The Adventures of Karen: Our First Time - Sex Stories

The Adventures of Karen: Our First Time

... seen. The crisscrossed bodice showed off a hint of black lace and ample cleavage without looking cheap. My cock twitched as I took it all in. I must have stared too long, because she laughingly said, “Don’t drool! It’s unbecoming!” I quickly recovered, relying, “Karen, your photo doesn’t do you justice! You are absolutely stunning! You look like a queen.” “I bet you say that to all the girls!” She handed me her coat, calf length hunter green with a black velvet collar, and I helped her on with it. “Please lock up Vicky, I won’t be back tonight!” Smiling a knowing smile, Karen’s assistant replied, “You better not!” Dinner was at a small, intimate place just down the street. We sat in a quiet corner ordered drinks and dinner, making small talk as we ate. We spoke of family, work, and future plans. As first dates go it was very typical, both of us avoiding any potentially disastrous subject matter. At least until the waiter, overly attentive, and always positioned where he could look down Karen’s top. At one point, I said, somewhat annoyed, that he needed to pay more attention to his other tables and less attention to her chest. Putting her hand over mine on the table, Karen reassured me. “That’s OK, Grey. That’s all he’s getting from me tonight.” Adding, “Did you want some desert?” The tension being broken, I smiled and replied, “What I want for desert, they don’t serve here!” Squeezing my hand, she said. “If you play your cards right, you just might get what you want.” I paid ...

... the check and we walked to my hotel for a nightcap. She reminded me that she had to work in the morning and shouldn’t stay out too late. I smiled and said nothing as I opened the hotel room door. Her jaw dropped as she stepped in and saw all the votives burning, casting a romantic glow around the room. Turning to me she said, “This is wonderful, but you forgot something.” A look of total panic crossed my face. “What did I forget?” Taking my face in her hands, she replied. “To kiss me!” And she did, slowly, gently at first, our lips barely brushing. I thought for a moment that I’d starch my shorts! She put her arms around my neck, pressing her breasts to my chest and grinding her pelvis against my freshly formed hard-on, and mashed her lips to mine. I recovered quickly, my tongue snaking between her soft lips, past her teeth and deep into her mouth. It was probably only ten seconds, but felt like an eternity, as our tongues fenced, she sucked mine and I, hers, before we broke the kiss and I invited her to sit down. She sat. I sat. She said, “That was fun! Let’s do it again!” I pulled her to me, my hand in the middle of her back, and we kissed again, this time less urgently. I felt her hand on my thigh and slid my hand from her back to her breast. I could feel the firm flesh of her blouse covered nipple against my palm as she moaned into my mouth. Her hand slid up my leg until it covered the bulge in my trousers. She began to rub and squeeze and I reciprocated by massaging the ...