Charlotte's First Experience
“Haa… haaang…!”
Push, push! Even with her skirt covering her, I could feel just how aroused Charlotte was. My pants were soaked through with her fluids. When I pressed my fingertips against her panties once more, Charlotte’s body trembled violently.
Squelch!
“Charlotte, look at this.” I pulled my hand out from under her skirt and showed it to her. Just from touching her through the fabric, my fingers were drenched in her arousal, a thin strand stretching between them.
“Haa, haa… M-Master… This is embarrassing…”
Her eyes were unfocused and hazy as she stared at my fingers, and she lowered her face. She tried to look away, but since she was lying on my chest, she simply buried her face against it instead.
I slipped my hand back under her skirt.
“Haah!”
Charlotte’s hips were already hypersensitive. I placed my hand on them, found the right angle, and pressed my body close.
“Haang… I can feel Master’s… precious thing…”
My fully erect length brushed against her rear. The heat was palpable even through the thin layers of clothing and panties. When Charlotte lifted her head, our eyes met. Her voice came out sticky and sweet.
“Master…”
“Charlotte.”
Our breaths mingled as our lips met. Charlotte wrapped her arms around my neck and clung tightly, letting me feel every inch of her body. “Chu…!”
While kissing her, I responded to her possessive display by embracing her fully and squeezing her buttocks. My erection poked against her panties.
“Huuung!”
Charlotte’s moan vibrated against my mouth. I could feel her wetness seeping through the thin fabric.
“Charlotte, are you ready now?”
“Yes, Master… Please take my first time… my virginity…”
“Thank you, Charlotte.”
Sweat beaded on her nape. Through the disheveled maid uniform, I could see her breasts and bra. Her skirt had ridden up to her waist, revealing plump thighs. The feel of her buttocks in my hand made my erection throb painfully.
After wiping the tears from the corners of her eyes, I placed my hand on her panties. Gently patting her slightly tense rear, I slid the fabric aside. Then I freed my length from my pajama pants and positioned it between her legs.
“Ah… Master’s cock…”
Charlotte realized what the hot, hard sensation pressing against her lower body beneath the skirt was. I had shown her mine during sex education, but she had never seen it properly before—though she must have noticed the tent in my pants.
“Your pussy is already completely soaked, just like during the lesson. Think you can handle it?”
I smiled as I asked if I needed to tease her more like before. Charlotte shook her head, her eyes sparkling with excitement as she looked at me. She was fully aroused too. Whether consciously or not, her hips were moving, steadily grinding her rear against my lower body.
“I’m already ready, Master.”
“Then…”
I lifted her hips slightly and aligned the angle. The tip of my cock brushed against the soft folds of her pussy.
“Can you feel it?”
“Y-Yes! Master’s thing… it’s completely hard and right under my pussy, Master!”
Charlotte squeezed her eyes shut and described the sensation of my cock knocking at her entrance.
“I can tell how excited your pussy is. Feel that flowing wetness?”
“Huuuung! Masteeeer!”
Charlotte patted my chest in embarrassment. I felt more of her arousal trickle down from her pussy. Just like during the lesson, she seemed to be the type that got very wet.
“Shall I put it in now?”
“M-Me?”
Why else would I be lying underneath like this? Only then did Charlotte realize the position and panic.
“Just lower your hips slowly.”
“B-But if I’m on top of Master…”
“It’s fine. I like this better, you know?”
Charlotte shook her head slightly at my words, then looked at me with expectant eyes.
“Th-Then, Master…”
“Yeah.”
Charlotte placed her hands on my chest for support, put strength into them, and began moving her body.
“Huuung…!”
Her pussy slowly descended. Along with the wet sensation, her arousal dripped down onto my cock.
“Ah, Master’s thing…”
“It’s okay. Don’t rush—take it slow.”
Because it was her first time and the position was unfamiliar, my tip kept poking around near her entrance.
“Haaang! Aang, M-Masteeeer!”
“Ahaha, sorry.”
I matched her descending hips and thrust upward with force. The tip seemed to brush against her small clit along the slit.
“Really, please stop teasing me!”
Charlotte’s voice had turned whiny now that some of her tension had eased. I patted her rear.
