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Dazzled by New York City Nightlife, Young Gal
Gets
Spanked Straight by Stern, Spinster Boss!

Dear SHE... I've only recently discovered a marvelous store in the city that specializes in spanking [Kinematics] & stocks your wonderful magazines. I really enjoyed the tone of yours more than the others I picked up, & thought I'd enjoy sharing my story with you & your readers.

For obvious reasons, I've changed more than enough details to mask the identities of everyone & everything involved in my late introduction to spanking, but the circumstances are as true as can be. Being spanked by a superior at work may be a common fantasy, but for this once out of control lady it became an embarrassing & exciting reality.

It was 1984. I was 23, fresh from college & my small home town, & newly ensconced in my very first city apartment & full time job. My position was as assistant/secretary to Dolores, the "fortyish" owner of a small garment manufacturing company. She seemed nice, though she intimidated the heck out of me with her street wise toughness, confidence, & gorgeous figure.

She’d been with the company since retiring as a professional model at age 27 & knew everything there was to know about the business. I was told when hired that I’d be expected to learn from Dolores & gradually become her protégé-- assuming some of her responsibilities & having the opportunity to meet a lot of fashion's famous. I thought that sounded great & knew my salary would grow if I could do it.

For the first few months, I managed to follow her lead & do fairly well at following up on deals, but the nature of the business was fraught with pressure & I made my share of mistakes. Dolores didn’t jump down my throat when an order didn’t ship on time or I agreed to a higher price for cloth than I should have. She was patient & explained what I should have done, though her authoritative manner sometimes made me feel like a dumb pupil or silly kid until she'd say, "You have potential, kid," & I'd feel on top of the world again.

She had taken to calling me "kid" from the start, which reinforced my submissive feelings somewhat, but I found that I was starting to idolize my boss & didn't care. I also got the feeling that she meant it fondly. I knew she didn’t have any kids or family of her own, & I kind of liked having someone who cared about me. New York is not a city where you make friends easily, & Dolores & my job were all I had at that time. I guess Dolores knew that, so she started to take me with her to fashion shows & parties, introducing me to business associates, a few famous designers, & friends of hers. It was heady stuff to me to be thrust into that social scene. I felt like Eliza Doolittle in "My Fair Lady". And that’s when the trouble started.

New York has a lot of things to make a girl lose sight of herself & I did. Caught up in the excitement of the city & my new circle of friends, I started enjoying all the things New York has to offer including bars, Broadway, after hour clubs... I rationalized that my friends were all successful & so burning the candle at both ends wouldn’t hurt.

My late nights weren’t hard for Dolores to spot & she soon started cautioning me about the perils of getting caught in the fast lane. She took me out to lunch & more amusing, though poignant, anecdotes of models, designers, executives, etc. that had blown it all fell from her lips. I wasn’t very impressed. I was young, strong, smart, & different from all those people. I was wrong.

Our relationship changed after that & it wasn’t a month later when Dolores spanked me for the first time. God, it was awful & wonderful too. I'll never, ever forget it!

I’d come in a few mornings every week since our talk, too hung over for makeup to hide the deep shadows under my eyes. I tried to laugh off Dolores’ concern, but it got harder each time & a chasm widened between us. I wasn’t so far gone that I messed up on the job, but I wasn't getting as much done & knew Dolores figured it was only a matter of time anyway. I also know she was more worried about me personally.

Everything came to a head one Friday morning when I slept right through my alarm, pretty much unconscious until the phone woke me up 3 hours later. It was Dolores. She was concerned at first, I think, but then she got mad. Madder than I’d ever heard her. I had to hold the phone away from my ear for a few seconds & then listen hard when her voice got so low I could barely hear her.

I think she said something like, "Do you want to have a job Monday, kid?" Hung over or not, I felt a shiver of fear at what would happen if I didn’t. I was barely making it as it was. I answered yes.

"Then you’ll have your little butt down here tomorrow at 9 sharp. And you’ll stay home tonight. No drinking. No drugs. If I even think you partied, I’ll kick your ass out in the street." The line went dead.

I didn’t bother getting dressed that day. I just moped around my tiny apartment feeling sorry for myself, angry at Dolores, & resentful of my friends, the city, & anything else I thought of. I didn’t sleep much that night, but I didn’t party & was in Dolores’ outer office 15 minutes early.

There was never anyone else there on Saturdays & she must have heard me, because I’d barely skulked into a chair before her office door burst open & I was commanded inside. I was so afraid at the time that her demeanor didn’t strike any bells, but looking back, it was the principal/student, mother/daughter, boss/secretary about to be spanked scenario to a tee. If I had any previous experience with any of those situations, maybe I would have recognized the danger & run the other way, but I didn't.

