The Adventures of Karen: Her First Lesbian Experience

"Karen's first time with another woman"

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For the record, Karen is a real person,whom I have known for quite some time. She is a very pretty redhead with a figure that stirs the imagination. While this may be a work of fiction, if it were up to me, it would be highly biographical!

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Because of our work schedules and the demands of working retail, we usually meet up at her favorite watering hole. Last Tuesday was just such a night. Both of our stores had decided to close early. Since nobody buys men’s suits or women’s lingerie to prepare for a blizzard.

The weather was threatening, and all up and down the east coast, Chicken Little syndrome had infected numerous big city politicians. Due to the impending storm, Connecticut was to close at 9 P.M., and Massachusetts would follow at midnight. New York City transit was shutting down as well. There was nothing else to do but go drinking or go home, so here I was, standing in the doorway of a so-called Irish Pub, letting my eyes get used to the dark.

Karen was at the bar, dividing her time between a young, well dressed male and an equally distinguished, gray haired female. I walked up behind her, kissed her on the neck and whispered, “Hello gorgeous!”

Sensing he was fighting a losing battle the young man excused himself with a half-hearted. “It was nice meeting you.” and wandered away.

Karen introduced me to the other woman. “Grey, this is Rebecca; she just started working with me in lingerie.”

“Nice to meet you, Rebecca!” I said proffering her my hand as I took in the sight. She was tall, slender, her grey hair in a pixie hairdo, and elegantly dressed.

Smiling, she answered, “And you as well. Karen has told me ALL about you, and your penchant for leaving her pantiless.”

I couldn’t help but blush, and I was at a loss for words.

Laughing at my predicament, she added. “Not to worry, Grey. It’s all good! She’s had nothing but good things to say about you, and what a total gentleman you are.”

“Now I know you’re bullshitting me!” I replied as we ordered another round, drifted from the bar and sat at a table.

“She really has told me a lot of very detailed stories about you two.”, she said patting my thigh., adding, “I’m very jealous!” The conversations continued, getting more and more personal, and intimate. Finally, I got off the defensive and asked about her orientation. Rebecca replied, “Even before my husband died I considered myself to be bi, and he had no problem with it. Hell, the old perv liked to watch every now and then.” Before I could say anything, she added, “Do you like to watch?”

Trying to change the subject, Karen said, “Before we get snowed in to the bar, why don’t we go to your place, while we can still walk!”

“I’d be delighted, ladies.” I replied as I took one on each arm and led them on the short trip to my place a block away. On arrival, I took both of their coats, depositing them in my spare bedroom. When I returned, both women had seated themselves on my couch and turned on the TV. The weather was dominating the news.

“Rebecca, to answer your question, yes, I like to watch, but I prefer to participate.” I said as I handed each of them a glass of wine. “Do you prefer Men over women? Or vice versa.”

Opening her legs to give me a view up her skirt, she smiled as she replied, “It depends on the situation.”

“And what about this situation?”

Turning to Karen, she said, “That would depend on Karen. What would you be comfortable with?”

Karen turned to me, a questioning look in her eye.

“Whatever you’re up for, I’m up for!” I answered, not sure where this would go, but willing to try just about anything.

“I’ve never had a lesbian experience, before. It might be fun! Even though I’ve been in a threesome before, it was with two guys.”

The tension in the air eased considerably, Rebecca, taking Karen’s face in her hands and saying softly, “You and I are going to have a VERY good time! And Grey will be hard as a rock before we’re through with him.” Laughing, she added. “Or, maybe not!” Then she kissed Karen on the mouth, gently. Karen responded. I watched, with interest, and a growing erection, as their tongues fenced and the two women got to know each other better.

Rebecca’s left hand reached, then cupped, Karen’s breast. Karen moaned, breathing the words, “They’re so sensitive.” into Rebecca’s open mouth. Rebecca’s free hand sought out Karen’s, placing it on her breast, smaller than Karen’s, but full, nonetheless.

I shifted in my seat, making room for my expanding cock, never taking my eyes off the scene in front of me.

I watched as Rebecca’s hand slid inside Karen’s blouse. I heard her whisper, “I wish mine were this size!” she sighed, before adding, “You little minx! No bra? You must have been expecting to get some tonight!”

“Mmm Hmmm!” Karen murmured as their kisses expanded to biting on lips. Karen’s hand slid up under Rebecca’s blouse, cupping her breast in return.

Rebecca unbuttoned Karen’s blouse exposing her generous chest, whispering “May I?” Before Karen could reply, Rebecca latched onto Karen’s left nipple, sucking gently.

Almost automatically, Karen’s hands caressed her guests head, holding her firmly in place as she moaned in answer to Rebecca’s gentle assault.

