beautiful mysterious light brown.
She looks me in the eye and giggles. "Sorry, it's been a long day. My boss is such and asshole and so are all the others. I'm leaving soon to university so I can get out of here." I notice a small crucifix hanging from a thin chain just above the zipper on the dress and between her breasts.
I pull out onto the road. I quickly look over at my pretty young passenger. She is looking down at the growing bulge in my crotch. She giggles again, looks up and says "You're kind of cute, you know, for an older guy. Not like my boss. He's a creep." I try and pay attention to the driving but look back at her for a second and quietly laugh. "I have an idea," she says, "It's been a boring day and I am up for some fun. You think you could help me with that?"
I stammer, "Ya...I guess so."
She giggles again. "Oh, you're cute, but you better watch the road we don't want to end up in the ditch."
As I drive, she reaches over, and I feel her hand on my knee. She slowly begins to move it up my leg making me tingle with pleasure and I draw in a breath and groan. She looks out and around, but we are pretty much alone on this stretch of road. She reaches my bulge and strokes my cock a few times through my pants. She shifts her position and uses both hands to undo my belt and pull my zipper down. It is cramped down there. I push my hips forward. My underwear is all that is in the way of her warm soft hands. I feel the tip of my cock poking out of the top.
"Just a second," I say and reach down to the seat leaver to move the seat and it suddenly slides back with a thump.
"Careful," she says, "We don't want to crash, do we?"
I can hardly reach the gas peddle but my lap is now available to her hands. She looks around again and uses both hands to pull my underwear down freeing my cock and it stands to attention. "Oh, that's pretty and just the right size." She observes.
She moves her hand, lightly stroking my warm engorged shaft, up to just under the head and back down again. I am driving but kind of slowly and it must look like I am drunk. I am worried I might come to soon, but the cramped space keeps me under control.
We have already passed one concession road and are coming up on the next one. She looks up. "My place is coming up soon, but don't worry where not stopping yet." She anticipates my worries and laughs.
We arrive at the intersection. On the far corner there is a house, and a man is out front cutting the grass. "Oh shit" she suddenly says and drops her head down into my lap her warm cheek resting on my cock. "Drive," she says then giggles, "That's my dad out front of our house."
"Are we passed yet?" she asks hiding down below the windows.
"Yup all clear," I answer.
She rubs her cheek against my cock again. "Hum that's nice," she whispers then slips the head of my cock past her lips and into her mouth.
I place my hand on her lovely red hair as her head bobs up and down and her lips slide over my shaft. I feel her tongue lapping the length of my cock. "Dame, that is amazing," I whisper. After a few sucks she lifts her head to look around.
"I know a spot just down the road where we can get some privacy. Just up ahead there is a wood lot, you should turn into the lane that leads inside," she says, continuing to stroke my cock.
When I come to the forested area I turn into the gravel and dirt lane and drive into the trees. The lane ends at a spot obviously once used for cutting firewood. There is a special wooden horse I recognize as a place to put the logs to cut them to length. Lying on the ground are some old branches and off-cuts left behind from the last time it was used. I pull the car into the spot beside the horse. "Perfect," she says, "My boyfriend and I used to park here sometimes." I am still hard as she begins to stroke me again. I turn off the car.
"Let's go in the back. There is more room" I suggest.
She looks in the back and smiles, "OK," she says.
I get out and awkwardly pull my pants down hopping on one foot then the other to remove them. As I turn to open the side door I look around. The trees are thick, and we are well hidden from view. I can hear the sounds of cars on the road. It is spring, and the birds are singing their mating songs. She is already sitting on her side. She has removed her shoes and socks. I get in and sit on my side in the corner turned toward her.
She looks at me and laughs. "We can't have that," she says and proceeds to take my shoes and socks off. "We don't need these either." She leans toward me and grabs the hem of my underwear, pulls them off and throws them on the floor with my pants and shoes. I pull my shirt up to allow full access to her mouth and tongue. She proceeds to suck me again but now she has more room, and she takes me in deeper and smother.
"Oh yes babe," I say as I place both hands on her head and gently caress her hair. I feel a gentle tickle around the base of my cock and realize it is her crucifix hanging down from her neck bouncing as she sucks. I am feeling excited now. I am free to concentrate on my pleasure as her lips and tongue slid over my shaft. Suddenly, with out warning, when I am deep inside her, I begin to ejaculate. 'Oh shit, I'm coming!" I exclaim.
She pulls me out to the tip of my cock, and I shoot my load of cum into her mouth. She closes her eyes and winces as she takes it in. When I am done, she looks down and swallows.
"Shit, I'm sorry, I didn't mean to come so soon," I apologize.
She keeps her head down and shakes her head slowly and says "fuck." She sits up and I see tears in her eyes and her shoulders droop in disappointment.
I feel guilty and unsatisfied. I always work at pleasing my lovers. I cup my hands on each side of her head and lift it up to face me. I look her in the eyes and say, "Hay, listen beautiful, we are not done yet I assure you." I smile. She looks a bit lost; the tears run down her cheek. I pause looking at her beautiful but disappointed face.
"My name is William, what's yours?" I ask.
"Ann"
"That's a beautiful name," I say. "OK...Ann...can I kiss you?"