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My Daily Life With My Lewd Girlfriends

[Warning: Mature Content] [No NTR] This is purely a self-insert story, focusing solely on explicit content without any significant plot. It's essentially a slice-of-life series centered around sex. The harem expands over time, so feel free to give it a read. Synopsis: I am in relationships with my two childhood friends, girls from my class, my teacher, my girlfriends' mothers, my step-sister, my twin sister, and even my step-mother?! I plan to cherish each day and make the most of these connections while living life to the fullest!

Lord_Nightingale · Realistic
Not enough ratings
61 Chs

Chapter 3: Starting With Chinatsu [R-18]

I leaned in and my hand made contact with her breast. It was my first time touching her bare flesh like this, and the sensation was incredible. As I squeezed gently, her softness enveloped my hand, and her breast practically spilled over between my fingers.

"Hng..."

My touch elicited a soft moan from her – probably more from embarrassment than pleasure.

I guided her nipple into my mouth. Her areola was modest in size, and her nipple was like a treat for my lips. And her scent... it carried a subtle aroma of milk.

"Ah..."

The fragrance alone was almost enough to drive me to ravish her right then and there, but I managed to rein in my impulses. I didn't want to hurt this precious girlfriend of mine. It was her first time after all, and I had heard that it could be uncomfortable. I needed to be gentle.

"Ahhh, Ts-Tsubasa... Y-You look like a baby," Chinatsu teased, her fingers moving to rub the back of my head as she playfully commented on my actions.

What I really wanted was to make a baby with you, Chinatsu. I wanted to fuck you right now.

"Ahh, Tsubasa, not so hard!"

I persisted, trying to give her a hickey. When I was satisfied with the mark, I released her nipple and glanced up at her. Her expression was one of intense desire, a look I'd only seen once before. Yes, I remembered that look. It was from that time when we both got so turned on that I dared to touch her down there and masturbate her. We hadn't gone all the way because it felt like a betrayal to Natsumi. So instead, we ended up pleasuring each other with our hands. But now, things were different. I was ready to go all the way, and she seemed prepared too.

"Chinatsu..."

"Tsubasa..."

We called out each other's names before sharing a passionate kiss.

I released her lips and spoke, "I can't hold back any longer, Chinatsu. I want to put it in. Can I?"

My dick felt ready to explode if we kept up this teasing, so I needed to ask. It was clear that Chinatsu was just as eager as I was.

She turned her head slightly away and nodded.

My heart raced as I felt a sense of anticipation. My dick seemed to have a mind of its own, positioning itself at the center of her wetness. Hold on, buddy. Just a little longer.

"I'm going to enter you now."

Without further ado, I gradually pushed myself inside. She was tight—unbelievably so. It felt like I was breaking through a barrier, parting her flesh with my own. It was like splitting the sea, but instead of water, it was her body, and my own flesh was forging the path.

Not that I had any firsthand experience in parting seas or anything.

"Nhhh?!" Chinatsu winced in pain. "Ts-Tsubasa!"

"It's okay. I'll go more gently."

I continued to press forward, with just a quarter of my length buried inside her.

"You're really packing some size, Tsubasa-kun... Even though you've made it halfway, you've only managed to bury a quarter of yourself," commented Natsumi.

"Only a quarter?! I thought you were all the way in!" Chinatsu exclaimed, clearly surprised. Had she assumed I was already fully inside?

"Nope. Not even halfway of himself is in," Natsumi clarified.

I heard Chinatsu gulp audibly. Perhaps she was realizing that her earlier expectations were a tad overzealous? Or maybe it was the sheer reality of what was happening that gave her pause. Regardless, there was no escaping now. My apologies, Chinatsu, but I couldn't hold back any longer.

I pushed forward, parting her flesh as I went.

"Eeek?! Th-That hurts! Don't just shove it in so suddenly!"

"I'm sorry, Chinatsu, but I'm on the verge of exploding if I don't do this soon."

I struggled to push further, but no matter what I did, I couldn't manage to penetrate her completely.

"I told you not to force it like that!"

Out of nowhere, a fist struck me. Suddenly, my view was of the ceiling. In the blink of an eye, I was flat on my back, my erect dick standing tall.

"Tsubasa-kun, you really should be more considerate of the girl's feelings. You can't just forcefully pry her open for your own relief. Didn't we cover that in one of our discussions? Sex is supposed to be a mutually enjoyable experience for both parties," Natsumi sighed, her face in her palm.

Well, it seemed I had messed up. I hadn't taken Chinatsu's comfort into account. My selfish desperation had caused her pain. And now, I had been punched. Was she angry at me now?

"Tsubasa, you idiot! Idiot! Moron! Blockhead! Jerk! Imbecile!"

Look at her go, spewing out every curse she knew at me. I began to bend myself over and pressed my forehead against the cold, hard floor.

"I'm sorry, Chinatsu! I didn't mean to hurt you! It's just that... the thought of finally being with you overwhelmed me, and I couldn't hold back any longer."

The anticipation had built up so much that holding back became impossible. I mean, who could possibly resist in a situation like this? There I was, with two naked women on the bed, both eagerly waiting for me to fuck them. No man in their right mind would be able to restrain themselves. Certainly not me.

I glanced up to meet her gaze, and I saw that she had sat upright, her hand covering her vagina. A blush adorned her face. "I suppose some pain is normal, considering it's my first time. But please, Tsubasa, be gentle with me. Once I get used to it, I'll let you do as you please. Just for now, take it easy, okay?"

Her words sent my heart racing. How could I have been rough with her, especially when it was her first time?

I got up from the floor. "Alright, I'll be gentle with you."

This time, I decided to start with foreplay to help her relax before we proceeded. I turned to Natsumi, "Could you help me out?"