Cindy confession week 2

The Story of My First Orgasm

It started at summer camp, the day after my 18th birthday. I know, I know: I’m a late bloomer. So sue me. It could just as easily have happened when I was fifteen, but it didn’t. Blind alleys, you know? I’m short and kind of small-breasted, and I could have easily passed for fifteen, which is why I think so many people took advantage of me. But I was 18.

Every summer my parents sent me to camp for six weeks, since I was 13. This was my last year and I knew I was going to miss it. I also knew it was my last chance to do something—I didn’t know what, exactly—with Linda Sue, a camp counselor for the last three years who I had a major crush on. When I looked at her I had… Feelings, you know?

Linda Sue was pretty and confident and had long blonde hair and really, really nice breasts. Not much bigger than average, but perfect. I thought she was So Beautiful, and I followed her around like a puppy dog. She took it as her due, and after the days’ activities she would sometimes let me hang around and do things for her: paint her nails, brush her hair… God how I loved brushing her long blond hair at night when she got ready for bed. I got butterflies just thinking about it. This year, I guess because she knew that I was 18, she let me hang out until she was actually ready to go to bed.

It was the first time I had seen her in a nightie. I’d seen her in a bathing suit before, but this was different; it was summer, and hot, and her nightie was thin and white, and with the light behind her, it was like she had nothing on. I could see the shape of her mound, even the shape of her pussy lips, a little.

She caught me staring. I blushed, but I just couldn’t look away. For the first time, I felt a tingling in my twat. This wasn’t just a vague Feeling, it was localized. I had looked at Linda Sue with total adoration anyway, but now I was staring at her girl parts, and feeling something stir in mine.

Maybe she was flattered, maybe she was just horny (she had a boyfriend, but he was away). I’ll probably never know why for sure, but she took my hand and put it on her breast. My heart almost stopped. 

It was so soft. Softer than I had ever imagined. I could just see her light brown aureoles through her nighty, and I could see her nipple get hard on the breast I wasn’t touching. More importantly, I could feel the other nipple rise under the hand that was touching her. I was touching Linda Sue’s breast! I thought I was in heaven. That tingling in my pussy was definitely getting stronger, and it felt real good.

“Do you ever… touch yourself?” she asked.

“Touch… touch myself where?” I stammered.

“There’s something I do to relax at night,” she said, “after I turn the lights out.” She hesitated. “Sometimes, well, one time, I let my boyfriend help me. But he was too rough. If I ask you to do something, and I tell you exactly what to do, will you do it for me? Just the way I want? Without asking for something back?”

I stammered a yes, then swallowed, and said I would do anything. Anything.

“And you won’t tell? And you won’t ask for something back?”

“I promise. Cross my heart.”

“Okay. I’m going to trust you. But this is our secret, okay?”

Okay? She had me at “our”.

She opened her top dresser drawer and took out a small dildo. It wasn’t penis shaped or anything, more like an oversized lipstick, but it was smooth and pink and it gave me a little thrill to touch it.

She took my hand and led me to her single bed. She pulled the covers back, laid herself face up on the sheet, and patted the side of the bed by her hip for me to sit.

“Now, I’m going to touch myself, okay? With my right hand. You take your hand and touch me on my other side, just the way I do. I’ll tell you if you’re doing it wrong.”

“I won’t. I’ll do it exactly like you want me to. I… I want to touch you.”

“This isn’t about getting something you want, remember? This is about what I want. If I let you do it, that has to be enough.”

