y family riend invites me into bed with her: Update 2 (we talked)

Hi everyone. Huge update here, gonna jump right in. If you haven’t read my first two stories, definitely check those out in my profile. **As always, everyone is over the age of 18.**

On my last post, you guys offered a lot of advice and a lot of tough love. And you were right: clearly Bri was trying to start something, and it’d be a huge mistake to ignore it any longer. Now it was my turn to make a move. So, determined not to make her wait, I sent her a text Sunday morning.

I asked if she was free to hang later, and she said she was. Normally we would go to one of our houses, but for obvious reasons, I preferred not to have any parents around. So I offered to pick her up and go get some food instead. It’s stupid, but my heart was pounding the whole conversation. Part of me hoped I wasn’t being too obvious, while the other hoped she knew exactly what I was getting at. She texted back and said that sounded great.

Later that night I picked her up and we went to the Wendy’s drive through. THere’s this big field nearby where they closed one of the middle schools, so sometimes we’d go there with our friends and chill and play spike ball or whatever. This time we just parked at the top of the cliff and ate our food, talking about our summers so far.

I’d debated whether I wanted to kiss her spontaneously, or ask permission first. I still wasn’t sure, but either way, I needed her looking at me & without a mouthful of food. So I started saying “Hey, Bri…”

Then, to my surprise, she cut me off. Before I could even finish my sentence, she began apologizing for the way she’d been teasing me lately. She explained how at first, it felt like harmless fun. But clearly she had made me uncomfortable, and promised to stop.

I wanted to let her finish, but holy shit I couldn’t wait to tell her how wrong she was. When she started talking about how important our friendship was, I knew I had to interrupt her.

First, I apologized for how weird and awkward I had been. I told her the truth: that I WAS having fun, and ever since that first night in her bed, she’d been on my mind non-stop. She kind of lit up when I said that, and I felt this huge wave of relief over me. She asked if I really meant it, and I said 100%.

We talked for a long time. I won’t go into detail about everything, but the important parts were: like me, she’s still a virgin, and was feeling nervous about going to college without any experience. She first thought of me as someone she trusted, but didn’t really know how to broach the topic, and read online that teasing might be a good way to go. In retrospect she said that was probably fueled more by porn and fan fiction than real life, and she wished she had just talked to me instead. I said that was okay, and I did have fun, but obviously I was glad we were talking now.

We talked a lot about us: if this meant we were dating, or we had romantic feelings for one another. We decided no, not necessarily, and that we shouldn’t feel pressured to get into a relationship. We agreed it wasn’t smart to risk our friendship, or the relationship between our families. She said we could take things slow, and could stop any time if we wanted to.

I told her that sounded perfect to me. She grinned and said “good,” then cleared her throat and asked me point-blank: was I interested in starting right now?

I nearly choked. “What did you have in mind?” I asked.

“Well, I mean…” then she smiled, the same smile she’d given me that first night in her bed. It was like a smirk, but with a wildness behind her eyes. Then she pointed down at my crotch and offered with a hushed whisper, “maybe you could show it to me?”

My whole mouth went dry instantly. I feel like an ass for how awkward I was still being, but truth be told I was freaking out. I had never been in this position with anyone before, and neither had she. But somehow she was so confident and self-assured, it was electric seeing her like that. I still found it hard to believe that she wanted me, but the proof was right there.

Looking back, I guess that’s when I should have kissed her. But apparently she wanted to see my dick first. And let me tell you: that’s a tough offer to turn down.

The problem was that for once, I wasn’t getting hard. My mind was running a mile a minute and I could barely focus. I managed to stammer out, “okay yeah. But I think… I’m not really, at the moment…”

She smiled knowingly and said “don’t worry. Here.” She checked the windows to make sure the coast was clear, then in an instant, reached for the bottom of her t-shirt and pulled the whole thing off. Holy shit. Suddenly she was sat there in the passenger seat, wearing no shirt, in just a black bra. Obviously I had seen her in a swimsuit before, but this was on another level.

She dropped the shirt to her feet and relaxed her arms, allowing me to take in the sight of her. She was beautiful. It was dark, but I could just make out the shape of her tight body and tiny breasts in the moonlight. Her bra was dark, lacy, the same color as her hair, at least in the lighting. The reflection off her pale skin and glasses was enchanting. Then, as if it couldn’t get any better, she reached for my right arm, took my hand, and placed it over her left bra cup. My mouth must’ve been hanging open, as I felt her breast for the first time. I was fully hard in seconds.

