Work Text:
Lily
Today 12:21 AM
Lily: Jane.
Jane: Lily.
Lily: I am bored :(
Jane: Ok. And this is my problem because ?
Lily: Rude.
Lily: I want to know what you are doing.
Jane: Working out.
Lily: At gym or home?
Jane: Home.
Lily: Perfect.
Jane: Why is that perfect?
Jane: I'm not picking up that call.
Lily: Boo.
Lily: Fine. I will text instead.
Jane: You can't take a hint, can you?
Lily: What hint. That you like playing hard to get?
Jane: Stop learning new phrases to use against me.
Lily: I knew of this one already. Had to Google when you would not let me fuck you.
Jane: You're shameless.
Lily: I am Shane-less. There is no Shane in my bed. Tragic.
Jane: Don't make it weird.
Lily: So I cannot be bored and I cannot be funny. I see.
Lily: What about horny?
Jane: I'm trying to work out.
Lily: And I am horny.
Jane: Again. Not my problem.
Lily: Is your problem.
Lily: Before this I was not thinking about you sweaty and panting.
Jane: Thinking of me sweating gets you going?
Lily: Yes. I am simple "woman" ;)
Lily: Tell me what you think about when you touch yourself.
Jane: What are you doing.
Lily: Fixing your sexting issue. You are welcome.
Jane: It’s not an “issue”. I don’t think most people have time for sexting practice when they’re training for the olympics.
Lily: If you can be brat you can make time to sext me.
Jane: So needy.
Lily: Yes. I need you.
Lily: See? Not so hard.
Lily: But I bet you will be soon 😈
Jane: You're an asshole.
Lily: We can talk about assholes if you want. Good place to start.
Jane: You really aren’t going to let this go?
Lily: Do you want me to?
Lily: ...
Jane: No.
Lily: Honesty is good.
Lily: You like when I call you that. Yes?
Jane: You already know I do.
Lily: So be a good boy and tell me what you thought about the last time you touched yourself.
Jane: I don’t think I do that as much as you do.
Lily: Oh?
Lily: Explain please.
Jane: Not much to explain. I just don’t really enjoy it that way.
Lily: It does not feel good or ?
Lily: You are doing it right yes?
Jane: Fuck you.
Jane: I know how to touch myself, asshole.
Lily: Just checking.
Lily: What part do you not enjoy?
Jane: Is this necessary for the sexting talk?
Lily: Will help yes. Make sure I do not say wrong thing.
Jane: I don’t know. Sometimes I do it after games to get out the energy but other than that I just don’t like it. It’s like maintenance.
Lily: "Maintenance"
Lily: I will look up hold on.
Lily: Ah like work kind of. Jerking off is work for you.
Jane: Can you not be a dick about this?
Lily: I am not. I want to understand.
Jane: It’s fine, I guess. It's just never been my thing.
Lily: But you like what we do?
Jane: Of course. That’s different. I would tell you if I didn’t like something.
Lily: Promise?
Jane: Yeah. I promise.
Jane: It’s different when it’s someone else. When it’s me I get overwhelmed but when it’s you it’s easier not to. I don’t really know how to explain it.
Lily: So you do not touch yourself between seeing each other
Lily: ??
Lily: Except for “maintenance”
Jane: Yeah. I mean not really.
Lily: Hm.
Jane: Hm?
Lily: Must be why you cum so fast.
Jane: Fuck off.
Jane: You cum fast sometimes too.
Lily: You have a good mouth.
Jane: Just my mouth?
Lily: Ah see! Sexting is already better!
Jane: You gonna answer my question?
Jane: ?
Lily: I dream about your mouth. I would like to be always touching it. Such a soft thing. Made for me I think. But I would be a fool if I did not like the rest of your body. Everyone says great for hockey, so strong, so athletic. But we know what it is really good for yes?
Lily: Is not your fault you look so good on your knees Hollander. Your mouth is not only thing good for that. You go down so easy when I bend you over, take me so well. I think you like as much as I do when I push you around. Hold you down. Make you take what you have told me already you need.
Lily: Needy mouth. Needy body. Needy between your thighs when I fold them back and fuck you so good you do not even need your own fist until the next time. And whole time you are so willing, so sweet. Eyes rolling. Shaking. Say my name like you are surprised.
Lily: You should not be surprised by now. I am just as needy for you. Sometimes more I think.
Lily: Does that answer question?
Jane: Wow.
Lily: You feel like touching yourself now?
Lily: … That was joke. You do not have to.