Dolores read me three riot acts that morning. I think I tried defending myself for all of a minute before giving up in the face of her formidable fury. By the time she’d finished, my pride was gone & I was crying softly. I’d confessed to being immature, undisciplined, insensible, & everything else she’d accused me of. I was relieved at first when Dolores calmed down, but then the silence became palpable & my sniffles & tears seemed so loud that I asked her if I could go to the bathroom.

"Not yet." Her voice responded from beside me. "I like you, kid.  You’re like the little sister I never had. But what am I going to do with you? Maybe I ought to drag you down to Port Authority (New York City's bus station) & plant your butt on a bus for home before this town eats you alive."

My startled response told her what I thought of that idea. She told me not to worry, that she knew that wouldn't be the best thing for me. I can’t explain what happened, but I felt a genuine affection flowing between Dolores & myself. I just hadn’t thought of & wasn’t prepared for how far & in what forms that affection was about to be demonstrated!

She asked me a batch of questions including how I was doing on my savings (awfully!) & finally concluded that she thought I’d been given too much freedom too fast. I’d lived at home right up until I’d come to New York. I had to agree.

Dolores seemed to come to a decision. She told me she wanted to believe I'd change overnight, but she knew better--- I was a kid & had to learn the hard way. She ignored my assurances & went on to say that I'd still have a job Monday if I agreed to a list of conditions. If I didn't, she'd fire me right then & do everything she could to force me back home. That included promising to call in favors to make sure I didn't get a job in the garment industry again.

I didn't have much choice, but it was easy to agree to the conditions Dolores demanded anyway: To move into a basement apartment in her brownstone; to have her open a joint bank account & directly deposit a portion of my checks every week; & to follow her guidance completely.

I had stopped crying, thinking I'd gone to heaven momentarily, but then Dolores explained exactly what her guidance meant-- accepting the spankings I deserved when my behavior proved I was still a "kid."

I was totally shocked. I'd never been spanked in my life & had never even considered anyone, anywhere threatening me with one. Dolores had never mentioned spanking to me before either. I found out later that day that she had been spanked by her mother & thought she'd benefited greatly from the lessons. But, until that moment, a spanking was just something I knew existed somewhere else in the world.

I just couldn't believe Dolores was serious & said so, but she quickly convinced me that she was dead serious & briefly explained her reasons. I'm sure my eyes & mouth were wide open when she said my first spanking would be right there, right now & demanded my decision.

My mind was blank, but I felt a rush of shame at being scolded & threatened with a spanking like a naughty, little girl! I knew everything Dolores accused me of was true. And I also knew what I had to do. I bowed to Dolores' will & found out for the first time in my life just how awful & powerful a spanking can be.

I'd worn one of my cuter business outfits that day to impress Delores, but I didn't feel very professional at all when Dolores told me to take off the jacket & skirt. I had a blouse under the jacket so that was easy to strip off, but I felt utterly humiliated & couldn't undo the skirt without pleading with Dolores to let me keep it on.

Dolores didn't waste many words telling to do what she said, so I turned my back & slipped out of my skirt, revealing the cute & skimpy lingerie I always wore in those days. During my striptease, Dolores moved to the couch against the wall of her office, & motioned for me with a crooked finger when I'd finished & looked back over my shoulder for her.

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I'll never forget the way Dolores looked at me or what she said: "Get over here, young lady! It's time for me to teach you a lesson you'll never forget!"

I'm sure everyone will understand that I've replayed the memory of my first walk to Delores' lap & what followed thousands of times since it happened, so many of the feelings & emotions I associate with that first spanking were not figured out & filled in until after the act.

At the time, I didn't know what I felt because I was truly in a mental fog. It was like I was having some kind of strange, scary nightmare, but I knew I wasn't dreaming & was not going to wake up & escape getting spanked for the first time in my life... At the age of 23... On my very mature bottom... And by my boss!

Dolores office wasn't very big, but I took as long as I could to cross it. Unfortunately for my ignorant, endangered backside, even my baby-steps quickly chewed up the distance & I soon stood right in front of Dolores, feeling for all the world like a foolish, frightened, naughty child.

I was too embarrassed to look at Dolores & too distracted by my fear to hear a word of her short lecture, but I came out of my stupor when she reached out, pulled me down over her knees, & proceeded to bare my bottom despite my urgent protests.

I started crying again before my panties came to rest somewhere around my knees, feeling utterly shamed to be bare to Dolores' eyes. The pain of a spanking was something I was ignorant of at that moment, & it really didn't occur to me to be worried. But the first slap of Dolores' hand changed all that. Shame went out the window & self-preservation replaced it.

