Years ago I was homeless at age 23. I panhandled and prostituted myself to stay alive in the streets of Springfield. It wasn’t until towards the end that my guardian angel swept me off my feet…
One late night, cold and rainy, I was sitting on a milk crate just outside the doors of a convenience store downtown and there he rolled in with his SUV. He hopped out and we immediately made eye contact. He was so cute with his white hoodie and backwards baseball cap, tanned, and radiant blue eyes that I noticed right away. And there I was, penniless, homeless, friendless. He wouldn’t want me unless I acted sexy and gave a suggestive smile.
“Hey!” I hollered.
“Hey!” he responded.
There I was, my blonde hair pulled back and wet from the rain. My jeans were stained and torn. My hoodie was damp, and I found my shoes in the back of a shoe store so they appeared new.
“What the fuck are you up to?” I asked.
“Getting a pack of cigs.”
I realized that he’d be another passerby so with attitude, I said, “Well, make sure you give me one!”
He scoffed and then proceeded into the store. All the while Mr. Blue Eyes was inside, I wondered what I was to do that night. My ass started hurting on the plastic milk crate and I couldn’t go inside the store because I was banned for shoplifting. All I wanted at that point was a cigarette to ease my anxiety. The sky was then illuminated by lightning and the hard drumbeat of thunder. Then the rain would surely follow.
I teared up and remembered family, friends I left behind in Pittsfield. I had a car, a phone, a job, and my first apartment… all gone. And as I was thinking this, I prayed for the first time that Mr. Blue Eyes and a stick of tobacco would stand beside me and see my worth…
But I must have been in a dream state and not noticed that the front door had opened and closed…
I first noticed black sneakers and crisp blue jeans and as my eyes rolled up to him, that stainless white hoodie, and then into his pale blue eyes and perfect tanned face. He extended a pack of cigarettes to me with one stick jutting out. It was the first big smile I gave in a long time.
I pinched the cigarette out from the pack and thinking he liked my attitude, I asked, “Got a fuckin’ light, Mr. Blue Eyes?”
He laughed and answered, “Sure, gorgeous.”
‘Gorgeous!’ I thought. Wow. Then I saw him as a prospective John and I would try to get as much out of him as possible! As I pondered this I lit my cigarette and gave a long exhale. Looking at his SUV, I knew the backseat would be roomy. The thought made me grin so much so, he inquired, “Well, that’s a devilish look on your face, gorgeous!”
The rain began to fall and the skies above pulsated followed by the crash of thunder all around us. So, finally, I stood my ass up from the crate and suggested, “Why don’t we smoke this in your car, Mr. Blue Eyes?”
“Sure,” he nodded before adding, “You look wet enough.”
Making sure there was eye contact when I added, “My panties are the wettest.”
When we hopped into his ride, I could tell his windows were tinted and we were parked in a dark odd corner of the parking lot. Only the two cherries of our cigarettes pulsate with each inhalation. It was warm and cozy in his car. My ass felt great in his seats.
“So…” I said.
“So… cop test!” he exclaimed.
It took me a second to understand but then I knew it was a necessity to weed out the police decoys in this business.
“Cop test!” I said happily. “Can I touch you?”
“Yes, if I can touch you, gorgeous?”
I flicked my cigarette out the window and made for his pants. As I did so, his hand moved up my body and cupped a breast. I lifted his hoodie to reveal his sculpted hairless abs. Then I unbuckled him and lowered his zipper and parted his pants revealing a stiff bulge with girth through his boxers. Then I went for it and petted his rock-solid bulge and then slid my fingers down further to fondle his balls. Backup my hand slid until I reached his fat head and the boxers there were damp from his pre cum. Then I withdrew my hand and he did so as well. The next step was to talk business. He flicked his cigarette out and propositioned, “Forty for a suck and fuck?”
By this point, it was better to score a hundred for a suck and fuck but it was rare. Mostly forty to sixty range for such a deal. Well, he was cute and clean-looking with a car. I could work with him… not like I had anything anyway.
“Where’s the money, Mr. Blue Eyes?”
He reached into his pocket and pulled out two 20s. I snatched them from his hand and asked, “So, where we doing this?”
“I know a perfect spot… It’s at a church parking lot.”
In retrospect, it’s like looking back on many nightmares I had of going off with strangers into a dark corner somewhere. But this guy seemed different. Like he wasn’t from the streets and he seemed kind-hearted. I decided I had no problem going anywhere with him.
It was a short ride to the church and I recognized it from other girls using it. Barely any light and a lot of odd corners to park and hide in. We came to a stop and he said, “Don’t open the doors… climb up over into the backseat.”
I did just that and now in his backseat, he followed me back and sat up against me. There were a few moments of pause before I began to strip by taking off my damp hoodie. The bullets of rain began to hit the roof and the thunder continued. Down to my shirt, he helped me lift it off me. Down to my bra, he reached around me to undo my strap, and when he had done so, he took off my bra and my erect nipples caught his eyes. He leaned in and put a nipple in his mouth, prodding it with the tip of his tongue as he took one hand and massaged that breast. I was very turned on and uncontrollably moaned louder than normal from a dude playing with my tits. His other hand petted my tummy up and down and then massaged my other breast. Alternating between nipples, Mr. Blue Eyes could have made me orgasm just by working his magic tongue over my nipples. But he stopped and whispered, “Anticipation heightens the pleasure, gorgeous.”