Rebecca paused for a moment, saying, “Why don’t we all get more comfortable?” and began to unbutton her own blouse, dropping it to the floor and slipping out of her bra and skirt. “You too, Grey! You don’t get all the eye candy here!”

With me totally naked and the two women stripped down to their panties, they resumed their touching and kissing, giving me a monumental erection as I watched them.

Assuming the role of a natural born leader, Rebecca kissed her way down Karen’s body until she reached the redheads obviously damp black lace panties.

Sliding them off, she smiled and said, “You have a beautiful cunt, Karen. You don’t mind if I use that word, do you?”

Karen just nodded, opening her legs, fully exposing her womanhood.

“And I love your landing strip!” she said as she pressed her lips to Karen’s emerging clit. Karen laid back; legs wide open as Rebecca slid to the floor between the redhead’s legs. Sitting on her haunches, Rebecca tasted Karen’s weeping slit, “You taste so good! I could eat you for hours!”

Again Karen’s hands gravitated to her grey haired companions head, holding it in place while Rebecca feasted hungrily. Karen’s response to the continued attention was a series of moans that grew louder and longer as Rebecca’s expert tongue drove Karen closer and closer to orgasm.

As I sat there witnessing this Sapphic encounter, my hand wrapped around my erection and I slowly stroked, my attention fully on the unfolding scene in front of me.

Karen’s legs stiffened, locking Rebecca between them. “Ohhh God! Don’t stop! Please, don’t stop!” she pleaded. Rebecca reached up, grabbing Karen’s breasts as her lips and tongue brought Karen to the brink. Writhing on the couch, Karen came, her juices covering Rebecca’s face. Breathing heavily, she unclamped her legs, allowing Rebecca to resume her seat on the couch. “Oh fuck! That was fabulous!” she panted as she slowly came down from an obviously intense orgasm, her breasts flushed from her journey.

Karen began kissing Rebecca, her tongue insinuating itself in the older woman’s mouth, her hands cupping the small, pointed breasts. Rebecca opened her legs, exposing a dark grey wet spot on her silver silk panties.

Karen broke the kiss, whispering, “I’ve never done anything like this!”

“That’s all right dear. Let the moment take you where it will. There is no wrong way.” Rebecca replied, leaning in to kiss Karen again.

I was so worked up! I never realized how totally hot, watching two girls could be. Part of me wanted to walk over and jerk off on them while they played together, but part of me didn’t want to disturb the moment. Eventually, I thought, my chance for fun with these two women would arrive and be well worth the wait. So, I sat, stroked, and watched intently.

Karen had kissed her way down to Rebecca’s breasts, alternately kissing and sucking on the brown pips on the older woman’s chest. Rebecca sighed and ran her fingers through Karen’s hair, lost in the moment, eyes closed, mouth slightly open.

Unlatching from Rebecca’s breast, Karen moved down past her navel and began to peel the silver silk panties from her friend’s hips. Rebecca, helped out by kicking the garment across the room at me, saying, “Wrap them around your cock, but don’t cum in them. We don’t want you wasting any!” I brought them to my nose and inhaled her musk before wrapping the garment around my manhood and stroking slowly. The silk against the sensitive underside of my cock felt fabulous, but made me concentrate on not soiling the obviously expensive garment.

Before Karen’s head blocked my view, I did get a glimpse of Rebecca’s pussy. Neatly trimmed, but full bush, salt and pepper colored hair framed her moist, pink lips. All I could think about was burying my face and my cock in it!

My lascivious daydream was interrupted by Rebecca moaning, “That’s it! Right there! Ohh fuck yes! Karen, you’re a natural born pussy licker!” Her hands combed through the redheads hair, holding her tight to her needy twat, her hips rising and falling, meeting Karen’s tongue as it drilled into Rebecca’s core. “Oh fuck! Don’t stop! Sooo close!” she groaned as she approached her climax.

My eyes were riveted to the scene before me, capturing my undivided attention. I forgot all about my silk covered manhood, as I took in the sights and sounds of these two women in the throes of passion.

Rebecca crested, shouting “Yes! Yes! Oh God Yes!”, as Karen rode her bucking hips, drinking the warm, sweet reward leaking from Rebecca’s cunt.

Karen pulled away, her face covered with the sheen of Rebecca’s girl cum, licking her lips, smiling like the cat that had just eaten the canary. Rebecca pulled the redhead close and began to lick the sweet cream from her face before stuffing her tongue deep in Karen’s mouth.

Rebecca looked over at me and said, “Get over here, Grey! We need cock!”

(To be continued)

Published 10 years ago

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