I don’t know how much time passed, it felt like forever, just sitting there with my hand on her chest. I finally got snapped out of my trance by her asking “are you ready now?” I guess I was.

I pulled my hand away and undid my shorts, shimmying them down to my thighs. It was a little cramped in the drivers seat, so i adjusted it quick, which made her laugh. Now my underwear was the only thing between Bri and my fully-erect dick. I hoped she couldn’t see the visible dark spot at the tip where my precum soaked through. Although I suppose she was about to see much more than that anyway…

I looked at her, her eyes locked in on my crotch. ‘Now or never’ I thought, and in one rapid motion, pulled down my underwear to reveal my dick to her.

Once it cleared my waistband, it snapped to attention, pointing straight up. Bri’s eyes widened. I guess she had never seen one in-person before. Her jaw opened a bit, and I felt happy to not be the only one leering. She whispered under her breath, “wow…” then said more directly to me, “why does it look like that?”

I wasn’t sure what she meant at first, but she explained and I realized: I’m not circumcised, I guess all the dicks she had seen online were. If I knew this was happening, I probably would have shaved, too. But luckily I’d done it a few weeks ago and wasn’t too hairy. I’ve always been happy enough with my size, and from the look on her face, so was Bri.

We didn’t say much at first, just admired each others nudity (I guess in her case, partial, but I’m not complaining). Then she asked what I’d been waiting to hear all along: “Is it okay if I touch it?” I nodded. Absolutely.

I held my breath as she reached her tiny hand towards me. Then she did it. She wrapped her fingers around my shaft, and I nearly came as soon as she did. Her hand was warm, and it felt amazing having someone else touch me like that. She whispered again “wow. It’s so soft!” I kind of laughed and nodded, mostly focused on not cumming instantly from her touch.

She grazed her hand up to the top, then placed one finger on the head poking out of my foreskin. “Is that sensitive?” She asked. I nodded. Still smiling, she moved back to the center and gripped me more firmly. “So you just… is this right?”, and started slowly jerking me up and down

“Oh my god,” I whispered. It felt insane.

She kept going, pulling the skin and causing the head to peek out and in. “Does that feel good?”

“Holy shit Bri, it’s so good.” I really meant it. In fact, it didn’t take long until I was ready to cum. I tried to warn her, “oh my god, wait. Okay, if you keep going I’m gonna…”

“Should I stop?”

“No, I mean… you can if you want.”

She didn’t reply, just flashed me that wild grin and kept pumping my shaft. She had no interest in stopping. That look on her face was enough to do me in.

Again, if I had known, I would have come prepared with some tissues or something. Instead, it was too late. With Bri’s hand still working my cock, I started to cum. “Holy shit!!”

Pumps of cum exploded from my tip and onto Bri’s hand. I had no idea where the rest was landing. Bri squealed with (what I hope was) delight and started jerking me even faster, giggling as I nutted. She kept going until I was fully drained & had to tell her to stop. I leaned back in my seat and threw both hands up over my face.

“That was amazing,” she smiled and examined the cum on her hand. “Was it good for you?”

“Oh my god… it was so good.”

“Okay good. I’m glad. I had fun too.”

It was hot in the car, so we rolled down the windows to let some air in. Bri put her shirt back on, and we searched with our phone flashlights to find where my cum had ended up (mostly back onto my legs and balls).  We both laughed about it, which was nice, having clearly broken the tension between us. I mopped myself up with some napkins from dinner, and she took a few for her hand.

I asked what she wanted to do next, and she said we should probably go home. As much as I hated to end the night, she was right. We’d been out for a while, and didn’t want to raise any alarms with our parents (at least not until we’re ready, if we ever are). So I dropped her off, then went home myself. I texted her thanking her for a great night, and she sent back a smiling emoji.

Anyway, that was my night! I feel a little bad that I never kissed her, but I’m actually not sure she wanted me to. We agreed that this didn’t make us “a couple,” so I’m hesitant to try anything too “romantic.” If she’d rather just stay casual, then that’s fine with me. Either way, it sounds like we’ll figure it out together!

I can barely describe how great I feel, and how excited I am for whatever comes next. I feel like the past few times have been focused on me, so I’d really like to try making her cum next time. Keep the comments coming, and I’ll be sure to provide another update soon.