I’ve Never Done This Before (Part One)

I was sitting at a hotel bar when I saw her for the first time. My date hadn’t shone and I was two whiskey sours in when she caught my eye. It’s funny, at first I didn’t realize it was a she. The blazer hid her breasts and she was tall and slender with a short haircut. It all ways the practical opposite of me. Add to that her energy, her body language, it just gave off waves of self confidence and self reliance that said “MALE” to me. 

But there was something in her eyes that was soft and welcoming and a humor in the lines around them. By the third glance, which was really more an eye fucking than a look, she’d caught my eyes and I realized without any uncertainty that she was a woman. I’m not ordinarily attracted to women and I certainly never make eyes at them in bars. I kept that sort of thing to my fantasy life. 

Pretty young redhead dressed in turquoise lingerie

After the fourth we exchanged smiles, but she didn’t come over or send me a drink or anything a man might have done. Which was very nice but also a little frustrating. I’m a good looking woman. My build goes beyond curvy and into lush. My shoulder length red hair, blue eyes, and pale skin – with just a dusting of cinnamon on my cheeks and shoulders – have been described variously as dazzling, intoxicating, and drool worthy. 

Before I ordered my next drink, I gestured towards the bartender. 

He came over and smiled. “Another?”

I nodded, but held up a finger. “And one of whatever she’s having, on me.” 

He sat my drink in front of me and then made a scotch – neat – And sat it in front of her. Judging by where the bottle came from I’d be paying for the equivalent of three of mine. He pointed over to me and we raised glasses. 

I got up and walked over to her, straightening my black cocktail dress and moving with slightly tipsy confidence. “How are you?” Was my opening salvo.

“I’m doing even better now. Thank you for the drink.” She was a good six inches taller than me, average height for most men I’d been with. This close I could see she wore very little makeup. She had a good tan and healthy skin. Her build was trim but her slacks revealed curvy hips. There was something about them that caught my eye, but I didn’t want to stare and confirm my suspicions. Yet.

“You’re welcome. I’ve never done this before.” I’d find myself saying that a lot tonight. “But I figured I owed you one for all of the staring I was doing.” 

We clinked glass for real and she laughed. It was a sound I could get used to hearing. “No charge for looking.”

I thought that was an odd comment, but let it pass. “So, here we are, two beautiful women in a mostly empty bar. Drinking by ourselves. What brings you out on a Thursday night?” 

She indicated I should sit beside her. “Oh, just meeting a client. But I just got a text that he wouldn’t be able to make it tonight and to have a few drinks on him. I’m Bev.” She held out her hand. Her fingers were long and slender and her manicure was well done – short rounded nails with clear polish.  

“I’m Sara.” I took her hand in mine. Her grip was strong, but not overpowering. The flesh of her palm was dry and smooth. 

“Good to meet you, Sara. What do you do for a living?” Bev sipped her scotch and gave me one hundred percent of her attention. The way she looked at me said “you are the most important person in this room right now.” 

“I’m an esthetician.” I sipped at my own drink.

“Medical or do you work in a spa?” Bev clasped her hands. 

I raised my eyebrow, somewhat impressed that she knew that there might be a difference. “I work in one of the local spas and also do some consulting on the side.” 

“Well, your skin is lovely.” She reached out and nearly made contact with my shoulder. “May I?” 

I flushed across the bridge of my nose and nodded. 

“So silky.” Bev’s fingertips moved over my collarbone and the hollow above it like a butterfly.

“Thank you.” When she took her hand back I almost whimpered. Where did that come from? “What about you?” 

Bev grinned. “I wear a few hats but I’m here as a private pleasure consultant.” 

I almost blurted out “A hooker?” but managed to hold my tongue. 

She chuckled at the look on my face. “It’s probably exactly what you’re thinking. I make people feel amazing for money.” She shrugged. “I haven’t been in the business long, but it’ll be my full time job sooner or later.” 

And she was here to meet a male client. That’s when something I’d seen clicked into place. There was a shape in her trousers that was unmistakable. Was she trans? The space between my legs tingled. That was a kink of mine, a man being with a trans woman who still had her cock. I could feel that blush deepen and broaden across my face. Even in a bar this dimly lit it would be hard to miss at this range. 

“I’m sorry your client couldn’t come.” When those words came out of my mouth I snorted. “I mean.” 

She patted my shoulder. And my skin was warmed where she touched me. “I know what you meant. But it’s early yet. I have a suite upstairs. And I’ve met a very pretty young woman.” 

All of those words added up in my brain and went right to my crotch. Was she propositioning me? 

“Who blushes so sweetly.” Bev added, touching my cheek.

I leaned into her palm. “Thank you.” I felt like warm butter in her hands. 

I pulled away, reluctantly, realizing I was acting a bit like a moonstruck school girl. I enjoyed it but what if I was misreading something? I sipped at my whiskey sour, unsure as to what to say next. 

“You’re welcome.” She bit her lip and looked thoughtful for a moment. “Would you like to come up and have a couple more drinks and talk? Just talk. Unless…” She left the rest of the sentence to hang in midair. 

I shrugged. “I like to talk.” Not that you could tell that from how much I was keeping my mouth shut. My tongue felt a little thick, not from the whisky. Was I really about to go up into a strange woman’s room and “unless” with her? Drink and who knew what all? My panties were already damp. I guess part of me hoped so at least.

Bev stood. “Put this on my room tab.” She rapped her knuckles on the bar and held out her arm for me. 

“I was supposed to pay for…” I took her arm. 

“Neither of us are paying. My client will be getting off cheaper than he would otherwise and he knows I’ll be putting his room to good use.”

