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Erotic First Time stories

A large collection of first-time sex stories about virgins losing their cherry.

The Love of My Life

first-time WaqasRana 2018-11-23

To be honest, I don't recall too much of what she said but I clearly remember the feel of her breath on my ear and the five times her body rubbed against my arm as the crowd pressed in. Nico gathered her kilt in her hands, slowly revealing the pale flesh of her thighs, the serpent tattoo that started on her left hip and rose towards her abdomen, and the black cotton of her panties. Finally, her eyes narrowed and with her free hand she pushed her panties down her thighs, leaving me to pull them the rest of the way off. Nico was standing in my open door wearing a t-shirt and ripped jeans, a lock of jet black hair covering one eye.

Lisa's first time - Chapter Two - Don needs his release

first-time submissivemom72 2018-11-23

I stared at his throbbing erection thinking that there was no way that huge monster was going to fit inside a tight little vagina like mine. Don stepped towards me, and started to climb between my legs, I suddenly realized that he wanted to enter me with his massive penis. Slowly I allowed Don’s tongue to part my lips, as he continued to grind his erection against my vulva. Don placed his middle finger inside of me, stimulating my opening while I continued to grind my vulva into his erection. Feeling the gooey wetness on my abdomen, and the fact that Don was no longer grinding against me with the urgency of moments before, I broke off our kiss and asked rhetorically, “Did we get you off?


At last I have sex

first-time Joanna86 2018-11-23

The remainder of the day dragged by slowly, all I could think about was having sex later that day, my pussy didn’t dry from the orgasm I’d had with Gemma, every time I looked at my watch it was as though time was standing still but eventually, lectures came to an end and I could meet her to go home. I allowed my fingers to start roaming over her naked body, from her thighs, up her shaved pussy, over her stomach and onto her breasts and nipples, pinching and teasing them gently but suddenly Gemma got to her feet, holding out her left hand invitingly.

The road to my first time as Christy (part 3)

first-time Chrisjohnson45601 2018-11-23

Even while watching some of my favorite bookmarked porns, I'd think back to that video from the week before. I started with my usual favorites, and as had become common place over the past few weeks, they just weren't having the same effect. I was not disappointed, there was clip after clip of shemales taking their man in the mouth, in the ass, wearing sexy lingerie, swallowing cum, doing all the things you'd typically see in regular porn. I would go in cycles of straight porn, then back to shemales, then back to the regular stuff over that time, it wasn't until I was 24 that I started to search for my first experience with a beautiful trans gurl....

Losing my virginity- and taking hers.

first-time YourWhoreCore 2018-11-23

It all started when Jessie came over to play some video games in the den. After awhile of this amazing pleasure I'd never had before, me being a virgin myself, she wrapped her lips around my shaft and began sucking on me as though she was a natural. " feels so good..." I kissed her again, kissing down her body slowly until I reached her tender tight pussy, just waiting to be sucked and fingered, hoping for the opportunity. But as soon as I began sucking and kissing her soft pussy, her eyes closed and she laid limp on the floor. I licked, sucked, fingered, and kissed her soft pussy, all the while her moans and sighs filled the room. *You choose- comment if you want another story on Jessie and James*

The Captain and Nancy

first-time TheCaptain21804 2018-11-23

Once in the room, Nancy reached into the shopping bag and produced a candle, two stemmed glasses and a bottle of chilled white wine. After a short rest, she decided to finish what she had started, and began pumping her head up and down on my cock, driving it into her throat with every down stroke. She caressed my balls and it didn’t take more than a few minutes until I felt my cock burst forth into her mouth with stream after stream of hot cum. I moved my hips back and forth and felt warm wetness in a very short time. She reached between her legs and guided me to the opening of her pussy then pushed back and felt my cock slip inside her.

Eleanor's Beach

first-time Michael 2018-11-23

Returning back, I followed my footsteps in the sand, and realized my footsteps were the only ones on the beach; I now felt confident I could trace my steps back to the jungle pathway. “Thanks, I had come to the beach earlier, gone swimming and later, I couldn’t find the path to return.” She was wearing a long white dress, her shoulders exposed with only the full curves of her breasts keeping her dress from sliding down; I could see she was also wearing a slip underneath. She continued to savor my cock and did not squeeze my balls but only pulled them toward her lips, her warm hand cupping my balls all the way. Slowly she rose off my cock, finally bringing my still throbbing head to her pussy lips.

My First Time - I think!

first-time NikkiP 2018-11-23

I knew he had been looking at me in a very different way for the last couple of years, not as a girl but as a young woman and oddly I began to see him more as a mature but handsome man rather than ‘uncle’. ‘You want me to get a room and take you to bed, give you a fucking like some hotel hooker?’ His voice indicated both annoyance and some disapproval of me. Theo ran his hands over me, lightly feeling my skin which tingled sensually beneath his palms, I shook my almost waist length hair to straighten it down my back and stuck out by breasts, wanting him to admire me as a woman and not a girl.