Dolores only spanked me with her hand, but my unsuspecting bottom & mind had never felt the likes of the burning, stinging sensations her hand delivered. I don't know how many spanks she landed before I broke down & wailed for mercy, but I do know that the spanking went on & on & I tried every gyration I could to escape from the excruciating torture of my first bare bottom spanking. It was awful!

Dolores & I are about the same size, but with my body dangling over her lap, I couldn't do anything to stop her from giving me what she later called a good sound spanking! I felt absolutely juvenile & cowardly as I cried, kicked, & pleaded for however long it was that Dolores chose to continue the spanking. She thoroughly cowed me as her hand spanked every inch of my bottom & down my thighs to almost my knees. I'd thought I had a high pain tolerance until that day, but I found out the hard way that I was wrong.

I was a thoroughly chastened girl when Dolores decided I'd had enough. I don't know what I might have said, but I do know I did not feel anything like a 23 year-old career woman. I also know I didn't think of Dolores as my boss when she pulled my panties back in place & let me up or when she took me in her arms & comforted me while I cried & sniffled against her shoulder.

Later, after she'd let me go to clean up, Dolores insisted on taking me out to dinner. I couldn't look at her without blushing while we talked about my spanking, & the mental & physical after-effects of it all made everything seem strangely surreal. My bottom was so sore that I winced with pain whenever it came in contact with anything, soft or hard, but I didn't resent Dolores for the suffering she'd put me through. Instead, I felt oddly grateful & somehow closer to Dolores-- as if the spanking had forged some kind of secret, intimate bond between us.

Dolores insisted I stay at her place starting that night & actually tucked me into bed before turning out the light. She gave me a hug & a kiss on the forehead too, & I felt a rush of affection for her & strangely content for the first time since I got to New York. My bottom was still warm & sore in the more sensitive places, but it suddenly felt very good-- as if it, & I, had come home.

My bottom was sore for two days, but the change in my life & relationship with Delores was much more enduring. Within a week, all of my things were moved to the spacious basement apartment in her brownstone & my life as a swinging New York single came to a screeching halt.

True to her word & with no resistance from me, my new guardian took control of my money & my life. I loved the apartment & quickly grew to like living with Dolores. Between work & home, we spent a lot of time together & became great friends. She was my boss, but more than that she became my mentor & the person I consider most responsible for the happiness I enjoy today.

Of course, Delores was also the catalyst for what turned out to be my secret passion for spanking. For some reason, the warm feelings I felt & the tingling in my bottom that first night reached into other places & became very sexy to me. Not sexy enough to be eager to go over Delores' knee again, mind you, but sexy enough to become a favorite erotic fantasy as time passed.

I lived with Dolores for five years & did occasionally end up back over her knee, but my spankings really were few & far between. I found I liked the fantasy of being cared for & spanked, but I genuinely did everything I could to avoid one. Dolores only believed in hard, painful spankings, & just the threat of one was usually enough to straighten me right out.

The few times they didn't & the few times I did something on my own to earn a spanking only reinforced my fear of going over Delores' lap, but as spankings often do for enthusiasts, the memory of each has become fond & familiar in my fantasies.

Dolores is semi-retired now & I run the business. We talk constantly no matter which part of the world she happens to be in & she offers her opinion on any problems I face. I may be older now & a highly regarded professional, but Dolores still calls me kid.

And, sometimes, when I get a little too big-headed for my own good, she does so in that special tone of voice that turns my knees to jelly. My last trip over Dolores' knee was over 2 years ago, but both she & I know that there can, & probably will be, a next one.

I say that because I've been under a lot of stress lately & Dolores is due back in New York next month after the longest time away since we met. Not having her here to counsel & comfort me for so long has caused my spanking fantasies to fly &, for the first time, I want to climb over Delores' knee for a hard, bare bottomed hand-spanking.

I know I'll cry & hate it while it's happening, but I also know Dolores will hold me on her lap & comfort me after. And I'll feel like I've come home again. I need a dose of that right now, & I want to thank you for letting me tell you about it. I feel better already! -- Still Naughty in NY

More CHEEKY Correspondence available on this site!

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Dorm Advisor's Sound Spankings Set Fire To College Roommates' Rumps... And Passions!

Sight of Flirtatious Sister-in-Law's Spanking Still VERY Sexy Memory After 15 Fond Years!

It's still Kathy, Me, & Oodles of Good, HOT Spankings!

Naughty Teenager Tanned, Tamed & Turned On to Spanking by Stern Sister-in-Law!

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Switchable Lady Lifestyler Tells Why She Prefers Hers Prettier & Poutier in PINK!

Owing It All to Olivia & Her Old-Fashioned Ways!

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