I gave the biggest smile, I remember. I wanted to kiss him then. And I believe he saw this and he himself leaned in and started nibbling on my neck and brushing his tongue up my throat almost as if he were coming in for a kiss and it drove me mad! Finally, I said, “Well, it’s time for you to take something off, boy.”
He chuckled and lifted his hoodie, uncovering his sculpted abs and chest. And his cologne was hypnotic. I wanted to return the favor and I leaned in and first planted kisses on his hard pecs and then played with his erect nipples with my tongue.
By that point, my panties were as damp as my hoodie and jeans. Then the embrace came as my breasts pressed into his chest and he kissed me. Our tongues lapped and penetrated each other’s mouths. All the while I admired his sculpture with my hands and I’m sure he enjoyed mine.
He looked into my eyes with the dreamy blues of his and said, “You go down on me… I’ll go down on you.”
“Who first?” I asked.
“Lie back, gorgeous,” he answered.
I admit, I was shaking in anticipation as I lay back in his backseat. First, he removed my shoes. Then he unbuttoned and unzipped my jeans and brought them down to my knees. My panties still on, he ran his fingertips up my cold thighs and fondled me, saying, “Figured you for a panties girl and not a thong, haha.”
“Oh, why’s that?”
“You seem classy – something about you.”
I admit my face was aching from smiling by that point. Then he pulled my panties down to my knees, spread my legs, and craned his head and face into my pussy, which by that point was dripping I was so turned on.
As I lay there getting eaten out, my eyes faced the dark sky cracking with lightning and I associated the drums of thunder with orgasms. As his lips and tongue made me feel amazing, I gripped whatever I could feeling an orgasm approaching.
“I squirt like a bitch!” I cried.
“I wanna taste you, girl,” he said.
Then at the crack of a lightning bolt and the symphony of thunder following, I came into his mouth – I could feel the pressure of my squirt entering his mouth. He continued eating me out until he was sure every drop was slurped up. Then he rose with his lips glistening, smiling at me like he had a crush on me – at least that’s how I read things then.
Then I rose and commanded, “Now your cock is going deep into my mouth!”
Then he said, “I like the lady to undo my pants and pull them down.”
He lay back in the backseat as it was his turn and I went hungrily for his belt buckle and zipper all the while staring at his bulge. I parted his pants and pulled them down to his knees. Went back up to his tight-fitting boxers and fondled his bulge as I planted kisses on his abs. Then I pulled his boxers down revealing a fat penis with length and shaven bald including his balls. I pulled his boxers down to his knees and my first play with my new toy was to brush my tongue from his base up to the fat head which I could see was oozing pre cum and seeping. I grasped the shaft and rammed the wet head into my mouth, making all kinds of motions with my tongue, tasting his salty pre cum. Keeping a grasp on his shaft, I sucked hard to get as much seepage of pre cum I could.
He moaned loudly and I could tell it wasn’t bullshit. It encouraged me and my head bobbed up and down as one hand massaged his sweaty balls. Then I could sense him ready to cum and I decided I would keep my plump lips wrapped around his shaft and swallow every drop of Mr. Blue Eyes.
He started mumbling, “I’m gonna cum… I’m gonna cum!”
I got my throat ready to receive and surprising me with the first squirt, which was thick and salty, the second shot out like a bullet into the back of my throat. Quickly, my mouth was filled with his milkshake. I pulled him out of my mouth and looked at him with swollen cheeks. Then I swished it around my mouth while some seeped at the corners of my mouth. Then in a big gulp, I swallowed all of him.
He rose and gently placed his hand around the back of my neck and brought me into his lips. Tongues lapping and lips pressing.
“I can cum twice!” he said excitedly.
I got down on my back again and spread my legs inviting him in. He got on top of me and wasted no moment. The fat head penetrated my pussy and the long, thick shaft followed until the base of his cock was pressed against my labia and his balls were tapping my ass with each stroke. He sucked on my nipples as he fucked me. His sweaty, muscular body was flexing on top of me. And all the while clean-shaven skin rubbed the bulb of my clit. I knew it wouldn’t be long until my next orgasm!
Mr. Blue Eyes looked at me and asked, “You want me to cum in your pussy or your mouth?”
“My pussy!”
“I’m gonna cum again…” he mumbled out of breath.
And I could sense him squirting inside my pussy. I kissed him and he reciprocated romantically. Two sweating hot bodies molded as one in the backseat of his car before a church beneath a lightning storm. It was magic, I felt.
There wasn’t a word more said. We got dressed and climbed back to the front seat. He lit a cigarette and offered me one. Then it felt like purely business again. Street business. The kind where no one really cares. Where I was an object – a sexual object. Both cigarettes were cherried and our hits plumed out the window and his car smelled like straight-up wet pussy. So, we sat in the dark church parking lot for about ten minutes or so then he turned the car on and sped out of there back to the convenience store. He didn’t look at me again and I reciprocated by hopping out. He immediately pulled out of the parking lot and I’ve never seen him again. Forty dollars richer. I wasn’t drug-addicted, thank god. Alcoholic, yes. And it was at that moment, I realized what I had to do.
Nine months later…
Nine months later, I had a baby girl, and all the while I reconnected with my family and friends and got work and a roof over my head. Having a baby changed everything especially when it came to my self-respect and dignity. I stay away from Springfield and live in the peaceful, beautiful country now. The story could go on, but why should it?