“It’s because I like you. Now, shall we put it in?”
“Uuu… I’ve been trying so hard to get it in since earlier…”
“Sorry, sorry.”
I tensed my cock, making it stand rigid. It rose as if ready to pierce her at any moment. Sensing that, Charlotte swallowed and slowly adjusted the position of her pussy. The sight of her struggling and moving on top of me was adorable.
“I-I think it’s in position, Master.”
“Good. Now come down slowly.”
“Y-Yes.”
She swallowed again and began lowering her hips. I felt her pussy touch the tip of my cock. Along with the damp, wet skin, my length slowly began pushing into the tightly closed slit.
“Huuuuk!”
“Relax.”
The glans parted the folds and started entering her hole. Plenty of arousal had flowed out, so lubrication wasn’t an issue, but I could feel resistance as I stretched her.
“M-Master…”
Charlotte looked at me with teary eyes. I wiped her tears away.
“It’s okay. Just take it slow—let it in little by little.”
“Y-Yes!”
After pausing briefly, Charlotte’s hips began descending again. I could feel my cock sliding inside her. The warmth of her pussy gradually enveloped me, moving past the glans and along the entire shaft. Her virgin tightness began swallowing my length.
“Huuuuk!”
“You’re doing great, Charlotte.”
Her moan carried a hint of pain mixed with pleasure.
“D-Did it go in?”
“Yeah. The tip is all the way in.”
Supporting herself with trembling arms, Charlotte smiled down at me. The corners of her mouth were quivering as she forced the expression.
“I’m fine, so let’s go slow—nice and easy.”
“Yes… Thank you, Master.”
I pulled the upright Charlotte back into my embrace and began lowering her hips further. I also tensed my cock and moved in sync to help with the insertion.
“Uuk.”
“M-Master?”
More than halfway in, I couldn’t fully suppress a groan at the tight squeeze of her pussy. I patted the flustered Charlotte’s back.
“It feels good. We’re not even all the way in yet, but your insides feel amazing.”
“Th-That’s a relief.”
Charlotte let out a sigh of relief. Feeling like we were almost there, she lifted her hips one last time before slowly lowering them.
“Uuuuuk!”
Clutching my pajamas tightly, Charlotte’s body shook. My cock was now completely inside her.
“I-It’s in, Master…!”
“Yeah. Finally…”
I had finally taken the maid. Or rather, been taken by her? Either way, I patted Charlotte’s back as she teared up with joy and savored the tight grip of her virgin pussy around my cock. Her walls, still tense, clenched around the unfamiliar intrusion. Because her hymen had been small, there hadn’t been much sensation of breaking it. There might be some blood, but regardless—this was my first taste of virgin pussy. Different from Grace’s, Charlotte’s pussy wrapped around me in its own unique way. I tensed my throbbing cock and held back. Since I had experience, I needed to take the lead here.
I placed my hands on Charlotte’s rear, which was still enduring the pain.
“Ahk, M-Master… I’ll move soon.”
She tried to move despite the discomfort, but I stopped her.
“No, wait a moment. This is the moment I took your first time. Shall we just feel this together for a while?”
“Master……”
I stroked her hair and whispered gently. Touched by my words, Charlotte shed emotional tears, and I gave her cheek a light kiss. I ran my fingers through her hair, embraced her shoulders, and enjoyed skinship while keeping our bodies close. Charlotte gradually forgot the pain and began savoring our contact. Every time we touched, her pussy clenched around my cock, and I relished the sensation.
“Ah!”
“Hm? Still hurting?”
I stopped the skinship when Charlotte suddenly cried out. Her face flushed red as she shook her head and looked at me.
“……I think it’s okay to move now, Master.”
“Yeah?”
When I gave a small thrust, her still-tight pussy twitched and clenched around me.
“Huuung!”
Charlotte’s hands on my chest pressed down as her body trembled in response. I confirmed she was fully ready.
“Then, Charlotte.”
“Haaa… Yes, Master.”
Her face flushed with rising excitement, Charlotte sat up. With my body pinned beneath her hips, she began slowly moving her waist.
“I’ll serve you, Master.”
Squelch!
With a wet sound of arousal, Charlotte smiled and started moving her hips.