This is part 4 of my series “Meeting Caitlyn For Lunch” I’m not sure how much longer this series will be, I’ll probably keep going until it the story doesn’t flow naturally anymore. As always, I appreciate all criticism and hearing if you enjoyed it. Previous parts are listed below.
[Part 1](https://www.reddit.com/r/Erotica/comments/klkdkn/meeting_caitlyn_for_lunch_part_1_wholesome/)
[Part 2](https://www.reddit.com/r/Erotica/comments/kmw6tl/meeting_caitlyn_for_lunch_part_2_wholesome/)
[Part 3](https://www.reddit.com/r/Erotica/comments/korx9n/meeting_caitlyn_for_lunch_part_3_mf_wholesome/)
# Meeting Caitlyn For Lunch (Part 4)
I drove all the way home from Caitlyn’s house on autopilot, I couldn’t stop thinking about what happened. We were supposed to be having lunch, now I’ve kissed her and we’re in a relationship of some sort? I was happy though, I mean this is Caitlyn we’re talking about, she’s great, I didn’t think this would ever happen with her.
When I walked into my apartment I glanced at the clock, it was 4:30. It takes 15 minutes to get to her house, so I needed to leave at about 7:40. She was expecting me at eight sharp, I didn’t want to get there late. I grabbed my backpack and emptied the contents onto my bed. I picked some things from my closet and stuffed them into it, I was bringing two days’ worth of clothes, just to be safe. I filled up the remaining time with some housework, a shower, and I did a load of laundry.
It was finally 7:40, I loaded my bag up and left, what was happening started to sink in. I was about to spend the night with her. I had no idea if she was expecting us to do anything more than we did earlier, a large part of me hoped that she did. I didn’t have long to think about it because I was soon pulling into Caitlyn’s driveway. It was 7:55, I was five minutes early, “I guess that’s better than being five minutes late.” I thought to myself as I walked to the door.
I turned the handle of the door and sure enough, it was unlocked, I let myself inside and locked the door behind me. I took off my boots and called her name, but there was no response back. I could hear a sink running and the clattering of dishes, I moved towards the kitchen.
I walked into the kitchen, she was putting dishes away with her back to me. I guess she didn’t hear me call for her over the noise of the running water. I had to take her in for a second, she looked amazing. She was wearing a plain white tank top, the straps were thin, and they left most of her shoulders exposed. The bottom of it fell to her lower back, meeting the waistband of her pants. There were brief flashes of skin as she reached the top cabinets. Her bra straps were also resting on her shoulders, they were white, matching the color of her top. For pants she was wearing thin black leggings, I could barely see the tone of her skin showing through parts of it. My eyes rested on her ass, it was so small and tight, all I wanted to do was walk over and grab it. As I continued looking, I couldn’t spot any panty lines through her leggings. She could’ve been wearing nothing at all underneath, I doubted it though.
She shut off the sink and spun around to face me. “You like what you see? You sure were staring for long enough.” She smirked as she said it.
I felt my face flush, she kept catching me staring at her. “How did you know I was standing here?”
She pointed at her phone sitting on the counter. “The reflection, I saw you coming up behind me.”
“Hey that’s sneaky, and you were the one that didn’t respond to me when I called for you. Plus, you can’t expect me to not stare when you’re looking like that.” I examined her front as she faced me. Her tank top rose higher in the front, leaving her midriff exposed. Her legs looked good in the leggings, better than in her jeans, they hugged every single curve she had. They were becoming my favorite pair of pants on her.
She walked up to me and wrapped her arms around my body, and I wrapped mine around her in response. I placed my hands on her lower back, right on the waistband of her leggings. She placed her lips on my neck, tenderly sucking for a second, there was a light pop as she released from my skin. My knees almost buckled; it took every ounce of my willpower to not make an audible reaction. She pulled away from the hug and spoke again, “That was for today when you left, I said I’d get you back.”
“That was mean.” I copied what she had said to me earlier.
She smiled as she walked towards the basement door, “I guess we’re even then, now come on, let’s go put your stuff away.”
I followed her downstairs and into her room. She went to her closet and opened a drawer. “Give me your bag so I can put your stuff in here.” She dug through it and pulled out the things I had brought. “But first go change into these, you can use the bathroom” She handed me a pair of my pajama pants, they were blue plaid and made of super-thin cotton.
“Bossy tonight, aren’t we?” I said while chuckling and making my way to the door. I saw her smirking out of the corner of my eye.
