I wrote this story in 1999. It was one of my first attempts at erotic literature. It is purely fictional, unlike my later stories.
Sweet Caroline. I will never forget the girl as long as I live. My Caroline. Just the mention of her name brings back such vivid, sweet memories. Yes, she was cruel, harsh, wicked; as bad as she wanted to be. But for every hour she spent strapping my ass, as I bent over and accepted every stroke, there were threefold times spent loving me until I came over and over again under her soft caresses.
There was no punishment she did not know. I obeyed her without question. That Caroline would hurt me beyond repair was never a concern. The welts would disappear, the stripes fade away, but never my undying love for her.
One evening she invited one of her friends over, a twenty-year old extremely pretty blonde named Julie. I was quite used to Caroline's painful sessions with me, to the point that I even looked forward to them, but I could never get used her habit of once every so often inviting some stranger over to observe my humiliating punishments. It was obvious that this was going to be one of those evenings, but I was not prepared for some of the bizarre twists the events took that summer evening.
In the living room, the three of us chatted amiably for the better part of an hour, small talk and drinks punctuated by laughter. I was intrigued by Caroline's guest, whom I had never before met. She wore a bright red dress that contrasted nicely with her strikingly pretty natural blonde hair that flowed to her shoulders. When the conversation went on and on, I began to wonder what my lover had in mind. Was she just plying the pretty girl with drinks so the three of us could have a mini-orgy?
Julie sat across from me. From what I could see of her stockinged legs and how she filled out the bright red dress, she appeared to have quite a nice body. Her laughter was sometimes a bit nervous, especially if Caroline made one of her gross sexual comments, and she seemed a bit shy, perhaps because she was just getting to know me. Whatever Caroline wanted, I wanted it to happen soon. The drinks were slowly raising my libido. At last something did happen.
"BethAnne is very special," said Caroline to the pretty blonde. "She likes to please everyone, don't you dear?"
"I guess so," I replied, smiling nervously.
"She's one of the prettier fashion models in the area. I want you to see the real BethAnne for yourself," she continued, looking over at the seated girl who shifted nervously in the chair, understanding what Caroline had just implied, but unprepared for the suddenness of the remark. Surely Caroline had told her why she had been invited for the evening.
"Stand up, BethAnne," she ordered. My summer dress, of dainty yellow-checkered cotton, clung to my legs as I rose from the chair and stood, my heart beginning to pound beneath the thin material. She moved towards me, like fog in the night, surrounding me, enveloping me. She smelled of rich perfume, like flowers in bloom. She took my hand in hers, lightly.
"Have we been good today?" she asked, almost whispering. Surely she felt my nervousness, my trembling. Could she hear my rapidly beating heart also?
"Yes, ma'am," I softly replied, not knowing how to answer. Julie sat to my left, watching. Waiting. Like a cat ready to pounce.
Caroline squeezed my hand more tightly, pulling me towards her. As she kissed me full, on the lips, she whispered something unintelligible into my mouth, then followed the words with her warm, wet tongue. I greedily accepted it, grinding my lips against hers. The kiss lasted several moments. I felt a tingling in my loins, so familiar to me. Surely she knew I wanted her to attend to me, anyway she desired. She broke the kiss and looked through my eyes into my mind.
"Are you mine," she asked, smiling sexily.
"Yes," I replied, lowering my head. "You know I am."
"Julie likes you, too." she said. "I have told her about you. About your ass, your breasts, even your sweet little pussy. She would like to know you as I know you, BethAnne. Would you like to be naked for her?"
I was somewhat startled by her suggestion. I didn't know how to respond. I thought for a while, wondering how I would react in front of a perfect stranger. But I knew that my punishment would be a hundred times more severe if I did not comply with her desires.
"If you wish," I finally replied, my head still bowed.
"And accept her strap on your nakedness?" she continued.
This stranger punishing me? I detested the thought, but knew that there was only one correct answer to her question. "I....I will do whatever you want me to do, mistress." My words fell on the floor like a soft handkerchief.
