Sweet Reluctance Read online

  After a brief hesitation, she lifted her face and I could feel my cock oozing at the look of shame in her eyes. As good as her eyes looked; I dropped my gaze to where her trembling hands were sliding the bra off. I let out a breath as I set my eyes on the most adorable set of little tits I’d ever seen. They were even smaller than I had imagined, not a whole lot more than a mouthful, but they were perky, perfectly round and featured nipples so pink I could barely see them against her skin. Part of why I could barely see them was that they weren’t erect. The fact that she wasn’t turned on fed my fire, but before I pushed further, I breathed out.

  “Tammy they’re beautiful.”

  “They’re…little.” She whispered.

  “They’re perfect just like you.” I assured her. “Now show them to me.”

  “I…I am showing them to you.” This came out in what could only be described as a frustrated whine that sent a shiver though me.

  “No Tammy,” I cupped my hands and lifted them. “Show them to me.”

  “I…yes sir.”

  Tammy obediently placed her hands under her tits, lifted them slightly. I took a moment to savor the sight of her pink fingernails on her white skin, before saying, “Now play with them.”

  “I…I can’t do that.” She shook her head. “I won’t.”

  “Fine.” I said and reaching over to the stack of money took one of the hundreds and tossed it at her feet. “Then get dressed and leave. I think a hundred is fair for a look at your tits.”

  She looked down at the money and whispered, “I…I’m not a whore.”

  “Today you are.” I said simply. “But not for money, but your future. It’s sex or dropping out of school. Now play with those pretty little nipples of yours or go home and start packing.”

  “Please.” She begged her brown eyes shining, “I don’t…”

  She stopped as I pointed at her shirt.

  “Get dressed and…” I stopped as placing her hands back on her tits; Tammy started rubbing her thumbs over her nipples.

  ““There you go Tammy,” I said approvingly, “Just like that.”

  “Yes sir.” She said in a barely audible whisper.

  I watched transfixed as her pink nipples hardened. I noticed each one of them turned up slightly and my mouth began to water at the thought of what I wanted next.

  “Stand up.”

  Tammy slowly stood up and I was thrilled to see that she was still fondling her nipples. Sitting up straight, I beckoned to her with my finger. Putting her head down again, Tammy stepped forward and I found my face inches from her tits. I reached for them, but she quickly stepped back.

  “Mr…I mean Josh,” she began. “I really don’t…”

  “I’m not going to give you another chance Tammy.” I said firmly. “Come back over here and the next time you stop we’re done. You’ve had those little tits sucked on before and you know it.”

  “But he was my…”

  “Your what, boyfriend?” I laughed. “Give me a break, sex is sex whether you think they love you or not. Trust me, I’ll be a lot better to you than some frat boy, that is if you grow up and get over here.”

  “I…yes sir.”

  She stepped back up to me and replacing her hands with my own, I let out a breath as I cupped them. Tammy looked away and I could feel the tenseness in her body while I gently squeezed her firm tits. My heart pounding and my cock throbbing, I took her hard nipples between my fingers and began to roll them between them. Tammy gasped and as I continued to lightly toy with her perfect nipples I noticed she had begun to breathe heavier.

  “Does that feel good?”

  “I…I guess so I… ow!”

  Tammy let out a delicious little yelp as I gave her nipples a light pinch.

  “It’s yes sir, remember?”

  “Please don’t hurt me sir!” she pleaded. “Please don’t be rough with me.”

  “Let’s try again.” I managed to get out as my own breathing was picking up. “Does that feel good?”

  “Yes sir, it does.”

  “See, I knew you were a bad girl.”

  “No, I’m…”

  “Letting me play with your tits for money.” I smiled up at the distraught look on her face. “I think that’s pretty bad don’t you?”

  “I…yes sir.” She whimpered.

  “Good girl.” I told her and leaning closer, flicked my tongue across her right nipple.

  Tammy gasped and pulled back, but before I could speak, leaned forward again.

  “You’re learning.” I said softly. “Such a good bad little girl.”