The bathroom was exactly like her bedroom, clean and neat. I changed pants and took some extra time to peek around. In the shower, she had the regular, shampoos, conditioners, and a razor. I wondered how much of her was shaved. A clothes hamper in the corner caught my eye, I don’t know why, but I opened it. It was full, and right on top was a pair of jeans, definitely the pair she was wearing earlier. There were panties inside of the jeans, they were white and lacy. They could be matching the bra she was wearing now. I closed the hamper; I didn’t want her to somehow know I was looking in it. I left the bathroom and rejoined her in the bedroom.
“Where do you want these?” I asked her, holding the pair of pants I had removed.
“All your stuff is in here.” She said, grabbing the pants from my hands and placing them in the drawer she opened previously. She shoved it closed and turned back to face me.
“I have a question, umm about earlier, and I need to ask so I don’t feel weird anymore.” Her voice had gone shy, “I noticed something under my nails after you left. I think it might have been blood, did I maybe scratch you or something when we kissed?
I chuckled, “Oh you did more than scratch me, you clawed me. Come over here, I’ll show you.” I walked to the corner of her bed and sat facing away from her. “Lift my shirt, you won’t be able to miss it.”
She sat behind me and I felt her hands slide up my back, lifting my shirt along the way. I heard her gasp as she saw what she had done. Her fingers slid along the scratches, I hissed through my teeth as she ran over the deep one. The shallow ones didn’t hurt anymore but the deep one was tender.
She began to apologize, “I’m so sorry I did this, I didn’t even realize, I promise it won’t happen again.”
“No, Caitlyn it’s okay. To be honest, I liked it, it didn’t hurt at the time, it felt good, really good.”
“Really? How did that feel good?” She asked while tracing her fingers over the marks she had left on me.
“Well, it meant I was doing something that you enjoyed, especially for you to sink them in that far.”
“Well yeah, I did like what happened earlier, it felt amazing.”
I turned around on the bed, facing back to her. Her nipples were beginning to poke through her shirt, she was getting excited reliving our earlier adventure. I wanted to keep this conversation going but I could tell she was shy and nervous about talking about it.
“What did you like about it?”
“You know, I obviously liked the kiss, I think it was absolutely perfect. I also liked being able to run my hands on your body, it was something to explore. Sorry if that’s weird but I enjoyed being able to do that.
“That’s not weird at all, to be honest, my favorite part was having your hands on me and your nails in me. If anything, that’s the weird part.”
We both laughed at my response. She was beginning to loosen up and was becoming more comfortable about the subject.
I kept asking her questions. “Is that it? Was there anything else I did to you that you liked?”
“I’m not sure if it counts as something you did to me, it was something you did in general. You sometimes made these noises, like low groans or moans when I did something different. I could feel them through my body when you made them and somehow, I knew that it meant you liked something I was doing. I don’t know, I guess it made me feel good to know that you felt good.”
“You know you did the same thing right? That’s how I knew that you liked what was happening, and you got louder when you liked something?”
“I did? I don’t remember that, then again, I also don’t remember digging my nails into you.”
“Yes, and it was amazing. You did it the loudest at the end when I pulled your chest into mine, that’s also when you scratched me. You moaned into my mouth and your entire body trembled, it was like you completely lost focus for a minute.”
Her face was the darkest shade of red I have ever seen at this point. “Could I tell you something about what happened there, why I did that stuff? It’s kind of embarrassing though, I don’t want you to think I’m weird or anything.”
I reached out and took both of her hands in mine, gripping them firmly. “Of course you can tell me, I promise I won’t think you’re weird.”
“Well, my… my chest is super sensitive so that’s why I did it when you pulled me into you.”
“Like your entire chest area is sensitive?” I wanted to ask questions to make her more comfortable talking to me about it.
“No, no, pretty much just my boobs and my nipples, my nipples are the more sensitive of the two though. They also get very hard, as I’m sure you’ve noticed. Sometimes it happens even if I’m not excited, but once it starts there’s no stopping it, even rubbing on my bra or shirt makes it worse. If I touch them it’s like I’m touching myself you know, down there, it feels like the two are directly connected.
“So when I pushed against you it was like I was touching you? Does it feel any different than regularly touching yourself?” It surprised me how open she was being, it was like she needed to get one sentence out, and then she was ready to talk.
She thought for a moment. “Yes, it was like you were touching me, I could feel it in both places at the same time. It was different from when I do it though, I don’t ever press down and put pressure on myself like you did to me. It was more intense than I’ve ever felt but in a good way. Touching my nipples feels different than rubbing myself would, but it feels equally as good. It’s hard to explain, both ways have the same amount of pleasure. But with you, there was a lot of buildup, I was rubbing on my shirt for a while before that. I had even rubbed against you a few times. Then when I got pressed against you it sent me over the edge, I think that’s probably when I scratched you. Usually, I grab my sheets or my blanket at the end like that, but all I had to grab was you.”
