After I graduated law school, my first job was at an entertainment firm in L.A. We represented a certain production company, and even though I was the young and inexperienced associate, the head of the company loved me and always had me work on their account. He was an older, gay man, and I think he liked having me around to look at. I was doing good work for them, too.
As a perk, he would always bring me to events, parties, and even to the studio. I got to meet the talent from a ton of their TV shows. Out at a dinner in Hollywood, a girl I recognized came in and sat with girlfriends at the other end of the table. She had been a contestant on American Idol a couple of seasons before, and was more recently trying her hand at acting.
"Is that so-and-so?" I asked my producer friend. (A confidentiality agreement prohibits me from using her name.) "Yes," he said. "We've cast her as the co-lead in a new project. Come on. I'll introduce you." He glided across the room and did the whole hug and kiss both cheeks thing. He said, "Ok, gorgeous, I want you to meet my consigliere..." My name sounds so Italian, and he loved introducing me that way. She extended her hand and played along, asking him if he'd gotten me any bit parts on The Sopranos yet. She was sharp, but had the sweetest smile. That mini-crush I'd had on her from her Idol days was growing. We chatted a bit more. I congratulated her on the new show, and made a few self-deprecating jabs at my life as a bottom of the totem pole attorney. It was going well. Eventually, I went back to my end of the table, but through dinner, we stole glances back and forth. She and her girlfriends were giggling. As people began to leave, I sent three drinks down their way, and asked if they wanted to move into the bar. She and I talked the rest of the night. Her two friends were content doing their own thing, and we'd bring them in from time to time to weigh in on some important issue, like who was better at winking with both eyes, whose favorite whiskey was better, or which airline had the worst service.
At the end of the night, she said, "You'd use my phone number if you had it, right?" Now was no time to play it cool. "Absolutely, I would," I said as I slid my phone to her. She entered her number and when she saw I already had an entry with her first name in my phone, added "the better one" after hers.
We started hanging out a lot. Low key stuff. Movies, my apartment, her apartment, the beach. Our producer-friend brought me to the set a few times and we'd get coffee or lunch. Thing was, any big events and parties? We couldn't go together. See, the thing about being the new Hollywood starlet is it works better if people see you as being unattached and attainable. Sometimes, we'd be at the same event, catching each other's eyes from across the room.
On one such occasion, at someone's mansion in the hills, we couldn't keep our eyes off each other. "Want you now. Can we find a restroom or closet, somewhere?" I texted her. "Take me..." she responded.
She walked my direction, and I signaled toward the stairs behind me. She went down and I follwed a minute behind. "There's no one down here," she said when I arrived. "I know. Let's see what's down here."
Door 1... The garage. Nothing too comfortable. Door 2... Storage for something. Packed floor to ceiling with boxes. Door 3... Small powder room, with a lock. That would do. I pulled her in, shut the door, and gently pinned her up against it. We kissed, but we were over-excited. She bit my lip and started to do this cute bounce and smile thing. I reached my hand around her and grabbed a healthy chunk of her ass. I brought my hand back around, placed it on her thigh and grazed my fingertips up until I found that unbelievable soft spot. The fabric of a small thong was barely covering her swelling lips. I pushed against her lacy panties and felt her heat and moisture. She was grabbing at my belt, got it undone, and went for my zipper. Down it went and my pants dropped to the floor. As she plunged her hand down the front of my boxers, I gently moved her underwear to the side. As she started to gently tug, I ran my fingers up the length of her slit. We both were breathing heavily, and she moaned as I teased her opening.
I shifted her tight black cocktail dress up over her hips and let the black lace thong fall to the floor. I eased my boxers off my hips and took my cock in my hand. I held my tip against the front of her pussy, rubbing her clit with it and moving it down along her slit. She turned around and put her hands against the bathroom door. I stood behind her and right up against her, and positioned my dick inbetween her legs, rubbing her wetness along the top of my shaft. I backed up a step and brought my tip back keeping contact with her mound until I felt that catch of the tip of me inside her hole. "You can't come inside, ok?" This was different than usual as she was on the pill, but that didn't matter to me. "Ok, baby," I said. A few shallow pokes were getting her used to the thickness of my cock, but it was not taking long. Each thrust went deeper and felt silkier around me until my shaft was fully engulfed. She dropped her hips and arched her back. I was no longer right up against her, but set back a step, gripping her ass, and ready to take it for a ride. Given the location and the buildup, this was probably the most excited we'd ever been for each other.
I laid into her, going at it hard from behind. I'd slow it down with long smooth strokes. Her moaning was telling me she was loving how deep I was inside her, but I knew what she wanted even more. I reached beneath her and fingered her clit. Her moaning turned to grunting, and she took over moving her ass into me and really grinding her pussy up and down. She dropped one hand off the door and grabbed my leg behind her. She squeezed it hard as she came all over my cock, her sounds deep as her juices dripped down my shaft.
Her legs were shaking as she turned around. I held her tight as she regained her breath. Without a word she dropped to her knees and took my still throbbing cock into her mouth. She moaned as her lips slipped up and down the shaft catching the sensitive unsderside of my tip with every upstroke. This wasn't going to last much longer and I couldn't have cared less. I told her I was coming and she continued taking me deep with the perfect rhythm. As I let loose with the first spurt of cum, she held just the tip in her mouth while slowly gently stroking my shaft with her hand. I felt like I was coming for a solid minute straight. She swallowed as she went, issuing little moans of contentment, not due to the taste of me, but with satisfaction for a job well done, and pride in bringing me such pleasure.
She stood again, shaking less. She grabbed her underwear and slipped it up over her hips. She tugged her dress back down into place. I pulled up my pants and zipped up. "You couldn't come in my pussy because you'd be dripping out of me up there, and we can't leave just yet." She texted her friend to come get her at the bottom of the stairs, so that she wasn't going to be seen coming out alone. "When you want to leave, take a cab to the bottom of the hill. I'll have my driver pick you up. Love you, Jimmy..."
To be continued...