My First Time Helping An Adult Virgin: Encounters With Z pt1

Another tourist. I could tell. She sounded sincere in her search to try this new kink of hers. I had spoken to dozens of women like her; she had read that series of dirty books that were so popular a few years back, and now felt curiously emboldened to explore. I have never read the books, nor seen the movie, but I knew what she was going to want. She was looking for a scene to match the fantasy in her mind, and would probably be too shy to help steer if things went astray. That first day, I managed to coax her into telling me a bit about what she wanted. Not surprisingly, it was to be gently controlled. She was looking for a Dom. That first night, she just watched my cam, fully clothed, but interested.

The next time we met on line, it was clear she was a little embarrassed by our previous exchange. Sensing her discomfort, I pushed the point. She got even more shy, explained that this was a bad idea, that it felt wrong. Z explained she didn’t have much experience, honestly, and didn’t want to lead me on. The whole video chat was risky, her job would be in jeopardy if she were found out. She said in earnest that we had to stop. I could see she really meant it. I listened patiently, then explained I was very hard, and asked if she wanted to see my cock again. Silently, she nodded yes on cam, and quietly settled it her chair, to get comfortable.

“then ask me” I spoke calmly and unwaveringly as I started rubbing the bulge growing in my pants. She stayed silent, looking anxious “ Z, I know you are shy, but we both know you want to watch me stroke my cock. If we are going to continue to play together, you are going to need to speak up, even if it feels humiliating. I already know you are filthy, that’s why you are here. It is time to put shame away, and allow yourself the freedom to be the slut you dream of being”

“I want to see you jerk it. I want you to jerk it to me, looking at me” Z said barely audible. Blushing as she averted her eyes from the camera.

“Do you want to be a sex toy? Do you dream of being the object of wanton fantasy? When you fuck your boyfriend, do you imagine him sharing you with his friends…?” Knowing this would make her squirm even more.

“No…well….yes.. um kind of….. it is really embarrassing. I am a virgin”

Immediately I put on the brakes, I was surprised, but I did not want to embarrass nor humiliate her, certainly not this way, anyhow. Z went on to explain, a turbulent youth, plus a very rigorous career, had eventually gotten her to 41, never been touched. Z was beautiful, in good shape, and seemed very sweet. I didn’t really understand how she got so far without trying anything, or what turned the tide now, but being the first man she explored with was a huge turn on. She had never been naked in front of a man, she had never touched a hard dick.

“Z, I need to make sure you understand, I am going to ask you to do some filthy things. Perhaps things you have never done before. It will probably be embarrassing, and a little humiliating, but I will never try to talk you into anything. I am not here to coerce you. I will ask you to do what I want, and if you don’t like my suggestion, you may always say no. A no will be respected the first time, every time. There will be no negative repercussions for a no, just a change in direction. I say this, because I am going to ask you to be my slut right now, and to me, a slut, is a girl that says Yes. Do you think you would like to be my slut?“

I unzipped , and unbuttoned, slid my jeans down, and rubbed my cock slowly as she watched him grow and grow.. I watched her eyes focus in on the screen, I could see her getting fidgety. As I spoke and stroked.

“Are you wet, right now, Z?”, she nodded.

“When I ask you a question, I would like an answer please –“yes, my pussy is very wet” is how I would like you to respond, can you do that?” She nodded yes again, then cautiously exhaled ‘yes, my pussy is very wet’.

“Do you have toys, Z “

“yes, a plug in magic wand, and a small plug for my ass” she said, a little bolder.

“Do you want to put the plug in for me now?”

I am not ready for that, is that ok? Do you mind if I just watch today, Im sorry, I am kinda freaked out, I want to but …..”

“That is fine, I told you, I will always respect a no. I am glad you still want to watch”

I lay back and explored my body on cam for her, slowly rubbing my balls, and stroking up and down with a slow and deliberate intent. I watched as she rocked slowly on the edge of her chair, visible only from the shoulders up.

“You look like you are starting to get heated up”

Z shocked me – “will you spread your ass for me, I want to see your asshole”, curious where it would lead, I obliged. “I don’t really know how to ask this” Z went on, slightly breathless” Now squeeze your balls for me, and start stroking your dick again. What does it taste like? I have never had a penis in my mouth”

“ I don’t need to see it on cam, but I want you naked from the waist down, and get your magic wand, I will wait”

Z stands and peels her jeans off, underwear too, revealing a luxurious tuft of slick black hair, just starting to part naturally, as her pussy had started to swell, then sits back down to slip the clothes off her legs, then sits back, feet up on her desk, straddling the computer screen. She was only visible from the waist up, but the positioning was obvious. I could see from the fluidity with which she got in position and reached below screen to produce her magic wand that I had been invited into her private ritual. It was clear this was a position Z had been in many times before.