The conversation was getting to me. I was getting aroused from the time she touched my back, but at this point, my pants were as tight as they could be. I tried not to move anywhere to avoid drawing attention to myself.
“I’m sorry if this is a super blunt question, I just need to make sure I’m understanding you. You’re telling me you had an orgasm from me pressing against your chest?” I didn’t want to beat around the bush asking her, I had to know the answer.
She nodded. “Mmhmm, and it was a good one too, I’ve never moaned out loud doing it myself, that should tell you how good it was. Well, now you know my little secret. I know it’s weird, but I can’t really do anything about it, it’s something that’s always happened to me.”
“Wow, that was the hottest thing I’ve ever heard, that’s the opposite of weird to me. Knowing I caused that to happen to you, just wow. I have one more question though. How did you ever hide that in school, you said that it sometimes happens randomly right?”
“Yeah, it does happen randomly. I have padded bras that can hide them though, I also tried to wear jackets or sweatshirts as much as possible. When I’m wearing thinner tops and bras like right now is when I can’t hide it.”
“Why didn’t you wear something like that tonight if you’re embarrassed about what happens?”
“It’s something that happens to me, I wouldn’t be able to hide it from you for long. Also, I honestly wanted you to know. I hoped that you might like it, and judging by the situation you’ve got going on down there, you do.” She motioned to my crotch with her head.
This time it was me turning beet red. “I’m sorry, talking about all this made it happen. Plus it doesn’t help that you picked the thinnest pair of pants for me to wear, they can’t hide much.” I tried to make a light joke. It was true though, she had picked the thin pair of pants from my bag, the others were much thicker.
She giggled. “It’s okay, I also think that’s pretty hot. It means that you like what you’re seeing, and that’s the best compliment I could receive. It doesn’t help my situation up here either. And yeah, obviously I picked those for you, you weren’t going to get away with wearing that thick pair. I wouldn’t be able to see anything. If it makes you feel any better, I’m wearing the thinnest bra I own, I wanted you to see something too after all.”
“So how long will you stay like that? Do they ever go back down?” I kept asking questions to take the focus off of me and put it back on her.
“If they get hard for no real reason, they’ll usually go down in like 10 minutes. In this case though, when they’re hard because I’m turned on, they won’t go back down. They will once I do something about it, but the longer I wait, the harder they get. The issue is that the harder they get makes me more turned on, it’s like a vicious circle. At least until I can get some alone time to take care of it. Also, if I wait long enough, my boobs get super sore and way more sensitive than they usually are. That part is a blessing and a curse. When I take care of myself while I’m sore, it actually hurts quite a bit. The pain feels good though, it makes the end so much stronger than if I didn’t wait if that makes any sense. What about you? Does yours ever go away?” She was being so open with me, not hesitating at all to answer very personal questions. It was only fair that I told her what happened to me too. It wasn’t even awkward, she was genuinely curious about how it worked for me.
“It’s very similar to you, it’ll happen without warning and those will go away in a few minutes. If I get turned on, it’ll stay like that until whatever is happening stops. For example, if I left you right now, it would be gone by the time I got home. But as long as I’m around you, it’s not going to go away. Once I’m completely hard it does other things, if you do something I like, it’ll usually twitch or throb in reaction. It’s pretty involuntary when it happens, but I can also do it on purpose. The thing that’s the same as you is if I don’t take care of it relatively quickly. The longer it goes on I’ll get a little sore, become more sensitive, and then it’ll be stronger when I get to have a release.”
“So what would be the easiest thing to do to get a reaction out of you?”
“Right now? You could do anything and you’d get a reaction out of me.” I said in response.
“Really? Anything? I could do something like this?” She moved her hand from mine and placed it on my knee, sliding it up the length of my thigh.
She was staring intently at my crotch, looking for a reaction. I felt myself twitch slightly when she touched me, it was obvious through my pants. “Yes, something exactly like that.”
“Wow, that was easier than I thought.” She had a look of awe on her face.
“Well, it doesn’t take much when it’s you.”
She scooted a few inches closer to me, our knees touching now as we both sat cross-legged on the bed. She scooted her hand toward my inner thigh and leaned her face in close to mine, speaking in a low, seductive voice. “I guess it’s only fair that you get a turn to make me twitch now.” Her lips were now brushing against mine. “Don’t make me beg, please just touch me.”
Source: reddit.com/r/Erotica/comments/kqsewk/meeting_caitlyn_for_lunch_part_4_mf_wholesome