“I understand. I only meant that I want to do whatever you want. You’re so beautiful, Linda Sue”, I gushed.
She preened. “Thank you.”
She closed her eyes and pulled the hem of her nighty up over her right breast. Just looking at her bare tit made me tremble. I mirrored her, lifting her nighty up over her left breast as well.
She stroked herself with the fingertips of one hand, from her hip up to her breast. I stroked her other side, the same way.
Her fingers circled her right aureole. Mine circled her left. “Yess,” she hissed, drawing her breath in. “That’s right.”
She held the little dildo in her left hand. She began to move it around on her belly, and to rub her mound with it. “Mmm,” she breathed. She began to gently tease her right nipple as the dildo probed near her folds. I watched carefully, not wanting to displease her, then I began to softly skim her other nipple with my palm at the same time, so both nipples were being stimulated together. “Oh, that’s nice, Cindy, You’re doing it just right.”
I thrilled at the praise. She began to caress her breast, cupping it in her hand and brushing her fingertips across the erect nipple as she started to probe the entrance to her secret garden with the dildo. I followed along, cupping her other breast in my hand, brushing her other nipple until it was hard.
She squirmed a little. “Um, this takes both my hands. Keep doing my breast.”
I stared, fascinated, as her hand moved to the front of her mound, she slipped a finger in, and began to rub something I couldn’t see. The other hand held the dildo, but it was disappearing into her, further down. I caressed her breast, brushing my finger over her hard nipple in time to the finger moving in her folds. Her breathing came faster.
“Oh, that’s good, Cindy. ….so good… mm… do both of my boobs… oh, yes…”
Her one hand was slowly plunging the dildo in and out of her. I could guess where it was going. I started to get excited in a new way. Her finger, on her other hand, was moving much faster now, rubbing with a fierce rhythm. I couldn’t tell which hand I should be in synch with, so I made a decision, and carefully timed my caresses so I brushed one nipple rapidly, in time with the finger moving in her folds, and slid my palm over her other nipple more slowly, in time to the hand sliding the dildo gradually in and out.
“Oh! Cindy! That’s… good… good!. Just like that, just like that, oh, Oh.” Her breathing got ragged and her finger rubbed back and forth frantically. She squinched her eyes hard shut, concentrating. I kept caressing her tits. They were so soft, so smooth… She grunted, then grunted again, arching her back. “Uh. Oh. Yyyyyesss. Uh, uh, uh… Mm… Mmm… Mmmm.“ She sighed and relaxed, dropping her hands to her sides. I froze.
“No Cindy, keep going. that’s nice. Just not my nipples now.” I gently massaged her breasts, enjoying the feel of them under my hands., their smoothness, the way they moved.
“That was good, Cindy. Stop now. You can pet the button over your own pussy, like you saw me do, but just once right now, to see if you know where it is.” She rolled on her side. “And you can come back tomorrow night. Oh, put this back in my drawer.” She held out the dildo, pointed end toward me. I took the tip in my hand. It was warm. And slippery. And just a little wet.
I stared at it in my hand. I felt really weird. Linda Sue watched me closely. “Is that interesting?” she asked slyly.
“Uh.” Oh Christ. Was I that obvious?
She got a wicked twinkle in her eyes. “Here’s something for you, then. You were good tonight. You can… You can suck it.” She watched me carefully to see how I would react. I felt funny, especially funny down there. I put the tip of the dildo in my mouth and sucked on it. It was salty, and… musky. It was my first taste of another girls’ pussy.
Linda Sue sat up in bed. “You like it, don’t you? Hm. Okay. Deeper. Push it deeper into your mouth. Now pet yourself, like I showed you.”
My hand slipped obediently into my loose camp shorts and down my panties. I pushed into the fold at the top of my mound and moved down until I felt a kind of button. I felt a sudden thrill as I touched my clitoris for the first time.
“You like it,” Linda Sue observed. “Now suck it and pet yourself.” I did as I was told, and got a dizzying sensation of pleasure.“That’s enough,” snapped Linda Sue. “Put it away now. And no more petting! I’ll know.” She pulled the sheet over her shoulder and closed her eyes. “Come back tomorrow night, after lights out. Don’t let anyone see. Put that in the drawer on your way out.”