Jane: I think
Lily: You think what ?
Jane: I think maybe if you told me to. That would be okay.
Lily: You need permission?
Lily: That is so hot.
Jane: Really?
Lily: Yes
Jane: So... I can?
Lily: Not so fast.
Lily: I answered question. Your turn now.
Lily: If you do not usually touch yourself tell me what you are thinking about right now.
Jane: So I just say things I like?
Lily: You can make me pros and cons list.
Lily: Unfortunately I will probably still think it is sexy.
Lily: … Did you touch anyway?
Jane: Shut up. I’m typing.
Lily: It does not say you are typing.
Lily: If you just sent me text where are you typing this list?
Jane: Notes app.
Lily: Wow.
Lily: I should have expected this.
Jane: Fuck off. Let me finish.
Lily: I am TRYING.
Jane: I like when you kiss me. I like when you grab my face. I like the way you touch me like something that won’t break but you still want to be good to anyway. I like how strong you are. I like when you push me around and when you let me do the same. I like when you call me pretty even if it’s embarrassing. I like that you never make me feel weird even when I know I’m being weird about stuff. I like that you always check in. I like the way you make my brain go quiet.
Jane: I like the way you like me on my knees. I like being on them for you. I like the times when you fuck me so hard I can’t think about anything else until we’re finished. Sometimes I like the bruises from your mouth or your hands or the carpet because it’s like reminders. It makes me want more. It makes me want things I’ve never wanted before.
Jane: I like how confident you are. It makes me feel more confident. It makes me want to try things I wouldn’t have otherwise. I like that you’re the only guy I’ve been with. When you teach me things. When you let me try them. I like the way you know what to do with my body sometimes more than I do. You make me want to be better. Try harder. I like competing with you as much as I like when you take control.
Jane: I like that I can be rough with you. I like that you're rough with me back. I like when you push me past my comfort zone. I think you’re the only person I’ve ever trusted enough to do that.
Jane: I like that when you tell me I’m good I can believe it.
Jane: Ok. I think I'm done.
Lily: Fuck Hollander.
Jane: Did I do it right?
Lily: You did so fucking good.
Jane: Fuck, Rozanov.
Lily: I like all of these things too
Lily: You drive me crazy. Tell me you know this.
Jane: You drive me crazy too.
Jane: Can I please touch myself now?
Lily: Yes.
Lily: Touch yourself. You have earned it.
Jane: Are you too?
Lily: Since seeing your list yes.
Lily: Somewhere around "pretty" I think.
Jane: Was sort of hoping you wouldn't catch that part.
Lily: Now I have in writing.
Lily: My pretty good boy.
Lily: You are feeling good?
Jane: So good.
Lily: Tell me how you are touching yourself.
Jane: I'm on my bed. On my stomach.
Lily: Fuck. With toy? Or fingers?
Jane: Fingers. Was too worked up to go get the other thing.
Lily: You are killing me Hollander.
Lily: How many?
Jane: One.
Lily: Get lube. Add more. Tell me when done.
Jane: Done.
Lily: Tell me how it feels.
Jane: Not as good as you.
Lily: My what.
Lily: My fingers?
Lily: My cock? My mouth?
Jane: You've never put your mouth there before.
Lily: I will.
Jane: Fuck.
Lily: Next time. Will feel good. Make you cum hard. I will enjoy watching you fall apart on my tongue.
Lily: For now I want you to pretend I am watching. Put on show for me.
Lily: You always look so pretty riding my fingers. Feels good?
Jane: So fucking good.
Jane: It helps. Thinking of you. Knowing you want me to do it.
Lily: We can schedule “maintenance” together from now on
Lily: Have to make sure you are working properly for me.
Jane: Would you get off in between? Or wait and do it with me?
Lily: You like the thought of me waiting? Saving up for you?
Jane: Maybe.
Lily: I will wait for next time then.
Jane: I'm not gonna last long
Lily: You forgot period. I can tell you are getting close.
Lily: Is too much?
Jane: No.
Jane: Good
Jane: Don't stop please
Lily: Fuck I love when you beg.
Lily: Told you. Sweet mouth. Cannot lie to me about what it needs.
Lily: Such a good boy for me.
Jane: I want to be
Lily: You are. My good boy.
Jane: Fuck Rozanov.
Jane: Im so close
Lily: Me too
Lily: Keep fucking yourself and thinking of me. Pretend I am stretching you open for my cock and you can do nothing but lay back and take it while I tell you how good you are being for me
Lily: Will you ask me for permission for this too?