  I gave her nipple another quick lick, before sucking it into my mouth. Tammy gasped again as I began sucking on it while my fingers played with the other. I swirled my tongue around her swollen flesh and fought not to moan in pleasure at the feeling of her young firm tits in my hands and mouth. I switched nipples, getting another gasp from her as I started sucking harder than before. Tammy was breathing through her mouth and my already rock hard cock seemed to expand even more as I swore that those breaths were mixed with a couple of faint moans.

  Continuing to enjoy her nipple with my tongue, I let go of her tits and sliding my hands down her soft flat stomach reached around her waist, to remove her skirt. Finding the zipper I slowly pulled it down, and this time lost the battle, emitting a moan around her nipple when she whimpered as I unzipped her. Moving my hands back to her hips, I tugged on the loose fitting skirt and easily slid it down her legs. Once it was past her knees I let it go and as it fell to the floor, placed my hands on the back of her tight calves. I sighed around her nipple when I felt her legs were trembling and began slowly sliding my hands up her smooth skin.

  Removing her nipple from my mouth, I looked down and saw that the panties matched the bra; I didn’t imagine that she would wear thongs and I had been right. The panties did feature some lace in the front and a cute little pink bow, adorable just like the rest of her. I also noticed that Tammy’s arms were by her sides and her hands clenched into fists as my hands made my way up her thighs.

  “Put your hands on my shoulders.”

  Tammy did as I said and I could feel them shaking. Opening my mouth wide, I took almost her entire tit into my mouth and started sucking hard. She let out a shuddering breath, then a precious little yelp, as reaching her ass; I gave it a hard squeeze. Another groan sounded in my throat as I massaged the tight cheeks of her ass, loving the way each one fit perfectly in my large hands. I started sucking harder on her tit and as I spread her ass open, felt her fingers dig into my shoulders. Sliding my hands down her cheeks, I worked my fingers between her closed legs to her inner thighs.

  “Open your legs.” I said around her tit.

  She didn’t move and pulling my hand back, I gave her ass a quick slap. I didn’t hit her hard, but was rewarded with another of those little yelps.

  “Sorry sir.” She said, causing my eyes to roll as she shifted her feet and opened her legs a few inches.

  Moving my hands, I placed the right back on her tit and started toying with her nipple again. My other hand slid around to the front and placed it on her upper thigh. I moved it higher and Tammy’s breath caught as the edge of my hand grazed her panties. It was everything I could do not to shove my fingers into her panties and inside of her, but the game was about her reluctance and my anticipation, I wouldn’t lose control. Still tonguing her nipple, I began sliding my hand back and forth, rubbing it against the crotch of her panties. She wasn’t wet, but that would be a matter of time as I couldn’t help but notice that she was breathing through her mouth. I pressed harder against her pussy and she emitted a sound that was a cross between a whimper and a moan.

  I wanted to whimper myself as I could feel the heat of her pussy through the panties. I started rubbing faster and smiled around her nipple when her fingers dug harder into my shoulders. Turning my hand over, I started rubbing with two fingers, pressing hard enough to push the material up between her lips.

  “Oh, o
h,” she panted, her fingers squeezing my shoulders hard enough to make me wince.

  That little bit of pain was nothing compared to the thrill I got when I felt her hips start to rock into my hand. I switched nipples again, getting another gasp from her as this time I all but attacked her tit, taking as much of her soft flesh into my mouth as I could.

  My fingers were moving faster as well and to my delight I could feel her panties starting to become moist. There was no doubt that her hips were moving faster as well and moving my fingers over, I began to work them into her panties. Tammy’s hips stopped moving and I felt her tense up again as I deliberately kept my fingers still.

  “You like me playing with your pussy?”

  “I…I don’t know.” She whispered.

  “Oh, please, you’re getting wet you naughty little thing.”

  “I…”

  “Tell me to play with your pussy.” I said, looking up at her.

  “Please,” she began, her lip pushed into that precious pout, “Please just do what you want; I…can’t talk like that.”

