First Times: Nine Tales of Innocence Lost

by Natalie Deschain

  “This could have been you,” I said, sliding my arms around his wife. “But you’re not even a real man. Your wife is better than you are.”

  She pulled back from me. “How much of his cum have you swallowed?”

  “A lot,” I said. “I’m sorry for stealing your cum, Vera.”

  “Turn over.”

  Vera got up on her knees and sucked in a little breath as that huge strap on wobbled between her legs. She’d already showed me how it works- the big bulb moved inside her, and little nubs stimulated her clit. The thought of her taking my virginity with it was as exciting as it was scary, because it was enormous.

  “Bend for me.”

  I tucked my arms and legs under my body and rested on my elbows and knees. She took up Brad’s belt, folded it, and before I could say anything, whipped my ass. I yelped and jerked. She didn’t hit me hard, but it stung and I could feel it would leave a red mark.

  “Bet you were planning to do that,” she said, looking at Brad. “Look at that big bubble butt.” She hit me again, and I yelped once more.

  “That’s for sucking off my husband. Did he eat your pussy?”

  I nodded.

  “You need a few more spanks for that.”

  She lashed my ass with the belt until I sank into the bed and whimpered, then tossed it aside and rubbed my back.

  “Shhh,” she said.

  Her hand moved lightly over my ass and I winced when her fingers passed over the red marks from the belt. Then her finger slid into my pussy and I gasped and moaned a little.

  “Nice and wet. Get on your back.”

  I rolled over and slid my legs apart, spread out on the bed. She moved over me, gripping the shaft of the strap on in her hand. This was it. She rubbed the broad blunt tip against my lips and moved towards me. I gasped as I felt it pressing against my entrance, knowing my body would yield.

  “Relax,” she murmured, “Relax. That’s a good girl.”

  Brad was watching, shaking, his cock hard and a pearly bead of pre-cum clinging to the tip. He was red and straining, his eyes wet with tears.

  “Wish this was you?” I said, looking at him. I looked up at his wife. “Fuck me.”

  She rolled her hips and it just popped inside. I gasped and let out a little noise as it slid inside me. It was fucking big. The sheer girth of it made me tremble as it forced me open. It hurt, but not as bad as I expected it to. She was slow, responsive. She watched my face and listened to the soft sounds I made and took me slowly, taking more than a minute to slide it halfway inside. After what felt like forever, it was fully inside me, filling me up. She rested her weight on me and her soft breasts pressed into my chest and she slid her hand under my head to hold me still. She kissed me lightly, just lying on top of me, our sweaty bodies entwined. I spread my legs more, easing the feeling of the huge dildo inside me. It was so fucking big, I could feel it just by breathing. The sting had faded but I felt stretched as she began to roll her hips.

  “How’s that, baby girl?” she said.

  “Good,” I whimpered, “It’s big.”

  “I know. Tell him how big it is.”

  “Oh Brad, it’s so big,” I moaned, “It’s splitting me in half. I can’t take it. It’s so big!”

  He jerked in the chair and I thought he would just cum from hearing it. He was trying. His cock was harder than I’d ever see, so swollen and purple it looked like it hurt. He finally managed to spit the panties out.

  “Please,” he croaked, “I can’t take this. Somebody…”

  “Somebody what?

  “Get me off,” he groaned.

  “No,” said Vera. “I’m going to make your little whore cum like she’s never cum in her life, and you’re going to watch.”

  “Please-“

  “Shut up,” said Vera.

  She brought her lips to my ear. “You ready?”

  “For what?”

  “To get fucked.”

  I didn’t answer before she drove me into the bed so hard the springs creaked. It hurt and sent a wave of pleasure through me at the same time. She was relentless, punishing, pounding. The bed forced me back up against her, driving it in even deeper. She moaned softly from the stimulation and I felt her nipples stiffen. I slid my legs around her, tightening my grip on the dildo inside my body and moaned.

