His First Time


“Elsie, are you there?” Melinda’s grating voice on the line makes me roll my eyes as I answer the phone.

“Yes, Melinda, I’m here. What do you want?” I could tell my voice sounded harsh. Who else would be answering the phone?

“You didn’t call. Are you all right?” The way Melinda feigned concern for her girls was amazing. Her whiny coos didn’t mesh with her mechanical business woman voice, cold and methodical.

“I’m fine. He still hasn’t gotten here yet.” I was filing away a rough edge on my fingernail and mentally counting the condoms in my drawer beside the couch.

“He’s late.” I couldn’t tell if she was irritated with me or him but I brushed it off.

“I know,” I said, finishing filing my nails and checking my teeth in the bathroom mirror. They had lipstick on them. I rubbed the red smudges off and smiled. I was having a good hair day after sleeping in rag curlers all night, tossing and turning. The big blonde curls were a perfect mixture of whore couture and innocence. I’d gotten ready in record time when Melinda called me 30 minutes before this client was supposed to be here which is barely enough time to apply a thick enough coat of waterproof mascara on a normal day. Had to go lighter on the make up for this one.

“You have another appointment at 5:30 for an all-nighter. Same place as last week.”

“That place was a shit hole,” I said, remembering watching a cockroach crawl across the lobby last week as I waited for him to arrive.

“It’s supposed to be a nice hotel. Do you want me to alert the management?”

“The place has roaches, Melinda. I get paid too much to work in a place with roaches.”

“You get paid to have sex. When you start getting paid to review hotels, maybe someone will care, Elsie.”

“Right. I have to go, my client is here. I’ll call you right back,” I said, clicking the end button on my cell phone as the doorbell rang. I buzzed him up and waited at the door for him to knock.

As I opened the door, I was rather startled. The man standing at the door was not someone I was expecting. Not even close. Young. Twenty-five, tops. Designer clothes. Expensive shoes. Perfect sandy colored hair. His skin was creamy and absent of blemishes and his build was thin but muscular. I could tell he was a runner. This never happens; they’re never this perfect.

There must be something wrong with him. He’s got herpes. He’s a wife beater. He drinks the blood of infants. There’s always something wrong with the good looking ones.

“Hello,” I said, still startled by his appearance. “I’m Elsie.” I awkwardly put out a hand for him to shake. He took it briefly and we just stood there for a moment, staring at each other in the hallway of my apartment building.

“Charlie,” he said. Deep voice but smooth like expensive chocolate. “You’re a lot prettier than I thought you’d be.”

“Well, thank you, I guess…” I said, unsure of whether that was a compliment or not.

We stood there for another moment before I realized how completely unprofessional I was being, leaving a client standing in the halls. “Oh God, I’m so sorry. Come in, make yourself comfortable.” I stumbled over my words and I stepped aside and let him come in, closing the door behind him as he stepped inside. He looked uncomfortable, arms crossed, shoulders hunched. “Can I get you anything? Bottled water? Beer? Champagne?”

“Um. Water is fine.” He seemed lost, standing in the middle of my apartment awkwardly clutching a white envelope in his hands. “Should I give you this now or—” He offered the envelope to me, extending his arm out. I took it from him and walked into the kitchen, pressing “call” on my cellphone to let Melinda know I was fine, while counting the cash before throwing the bills into a drawer with the rest of my money, and grabbing him a bottle of water.

As soon as I got off the phone with Melinda, aydınlı escort I headed back into the living room where he looked lost and swallowed by my apartment.

“Here,” I said, handing him the bottle, condensation dripping off the clear plastic. I gestured for him to sit down on the couch and he did.

“Thanks,” he replied. “I… I’ve never done anything like this before.”

“It’s fine,” I said. First timer. Nervous and shifty-eyed as if the cops are going to show up at any moment and cart the both of us off to jail.

“Don’t worry, your secret is safe with me.”

“No. I mean, I’ve never… done… anything… sexual.”

A virgin. I knew there was something wrong with him. But he’s too good looking to be a virgin. Perhaps he’s lacking in the size department.

“Don’t worry. We’ll take it as slow as you need,” I said, bending over and placing a hand on his shoulder. He swallowed hard, his Adam’s apple bobbing slightly. He was looking down my dress, my breasts enclosed by a thin layer of black lace.

I smiled, knowing he liked what he saw, taking this opportunity to straddle him and push his back against the couch.

“I’m nervous,” he whispered in my ear as I pressed my lips to his neck, feeling his smooth warm skin against my face.

