2 years ago. March 17, 2022 at 11:30 PM
( The following is a true account of my first … )
When I was 16, I went to a job fair. Not wanting to revisit the bussing job I had the previous summer and looking for a better restaurant, I happened to cross paths with a local, well-to-do fine dining establishment in our resort town. My previous experience landed me the job. Yay me!
…
The first day I stood at the hostess stand, dressed for work that night. Waiting on the head waiter, Kanook, who would be my boss. He came over in his high strung giraffe-like gait and instructed me to follow. Instructions poured from him as he walked, showing me the floor. We happened through one section with three waitresses folding cloth napkins for the night. All in various stages of uniformity. One spoke as we approached. Staring at me and with a volume level meant for him and I but spoken to the other two girls.
Donna was a very polite, petite little stoner girl. In her 40s and still as cute as she’d ever been I imagined.. she would teach me a great many things about making money serving.
Tina was a party chick. Tats, blonde and big boobs; she loved working them in all the faces of the older men. Didn’t mind an ass grab provided you tipped her well enough.
Cindy was 27 and the unofficial female counterpart to Kanook in the house front. She was queen of the floor and had the answers but strolled no matter how busy she was. Not a fiery redhead but more red than strawberry; she was tall at 5’11” and slender. She taught me how to nail a 12 top by memory and rake in the tips… among other things.
To Tina, pointing at me as we approached, “Now that!? I’m fucking. Keep your slutty hands off that. It’s mine”
Looking at Donna, Tina said, “And I’m the fucking whore? Right?”
”Taught ya’ everything you know, bitch” Cindy said as the giggles began. “And who do we have here?” She asked in an artificially low voice.
”New busboy, be nice. That “fucking” talk had better have been about me. I don’t want you scaring him off” Kanook said.
”’Nook! Do you really think it’s possible for my pussy to be scary?” Cindy asked
Slowly panning over all three of them, he said “I think alone with the three of you may be the scariest place a man may ever find himself. Learn to fold some napkins, kid. Good luck” and he left for parts unknown. I stood thrown to the ravenous vixens like a fluffy bunny.
”Have a seat” Donna said as she spun me a chair around and handed me a package of big cloth napkins. “You know how to do this? It’s easy. Start with a square, make a triangle. Pull the ends so it makes another square. Fold in half for another triangle… fold again. And there it stands up on the table.”
I had been following along with one and as I stood mine up, Cindy reached for it with both hands. She caught my hands and closed them around the napkin, pulling it away from me. “You didn’t tell him the best part” she said. “You take your thumb and forefinger and this little lip in front? … that’s the clit. Give it a tug and it’ll stand right up for you tall and proud”
>Fuck! I had no words in my brain. She wasn’t a super model but she dripped hot sex from every pore and she knew it<
“Thanks” is all I could muster and as I folded the next one, I saw her give some sort of wink and a nod to the other two, out of the corner of my eye. I thought nothing of it at the time.….
….
We worked in the same section that night and most nights thereafter when scheduled together. She brought her tip out to me that night for our section. Handing it to me, I saw she had already started to get out of her uniform. Her bow tie was off and her shirt was opened one button too many for a blue-hair restaurant. Her bra was a teal green match of her tie. “Is there anything better than a hot bitch giving you cash right before she walks away?” She said as she did just that after slapping a wad of money in my hand. Watching her walk away, I didn’t even note my raging hard cock. It didn’t even register. I just had to watch her go.….
….
I was polishing silverware the next night after getting to work when Cindy came in. Everyone flirted with her and she shut them all down. Night after night, every guy tried to work some magic and crashed and burned. I saw her enter the kitchen waaaaay up front as I rubbed off water spots from spoons. She never broke stride, or looked about or skipped a beat. She walked straight back to where I was working. She reached around me to grab a spoon and with another busboy on the other side of the table said, “I rubbed my pussy thinking about you last night” and walked away. I almost dented the table, I got hard so fast. Over her shoulder as she walked away, she hollered “I keep it smooth, by the way!”