  “That’s right, you little slut, moan like a whore.”

  I moaned, I moaned loud. It felt so damn good, and the pain was fading by the moment. It wasn’t just the big thick cock, it was her body sliding against mine, her hot breath on her skin, the way she closed her fingers around my shoulders and dug in her nails. Her thrusts grew more powerful and she moaned and shuddered. I felt her tightening up as she took pleasure from me and raked my nails down her bare back.

  “You little whore,” she hissed, and fucked me harder. She looked over at Brad. “Look at that silly little cock. I bet you want her to suck you off again, don’t you?”

  He nodded, hard.

  “She’s not going to. Her lips will never touch your cock ever again. Who do you belong to now, whore?”

  “I’m yours,” I moaned.

  “Get on your stomach.”

  She pulled out, just slid out of me all at once, and I whimpered from the bizarre feeling of the fullness drawing away, then rolled onto my stomach. She threw herself on me, slid the strap on slowly into my body, and slid her hand under me. Her heavy breasts pressed against my back as her finger teased my clit. She knew exactly what to do and in minutes I was hotter than ever as she ground on me hard and had both hands under me, playing with my clit and stroking my folds as the strap on ravaged my innocent body. I bucked under her as her touch and thrusts sent electric shocks down my legs. Heat spread through my body. I was getting closed. I looked at brad and watched the longing look on his face as Vera’s skill sent me over the edge. I fucking exploded, thrashing under her. Her thrusts went wild. She rose up on her he hands and pounded me as the peak rolled through my body, until she cried out and collapsed on me, quivering and shuddering, her whole body shaking.

  Slowly, she drew out of me and rolled onto her back. The strap on jutted up from between her legs. She was flushed and sweaty, covered in a fine sheen of moisture. My pussy throbbed, aching from the urgency of her thrusts. I was no longer unspoiled. I felt womanly, feral. I wanted to do it again.

  Very got up and walked over to Brad.

  “Clean it off,” she said.

  Without arguing, he started sucking the dildo, then cleaned it off with his tongue.

  “This is the last time you’ll taste her pussy, so enjoy it.”

  When she was finished, she stepped back.

  “Now, get up. It’s time to learn your place.”

  She cut the duct tape with the scissors and got him up and threw him over the bed, bent over the edge, and pulled him back.

  “Don’t be a bad boy and try to touch the bed with your cock. You don’t have my permission to cum yet, bitch. Cammy, give me the lube.”

  I tossed her the tub of lubricant. She bought it, before we booked the room. Doctor Dionysus’ Special Blend. The label said “You’ll Love it in the End”. Vera screwed off the cap and slopped the creamy lube on the strap on. Then she put the tip between Brad’s cheeks, and gripped his head by the hair.

  “Take it, bitch.”

  He shoved the dildo into his body all at once, so fast it made me gasp and wince. Brad just moaned, and his cock bobbed under him, swaying in empty air. I swear, as she pumped him from behind his cock got even harder, his balls so tight they looked like they would burst.

  “Touch him,” she said, “but don’t make him cum.”

  I got on my knees beside him. “How about a handy, Brad?”

  “Please,” he begged, “I need to cum.”

  “Not yet,” said Vera. “Touch him.”

  I touched his balls with one finger, lightly circling over the skin. They were hot. This felt good. I liked dominating him.

  “She’s not even
fucking you as hard as she fucked me, you pussy,” I growled, not knowing where the words came from.

  I took my thumb and forefinger, lightly, and circled his shaft with it, then began sliding my grip back and forth, back and forth. His dick pumped, tightening and arching in my grip, and more precum appeared on the tip.

  “Stop,” said Vera. He’s close. Get the feather duster.”

  The duster was on the bed, big feathers dangling from the end. Brad whimpered as I lightly moved the feathers around his cock, stroking back and forth as Vera fucked him so hard her hips slapped against his ass. A throaty moan burst out of him and I drew the feathers back. Vera pounded him and his cock arched up against belly and he cried out, and a thick streamer of cum hit the carpet, then another, and another, and another. It shout out with such force that it hit with an audible sound.

