I turned my head from the window to look at him for a second, his mouth was parted slightly and he was looking at my body as if it was food and he would eat me all up. I turned back to the window, almost scared by that look as I felt his fingertips make contact with my bare skin again, this time on my flat and firm tummy. His touch was so light, slow and appreciative that it was difficult to reconcile it with the obvious lust on his face.
His fingers traced a slow and lazy circle around my belly button and then continued upwards, as I knew they would, towards my small chest. He squeezed first one breast and then the other through my bra. My tits were sensitive and I often experienced a dull ache in them. My mother called it ‘growing pains’ when I asked and she said she had been a late bloomer just like me, also not really getting any boobs until she was eighteen. She sported a fine pair of c-cups now, I hoped I would be the same.
The next thing I knew, his fingers had snaked around the top of a cup and pulled it downwards, exposing a nipple to his fingers, and he pinched it gently. Still, being extremely sensitive, the combined pain and pleasure jolted me and this time my hands really did push his arm away. My nipple was pulled outwards momentarily until it escaped his fingers and I gasped at the unexpected extra tug.
“No Mr Warren! Over the underwear only… those are only for my boyfriend.”
“Do you love him?”
“What?”
“Your boyfriend, do you love him?”
“Yes!”
“Then I suppose you’d probably like to feel his hands on you again, rather than pushing your tits up against the glass when he visits you in prison?”
“Mr Warren, please!”
“I say when enough is enough, not you Sara, do you understand?”
“I… yes, Mr Warren.”
“Say you’re sorry.”
“I’m sorry.”
“Tell me I can do whatever I want.”
“You… you can do whatever you want.”
“With what?”
“With… uh… with my body. You can do whatever you want with my body.”
“That’s a good little slut.”
I opened my mouth in protest, I wasn’t a slut, I was a good girl! I closed it again when I realised how ludicrous that would sound under the circumstances. I was giving an older man free access to grope me because I’d been caught stealing money from him. I was ashamed of myself, maybe I was a slut after all.
I blushed when his fingers returned to my uncovered nipple and he began rolling it between his finger and thumb. My body betrayed me and the nipple hardened under his manipulations, confirming the fact that what he was doing was turning me on. Dammit! The combination of that sexy audiobook, the pent up sexual frustration of my boyfriend cancelling our date and Mr Warren’s skilled fingers was making me positively wet, I could feel my panties dampening between my legs.
I’d discovered at an early age that if I squeezed and released my thigh muscles, shutting my legs and releasing, over and over again, I could give myself an orgasm without even so much as reaching between my legs with my hands. I’d felt so lucky the time I’d secretly brought myself off in class but that same fluke of anatomy was working against me as Mr Warren continued to tweak my nipple. With my legs squeezing together I was beginning to feel a familiar sensation of growing pleasure.
Mr Warren eventually removed his hand from my tit and placed it on my thigh again, it was almost as if he could read my mind and knew my dilemma. I couldn’t open my legs and let him touch my pussy, that was really for my boyfriend only, no matter what Mr Warren said or did… and yet I couldn’t just cum right there in front of him. I bit my lip in silent panic as a tingly aura of ecstasy seemed to grow around my clit.
Mr Warren pressed between my thighs with all his fingers, trying to force his hand between them. I was squirming in my seat, which didn’t help because I could feel the bottom of my panties squelching against my sopping pussy. Oh God, was I really going to cum in front of him? The sensation grew even stronger and I momentarily lost the strength in my legs, they quivered and Mr Warren seized the opportunity to firmly plant his hand between my thighs before they slapped together again, fixing his hand in place so he couldn’t move it towards my pussy.
It was no use though, the quivering in my legs became more and more uncontrollable, each time I relaxed my muscles his hand snaked up another couple of inches before I could halt its progress until finally he was cupping my pussy through my drenched panties.
“Holy shit, you’re wet!”
He began to gently rub my underwear against me and then there was no holding back anymore, I came, and came hard. I ground my sex against his palm and squeezed both my breasts with my own hands, moaning and bucking in the car seat. At last my pleasure faded and I hung my head in shame, letting my hair fall over my face and hide me as I panted. I’d cum on Mr Warren’s hand, letting him feel my pussy through my panties when I wanted to save myself all for my boyfriend, it was so humiliating.
I felt Mr Warren pull my panties aside and reach over with his other hand to rub my exposed pussy. I was too tired and defeated to fight him and I sat there limply letting him smear his hand with my pussy juices. The next thing I knew he had his hand on his cock, and I hadn’t even noticed him get it out, he must have done it while I was cumming, and he began jacking himself off using my own natural lubricants until his erection was hard and glistening.
His first hand remained between my legs and I felt a finger hook around and slip inside my tight teen vagina and begin short thrusts that he matched with strokes on his cock, perhaps imagining having it inside me. I couldn’t take my eyes off it, there was no way it would fit inside me, at least I could be sure that would still be just for my boyfriend. Mr Warren noticed my stare and smiled.