”Awesome!” The other busboy said. “You taggin’ that!?”
”No! I don’t know what the fuck is up with her man. She keeps sayin’ hot shit to me though” I came back with. {what the hell} I thought. This was incredible but crazy.….…
.….
I was a late bloomer and a virgin. I had never had attention like that before. I was her busboy most nights and I was all about trying to get in her pants. She worked me like a rented mule though. My slightest flirts were met by a barrage of sexually dripping statements I was hopeless to defend. She would whisper things to me… things like “My pussy is so tight I can just clench it and make juice drip from it” and “ I can only squeeze one finger in my pussy but I clamp down on it like you’re inside me and I can’t let you go”
But there were also comments in front of others. And sometimes full rooms. “When you lick pussy, are you an up and down guy or a round and round kinda guy”… “I think you should come over tonight and just twist my nipples for me… I can cum from nipple play, you know?” …“If I fuck you are you going to push a finger up my ass? I like how it tightens my pussy up” … “I haven’t had a hard cock in 18 months and before you got all the way inside me, I’d be cumming like a cheap slut all over you”
and on and on it went… eventually, she would stand next to me, pressing her body against mine. Moving away whenever I made an effort to touch her.….…
…
Two years she tormented me.….
….
It became so common place that everyone knew we were fucking. BUT WE WERENT!
She was intimidating and none of the other waitresses would talk to me in any way other than work and my options for a shy kid to lose his virginity became non-existent. She had pussy blocked me at every turn and kept me hard and horny and coming back for more, night after night, hoping… praying. That one day… maybe. I couldn’t think of anything but her. I was her sex slave locked in chastity. That was the appearance she put forth to everyone by her words, anyway. I didn’t even know what chastity or edging or orgasm denial was back then but that’s what she did. I don’t think she was a Domme… but pleasurably sadistic nevertheless. (Maybe that’s where I get my proclivities from) I hated it and loved it and stroked my cock raw wanting her so badly when I was alone.
She started asking me for rides home and around town after that first year… changing her clothes in her apartment in full view of me as she made me wait by the door. She made me watch from afar as she pinched and pulled her nipples and rubbed her pussy inside her panties. Forbidding me to approach or touch myself before I ever had a chance to think about it. “Stay over there horny boy. I still haven’t made up my mind if you deserve to touch me yet”
Did I mention she smelled good?
Fucking delicious, oh my god! And I don’t know what she used but it mixed fucking great with HER smell. I can still smell her if I close my eyes. Like a strawberry bush mixed with pure sex. I loved her coming in close after a shift to whisper something filthy to me so I could breathe her into me. “You should really see how my pussy grips my dildo. It’s so tight my lips pull out and push in, no matter how wet I am or how much lube I use.”
She was relentless
i wanted to spank her pale skin as bright as her hair and stare into those blue eyes while I did it.
Then came a week when she didn’t say anything other than hello. She was distant… not playful or upbeat like she always had been.
I felt deeply saddened for her as she seemed so herself and pleaded with her to tell me what was wrong but she wouldn’t. She only said it was wonderful that my concern was genuine and I would never know how much that meant to her. I never found out what had happened.
That Saturday she came in to work and like a light switch, she was herself again. And really poured it on me, especially in front of others. People came up to me telling me how she was talking about making me hers when I wasn’t around. That was new. I was waiting tables by then and now 18. Kanook came to me and said Cindy was leaving and I was to take over her section too. I crossed her path as she was making her exit and she came to me. Wrapping her arms around me in a big hug she whispered, “If you were off and had a bottle and a joint, you’d feel inside me tonight.”
I lied, “I’ve got both of those right now” to which she kissed my cheek and said, “I know… but you aren’t off”. She turned and walked out.
>Fuck! Dammit! She’s killing me! I’m just a dumb ass following a carrot I’ll never catch<
I went back to work and after several hours, things slowed down. Kanook grabbed me and told me to meet him at the transformer. That was code for let’s smoke a joint behind the restaurant and I made my way there.
He fired one up and passed it to me asking, “What’s goin’ on with Cin? She’s been weird lately.”
