I've never not worn underwear before. Even if I ran out of clean undies, I would at least turn them inside out. It never crossed my mind not to wear them. And to go without a bra! Everyone would know and see my nipples through my shirt.
These thoughts racing through my mind excite me, but I don't understand why. I leave the house wearing a large sweater to hide my bouncing bosom from my parents.
"Isn't that a little unprofessional, Sally?" My dad, always judgemental.
"Mr. Smith said I can wear whatever is comfortable and this feels comfortable today, okay?" My smart-ass remark makes my dad set his newspaper on the counter. I follow up quickly with something about menses and he quickly gets back to reading.
My heart is racing the whole drive to the house. Before I get out of the car, I remove my sweater and leave it on the passenger seat. I can clearly see my puffy areolas and nipples through my white T-shirt, and I can feel moisture pooling in my sweat shorts. I couldn't bring myself to wear a skirt or dress my first time going commando. It just seemed like it would be too chilly.
I'm distracted while making our coffee and have to make a second pot before heading upstairs.
"You're late, Sally." Mr. Smith's tone is stern and concerned--his eyes immediately on my chest. "I had to pee without you today. But I can forgive you wearing a cute outfit like that. Come sit closer." He pats the bed covers next to him. Usually, I perch on the edge near his feet while we chat and sip our morning java.
I crawl my way to sit next to him and cross my ankles. I hand him his mug and cozy up to my own. There isn't much room for me, and he doesn't make any adjustments to let me have more space. Our legs are touching--mine above the covers and his underneath. Our bare arms squish together, and I can see my nipples making tiny tents over my chest. My face blushes as I sip my steaming mug.
His hand closest to me rests casually on my bare thigh while he sips his coffee with the other. "Are you wearing any underwear today?"
I shake my head and bite my lower lip. The comforter starts to tent around his crotch.
"Good girl." I smile and sip my coffee, feeling more relaxed.
As we drink, his hand on my thigh wriggles its way between my legs and I unhook my ankles. While he tells me about his dreams last night, his hand grazes my clothed labia as if he doesn't mean to. I wonder if he can feel how wet I'm getting.
He reaches over me to set his mug down, brushing my still hard nipples with his hairy arm and takes my mug as well. "I have a special surprise for you today, Sally."
"Oh, really!?" I'm excited to see what is in store today.
"Mm-hmm." Still hovering over me, he kisses my lips and explores my mouth with his tongue. I accept his advance since we've done this before. I did like making out with him. It was much more enjoyable than with my sister.
"I want you to relax." His hand grabs my breast over my T-shirt and squeezes hard while he continues to kiss me.
I yelp into his mouth and my body stiffens. He releases my breast and grips at my waist, moving his lips to my neck and bites lightly. I melt into his bed and can feel his hard penis against my leg through the sheets, tempting me to grab it.
He lifts my shirt up to my breasts trying to remove it. I lay there, unhelpful, not knowing where exactly this is going. He shifts out from under the covers and easily moves my small frame to the middle of the bed--my boobs jiggle at the jostle. His cock behind his boxers is at attention and weeping through the fabric.
Skillfully, he pulls my shirt over my head and my globes lay firm on my chest. His mouth attaches to my nipple and starts to suck and bite.
"Ow! Mr. Smith, um--" And he takes the other nipple and does the same. "Oh! I don't--" Goosebumps prickle across my whole body.
"Just enjoy this, Sally," he almost commands and kisses me again, quieting any objections I might have while he works at my shorts.
My hands fly to his to stop him. Is he trying to have sex with me? Are we really doing this? He tosses my hands away and swiftly yanks my shorts all the way off. I'm completely naked in front of him. I've never been exposed like this to anyone before.
My arms cover my warming chest subconsciously, so he grabs my wrists and pins them on to the pillow. His knees on either side of my hips keep my body where it is beneath him. His belly squishes against mine as he lowers his head for more kissing.
