Lost Virginity, Gained Confidence

I went into my room and started cleaning stuff off my bed, before realizing I didn't really have to.

"Tess," I called into the other room, "is my room dirty?"

"Probably not, I don't know," she yelled back and the room changed before my eyes, spotlessly clean with my belongings neatly stacked on shelves and my bed freshly made. It was only a twin-sized bed, though... probably not ideal for my first time with my girlfriend.

"Tess, is my bed too small for two people to sleep in comfortably?"

She stormed in, pointing her finger at me and pushing me onto my bed - which I did notice was now a queen or so. "I swear, Alex, if you keep asking horrible, inappropriate questions, I won't hesitate to call my parents and tell them..."

Quickly, I interrupted, "Do you find anything odd about any questions I ask?"

She paused. "No, I guess not. Um... why did I come in here again?"

"You were offering to cook dinner. Did you forget that you said that?"

Tess seemed to have a bit of a headache, holding her temple in her hand tightly. "No - no, I remember, sorry. What did you want me to make? Your kitchen's a little empty."

I pondered that for a moment. "Am I missing any ingredients to quickly whip up mac and cheese?" I was fairly sure I didn't have any more pasta in the house, but of course the power of my question made it so.

Tess happily went into the kitchen and pulled out a box of Kraft, boiling some water to get it started.

"So, Alex, how's work?"

"Oh, it's been okay. Y'know, making sandwiches is pretty boring, but the pay's... decent." I was struck with another idea to make Tess truly my full-time girlfriend. She worked at a tech supply company's customer service department for most of the day, but I could change that.

"Do you - actually, have you ever had a job?"

Instantly, Tess' clothes changed to be significantly more ratty and baggy. "No... that's why I had to move in with you. My parents finally kicked me out, and I was homeless for a week... I really need to find a job."

"Oh! Uh..." I hadn't planned for that to happen, but I figured I could pull a 180 fairly easily. "But have you ever had issues with money? Has a month gone by without your rich parents sending $30,000 or more to your bank account?"

Tess turned around to strain the pasta, and I saw that her clothes were back to normal, and she had a fancy-looking watch and necklace on. "No, that's why I'm so lucky. Pretty great to be the daughter of tech moguls, huh?"

I nodded happily. That was all the money issues taken care of. We both dug into the food, and had a normal conversation, while I stayed careful about asking yes/no questions.

Finally, Tess washed the dishes and headed over to the guest room. "Well, I'm pretty tired. I'll see you tomorrow, love."

"Love you too, but... well, are you going to remember the next question I ask you?"

She smiled faintly, closing the door. "Nope, I'm pretty forgetful. Good night." I was pretty sure that if my power worked - which it always had so far - Tess would follow my next question without acknowledging it.

"Can you make it one more night before bursting into my room and begging to be fucked?" No answer came from the other side of the door. I decided that it might take some time, so I went into my room, sat on the middle of my much-larger bed, and waited patiently. About 15 minutes later, Tess crashed through the door, sweating from head to toe.

"Alex! I- well, I really need you to have sex with me. Tonight!"

I pretended to be shocked. "And then you'll go back to your guest room?"

"No! No, we'll sleep together... like a real couple."

"Wow," I said. "How did you want to do it?"

She shuddered in anticipation, rubbing her hands on the inner thigh of her jean shorts. "Um... missionary position. No foreplay right now, I just... have to get fucked. Oh - pardon my language."

I chuckled. "Do you have any issue with using curse words?"

"No! Fuck, no. I just want to feel your dick in my pussy..."

"Mmm. Well, are you wearing clothes?"

Tess blushed, covering up her nipples with one arm and pussy with another. Sure enough, she was completely bare. I thought I might have seen a slight bit of moisture, but her hand and bushy hair prevented me from seeing.

"And do you have any hair below the shoulders?"

She shook her head quickly, and her pussy became clean-shaven, showing her wetness off. She still seemed super embarrassed, though, even with her boyfriend.

"Okay, and... do you have any issues with modesty when it's just you and I?"

Her hands dropped, letting me stare at her perfectly round but firm D cup breasts and her glistening wet pussy. "Of course not, Alex - just, fuck me already!"

I smiled. Indeed, I was ready. "Okay, lay on the bed." Tess eagerly took my spot in the middle of the bed, laying back and spreading her legs while pleasuring her nipples a little bit.

I slipped off my clothes and got on top of her, taking a few seconds to grope her breasts. "Argh, Alex, I said no foreplay, just..."

With that, I lined up my average 5-inch dick up to her opening and plunged in, taking both of our virginities at once. I felt some resistance, and her pussy was definitely tight, but the feeling was fucking incredible, her wet cavity closing around my dick.

"Mmmm... Tess, babe, are you gonna get pregnant?"

"No!" she screamed, in deep pleasure. "I'm - on the pill -"

I pushed in and out of her, feeling myself come to a climax before coming hot loads of cum into her pussy. My dick became flaccid and I pulled out, breathing heavily and admiring her naked form as Tess did the same.

Finally, she looked up at me. "That was - fucking hot. Damn, I get why people do it..."

I smiled. "Do you want to put on clothes to sleep?"

She sighed, exhausted. "No, I'll... just stay like this."

I got into my side of the bed and pulled the covers over us, feeling her hot, naked skin against mine. We stayed that way and slept, ending the best day of my life.