My first performance

I don’t know why, but I’ve always been attracted to older men. Not all, of course, but some are just so appealing. His name was James, and we had the same theater class. I was always with the theater crowd, and despite his age, he was always with us. James was a good ten years older than me, but I could tell there were moments when our interest in one another was apparent. I wouldn’t dare tell anyone about the crush I had for him. And that’s all it really was, a crush. I never thought my dumb fantasies would come true, until the night of my first performance.

The part I got was small, but auditions were rough, and I was happy I got anything at all. James got one of the lead roles, of course, and I can remember wanting him so badly at our practices. He always had about a half an hour before he hit the stage, and I would think of how easy it would be to just fuck him in that time frame. I hadn’t been with anyone in over a year, but I’ve never had the guts to initiate anything. I wasn’t truly sure if he was interested in me anyway.

Opening night came, and after hours of getting my hair and makeup done, I still was the last to dress. It didn’t matter, I didn’t appear until the second act, which was a good hour away. The emergency lights of the costume department were on, but that was all. It was a poorly furnished room. All it had were wall cabinets, a couch, and the racks for our costumes. It was extremely dim.

Everyone was backstage, waiting for cues, and I was alone. So I dressed freely, despite the fact you were supposed to dress in the bathrooms. I had all of my petticoats on when I pulled my skirt over my head. As soon as I had my vision back, I gasped. James was leaning against the door frame, smiling. I could see him across the room, through the ravaged clothes-racks. I quickly covered my naked breasts, and began giggling, “Welp, you saw my tits!” And a hearty, deep laugh escaped me. I was suddenly nervous. He was just standing there, silent and smug. I didn’t know what to say. I quickly grabbed my upper wardrobe and hugged them to my chest. I started to walk out, and when I was going past him, he grabbed my arm, “Wait.” Such a lovely voice he had. He pulled me towards him, both hands on my waist. He stared at my face, and I occasionally darted my eyes around. “Have you wanted me, Annette?” This got my attention. All I could do was slowly nod my head ‘yes‘, eyes now locked. He held my face in his hands and said, “I’ve wanted you too.” With that, his lips met mine, and I melted into them. I dropped my clothes, exposing my chest. My arms hooked up his back, under his cape, grabbing at the fabric of his shirt. His hands never left my face. I somehow separated us, and stood close to him, but we weren’t touching. I bit my lip and smiled, staring into his eyes. Our gaze never broke as I undid his pants, and worked them down a little past his butt. I could feel his erection pounce out as I pulled them down, but I never looked. I started massaging his balls. He moaned lowly, and his eyes closed for a moment. I kissed him, still massaging.

Then I got to my knees, where my petticoats were a wonderful cushion. I got my first look at his member. It was huge. Bigger than I had ever expected. I brought my eager tongue out and circled the tip. He moaned again, his head resting on the door frame. I put his head in my mouth, moving my tongue in wild circles. I stuck my tongue completely out and took as much of him as I could. Pulling my mouth off, I licked up and down his entire shaft, wetting it entirely. I found his hands and put them on my head. He got the idea; whipping up my hair and pulling it slightly. I started bobbing up and down, and soon he was in control, pushing his cock in and out of my mouth. I grabbed his bare ass and proceeded to rub my hands up his back and back down to his thighs. “I’m gonna cum, Annette,” he said breathlessly. I moved my hands to the base of his cock, and started to lightly suck on his head. Sure enough, he did cum, and it shot down my throat. I took my time cleaning him off and stood up. To my surprise, he began kissing my neck madly, moving down my chest and supporting my back as he took my small breasts into his mouth, sucking and kissing them all over. My head rolled back and I couldn’t help moaning. My entire body was in surrender.

He picked me up suddenly, and laid me on the couch. My knees instinctively came up and I spread them. His pants were off when he leaned over me as we stared at one another. Moving his hands underneath my petticoats, he found I wasn’t wearing panties. He gave an approving groan. His thumb started to rub my clit, and I let out another moan. James’ touch was too much to bear. A finger entered me and did deep, hooking motions. I was nearly shrieking with pleasure, grabbing the cushions for support. All the while his eyes never left my face, watching me writhe and pant. I’m sure he knew I was close to cumming, when he stopped and put his head underneath my skirts. I was ignited once more as his tongue went from my ass to my clit. His hands were outside, holding my pelvis into place. It was all I could do to put my hands on his unseen head and take shallow, passionate breaths. I nearly screamed when I came so explosively that his hot mouth was literally drinking my juices. He then sat up, shadowed in his cape. I could see he had another erection, and I swear it was twice the size.
I stood up quickly and left him sitting with a puzzled look. I closed the door and walked back to the couch, bending over the arm, lifting up my petticoats. James got up and walked behind me, breathing harder at the sight of my exposed slit. “Mhmmm…” was all I heard, and then he spanked my left cheek so hard I teared up. He continued to spank me harder and faster, until my ass was on fire, and my pussy was wetter than ever. I was moaning way too loud, so I shoved my face into the cushions and screamed. He inserted two fingers roughly in my cunt and continued slapping until I cummed again. He fucked me with his fingers until my orgasm subsided, and before I could speak, I felt his cock rubbing on my wet hole.

“WAIT,” I said, and I felt him tense. With my face in the cushions, I tried not to sound silly, “Take it easy at first….”
Quite breathless; “Annette… I would never hurt you.” And he started to enter me, separating my lips and sliding his head into me. He went further and further until he reached the back of my pussy. I could only take just over a half of him, but I was near another climax. “Oooohhhh… uhhhh!” He pulled almost all the way out, and slid in again. In, out, in, out, he was gaining speed. I couldn’t take it anymore- I grabbed his hands and put them on my hips, “Fuck me! Please!” Using my waist as leverage, he let loose and pounded into me, slid out slowly, and then pounded, over and over again. His balls slapping my clit was sending me over the edge. I was moaning so loud, the cushions barely helped to absorb my cries. I had never before been so filled up, and he was stretching me so enjoyably! It was unbearably amazing! He could feel my cunt tighten, and he loudly grunted as he shot his hot cum into me. In that instance, I had the most mind-blowing orgasm. He laid on my back, still inside me. We stayed there for a few minutes, catching our breath.

He eventually pulled out, which sent chills up my spine. I got up and sat on the couch, still shaking. He sat next to me, and pulled my legs over his lap. We laid like that until someone called him by his character’s name down the hall. He was about to go on. It was like we had forgotten about it. I laughed at him trying to get his pants on, hopping around. He opened the door, and before he left, we smiled at each other.

Hopefully no one heard us. I had planned on moving shortly after the play, but James and I got the chance to fuck one more time, but that’s for another story…