  “More feathers.”

  I stroked him again with the duster, moving the feathers over his balls as more cum shot out. More than I thought was possible. I kept going, until his moans turns into whimpers and he tried to pull away, only driving his ass against Vera harder, taking the strap on deeper. She leaned over him and fucked, until she thrashed and cried out and fell backwards, landing on the carpet, right on her butt. Brad slid up onto the bed and went limp, curling up into a ball, breathing hard. Vera slowly got up and undid the strap on, grunting as she pulled the thick bulb out of her body. She tossed it on the bed next to Brad.

  “That’s the first time you’ve mad me cum in six years.”

  “I’m sorry,” he moaned.

  “Are you sorry for fucking her?”

  “I’m sorry for fucking her,” he moaned.

  “What about the one before that, and the one before that?”

  “I’m sorry, “ he pleaded. He was blubbering now, openly weeping. “Please don’t leave me, honey. I love you.”

  I was already taping up his legs. With his arms behind his back and his ankles bound, he couldn’t get up. I could, though. I stood up, walked over to Vera, and kissed her. She caressed me all over with her soft hands, and pushed my face down. I suckled at her breast while she spoke.

  “I think I like this,” she said. “I should have been born with a cock.”

  “Mmmm,” I managed, not taking my mouth from her nipple.

  “Get dressed, sweet.”

  I pulled away from her and strutted to the bathroom, putting a little extra bounce in my step, mostly for Brad. I needed a hot shower. Badly. Vera came in a minute later, and joined me.

  “We’re soaping each other up, Brad!” I shouted.

  We were, but I was too sore to get frisky. I just leaned on her and let her soap me up.

  “Say it,” she whispered in my ear. “I’m the best boyfriend you ever had.”

  “You are,” I agreed.

  When we were done, Brad was lying on the bed. He managed to roll face up and lay on his back.

  “Don’t leave me,” he said.

  Vera sighed. “If you’re a good boy, I might untie you. Do you want to cum, Brad?”

  “Yes,” he pleaded. “I’ll do whatever you want, honey. I love you.”

  “I know,” she said. “Here.”

  She lubed up her hand, grabbed his cock, and jerked him like she was starting to light a fire. It took less than a minute before she wrapped her hand around the tip of his shaft and caught his orgasm in her hand. She gripped him hard, until the seed was running down her palm. Then, she smeared it on his chin and lips.

  “There, that’s a good boy. Tell me how much you love me.”

  “Baby, I made a mistake. I’ll do whatever you want, you can fuck me with the toys.”

  “I know I can, but I’m not going to.” She toweled off her hand. “Camilla, give him our last toy.”

  Grinning, I dropped the folder on the bed, as she scooped up his car keys and tossed them to me.

  “You’ve been served, honey.”

  She took my hand and we walked out of the hotel room together.

  “Wait!” he cried. “Baby, I love you, come back, I’ll do whatever you want-“

  She closed the door and kissed my cheek.

  “How long are we going to leave him in there?” I asked.

  She shrugged. “Oh, I don’t know. Let’s go get something to eat.”

  I got in her car and tossed my stupid bunny ears out the window as we drove away.

  Jessica

  I feel terrible for what I’ve done, but not for what I did.

  My sister and I have always had a complicated relationship. She’s ten years older than I am, and for most of my life she was more like my mother than my older sister. When she got married and moved out of the house, I was only sixteen years old. After that, things were tight. Dad was almost forty when I was born and I knew if I stayed home I’d be a burden on him as he worked for his retirement. As I grew older we drifted apart, and when he started dating again he had even less time for me.

  So, when I enrolled in college, I talked to my sister and made an arrangement to move in with her and her husband.