The next night I was breathless with anticipation, ready to do whatever Linda Sue asked. She had me do her breasts while she masturbated again, but it was almost perfunctory, like she was more interested in what came after. She had me suck her wetness off the dildo again, and made me push it into my mouth and pet myself at the same time. She stayed in complete control, fascinated by her power over me. I ached to keep petting myself, but Linda Sue only gave me permission for one stroke at a time, when I pushed the dildo into my mouth. She had me keep it up until I was breathing hard and trembling. Then stopped me and dismissed me for the night.
The next two nights were the same, but Linda Sue let me kiss one of her breasts and lick the nipple while she climaxed. She petted my hair. She let me get a little closer to an orgasm of my own each night. But I didn’t know what an orgasm was yet. I just knew that every night it felt better and more exciting. I was in thrall. I would do anything Linda Sue asked.The next night was a turning point of sorts. Linda Sue laid down on the bed and pulled her nightie up over her waist. I waited for her to expose her breasts, but she didn’t. Instead she closed her eyes and said, “Would you like to kiss me?”

I brought my face near hers, but she turned aside. “Ew. Not on the mouth,” she scolded. “I’m not lesbo.” She pointed at her silky blond pubic hair. “Down there.”

“Uhm. Okay. I mean, yes. I mean, please.”

She smiled contentedly. “Go ahead then. Kiss it.” I knelt on the floor, the wood hard against my knees and the tops of my feet. She swung her hips to the edge of the bed, and I kissed her on her pubic mound.

“Lower,” she ordered. “Between my pussy lips.” She shifted her hips. “No, not there. Higher. No!” She huffed in exasperation. “Find my button.”I searched with my lips, exploring this strange, new place. “That’s it!” she said. “No, go back. Oh, yes. Kiss it. Kiss it.” She squirmed. “Uh, french kiss it, with your tongue.”

I awkwardly began to lick her clitoris, listening carefully to her breathing to tell when I was doing it right. I started to figure it out, apparently.“Uh, uh, uh… yes, yesss… mm. Mm. Mm. Oh. God. Cindy! Don’t stop! Don’t stop! Oh, fuck, don’t you dare stop. Don’t… oh… AhhhAAAa. Oh! Stop. Stop!” She panted. “That was good, Cindy. Good girl. Get the… thing. From my drawer. Put it in me. Ow! Go slow! Now push it in and out. Slowly. Okay, now take it all the way out.” She sat up, her eyes gleaming. “Now suck it. Suck it and play with yourself. Keep sucking and playing until I say.”

I began to suck the dildo, pushing it in and pulling it out as Linda Sue breathlessly directed. The feel of my lips being stretched and my mouth filled were inextricably linked with the pleasure and excitement coming from my love button. Something started to happen, something I’d never felt before. I began to pant.

“Stop now,” Linda Sue ordered. I kept going. I didn’t want to stop. “Stop, I said!” I froze.

“Bad girl! You’re on time out. Don’t come back tomorrow night. And don’t play with yourself. And put that away. Ew, wash it first. Now go.”

I left with tears in my eyes, humiliated. The next night I stood outside Linda Sue’s cabin and watched the light in her window turn off, my heart full of pain.The next day at lunch I checked my mailbag. There was a note. It wasn’t signed. It just said “Tonight.” My heart soared. Suddenly my pussy was wet. Tonight!

After dark I slipped out of my dorm and made my way to Linda Sue’s cabin. I stopped, unsure what to do. Linda Sue’s boyfriend’s pickup truck was parked on the gravel road beside Linda Sue’s cabin. I crept to the window and looked inside. Linda was sitting on the bed in her nightie, kissing her boyfriend. He was touching her breast.“Not so hard,” Linda Sue scolded. He started to put his hand under the hem of her nighty. She slapped it away. “Not underneath!,” she decreed. “Only on top.” She seemed to sense me looking at her somehow. She looked up, right at me, her eyes locked on mine. “Stop peeping!” she ordered. “Get in here.”