“Don’t be,” I whispered back, my lips working up to his mouth where our tongues met. The warmth of his mouth was inviting and he tasted like peppermint gum, strong and cool. My lips moved down to the other side of his neck.

He was breathing harder as his hands came up and touched my breasts. He moved them further up and tugged at the straps of my silver dress.

“You want me to take this off?” I asked, playfully, moving away from him and pulling the zipper down the back. He watched longingly, like this is just a scene in another porno. “You can touch,” I reassured, letting the silver fabric slip to the floor and watching his jaw hit the hardwood as well as I stood in front of him in my lingerie.

I spun around and let him enjoy the view, my breasts barely contained in a black lace bra and my sheer black panties left him speechless. He stood up and walked over to me, slipping his shoes off and reaching his arms up as I pulled at his shirt, tugging it up over his head. His dirty blonde hair flipped as I dropped his shirt to the floor in a heap. I liked his hair messy.

He reached behind me an unclasped my bra, releasing my breasts from their cage. He bent down and kissed my nipples, letting his tongue circle them slowly. The cool air hitting his warm saliva on my breasts made my skin prickle with goose bumps that ran up and down my body.

I could see his dick getting hard in his pants, a bulge forming as it tried to escape the confines of his navy blue trousers. I reached down and rubbed his hard member through the soft cotton fabric. His breath caught in his throat.

“I’m going to take care of you,” I said.

He moaned softly, as I unbuttoned his jeans and let them slide to the floor. His boxers didn’t stand a chance against his hard cock, the tip peeking out of the flap. I kneeled down on the floor and teased him, letting my tongue circle the head of his cock that had escaped his underwear. He groaned a little as I tasted the sweet precum.

He was already rock hard and I’d barely gotten started. I pulled down the black boxers and took his dick into my hand, sliding it up and down the long shaft. His dick was large, over eight inches, a rarity in my industry, where making a little guy feel bigger is my job as much as actually fucking him. I couldn’t wait to take Charlie and make him my own; make him remember his first time forever.

“I don’t want to cum too soon,” he said as my lips wrapped around the tip of his dick, leaving a hot pink lipstick print around the head.

I bağdat caddesi escort let my tongue run down the length of his shaft, listening to him moan loudly as I massaged his balls gently with my fingertips and took as much of his dick as I could into my mouth. I don’t have much of a gag reflex but he was bigger than I’m used to. His breathing was heavy; as I continued to move my head up and down, feeling his dick hitting the back of my throat each time my head went forward. I moaned with him, enjoying the taste of his sweet virgin cock in my mouth. I loved the way his cock felt velvety smooth against my tongue as my spit mixed with the salty taste of his precum.

He moaned harder and I slowed down, knowing how close he was. I didn’t want him to cum before I got to fuck him. I could feel the heat radiating between my legs, wanting to feel him buried inside of me.

I removed my lips from his cock, staring at the pink lip stick I left behind on his shaft before pushing him onto the couch, not even trying to get him to my bedroom; I wanted him at that moment.

I laid down on the couch and grabbed his hand, licking his fingertips before allowing him to push my panties aside and slide two fingers deep inside me. He moved his fingers slowly and gently. I begged him to move faster but he shook his head, curling his lips into a sexy smile and continuing to move his fingers in and out of me slowly, my juices covering his fingertips but I couldn’t wait any longer. I grabbed his head and forced him down on me, feeling his tongue lap against my clit like a thirsty dog. My skin was hot and my body buzzed.

I couldn’t believe he’d never done this before as his tongue flipped back and forth over me, darting in and out of my dripping wet hole. Before I knew it, I was in the throes of an orgasm, my body writhing with pleasure as he lapped up my juices that were running down between my legs, spilling onto my couch’s slipcover.

“You taste so good,” he said, rolling my soaked panties down my legs as I tried to recover from my orgasm, my pussy pulsing and my body shaking with pleasure.

Regaining my senses, I grabbed his hair and pulled him on top of me. I kissed him hard, tasting my juices on his lips mixed with the sweet peppermint of his breath.

“I want you so bad,” I moaned, and I meant it. I wanted to feel his cock buried deep in me, my muscles clenched against his member, gripping it as he rode me.

He rubbed the tip of his dick against my pussy, barely inserting it and pulling it back out, teasing me. I wanted to feel him fill me. I wanted to take all of him in and feel him push deep inside of me over and over again.