  “Then we stop.” I said with a shrug. “Too bad, because you were enjoying it and you know it.”

  Tammy was silent and I forced myself to sit there and not touch her. I could feel her thigh trembling against my hand and said, “Well I think you’ve earned about two hundred so far, so if you think you can…”

  “Sir, please play with my p…” she paused then whispered. “Pussy.”

  “This pussy?” I slid my fingers further into her panties.

  Tammy whimpered and that noise covered up my own small sound of pleasure as my fingers slid across her soft, wet and very smooth flesh.

  “Y…yes, my pussy.” She managed to get out. “Please…” she stopped, and then taking a deep breath spoke quickly, “Please plays with my pussy I…I like it.”

  “Oh what a bad little thing you are.” I told her.

  She started to say something, but it turned into a squeal that caused my already dripping cock to ooze even more, as I pushed my fingers through the wet folds of her pussy. She was indeed completely smooth and fastening my lips back onto her nipple, I quickly slid my fingers back and forth along her slick flesh.

  Tammy was whimpering and her fingers gouging into my shoulders. I slipped one of my fingers inside of her and as she yelped, gasped at how incredibly tight her pussy was around my finger. I immediately began to pump it in and out and Tammy gasped,

  “Easy, please go easy! I…. Ow!”

  Tammy cried out as I shoved my finger knuckle deep into her tight young hole. I left it there and panted around her nipple as she squirmed against it, making small sounds of discomfort. I eased my finger back, and then jammed it back in hard. Tammy cried out and whimpered, “You said you wouldn’t hurt me!”

  “It won’t hurt once you get used to it.” I told her, somehow keeping my voice under control. “Open your legs more and lean over.”

  Tammy groaned, but spread her feet further apart and leaned her weight onto my shoulders. I started thrusting my finger in and out of her enjoying the small yelps she released each time I shoved it in. I slid out and placing another finger next to it, begin to work them both in.

  “No,” she moaned, “Oh, please sir that….” She trailed off into a long drawn out whimper as I pushed both fingers up inside.

  I held them still; allowing her pussy to spread around them and after a moment began pumping them, but slowly this time. Tammy’s nails were digging in so hard I wondered that if even through the shirt she was drawing blood. Her hips were moving again, but this time against me, trying to pull back as I pushed in. I let her get away with it; fact was I was totally caught up in how she was.

  Whoever her boyfriend was he couldn’t have been too big and certainly hadn’t fucked her much, because she was moaning in discomfort just from my fingers. The thought of what it was going to be like to work my cock in there was more than I could bear. My cock had been hard and aching for the better part of the last half hour and it was time for Tammy to really start to earn her money.

  Removing my fingers from her pussy, I looked up at her and made a show of sniffing them. As her eyes widened, mine rolled back as I took in her sweet scent. Placing one finger in my mouth I sucked on and this time closed my eyes, savoring the taste of her sticky juice. Standing up in front of her, I placed my finger in front of her face.

  “Suck on it.”

  Tammy shook her head and reaching out I grabbed the back of her hair. I didn’t pull, but held it tight enough to keep her head still. Looking her in the eye, I spoke softly.

  “I told you Tammy, if you don’t start listening, its back home to the folks. Now go ahead and suck on my finger.” I smiled, “Get some practice, because you know what’s going in your mouth next.”

  Tammy’s eyes grew even bigger and a soft whimper escaped her lips as I’m sure she was envisioning what was coming next. She continued to hesitate and I was wondering if the game was over, but much to my pleasure, she opened her mouth partway and closed her eyes. I gently slipped my finger into her mouth and sighed as I felt her tongue slide around my finger tip.

  “Don’t lick, suck.” I told her, already planning on saying it again, but about my cock. “Show me how bad you can be.”

  Closing her soft lips around my finger, Tammy started to suck it in and out of her mouth. I closed my eyes again, enjoying the feeling of her tongue sliding along my finger and imagining it elsewhere. Opening my eyes, I removed my finger and asked, “How do you taste?”

  Giving me a dirty look that made me smile, she replied. “Good sir, I taste good.”