”Hell if I know” I said “but when she left tonight she told me if I had a bottle and a joint, she’d fuck me. But then she left.”
”Why a bottle and a joint? You’ve been fuckin’ her all along.”
”No. No I haven’t. She just fucks with me”
”C’mon! The way she goes on? No way! You’ve been hitting that for at least a year now”
”I wish. Nope. Just says shit to get under my skin.”
”Wow! … wow, can’t get my head around that one.”
”You!? She’s been fucking killing me man! Everybody is convinced we are but I’ve never even kissed her.”
After a silent few seconds he passed me the joint again and we heard footsteps. I held the joint low in the night air and Cindy walked around the corner. She looked dressed for a country bar with a loose top and no bra. Cutoffs, tight on her ass and her long red curls pulled back in a ponytail. “What’s a girl have to do to get a hit around here?” She asked as she held her hand out. “C’mon, where is it?” … I handed her the joint and she took a long drag. Kanook reached in his shirt pocket and pulled out another. Reaching over to me, he slid it in my shirt pocket. “Is he done yet or what?” She asked as she passed the lit one back to Kanook.
”We’re not out here because we’re busy” he said. “Take off… I’ll handle what’s left.” He said to me.
Cindy started walking immediately. She was headed towards my truck. I didn’t have the first thought about changing my clothes, punching out, getting the tips… nuthin’! I just picked up my pace and followed her. She was about a dozen steps ahead and stopped at the passenger door. My course was that of heading for the driver’s seat but with enough time to alter my line, she said, “You’re about to slide your cock inside my body. You’re opening my fucking door for me.” And, as I said, I diverted.
I opened her door and remained to close it. Got in and said, “So which bottle?” And started the truck for the liquor store.
”Any. I just want to see you pull it off, Mr. 3 years til I can buy booze.”
”I’ll be damned if getting carded is gonna stop me”
I pulled up to the liquor store and before I could ask again what she wanted, she opened the door. “What are you doing?” I asked her
Without hesitation she said, “I wanna get fucked, not spend the night in jail because you decided to steal whiskey for my twat.” And off she went, returning in short order with a brown paper bag. The size of which suggested a half-pint. I pulled out of the parking lot asking where to go. “Somewhere I see water and can hear it” she said… the closest bridge away from the beach was 5 streets away and that’s what I took. It was the first of two bridges and I went to the secluded landing between the two. It was dark but empty and I pulled up to the water. When I turned off the engine I pulled out the joint and fired it up. We talked for a few minutes and I watched her change before my eyes. And it wasn’t the pot. She became vulnerable and reserved because she spoke of her needs. She told me it was hard being a single mom and having to be tough all the time. She told me she just wanted the quiet, some semblance of peace or ease. She cried and apologized for teasing me. She told me she didn’t know how to come on to a man without appearing weak and she wasn’t going to be just some pincushion for men to play with either.
And then she asked, “Can you touch me and make the world quiet?”
My answer was my finger touching her behind her ear lobe and tracing it down her long neck. That soft little patch of skin, barely touched, adding fingers and lightly trailing down her neck. Tracing her lines and trailing down… down her neck.
I didn’t know what I was doing but I knew what felt right in her vulnerability. I wanted to tear into her, bite her and grope her with unskilled hands. It just felt like she needed me to see her. See her with my hands. Talk to her eyes with mine. I moved over to the middle seat and turned to her. Lazily ran my finger over her tank top strap and let it fall off her shoulder. I delicately raked my fingers down to her chest and used my fingertips to surround her nipple without touching it. All around and grazing so close and flattening my hand so the first touch of it was my palm on the tip of it. So hard, begging to be squeezed and taken in a mouth. I made circles with my palm and our only touching was the tip of that nipple until I closed my hand over her whole breast and pressed firmly on it. Not grabbing, just pressing. She didn’t need to be grabbed… but felt. I didn’t know it but when it came to a woman’s body, I just knew what to do. And she confirmed that to me with her news and gasps and whimpers.