Jane: Please
Jane: fuck please Rozanov let me cum I’m so
Jane: I'm so close it hurts
Lily: Ah but you like a little pain yes?
Lily: I know you.
Lily: Take your fingers away.
Jane: What the fuck.
Jane: Why ???
Lily: Did you stop?
Jane: Yes.
Lily: Did you cum?
Jane: No. Asshole.
Lily: Good.
Lily: Good boy.
Jane: That’s not a free pass you know.
Lily: I am not using as one. I know what I am doing. I am confident yes?
Jane: I’m going to regret sending those texts.
Lily: I will frame and hang on wall for guests.
Lily: Shane Hollander is very good boy who likes being pretty for me and being on his knees. Here is proof.
Jane: That's not hot.
Lily: Really?
Lily: Does not get you hot to think about people knowing that you were good boy for me? Like bruises but in different way?
Lily: Serious question. You can say no.
Jane: Ok fine. It’s a little hot.
Lily: I think so too.
Lily: Can I tell you secret?
Jane: I'm scared.
Lily: It gets me hot too thinking you have only been with me.
Jane: The only guy* I’ve been with.
Lily: You can use little star all you want. Is still hot.
Lily: I like helping you find things you like. Especially when they are things I like.
Jane: How convenient.
Lily: Yes. It is.
Lily: Do you want to cum?
Jane: What do you think?
Lily: Ah. Be good. Honesty yes?
Jane: Yes. I want to cum.
Lily: Lay on your back. Touch your face.
Jane: ??
Lily: Touch it like I do. Grab so your mouth opens for me in little pout.
Jane: That feels a little pathetic.
Lily: Yes.
Lily: Also hot.
Jane: Yeah ok. What now?
Lily: So impatient. Do you not want to know what I am doing?
Jane: Tell me?
Lily: Pretending my fist is your mouth.
Lily: Put fingers on your tongue.
Jane: How many?
Lily: Four. Closest to my size.
Jane: That's generous.
Lily: But true.
Lily: If I was there you would not be talking back.
Jane: Oh yeah? What would you do to me
Lily: You learn fast ;)
Lily: Take fingers out. Touch your nipples. Pretend it is my tongue.
Jane: That’s what you’d do? If you had me all alone and naked in your bed?
Lily: What a pretty picture.
Lily: Yes. I would start with your nipples. I would kiss you the way you like. Make you soft.
Jane: Soft? Isn't that sort of the opposite of the point?
Lily: Not like that.
Lily: Hard on ice. Soft for me. Good boy.
Jane: Oh.
Lily: There is this look you have.
Jane: Do I want to know?
Lily: Like you are lost. Searching. And then you find me and all is OK.
Jane: Wow. Someone has an ego.
Lily: Is true. You like. One of my favorite things about you.
Jane: Tell me more?
Lily: No. Not yet.
Lily: I think I will tease you more first.
Jane: I don’t know why I listen to you.
Lily: Because you like doing what I tell you.
Lily: Touch your dick.
Jane: Just my dick?
Lily: Yes. For now.
Lily: I know you are greedy.
Jane: Fuck you.
Lily: Soon. Are you touching?
Jane: Yes I'm touching my dick.
Lily: Close your eyes. Picture I am on my knees for you.
Lily: You like that?
Jane: Of course.
Lily: But?
Jane: I didn't say but.
Lily: But.
Jane: But I like it more when it's me.
Lily: I know.
Lily: But I like having you in my mouth. You have perfect cock for sucking. Would be shame not to appreciate it as much as possible.
Jane: A shame, yeah.
Lily: We will try both at same time some time.
Jane: There's a term in English for that.
Lily: Teach me later.
Lily: You are still touching?
Jane: Yes.
Lily: Good. You want more?
Jane: Yes. Please.
Lily: Tell me.
Jane: I want to use my fingers again.
Lily: Fingers where. In your mouth?
Jane: You know where.
Lily: ...
Jane: I want to finger myself open and pretend it's your cock.
Lily: Then do it.
Lily: You think you can take 4?
Jane: I can try.
Lily: Do not push yourself.
Jane: I won't.
Lily: Good.
Lily: Get them wet. Start slowly. Feel around outside like I do.
Jane: You know I already did this earlier right?
Lily: Yes. Does not mean you cannot be gentle with yourself. I would if I was there.
Jane: Oh yeah? You’d be gentle?
Lily: Well... ;)
Lily: How many now
Jane: Two.
Lily: You type well with one hand.