"The long, thin dildo, Julie, on the mantel piece, would you please take it down and sit behind BethAnne."
I shuddered, noticeably. I heard the rustling of Julie's tight red dress, her footsteps of stockinged softness moving across the floor. I dared not to look at her. She returned and sat behind me. Ready to pounce once more.
"Do you want some Vaseline or K-Y first? You may be a bit dry back there," said Caroline. I knew, of course, which of my body openings they had in mind for a likely repository for the dildo.
I replied, "If it pleases you, mistress." My eyes stayed fastened to Caroline's black leather belt around the waist of her dark blue dress. How much I wanted the belt to be used on my ass! I longed to be whipped by her.
"No, I think not," she said sternly. "The dildo is thin enough. It will not hurt. Lift your dress up, BethAnne, over your hips."
I did as I was told, unhesitatingly, offering my silky-white, bikini-styled panties to Julie's view as she sat behind me. I felt Caroline's foot move next to mine, pushing it to the side, forcing me to open my legs just a little wider, almost forcing me to lose my balance.
"Be still, slave," ordered Caroline, using the term "slave" for the first time that evening. Looking back at the seated Julie, she smiled. "She's got a gorgeous ass, doesn't she, Miss Julie?"
"Beautiful!" she replied. "Perfect. Such delicate curves. The panties cling so nicely to the buttocks. I like her legs very much also. She is even nicer than how you described her to me."
"She loves to be whipped on her backside, don't you, slave?"
"Yes, ma'am," I replied, in truth.
"Why don't you pull the panties down, Julie? Don't be shy. My little pet loves to show off her lovely hiney."
I felt the stranger's hands at the side of my hips, her fingers digging into the tops of my delicately laced undies. She pulled them down slowly, exposing the curvature of my ass little by little, until the white rayon encircled my slightly opened thighs.
"Absolutely beautiful!" she whispered from behind me. I could feel her eyes on my nakedness back there. I did not mind. I enjoyed showing off my backside. "But where are the whip marks?"
"Faded," replied Caroline. "We prefer the Frenching method here. Wide straps, which hurt and redden, but seldom leave signs of abuse the next day. BethAnne has a high threshold of pain, and loves to have her ass played upon with a variety of whips."
Caroline moved closer to me, pulling me into her. Her breasts squeezed into mine. I could feel her rigid nipples beneath the blue cotton of her dress. She kissed me again and moved her warm hands to the nakedness of my ass, kneading the firm globes. Her touch felt good. She spread the cheeks apart several times during the caress, purposely revealing my puckered "O" to the seated Julie who remained behind me, waiting....the dildo in her hand. I felt terribly exposed and humiliated. Here was my lover showing off my most private of areas to someone I had never met before this evening.
"Shall we have her kneel on her knees when I insert the dildo?" asked Julie.
"I prefer to have her impaled while she is standing up," replied Caroline, pulling my ass cheeks apart as far as she could, stretching me back there in preparation for the cold, lifeless instrument to follow.
"Very well," said Julie, moving forward on her seat and placing her left hand on my ass.
Caroline continued to spread my lower ass cheeks apart, providing an easy target area for the dildo. I gasped into Caroline's mouth as I felt the hardness of the instrument touch my anus. Caroline's nails dug into my skin as she exposed my 'O'.
"Mmm, she's tight," said Julie, moving her hand over my lower ass. Suddenly, without warning, she gave the long, thin, plastic phallus an upward thrust. I gasped, then cried out loud as I felt the hardness of the cruel device break the plane of my sphincter.
Caroline decided to make the torture even more difficult for me. "Raise up on your tip-toes!" ordered Caroline.
I obeyed. The position was difficult to maintain, especially with Julie shoving the dildo up my ass.
Caroline kissed me again as Julie eased the thing further into me. "Give me your tongue," she said thickly.
"OH! Caroline!" I gasped into her mouth as the plastic dildo surged to the very top of my rectal canal. Julie had split my pumpkin with the long, thin tube and was beginning to work it up and down.