I pulled her to me, her back to my chest and wrapped her in my right arm. Seeking out her left nipple with my hand as I took her neck in my mouth from behind. My fingertips nibbled at her hard nipple like I was trying to pick off a dandelion seed. My left hand on her knee and confidently sliding up and under her shorts leg. Timing a gentle tug on her nipple as my hand discovered her lack of panties and wet pussy. Taking two tender places at once. Rhythmically I twisted and milked her in time to my fingers filling her soft, supple hole. In and tug, out and relax, in and tug, out and relax. Her wetness was indescribable. I pushed deep inside her and remained there, feeling her muscles squeeze my fingers while I teased and ate at her. She was panting and I laid her down across my lap after I removed her top. I kept my arm under her and lifted her up to my mouth. I pulled as much of one of her breasts in my mouth as I could and felt her nipple at the mercy of my tongue. I pressed hard and licked at it. My tongu flicked over it and it thumped in my mouth. Again. Thump. Thumping and sucking.
Thump
Thump
Thump
Thump
My hand unbuttoning and removing her shorts with frantic help from her. I spread her wide by parting her legs as I licked and thumped her. Taking her entire pussy under hand and sliding it up and down. My middle finger curving inside and up into her pussyhole with each rub. Soaking wet.
So wet and hot.
Everything she ever said to me came to my mind in a flood. I straightened my finger and withdrew slowly and then patted her pussy hard when I pushed it in fast. I pulled her head up to me and kissed her deeply. Feeling her lose concentration every time my hand slammed home. Tasting her moans and breathing her gasps. She grabbed my hand and pulled it harder. I brought her cum out of her smacking and fucking her needy pussy with my hand. And then I tasted her on myself… and wanted more. In her panting I sat her up and moved by opening my door. I laid her down and kissed her. Her eyes were closed as I left for the other door. Opening it I found she hadn’t moved. The most beautiful sight I had ever seen was before me. Her pussy was glistening and wet and swollen and red. I pulled her to me and lifted and spread her legs. Holding them back I absorbed her pussy in my mouth. I sucked it all inside, digging my tongue in her hole. She was sensitive and squirmy as I locked my lips on her clit and pressed my chin on her hole. She tried to grab my hair to move me and I grabbed her hands and held them steady so I could suck on her. Keeping her vacuumed in my mouth I rocked up and down, pulling her clit up and down with my lips. A second wave struck her and she cried out.
”Fuck me. Please fuck me now. I’ve wanted you to for so long. Fuck me. I want to cum on you. Fuck me hard.”
I stripped down in the night air. My hard cock was pulsing and contracting and throbbing. I could feel my heartbeat in it as I pushed inside her. Feeling her open up to take me. Feeling her uncontrollable spasms. Feeling her own being glad she was a woman. I couldn’t be easy. After sinking all the way into her, I stroked her whole pussy hard and fast. I knew she was coming again because she started slapping the seats and thrashing around. She was loud and wild and her hole felt like a vice. I crashed into her and she wiggled and yelled and shook. Her feet coming up to my chest and pushing me off of her. She couldn’t stop twitching and cumming. It was akin to a seizure. The waves washing over her even after she pushed me out of her.
”I need a minute… too much. It’s been too long. Wow… wow, wow, wow, wow” I reached for her arm and my touch made her recoil and yelp and then giggle… she explained later how she was hypersensitive after multiple orgasms. Just then, I thought I had done something wrong.
”I have to go home. My daughter will be home soon.”
I didn’t know what to do besides help her get dressed, which I did and then I drove her home. She didn’t say anything as she got out but walked around to my window.
”I know you didn’t cum but I’m going to make up for that. Keep your mouth shut and you’ll get a lot more of this… blab about it and you never will” And with that, she kissed me and walked away.
I kept her smell on my hand pressed to my face the whole ride home. Brain numb and dazed. Not knowing what the fuck just happened.
Getting out at home, I stumbled around to the passenger’s side … my first experience with shaky fuck legs. I looked for the bottle. I didn’t see her take it but she had. I don’t know what she bought.
I never saw it.