How I fucked the most insecure girl on the web (Gabi – part #1)

I met Gabi online, at a forum where barely legal girls discuss their lives, school, love, and sex. The forum provided a PM option, so I created an account and started to browse for young, inexperienced girls to chat up and, eventually, get them in my bed. Gabi was the first girl I messaged.

Gabi was extremely shy and, from what I gathered from her posts, highly insecure about her general appearence. For no reason. When I, after tons of messages, finally got her to send me a picture, I was pleasantly surprised. She had what others would probably call a dull face, but something about it really triggered me. Her body – she had sent me a 3/4 mirror selfie – was tiny and petite. Her lack of curves and, judging from the picture, her rather small boobs were undoubtedly the reason for her insecurity.

Similar: Danielle desperately, desperately wanted to be a model

It took me a few days and a lot of convincing before I finally got her to meet up with me. I picked her up at the train station and from the moment she set foot into my city, I started to point out what she thought were her flaws – not bluntly, but in a disguised manner, sometimes even jokingly. She was clearly used to being called skinny and perhaps even ugly, something she most certainly was not, although she did not know that, yet.

The bathroom

I gave her a tour of the city. Now, the laws of nature dictate that girls sometimes have to use the bathroom. It wasn’t a coincidence that the moment she mentioned her urge, we were only minutes away from my apartment. I offered her the chance to come up, and after some hesitation, she gave in to her needs and followed me upstairs.

“I don’t want that,” she said, sounding pretty sure of her statement.

“One one condition,” I said when I showed her the bathroom door, but held it close by leaning against it. Gabi gazed at me with a surprised look in her eyes.

“The door stays open.”

Gabi clearly had no idea how to react. She chuckled, then frowned, then shook her head, but kept looking at me. I nodded.

“You have to get comfortable with your body,” I explained. “You have to be okay with people looking at you. And the only way to do that, is this way. Or…”

She looked at me, anticipating what I would say next.

“Or…?”

“Or you’ll have to let me take your pictures. Naked.”

Gabi frowned.

“I don’t want that,” she said, sounding pretty sure of her statement.

“Then this is the only option.”

Gabi looked at the doorknob, so tauntingly close, yet so far out of reach. She was contemplating the offer. She couldn’t have been happy with it, but it had been over two hours since we had first met, not even counting the train ride she had taken, and she must have been dying to use the bathroom. And there was yet another reason why she didn’t just walk away: she actually seemed to believe me. Her insecurity apparently greatly bothered her, and if this would be a chance to get rid of that once and for all, or at least make a start, it would make her most happy.

Then she gave in.

“Fine,” she said. “The door will stay open.”

If anything, she was feeling even more insecure than before – something I was ready to take full advantage of.

I stepped back and let her in. She hesitated for a moment, looking at me, frowning. Then she unzipped her jeans and pulled them down, her panties easily coming down with. She had shaven herself, although I couldn’t help but think she might just have had no pubic hair at all. She quickly sat down, locking her eyes with mine again. I smiled and waited. It took her the better part of a minute to actually get things going, but she breathed a sigh of relief when she could finally let go. When she was done, I walked away and let her finish up.

The living room

“That wasn’t so bad, was it?” I asked when she stepped into the living room, where I had taken a seat on the couch. She barely reacted. It had been pretty bad, and I could see she wasn’t at all happy with the fact she had given in. If anything, she was feeling even more insecure than before – something I was ready to take full advantage of.

“Take it off.”

She raised one eyebrow and stood motionless in front of me.

“We’re not done yet. Take it of,” I ordered, nodding at her jeans.

Gabi hesitated. She couldn’t be more uncomfortable, in the middle of the room, getting stared at, being summoned to undress.

“Look,” I started, “I know it’s hard. But you’ll never be able to get at peace with yourself when you’re afraid to show your body.”

Gabi bit her lip.

Then, as if she suddenly realized there was truth in what I had said, she unbuttoned her jeans once more and slowly pulled them down.

“Yes, you’re skinny. Yes, you barely have any boobs. And yes, your hipbones look like they are about to pop through your skin. But none of that matters when you’re okay with it. Now take off your pants and show yourself to me.”

Gabi stood there for a moment, too scared to look at me. She stared at the floor and twirled her hair. Then, as if she suddenly realized there was truth in what I had said, she unbuttoned her jeans once more and slowly pulled them down. As she stepped out of them, she started to do the same thing with her pink boyshorts. She left the two pieces of clothing on a small pile, together with her shoes and socks, and stood still in front of me again. I looked at her and nodded.

“Good. Now the top.”

It took less convincing this time, as if she had already accepted this follow-up. She pulled her shirt over her head and, without me even having to ask, loosened her bra and dropped it on the floor. She was now completely naked.

“How does that feel?” I asked.

“I’m nervous,” she whispered.

“Good. We can do something about that as well.”

She looked at me, her eyes asking me to explain.

“I need you to be okay with whatever is happening next,” I said. “It is absolutely necessary that you will be okay with everything. Are you?”

Gabi didn’t reply, but instead stared at the floor again.

“I’m going to ask you this once more, and I need you to answer this time. Are you?”

Gabi quit touching her hair and let her arms hang loose alongside her body. She stopped gazing at the floor and looked at me instead. Then she took a deep breath and sighed.

“I am.”

 

Curious what happened next? Be patient, part #2 is on its way.

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