  She had said it with a tone that sent another thrill through me. Not sure why that had gotten to her, but wasn’t complaining. But out loud I said.

  “Watch how you answer me Tammy, if I don’t like your tone, I’ll make you practice until its right.”

  “Sorry sir.” She said, putting her head down.

  “Now unbutton my shirt.”

  Tammy reached up and I swallowed hard against my quickening breath as her small fingers began working on my shirt. As they had with her blouse, her hands were shaking and while she worked her way down I started playing with her nipples again. She flinched at my touch, but didn’t pull back.

  By the time she reached the last button, her nipples were hard again and her face was flushing. Apparently she enjoyed her nipples being played with; in fact she hadn’t seemed to mind my initial playing with her pussy. It was my telling her what to do that was getting to her, which was just perfect for me. Tammy pulled my shirt from my pants and placing her hands on my shoulders stopped.

  “May I take your shirt off sir?”

  “I like that Tammy.” I nodded. “That’s the way to play, no bullshit, just you being a good little,” I smirked, “Slut”

  I again saw that flash of anger in her eyes, but as she slid my shirt from my shoulders she whispered, “Yes sir.”

  “Yes?” I asked. “So you admit you’re a little slut?”

  “I…I’m a slut sir. I’m whatever you say I am.”

  “Good.” I told her, “Now what would a slut do next?”

  She dropped my shirt to the floor and closed her eyes. Her lips had that precious tremble going again and her breath was coming in short little gasps as if she were ready to cry. I started to tell her what to do, but stopped as she slowly sank to her knees. I looked down at her kneeling in front of me and felt my heart begin to beat faster.

  This would be the point of no return, if she didn’t quit now I would have whatever I wanted. From the looks of things I was going to get what I wanted as without being told, Tammy’s hands began to fumble with the snap to my jeans. Her hands were trembling so badly that it took her three tries to get them undone. I saw her take a deep breath then with a quick jerk she pulled my zipper down. I thought about telling her that she hadn’t asked, but decided to just let her go, I was too close to getting what I wanted to push too hard.

  Instead, I remained silen
t, watching her stare at my stomach as she tried to work up the nerve to continue. Her hands came up, grabbed the sides of my jeans, but stayed there.

  “Go ahead Tammy, keep going.” I said quietly, “You know what I want.”

  “Yes sir.”

  Turning her face away, Tammy tugged my jeans over my hips and slowly worked them down to the floor. When she had them all the way down, I lifted one foot at a time and she obediently slipped them all the way off. Coming back up, Tammy kept her head to the side, deliberately avoiding looking at the bulge and huge wet stain in my black underwear. Again I decided to let her work herself up to it rather than push. She nodded as if telling herself she could do this and after another deep breath, turned to face my crotch.

  “It’s so wet.” She said softly.

  “That’s because I’ve been thinking about this.” I answered.

  Tammy looked up at me and the sight of those pleading eyes caused my cock to jump.

  “Yes,” I said to her unspoken question. “You have to.”

  Tammy looked down and grabbing my underwear, slowly pulled them down. I was so hard that when she pulled my underwear over it, my cock sprang straight up. I was dripping to the point some of my sticky pre cum flew off of it and hit Tammy in the cheek. I gasped as I couldn’t have planned it any better and the look of disgust on her face was priceless. She jerked back and her hand immediately went to her cheek.

  “Leave it there.” I snapped harshly enough that she froze. “That’s exactly where it belongs,” I grinned. “All over that slutty little face of yours.”

  “Y…yes sir.” She answered.

  I sat down in the chair and gestured for her to come closer. Tammy slid on her knees until she was directly between my legs. Her eyes were fixed on my rather sizable cock and I saw her swallow hard as she imagined it going inside of her.

  “Are you just going to stare at it?” I asked.

  Tammy closed her eyes and I could tell she was trying to tell herself she could do it. Opening her eyes she reached out and I licked my lips in anticipation of her touch. Her hand stopped and looking up she whispered, “Please don’t make me do this.”