I grabbed a condom from the coffee table in front of us and ripped the package open, rolling the latex down his shaft. I forced him to lay down on the couch. He laid down and I sat on top of him breathing heavily. His erect dick was ready for me as I straddled him and let him fill me slowly, letting him feel what it was like to fuck a woman for the first time, feeling him go as deep as he could. He moaned with pleasure as I started fucking him, my hips grinding up and down. He leaned his head back on the edge of the couch and moaned with pleasure as my muscles gripped his thick cock as it filled me over and over.

He felt so good inside me, my muscles clenched again ready for another orgasm already. I started fucking him faster, my hips moving as quickly as they could, my thighs burning with the rhythmic movements but I couldn’t stop.

He reached down and rubbed my wet clit and I screamed as the electricity of the moment careened through me. I could feel him tensing up and I squeezed my legs as tight as I could around him, watching him writhe and moan uncontrollably. “I’m going to cum!” he groaned and I hopped off of him quickly, bostancı escort removing the condom and wrapping my hand around his cock again, jerking him off until he released his load, his cum squirting in long white ribbons across his abdomen and chest, droplets of the sticky fluids landing on my hands. I rubbed his cock, milking it for every drop.

He looked down at me as I let go of his dick and laid down beside him on the couch, kissing his soft creamy shoulders, slightly damp with sweat.

“That was amazing,” he whispered, running his fingers through my hair, my soft curls bouncing back into position.

I just smiled in response, my skin still tingling with pleasure.

“Were you really a virgin?” I asked in disbelief.

He nodded, running a finger down the side of my face. “I just never made an effort to seek out women, I guess,” he said.

I nodded back.

“You should,” I said. “You’re very, very good.”

“I’m sure you say that to everyone,” he said.

“I mean it this time though,” I said with a slight wink before getting up to grab my robe from across the room.

As I sat back down on the soft couch, he say up and I rubbed his shoulders which were tense with stress.

“But why come to me?” It wasn’t uncommon for virgins to ask me for my services. In fact, it happened at least once or twice a month, scared men of all ages just looking to “get it over with” but none of them looked like this guy.

“I’m not really sure,” he said.

“I mean, you’re a very attractive guy. I’m sure you could get anyone you wanted.”

“I just don’t go out very much,” he said. His voice had returned to the shy stutter from before. He was no longer a sex god but a nervous, uncomfortable guy.

“Busy schedule?” I asked.

“You could say that. I’m just not really… into going to bars and stuff like everyone else my age. Makes meeting girls harder. And I never had luck in high school and college was a blur. I was a double major—I had no social life.” I could tell he didn’t want to talk about his dating woes with me and I felt really bad for him. I just wish I knew a normal girl to set him up with. “I just saw your profile online and thought you were really pretty. I just wanted to know what it was like.”

“So was it everything you were hoping for?” I asked, running my fingers through his soft, dirty blonde hair.

“It was great,” he sighed, which meant he enjoyed it but he felt really guilty about it. A lot of first timers feel that way, satisfied but unsure.

“Are you sure?” I asked, kissing the curve of his neck again. I could see the goose bumps pop up as my lips touched his skin.

“Yeah,” he said, “it was great.” He turned around and kissed me slowly on the mouth, his tongue mingling with mine. His breath was still cool with peppermint.

“Do you think we could make this a regular thing?” he asked as our lips parted.

“Sure. Just call Melinda and she’ll set it all up for you.”

“Is that who I spoke with on the phone before?” he asked, his voice a bit skeptical.

“Most likely,” I said. “She takes care of the scheduling.”

“So she’s like your pimp?” he asked in a half joking/half mildly concerned way.

“Not exactly,” I said, with a laugh. It wasn’t as bad as he thought. She took 35% of our profits but with her, I knew my clients were screened and were safe. I didn’t need a Craigslist ad and a sketchy motel on the side of the highway. Everything was safer this way.

“Well, that’s good,” he said. His voice was warmer now. Less nervous.

“It’s not as bad as you think it is, this business,” I said, rubbing his back again. His shoulders were still tense. “Why are you so tense?”

“Just a tense guy. I should probably get going though; my time’s almost up,” he said, checking his watch and standing up, reaching for his shirt. I grabbed my bra and panties, sliding them on before wrapping back up in my robe. “I’ll see you next week then?” he said.

“Of course,” I said. “Goodbye, Charlie.” I walked him to the door and kissed him on the cheek as he walked out. Closing the door behind me, I walked over to the couch and plopped back down, taking a moment to relax before getting ready for round two.

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