He grinds his rod against my exposed slit while his tongue slithers to the back of my mouth. Involuntarily I moan into the escalating events.
Releasing my hands, he scoots down and makes a trail of kisses from my neck, over my breasts, to my navel, and then--
"Mr. Smith! What exactly are you doing?" My hands are in his hair trying to push him away from my neatly trimmed pussy. He ignores my protests and licks my clit gently making me giggle.
"Hush now, or I'll have to gag you." I look at him with wide eyes. Gag me?
He continues to lick at my crotch, sucking my clit into his mouth and I can't help myself. I laugh again at the odd sensation and embarrassment of this old man licking me where tongues were not meant to be. With obvious frustration he removes his boxers, wads them up, and shoves them in my mouth.
The smell and taste of his cock invade my senses as his tongue again laps at my clit and pussy lips. He makes out with me down there just like he does with my mouth. His tongue dips between my lips for access and pushes past my hole stirring deep pleasure inside me.
My muffled squeals soak into his boxers. It's too much. I can't take it. This is when I would normally stop touching myself when I masturbate but he doesn't afford me such luxury. I try to push his head away to no avail.
His tongue juts in and out while his thumb presses hard on my clit and his other hand squeezes my tit mercilessly. When he twists my nipple, my body is flooded with both pain and pleasure and I'm so confused.
But there's no room to have a thought when an odd awareness creeps up from my groin and into my belly. I moan in increasing volume through the precum-soaked fabric. Something is building within me, and I have no control over my actions anymore.
Instead of pushing his head away I find myself grabbing his hair and pressing myself into his face. My body shakes as if I'm having a seizure as every corner of my body is flooded with pleasure, release, and desire.
Mid-scream he yanks the boxers from my mouth, and I'm surprised at how loud I sound. I've never made noise like this or felt so good in my life.
"Good girl," he says, watching me pant and convulse as my very first orgasm dissipates. I feel almost like I've had some of that wine again. Lightheaded and dreamy.
I'm sweating and grateful that it's over. He pushes me back down when I move to get up. Too weak to try lifting myself again I lay there and let him spread my legs apart with his knees. He rubs his wet cock on my even wetter clit sending shivers across my frame.
"Wait," I breathe, "Mr. Smith...are we...going all the way?" He just smiles and slips his mushroom head up and down my slit. "Please, I'm a virgin...I don't think I should do this."
Without pausing the rhythm of his cock, he says, "You know how this works, Sally. Do you want to say no?"
I'm torn. I feel so turned on that yes, I want to have sex. But I don't want him to be my first. I always thought my first time would be with someone I loved like all those romantic comedies.
Before I can give an answer, his tip is inside me. It's invigorating and my body wants more but my hands try to push him out and my legs feebly attempt to close. He shoves my knees apart with his belly as he lowers his much larger body on top of me, shoving his cock inside another inch.
My mom never covered sex during homeschooling. In fact, I don't even think she knows that I know anything about sex. Not that I know much--or knew much before working for Mr. Smith. Vaguely recalling the sex-ed I'd seen on TV shows, I whisper in a desperate breath, "Sh-shouldn't we use a condom though?"
He ignores me. It feels impossible to accommodate his girth and I try to wriggle away but his weight is too great. His face shows annoyance at my motions. Still inside me, he reaches for his nightstand drawer where I hope he's grabbing a condom from. Instead, he pulls out the fuzzy handcuffs I'd seen before.
"If you're not going to sit still then we'll need these." He quickly attaches the cuffs to one wrist and snakes the other half through the bars of the bed frame above my head and clicks it around my other wrist.
My heart quickens and he slowly presses on with his penis. I can feel my heart and his hardness in my pussy. I clench and he moans fitting more of his massive cock inside me.
"You are such a tight little thing. My wife was a virgin when I had her first too. But she wasn't as tight as you!" Slowly, steadily he slides deeper and deeper into my little cave.