I meekly entered her cabin and stood before her bed, my head hanging. “This is the girl I told you about,” Linda Sue told her boyfriend. He looked at me doubtfully. “She’ll really do it?”

Linda Sue sniffed. “What will you do if I tell you to, Cindy?”

I shuffled my feet. “Anything.” I replied.“Say it.”

“I’ll do anything for you, Linda Sue. Anything. Just tell me what you want,” I pleaded. “Tell me what to do.”

“Watch this,” she told her boyfriend. “Go to the dresser and get it out,” she directed. I got out the dildo and held it up. “Suck it,” she said simply. Her boyfriend’s eyes widened. I put it in my mouth. “Keep sucking it until I tell you to stop.” Linda Sue and her boyfriend watched as I sucked the dildo in and out of my mouth. 

It felt strange to be doing it in front of her boyfriend, and not to be playing with my button, but I still got a distinctly sexual tingle as I performed my task. “Good girl,” she said approvingly. I beamed, pushing the dildo in and out of my mouth with pleasure now.

“You can stop, Cindy. Put it away now. We won’t need it tonight. Come here.”I walked to the bed.“Kneel.” I got down on my knees.“Play with yourself. Slowly. If you start to feel really excited, stop.”

I put my hand in my pants and started to rub my clitoris, but it felt wrong to be doing it in front of her boyfriend, and not to have anything in my mouth. “What’s the matter with you?” Linda Sue demanded. I didn’t know what to say. I was so embarrassed.

“Okay, you can stop.” She thought a moment. “Would you like to close your eyes, and suck the… the dildo?” she asked. I nodded, gratefully.“Go get it then. Now, close your eyes and try again. Remember to stop when you should.” With my eyes closed I could forget who was watching. With the dildo in my mouth everything felt normal, sort of. As I rubbed my love button, with the dildo sliding in and out of my mouth, I got more and more excited. When I felt about to lose control, I stopped.