“Why don’t you suck it a bit?”
“Mr Warren! No!”
“I see the way you’re looking at it, you know you want to find out what a real man tastes like.”
“No I…”
His finger slipped out of my pussy as quickly as it had slipped in and he grabbed me by my pony tail, wrapping his hand around it twice until he had a firm grip and complete control of my head. Then, inexorably, he began pushing my head towards his lap and aiming his cock at my face with the hand that had been stroking it. I braced my hands against his thighs and pushed back with all my might, but he was just too strong for me and the head of his erection got closer and closer until it was smearing pre-cum all over my lips.
“Open up, baby, wrap your lips around that.”
His hardness pressed my lips painfully against my teeth and I was forced to open my mouth. His huge manhood went straight in and came to rest on my tongue. My eyes bulged, I couldn’t believe how wide my jaws had to gape to allow this monster cock in. I recognised the faint flavour of my own juices mixed in with his pre-cum as I waited, not sure what Mr Warren would do next. A small voice inside of me stated, bluntly, that a ‘real man’ tasted pretty fucking good. I hushed it, ashamed that I could think that way about any man besides my boyfriend.
After I’d had a moment to become accustomed to the huge invasion of my face Mr Warren pulled on my hair until just the tip was still inside and then pushed my head down again forcefully. His cock hit the back of my throat and I gagged, coughing and spluttering around the swollen head. My tongue tried to push it out of my mouth and I pushed with all my might on his thigh to try to retreat, but he was more than a match for my struggles, holding me in place as if it was easy.
At last my gag reflex died down and Mr Warren pushed downwards again. I felt a faint popping sensation and realised the head of his cock was actually in my throat. I couldn’t believe it, I’d never dreamed that I would be able to deep throat and despite my obvious reluctance regarding the situation I felt a surge of pride and boldly impaled myself even further on his shaft.
“Oh fuck yes, Sara,” he breathed, his head lolling backwards.
It seemed that the head was by far the most dif
ficult part to get into my throat, once that was in, paving the way for the rest, inch after inch of his length disappeared past my lips until my lips came to rest at the base of his dick. I stayed there for as long as I could before pushing backwards because I needed air.
For a second Mr Warren’s hand kept forcing me down and I felt a surge of panic but then he let me off and looked up at him as I breathed heavily.
“I did it!” I exclaimed and then blushed.
“Good girl, Sara.”
“Is this enough?” I asked, half hoping that he would say he wanted more, half ashamed of the betrayal this meant to my boyfriend.
“No, Sara, you need to let me cum in your mouth.”
“Oh.”
I didn’t even bother protesting anymore, I realised I wanted to have him cum in my mouth, the ultimate experience of what a real man tasted like. His cock was so much bigger than my boyfriend’s, I bet he came loads more than that drop I had seen in the end of my boyfriend’s condom when we had sex. Without prompting or pushing I lowered my mouth back on to his cock and began bobbing up and down of my own free will.
“Get your knees up on the seat, it will help with the angle.”
I did exactly what he told me to do, ending up with my face in his lap, my knees on the seat and my ass up in the air. If anybody had walked past my side of the car at that moment, they would have seen my short schoolgirl skirt barely covering my cheeks. Mr Warren sensed the shift in my behaviour and let go of my hair, reaching over to flip my skirt up over my back and pulling my panties down to my knees. The view for any passers-by improved dramatically I guess.
He was right, though, having my knees up on the seat made it way easier to suck his dick and I did so without any care for who might see my pussy. My only concern in the whole world at that point was to get that cum inside my mouth, I wanted it, I needed it. How had me made me his little cumslut so easily?
I attempted to take his entire length again and felt the head hit the back of my throat and my muscles clenched up, I couldn’t get it in. He sensed my difficulty and gave my head a firm push, forcing his erection past the most difficult part. If my throat hadn’t been blocked I would have sighed in relief. It was wonderful having that thick meat slide down my neck, I felt so accomplished.
Mr Warren reached around one of my thighs and began stroking my clit from behind. I moaned as best I could as my lips once more found the base of his cock. I swirled my tongue all over his shaft for as long as I could, but his manipulation of my most sensitive spot made me breathless and I couldn’t keep it embedded in me for as long as the first time.
I pulled up and felt the head re-enter my mouth. I took it out, kissed it and then reinserted it, caressing it all over with my tongue as I felt my second orgasm approaching. I moaned louder and louder, beginning to buck my hips against his flickering finger.
“Do you want me to make you cum, Sara?”
“Yes, oh fuck yes please, Mr Warren.”
“You can cum again if I can fuck you.”
He stopped moving his finger on my clit and I was tortured with how close I had been. I must have lost my mind because I forgot my misgivings about being able to fit him inside of me and instead consented to what he wanted.
“Anything you want, Mr Warren, just… please!”
“Climb on over here and straddle me.”
Mr Warren reclined his seat as I climbed over him, my panties first fell to my feet and then off my left leg completely, remaining bunched up on my right ankle. I put a knee down on either side of his hips and grasped his cock with one hand.