“You look comfortable, are you ready to be a slut for me”

‘Yes”…… “yes, what” ………”yes, I am ready.. I mean, I want to be your slut”

“Is that what you would like, Z? You want to be my sex toy, to fuck and use as I see fit. Why wont you show me your pussy, dirty girl? If you are going to be my slut, you are going to need to become more proud of your pussy”

Z sighed,”my pussy is ugly. It is not like the girls I see in porn, they look like Barbies or something, I didn’t really expect to be here, I didn’t even shave. My pussy just doesn’t look right, that is one big reason I have been scared to become intimate. Can we work up to that?”

“why do you think your pussy is weird, it may not be as bad as you think, has anyone told you it was odd, like a doctor?”

“They say I am fine, its just, well, my clit is really big. It sticks out sometimes when I get hot, it almost looks like a tiny penis. It is so ugly”

As her shame struggled with her sexual energy, I started a broad smile, at the thought of Z’s huge clit, firm and sticking out, begging to be sucked. Instantly I was hard again, rock hard, “I need to see that, now, please”

Seeing my excitement, over hearing the description of her anatomy, clearly put her at ease a bit “okay, I will tilt the camera down, I wont have my face in the shot, just so you know” and she did just that, tipping the screen of her laptop lowed to reveal the wet curls parted by a swollen clit the size of the last digit on my thumb.

“take both hands, and spread her open for me to see. Hold her open wide and think about how hard your sweet beautiful pussy is making me. Think about- ah ah don’t touch, just hold your pussy open, leave that amazing clit alone for the moment. I want you showing off that beautiful jewel”

She followed my requests to the T. After several minutes, I could see her pussy visibly twitching in anticipation, “so, do you think I am a freak” z asked cautiously,

“Your pussy is perfection, and I will be thinking about sucking that beautiful clit the rest of the night, your body is amazing and gets me so hot, but t answer your question, do I think you are a freak, I am counting on it”

Z slid a bit lower in her chair, letting her face into the picture, smiled a devious grin and spread a bit wider.

“5 quick slaps on that swollen clit, now please”

“slap,slap,slap,slap,slap” ‘Now 2 more, hard, please”

“SLAP,SLAP”

“I’ve never tried that before, it stings really good”

“What do you want Z?”

“I want to be filled up, I want to be a sex goddess, I want to be fucked a lot. I want to be a slut”

“I want you to listen to my instructions please, Insert your ring and middle finger into your wet pussy, then press your fingers towards your belly button, and start rubbing gentle circles, right there in side you.”

“what..what …what is that..” Z barely got the words out.

“now turn that magic wand on high, and press it hard against the back of the hand inside you. Keep stroking inside.”

“oh…. I am about to, I am getting really….”

“I would like you to slow down, and wait, can you delay that orgasm, do you have the control?”

The vibe went quiet, as she whimpered but acquiesced. “Stop what you are doing, and hold your pussy open again for me. Please leave your clit alone. “

Z, reluctantly , bent her knees a bit, and spread her thighs as wide as she could, using a hand on each side to spread and hold her labia open. Open wide. “I want you to stay just like that” her legs started trembling.

“I want to watch you cum” Z Blurted “I want to watch it squirt out everywhere”

“5 quick slaps” “then I want to watch you squirt cum” she bargained breathlessly.

The hard slaps, cape in quick succession “slap,Slap,SLapSLAp SLAP!” these slaps sounded wetter than the first time “sting, sting…sting” Z whispered

“Grab the want put it on high and press it hard against your clit. Use you hips and grind like a porn star. Be my pornstar slut and cum for me, do that now”

Quickly Z followed orders, and as she made small gyrations against the vibe pressed snugly between her lips, crushing her swollen clit. Struggling Z commanded, “now, now, now, squirt, cum, now”

I lay back and increased my speed stroking long fast strokes, pre cum making me sticky, until finally, watching Z unfurl into this complete wanton whore, begging for my cum, I explode all over my abdomen, cumming what felt like forever, making a huge mess, as I watched Z’s legs cross, lock ,and her whole body convulsed in wave after wave.

“wow, I said, you are amazing, that was crazy hot, starting to laugh a bit, as I tend to do after a great sexual experience. Z snorted out a huge laugh, “WHAT WAS THAT?!!,” she almost shouted, “Wow, that was like the whorriest thing I have ever done, I did not expect to do that when I woke up this morning……I am not really sure what just happened or how to feel about it…that was crazy…..”

“Are you ok?” a bit nervous I continued “ I am so sorry if you are upset, I really tried to make clear, you were welcome to stop at any point, with no consequences, I am so so sorry, I feel like kind of a heel….”

“S, if I fly out to meet you, and get a hotel room, will you help me lose my virginity?”…………

Source: reddit.com/r/Erotica/comments/d47yif/my_first_time_helping_an_adult_virgin_encounters

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