“Good girl,” Linda Sue said approvingly. “Again.” Again I sucked on the dildo and played with myself until I was close, then stopped, hoping desperately that she would tell me to keep going. She didn’t. She just nodded in satisfaction.“Here’s what we’re going to do. Jimmy, you can kiss me while I touch myself. Pull your pants down.” Her boyfriend obediently lowered his jeans and boxers. His erection waved in the air. I stared at my first penis. I felt drawn to it. I wanted to touch it. I wanted to… suck it, I realized with chagrin. I couldn’t believe it. But I couldn’t deny it.“While he kisses me and I touch myself, Jimmy is going to put… that. In your mouth. Suck it, and play with yourself. If you get too excited, stop and count to ten. Then start again. But don’t stop sucking. When I tell you, and only when I tell you, you can get as excited as you want. You can keep going and just don’t stop. Something wonderful is going to happen. But only when I say. Do you understand?” I nodded. “Answer me.”
“Yes, Linda Sue, I understand. And I’ll do what you said.” I was embarrassed, but excited. She was going to let me… not stop. Something was going to happen. Something good.Linda Sue and her boyfriend began to make out while I watched. It was sort of cool. She slipped a hand under her nighty and began to rub herself. Her breathing got faster. Jimmy’s erection was bobbing in front of my face. My mouth watered (I couldn’t believe it, but there it was).“You can start now,” Linda Sue allowed. I opened my mouth and put my hand in my pants. I started to rub my button. Everything was normal, but I missed the dildo. Then Jimmy put his stiff dick in my mouth. It was shocking. It wasn’t like the dildo at all. It was warm, for one thing, and soft and hard at the same time sort of, but not hard like the dildo at all. It tasted funny. Not like Linda Sue, but… interesting. The motion of his shaft in and out of my mouth was familiar, though, and comforting. The head was big, but I was getting used to it. I decided I liked the way it filled my mouth. I moved my finger in rhythm with the cock in my mouth, and it was even more of a thrill than before. It went on until I got really, really excited. Jimmy seemed excited, too.“Tell me when you’re close,” she whispered to her boyfriend. I wasn’t paying any attention. ‘1 – 2 – 3 – 4 – 5 – 6 – 7 – 8 – 9 – 10’. I started to play with my love button again. It only took a few seconds before I felt like I was going to explode. ‘1- 2- 3- 4- 5- 6- 7- 8- 9- 10’. One stroke. Two. Three. ‘1-2-3-4-5-6-7-8-9-10’.Jimmy grunted. “I’m close,” he said, a strain in his voice. Something funny tasting was seeping out the slit in his penis, but it didn’t matter. Linda Sue said the magic words.“Go on, Cindy! Don’t stop, don’t stop for anything. Keep going until you can’t do it anymore.”I was on fire. I was exploding. Something amazing was building up inside of me. The cock started thrusting hard into my mouth, going faster, but it didn’t matter. I was about to fall over some kind of edge, into I didn’t know what. Something wonderful.Jimmy came in my mouth, flooding it with bitter, salty semen, but it didn’t matter. Only one thing mattered: I wasn’t stopping! The warm liquid overflowed my mouth, dripping onto my chin, but it didn’t matter. I was cumming! Yes!! I was cumming! Oh, my god! Jimmy’s cock plopped out of my mouth and I felt warm cum shooting onto my face, but it didn’t matter. I was experiencing the most amazing thing ever in my life. Everything was good. Everything was WONDERFUL! The cum in my mouth was good. I swallowed reflexively. The cum on my face was good. The cock pushing back into my mouth was good. I sucked reflexively. I kept sucking and rubbing until I just couldn’t do it anymore.I collapsed, exhausted. I vaguely heard Linda Sue moaning with her own climax, but it didn’t seem important somehow. Jimmy was wiping my face with a bandana, apologetic, but I didn’t mind. I had found the holy grail, and nothing would ever be the same again.Jimmy came to Linda Sue’s cabin every night until camp ended, and so did I. They kissed, Linda Sue rubbed herself, and I rubbed my love button and sucked Jimmy’s cock until he came in my mouth, then I was allowed to climax. After a while, Jimmy seemed more interested in cumming in my mouth than in kissing Linda Sue. She started letting him touch her bare tits, and that helped, a little, but things began to cool between Linda Sue and me. I didn’t care much. She needed me if she wanted to keep Jimmy on a string without having to put anything “gross” in her own mouth. And I discovered that it really helped me to have a cock in my mouth, quivering, on the point of exploding, so I could finger myself over the edge. So that was my first orgasm, and my second, and I guess my seventh or eighth. That’s how I learned to make myself cum, and more or less how I’ve done it ever since. Over time I learned that someone else’s tongue can bring me off, or their very, very, skilled fingers, but by and large I’m a self-reliant girl when it comes to clitoral stimulus. Oh, and I can—and have—cum with a finger or more inside me, or with a cock inside of me, and even once with a cock up my ass (but that’s another long story). But to this day it can be hard for me to achieve climax without a cock in my mouth, preferably trembling and leaking pre-cum. With a cock in my mouth, it’s a different story. I can cum so easy, then. In fact, one of my favorite things now is to line up a few guys with big dicks and have them fuck my mouth one by one while I finger myself. That pretty much guarantees I’ll have an orgasm or three, before it’s over. And it’s surprisingly easy to set up. (Like I said, guys aren’t all that complicated where getting off is concerned, at least in my experience.) So I spend a lot of time with semen in my mouth and cum on my face, these days. And I really like it. What can I say? I’m just a cock-sucking, sperm-loving, cum-slut kind of a gal. And proud of it.

So that’s my story. Maybe I would have become a semen-sucking cum slut anyway. Maybe it’s inborn, not conditioned. But as far as I’m concerned, I have Linda Sue to thank for the fact that I generally have a cock shoved down my throat and cum on my face when I climax.So, thanks, Linda Sue, wherever you are. You put me on a weird road, but it’s my road. And so far I love it.

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