“Do you have a condom?”
“A condom?” he looked at me like I’d asked if he had a dinosaur.
“I’m not on the pill, we need a condom.”
“I’ll pull out, just be ready to jump back over there so I can cum in your mouth, just like I said I would.”
“Are you sure?”
“Yes, now get that cock in your little pussy and stop talking back.”
“Oh… OK… just remember to tell me when.”
His dick was still in my hand and I guided it to my entrance as I lowered myself down. The feeling of it pressed up against my only recently deflowered pussy brought me partially back to my senses, regardless of how close my orgasm was.
“It won’t fit, Mr Warren.”
“Yes it will, baby, just keep pushing, put your weight on it.”
I gulped and did as he said. Our slippery genitals pressed together with more and more force until I gasped and felt my pussy lips part for him, accepting most of the head inside me, where only my current boyfriend had been before. My lips stretched outwards and I felt them close again against his shaft as the fat head made its way completely into my nearly-virgin slit.
Just like deep throating that was the hardest part and, thanks to our mutual slickness, his cock made steady progress into my depths. It wasn’t long before there was no more cock to slide in and my pussy lips rested at the base of his shaft where my other lips had been only minutes before.
“I told you it would fit Sara, good job. Your pussy feels fucking amazing.”
“Thanks Mr Warren.”
There was something about having him praise me that made me feel so proud of myself, I was giving this much more experienced man pleasure and it was an incredible, and admittedly odd, boost to my self-esteem. I smiled at the compliment and began riding his cock, desperate to return to the wonderful realm of climax.
Mr Warren began thrusting upwards, meeting my downward motions with a slapping sound that sent vibrations to my clit. I’d never felt anything like his cock in my pussy before, it was fantastic. When I was a virgin I’d stuck the handle of my hairbrush up there when I masturbated, then of course my boyfriend had fucked me, but Mr Warren’s cock and my slit were made for each other I decided as my orgasm quickly built up again.
Suddenly I felt myself fall over the edge of ecstasy as my orgasm washed over me. My legs quivered uncontrollably and I couldn’t ride Mr Warren anymore, I collapsed forwards and wrapped my arms around his neck like I was holding on for dear life. It seemed that was almost true, actually, my pleasure was so intense that I almost blacked out. Vision went fuzzy and sounds seemed to come to me from a distance.
Vaguely I felt Mr Warren wrap both arms around me, crushing me to his chest, and he began thrusting upwards quick and hard like a jack hammer. Such was the power of his thrusts that even my little tits shook on my slim frame and my orgasm was prolonged for a far greater time than any I had experienced previously.
Eventually my orgasm faded and I was a limp fuck doll being held in place by Mr Warren’s strong arms. I didn’t care anymore, I knew I would have to break up with my boyfriend if I was going to keep fucking Mr Warren, and I desperately wanted that. I realised he was whispering something in my ear but I missed the start of it.
“… slut. I’m going to cum inside you, blast your little womb with my sperm. I bet you’ll get pregnant, your belly will swell and those little titties will get fat with milk…”
“No, Mr Warren! I told you I’m not on the pill!”
“I knowwwwwww…. UGHHHHHHH!”
For the first time in my life I felt hot sperm blasting against my pussy walls, my cervix, completely coating my love tunnel with his seed. I could almost sense the little swimmers making a beeline for my fertile eggs and whimpered powerlessly. I was sure he was right, I would get pregnant from this, and then everybody would know what a little slut I was. The thought was strangely liberating and hot all at the same time.
Mr Warren’s thrusts slowed as I felt his jets of cum decrease in power and volume. Soon he was still and we stayed where we were, panting against each other in the afterglow. Eventually he released me and I raised myself up and off his cock, squeezing my pussy as tight as I could in an effort to keep his cum inside of me.
I moved back to my own seat, noticing but not caring that my panties fell of my ankle. I was Mr Warren’s pantyless little slut and that was ju
st what I wanted to be.
“Can I babysit for you next week too, Mr Warren?”
“I think that can be arranged, Sara.”
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Breeding with the Reluctant Babysitter 2
Description
Eighteen year old Breanna has been tricked into being an offspring supervisor for the Warren family and gets caught red-handed when she tries to steal from his secret stash of money. There's only one thing she can do to get out of this tricky situation. Thankfully, Mr Warren promises he'll use protection.
Kinks/Sub-Genres
Barely Legal, Virgin, Babysitter, Older man, Breeding, Rough Sex, Dubious Consent, Blackmail, Schoolgirl
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*****
Sara was a year above me in school, and we weren’t friends. If our school had cheerleaders she probably would have been one but I was always more of the artistic persuasion, part of the drama club, an aspiring actress. I remembered the scandal when she dropped out of school right at the end of the previous year. Rumour had it that she’d gotten pregnant, and her few public appearances afterwards proved those rumours true.
Take All of It September 2019 Page 51