Visiting Hours

first-time robokun 2018-11-23

She saw his innocent eyes brighten like a Disney character, and his head fell out of view. His head turned sharply away from her, aimed at the door, but his eyes met her. Like a child being asked to clean his room, he slowly oozed to the floor and wrestled his feet free of his overalls. It hung heavy from his pelvis like a filled sports sock, the head a knotted fist. He giggled some more and rubbed the head of his dick repeatedly over her face, leaving tiny, nickel sized dots of moisture on her cheeks and lips. She felt his erect cock bend lazily as they bumped together, he twisted his hips and made short, shallow stabs that slid his head up, across her lips to flick softly at her clit.

Terri's Cherry

first-time Luckymann 2018-11-23

Every time I tried to stroke the top of one of her breasts, Terri smiled and gently moved my hand away. After a short time on the road, Terri placed her left hand on my right leg just above the knee. Her hand on my leg and me lightly stroking her right tit is how we remained until we reached my home. Just as I got my finger inside her pussy's outer lips, Terri seemed to freeze up. As soon as I finished my sandwich, I stepped behind Terri and began playing with her tits. As my mouth returned to her tits, my hand soon found its way into her panties and began sliding a finger up and down her tight virgin slit.

My First Time With Man

first-time aznlyon 2018-11-23

I was also getting excited as to where this was going. I loved the way he soaped the crack of my ass from top down to my balls with his three fingers. He pulled me close to him, I felt his hard nipples on my back and his hard cock in the crack of my ass. His hands worked their way down to my already rock hard cock and he gave it a "good washing". I could feel his hard cock wedged in the crack of my ass. I finally could not hold on anymore, I blew my load in his mouth, at the same time he pulled me tighter to his face. This older guy took every drop and sucked me dry.

The apres ski virgin

first-time Shazz 2018-11-23

I hadn’t heard the shower door open and close so I thought I better check on Giles. I turned up the water temperature a little and began to rub Giles down to bring back his circulation, soaping him at the same time “Yes, I think so,” he replied a little hesitantly, seemingly taking in for the first time the fact that I was stood next to him in the shower, also completely naked. Giles soaped his hands and began by rubbing my arms and legs and then my back and buttocks, a little hesitantly at first but with increasing enthusiasm. “Your turn to dry me now,” I instructed and Giles did as he was told paying similar attention to my private places as I had to his.

The Trials of First Love Chapter 3

first-time BadGirl76 2018-11-23

Jeff groaned and said, “I have my hard dick out and I’m stroking it thinking about seeing your wet pink pussy, smelling how horny you are, and wanting to shove my fingers into you as you cum. “Yes I was meaning to talk to you about meeting for lunch or something, but didn’t know how to say it without sounding like a dirty old man,” he said. “I know you don’t like him and I guess that makes your advice good and bad, but I don’t think he planned on lying to me,” I said defending Jeremy. “Thank you, Jeff, I really needed the talk and I feel better now,” I said as sleep started to creep up on me.

A First Time to Remember

first-time Room101 2018-11-23

Quin leaned forward and began placing light kisses against her tears, soaking them into his lips. Quin reached forward and grabbed the bottom hem of her skirt and began pulling it slowly up her body. He moved his hands around to the sides of her skirt and began to slowly pull it down her hips; teasing not only her, but himself as well. Quin lifted his head and looked into her eyes before saying “I can’t wait anymore, Lizzy. He stopped moving for a moment and she looked up at him, her eyes wide and he whispered “I love you” before thrusting his hips with intent and pushing through the bridge to her womanhood.

Princess Diaries (02): Jasmine

first-time timojen 2018-11-23

And soon enough I’m making small talk like a normal person until he points the camera at me and snaps a few frames. While he’s taking shots behind the camera he starts asking why I ran off that day. Like he’s a pro-photographer and I’m a model or something. I’m in a bikini and all, but he’s not making me pose provocatively, like some slut or anything. Aaron looks like he’s just found a 100 dollar bill on the floor of a biker bar and he’s not sure whether to pick it up and run or leave it alone. I look over at the camera and just like that I’m coming on his face.

Sex at the Cinema

first-time breathless 2018-11-23

He was going to ask me if I wanted to close, but I don’t know why he was beating around the bush like this, or why he’d just told me I was beautiful, but about that, I wasn’t complaining. He chuckled quietly to himself as he pulled my hair back off my right shoulder and leaned in to my ear and whispered, “Don’t worry, I’m not going to hurt you.” As he was kissing my collarbone and moving his hands up and down my arms, I began to feel a sudden longing ache between my legs. I pulled lightly on his hair and he moved back up my body, kissing here and there until his lips where on mine again.