“Being a private pleasure consultant must pay well.” I knew the question was a little rude, but this hotel wasn’t cheap and neither were the drinks. 

Bev shrugged. “He was very impressed with our first consultation.” She ushered me to the elevator and soon we were riding up to the top floor. “Your hair, really is lovely.” She tugged at a curl and wrapped it around a finger. It tugged at my scalp, sending sparks down my body. 

“Thank you. It’s all natural.” I stepped closer to her, inhaling the smoky scent of her breath and the woodsy odor of her body. She smelled like a man and the bulge in her pants was unmistakable at this range.    

“You keep looking down there. My eyes are up here.” Bev’s words held no small amount of humor. 

I looked up, blushing again. “I’m sorry. I know it’s rude.” 

She took that strand of hair to her nose and sniffed, brushing her upper lip with it. Satisfied with whatever she was looking for, she let the coil of hair loose. “What you’re looking at isn’t. It’s just a little toy that my client likes me to wear.” 

I didn’t know if I was disappointed or even more turned on. I don’t think it really mattered at this point. My thighs were rubbing together even though they always touched anyway. I couldn’t get hotter or wetter at this point. “Will I get to see it?” I looked up through my eyelashes at Bev.

“If you’d like.” She put her hand on the side of my neck and kissed my temple. “Your hair smells so good.” She kissed my cheek. “And your skin is soft and sweet.” She kissed the corner of my mouth. 

I moaned at the attention and turned into the final kiss but she’d let me go. My nipples were aching, pushing against the satin and lace of my bra. I bit my bottom lip and pouted a little. 

“Your lips are so plump.” The elevator dinged and let us out on the top floor. There were only two room doors on this level. Bev put her arm around my waist and escorted me to the right one. Her hand rested on the curve of my hip and it felt like the heat would weld it in place. 

“I like it when they’re sucked on.” Where did that come from? It was true, certainly, but hardly the kind of talk I engaged in even in the bedroom. 

“I’ll keep that in mind.” Bev took out her key card and unlocked the door. She held it open for me and as I walked in, her hand slid down my back side and her fingers lingered on the underside of my ass. 

The door closed behind us and I was taken aback by the opulence of the room. I’d never been in a penthouse suite in this hotel and it lived up to the name,e. There was a dining area and kitchen that would have looked at home in one of the high-end condos near where I lived. The open floor plan allowed me to see the sunken living area and the door to the bedroom. The furnishings were in shades of white and light wood. Everything looked as soft and comfortable as you’d want. A bar on one wall was stocked with top shelf liquor and mixers. 

“This is very nice.” I walked over to the love seat and sank into it. “I’ll have another whiskey sour, please ma’am.” 

Bev walked over to the bar and started fixing our drinks. “I like a woman who knows what she wants and isn’t afraid to ask for it.” 

I watched her make mine and take a small sip from it. “Let me know how that tastes.” She walked it over to me. 

I took the drink from her and sipped at it. The sweetness of the whiskey blended with the tartness of the lemon juice in a perfect balance. “Wonderful. Aren’t you going to have some?” 

She sat on the loveseat beside me and leaned into my lips. She put her hand on the side of my head and nodded. “I believe I will.” Her lips touched mine like feathers and her tongue moved softly in between both sets. She touched mine with hers and moaned. Pulling back, she held my eyes with hers and nodded again. “Very nice.” 

I sipped again, holding the liquor in my mouth as best I could and pressed our mouths together, allowing the seal to open. Our tongues traded the drink back and forth and we both swallowed. Somehow I set the drink down without spilling and put my hand on her knee. 

Bev had one hand on my hip and the other on my neck and she continued exploring my mouth with her tongue. I submitted completely to her soft and delicate search, only now and again involving my own tongue and lips.    

Eventually, she broke the kiss and my head spun like I’d had a few more drinks than I knew I had. It wasn’t the alcohol that had my head spinning. “You’re an amazing kisser.” Bev smiled. 

“You are too.” I smiled back. “It’s my first time kissing a woman.” I looked down at my lap.

She brushed a finger under my chin and I looked up at her. “Keep your eyes on mine.” She leaned in for another kiss. This one was more passionate. Not rougher, but a little needier. It begged for not just my cooperation but my participation. Now our tongues and mouths worked like dance partners, giving and taking where needed. 

Bev’s hand was on the inside of one knee. I reached up to unbutton her shirt. Frustrated a little at my inability to get my damned fingers to work, I just grabbed handsful of fabric and pulled her in more. Her palm slid up and down one stockinged thigh, skin gliding over the fabric. I parted my legs for her but she didn’t move any further than the hem of my dress. I wanted to grab her hand and push it up where it belonged, but she was of a mind to take it slow.   

She pulled my bottom lip into her mouth and sucked on it, biting it ever so slightly. When she released it, she grabbed my whiskey glass and fed me another sip. Some of the remaining drink slipped down my chin and she licked it up, pushing her tongue into my mouth. Growling, she pushed my tongue aside with hers and straddled my hips.

From above me, she put her hands around my neck, not putting any pressure on the delicate skin but letting me know who was in charge here. I felt the hard length in her trousers press against my leg. She pulled away and kissed my cheeks and chin. “You’re so beautiful.” She panted as she looked down at me. “I wanted this to go a little slower, but your body is amazing and I want to see more of you. I want to make love to you. Will you let me do that?” 

I look up at her and nod. “I will. I want you to show me what it’s like to be touched by another woman.” 

Read part two – https://sorcharowan.com/2019/09/09/ive-never-done-this-before-part-two/


  1. Pingback: I’ve Never Done This Before (Part Two) – Sorcha Rowan’s Naughty Place

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