  My belongings fit easily in the back of my car. I had a little hatchback I’d bought after saving and saving, working all through the school year and two jobs in summer. I had some clothes, some knickknacks and pictures and mementos, and my laptop. Barely enough stuff to fill the back of the car.

  It was about an hour drive. I could have lived on campus, but the way things worked out I’d save so much money on student loans that it wasn’t really an option. If I lived with my father while I took classes, the gas would kill me.

  Lilly’s house was the perfect solution, and she had an extra room. She and her husband Todd were doing really well. She’d climbed the ladder in the finance department in the bank where she worked. I was going into business school and hoped she’d help me network and land a job. Todd as a software engineer who made a killing after he quit his day job to work at home writing apps. He wrote one that’s on, like, everybody’s phone. Lilly told me that he brought in more in a month than she made all year.

  Part of me resented her for not helping out with our father, just a little, but they’d never been on good terms. She always resented him for relying on her to play homemaker while I grew up. That’s another story, though.

  When I first arrived they were both waiting for me. Lilly was all smiles and hugs.

  “Hey kid,” she said. She always called me kid. “Long time, no see.”

  Standing in her driveway in the sweltering heat, I reflected on how much they’d both changed. She looked like Mom, and I’d never say it out loud, but Todd looked a lot like Dad. He had that breezy air to him he always had, dressed in a loose fitting polo shirt and shorts and tank tops. At a reunion a couple of years ago he told me that he’d thrown away all his suits once he had an app take off and he knew he would make it.

  He looked a little startled to see me.

  “Jessica,” he said. “Look at you, all grown up.”

  Lilly snorted. Todd turned red and quickly started carrying my stuff into the house. I joined in, but he put his head down and ended up lugging half the boxes up to my bedroom. It really should have been called an apartment. It had everything but a kitchen, even my own bathroom.

  I knew Lilly wanted kids. She told me, and it was obvious from this house. The two of them didn’t need a place with five bedrooms, a huge modern McMansion with all the granite countertops and cathedral ceilings money could buy. Todd needed his office but Lilly’s bedroom was obviously just there to occupy the space until it was turned into a nursery.

  They’d been married almost five years now, and still there was no bun in the oven. Again, and this was too much information for me, Lilly brought it up a lot and in our conversations she made it clear that her lack of a baby bump was not for a lack of trying, if you know what I mean.

  Once I was all moved in we stood around and chatted for a while. It was a little awkward at first, I mean she was my sister and now kind of my landlord, even if I wasn’t going to be payi
ng her for the privilege. The awkwardness came from Todd. He hung back, like he was avoiding me.

  He kept looking at my legs.

  Finally, I was alone in my new digs. I didn’t have any furniture, but they had the room set up as a guest room, or a guest suite, I guess, since it had its own bathroom. I packed my things away in the dressers and spread out on the bed. Classes started on Monday, and I had things to do.

  ***

  It was a month into my time at my sister’s house that she caught me by the arm. She was ecstatic, I could tell. My sister was a natural beauty and always made me look drab next to her. When she still lived at home I used to follow her like a puppy. I wanted to be like her so bad. When she smiled, she was radiant.

  In a hushed voice she said, “I’m pregnant.”

  I threw my arms around her and we squealed in delight. I felt more sisterly towards her than I had in a long time. I lived in their house but I didn’t spend much time there, between the library and my side job at the pharmacy. I hugged her tight.

  “I haven’t told Todd yet. I want to make it special. We’ve been trying for a long time.”

  I nodded, feeling myself swell with joy. We chatted with each other for a few hours. Todd was out. He ran all the errands, groceries, that kind of thing. Lilly worked long hours. For the moment, anyway. Soon she’d be taking maternity leave.

  I was more excited than I had any right to be.

  ***

  Things got weird after that.

  They had an argument maybe a month, month and a half later. Lilly, somehow, kept her perfect figure while starting to show. I didn’t hear the argument itself. In the big house they were too far away, but it ended up with Todd sleeping on the couch that night.