Wanna Bet? Ch. 05

first-time Goldeniangel 2018-11-23

It was strange and yet familiar at the same time; Derrick groaned as her body rippled underneath him, and he put his arms around her back and started thrusting with her movements, humping her gently at first and then slowly harder and harder. In his rigid arms she shook and heaved, her nails scratching at his back as her orgasm went higher and higher, burning her up inside; his arms held her tight against him just as her pussy gripped his dick, and his groin was pressed firmly against her clit. Derrick brushed them away with gentle fingers as he looked into her eyes and gently kissed her lips; his hips were still pressed against hers and she could feel the strange sensation of his dick shrinking inside her.

Going Away Gift from Becky

first-time ConnMan38 2018-11-23

"Look, I'm really sorry I have to go," she said, tugging her shorts back into place, "but if you like I can come over to your place tomorrow evening and we can continue where we left off. I knew I wasn't going to last much longer (frankly, I'm surprised I lasted as long as I did considering it was my first time), so I pulled Becky close to me, rolled back on top of her, and started pumping into her with all the energy I had left. I walked behind her, got on one knee and kissed her ass several times, then stood up, put a hand on each hip and pressed my semi-hard cock into her crack.

All Change for the Apocalypse

first-time wyliecoyote 2018-11-23

So that's how this housewife from a small borough in London is sitting in a space capsule in the shadow of a Jovian moon with a Perfect specimen of the human male and a very large fish tank containing what simply looks like an explosion of tentacles waiting for a particularly large and powerful solar flare to pass by. My fellow travelers experience an intimacy of one another's being that I literally cannot begin to describe to you within the parameters of your language." I felt the whisper of the Representative's touch upon my shoulder and shrugged it away without acknowledging the perfect vat grown human with my eyes which remained upon Al within his tank.

Seduction at 36,000'

first-time JefferyB 2018-11-23

Ann looked down at Amy and whispered back, “I’m asking this handsome and sexy man if he would like to join the Mile High club with me. As she watched Amy thought to herself, “I’ve never had sex that made me act or look like that.” The couple continued to move together, obviously completely enjoying every second of their passion. As the sensations began to subside she heard her own voice in the back in the back of her head asking her college roommate, “How do you know when you’ve had an orgasm?” And she heard the reply, “You’ll know, Amy. You’ll know.” Now, for the first time in her life, after having been married for twenty years, she knew.

My first time

first-time jeffd712 2018-11-23

When he arrived he said that he had something kinky in mind and that we both needed to have full bladders, so we both drank 4 375 ml beers before heading into the bedroom, where he opened a bag containing a carrot, small cucumber and large zucchini, some lube and a length of thin (3 mm) plastic tubing with a clamp on one end. Hugh then got off the bed and lay on the floor; he placed the end of the tube in his mouth and removed the clamp, allowing my full bladder to drain into his mouth. I will always remember him though, and I must admit that on a couple of occasions I have inserted a plastic tube into my bladder and a cucumber in my arse.

The First of many.

first-time BBB 2018-11-23

I pulled you closer moving your shirt slightly up so I could feel your skin on the inside of my thighs.     I wanted your cock but as I went to unzip you, you pulled me forward, grabbing a handful of hair and pushing me to my knees. Then I pulled it out and run the tip over my slightly opened mouth, looking up at you, as I did this seeing the frustration in your face I buried your cock once again into my mouth. You again with the same handful of hair pulled me up and sat me back on the work top, all the time looking in to my eyes.

The first time

first-time delightfulexplosions 2018-11-23

It then rang again, so I reluctantly opened the door to find my boyfriend standing there, looking chuffed. He laughed back, planted a kiss on my face before lying me down on the sofa and running upstairs. I walked towards him, never taking my gaze from his eyes, and then sat on his lap, wrapping my legs around his hips. “Well, I’ll forgive you, but only because you look so sexy right now.” I unbuttoned his jeans, then his zip with my mouth, letting out a deep breath right on his hard penis as I saw it trying to escape from his Calvin Kleins. Our kissing continued as I felt our chests pressing against each other as we simultaneously breathed heavily.

A Couple's Gloryhole Experience

first-time Kinkme 2018-11-23

I slowly opened my mouth and closed my eyes, and just like I'd imagined doing a hundred times, I moved closer and actually wrapped my lips around his thick, swollen shaft! I was stroking my cock at the same time and the closer I came to cumming the more desperately I wanted to feel him explode in my waiting mouth, but I didn't want it to ever end! I know it was originally our plan for you to experience this with me, to suck a strangers cock while I watched you and stroked myself, tease me and make me "suffer through" watching you give a strange, anonymous dick head until I was turned on enough to boldly "try" if for myself, but the desire, anticipation and opportunity proved too overwhelming.