Jane: All that praise is gonna go to my head, you know.
Lily: Good. Deserved.
Lily: Do 3 now
Jane: Bossy.
Jane: I'm at three.
Jane: Four.
Lily: Impatient.
Jane: Feels good. I need more.
Lily: You get so needy when I tease you.
Lily: Keep going.
Jane: Wasn't planning on stopping.
Lily: Are you close?
Jane: Getting there. Fuck, I wish you were here.
Lily: You would not still be able to type if I was there. Get yourself to the edge.
Jane: Are you gonna let me this time?
Jane: Shit. Ok. I'm close. Rozanov you better answer
Lily: Stop.
Jane: You're fucking joking.
Jane: Rozanov.
Lily: I know. Be good. I will take care of you.
Jane: I stopped.
Lily: I want you to get toy. Is better than fingers. Tell me when you are back.
Jane: I'm back. I have it.
Jane: And lube.
Lily: Good. One day I will get you fake cock made to look like me.
Jane: Clone-a-willy?
Lily: Silly American name. Willy. But yes. I Googled.
Jane: Good luck smuggling that into your suitcase.
Lily: No suitcase. I will just send to your house. Unless your mother still checks your packages?
Jane: No. Fuck off.
Jane: Actually sometimes yeah. Warn me first.
Lily: Ah, so you want fake cock that looks like me? So you can have whenever you want?
Jane: Yeah. And generally with less talking too.
Lily: You hurt me. You are so mean to me Hollander. Even when I am so nice to you.
Lily: :(
Jane: Nice guys would’ve let me cum by now, probably.
Lily: But you have not been with more guys. Only me. How would you know this?
Jane: I'm going to kill you.
Lily: I thought you wanted to cum? How will I make you if I am dead?
Lily: Put cock in your mouth. Get it wet.
Jane: It's wet.
Lily: Make it like I am fucking your sweet mouth.
Lily: So warm and tight and wet. Fits me so well. Is that why you like being on your knees?
Jane: Sometimes.
Jane: It makes me feel powerful. Having your attention like that.
Lily: You could have any attention you wanted probably
Jane: Yeah. Well. I want yours.
Lily: Shane Hollander gets cock in his mouth and suddenly he is honest. I like this.
Jane: Don't get cocky.
Lily: Too many jokes. So little time.
Lily: You have my attention. What will you do with it now?
Jane: Fuck myself, hopefully.
Jane: I've been good. Haven't I?
Lily: Get on your stomach. Face against pillow. Spread your legs and push it in like I would.
Jane: Tell me what you're doing
Lily: Grinding against pillow and pretending it is your ass.
Lily: Do you feel me?
Jane: Yes fuck. I feel it. I feel you
Jane: You're so deep
Lily: I bet you look so beautiful. Your pretty shoulders against the bed. So big. So strong. But fold so easy for me
Jane: Yeah. Only for you.
Jane: If you were here I'd ride you
Lily: Oh? Why is that. You like to show off now?
Jane: Don't act like you don't like it too.
Lily: I would never lie to you like this.
Lily: You enjoy being on top? Makes you feel powerful again?
Jane: Something like that yeah. Maybe I just like the way you look under me.
Lily: And how is that
Jane: Like there’s nobody else in the fucking world
Jane: Like you’d break if I stopped
Jane: Like you’d let me do anything I wanted.
Lily: I would.
Jane: Really?
Lily: You have something in mind?
Jane: Maybe next time I’ll tie your hands to the headboard. Would you like that?
Lily: Fuck, yes Hollander
Jane: Maybe I’d just hold myself on top of you and make you fuck me like that. Watch you work for it. Make you sweat.
Lily: My good boy is little bit of a slut no?
Jane: Pretty sure you’d be the one acting slutty in that scenario.
Lily: yes I am needy for you we have discussed already
Lily: Would you make me ask for permission too ?
Jane: Yes.
Jane: I’d work you up so much that you’d beg me for it
Jane: Maybe you'd cry
Lily: Big talk Hollander
Jane: I don’t back down from a challenge.
Jane: Does that really sound like something you’d want?
Lily: Yes
Lily: But right now I want you to cum for me.
Jane: Fucking finally.
Lily: You are close?
Jane: I have been, yeah. Are you?
Lily: Very. You are still using toy?
Jane: Yeah but. My dick too.
Lily: Why
Jane: What do you mean why
Lily: You said you did not like touching your dick. Now you want to?
Jane: I want to cum
Lily: Oh, yes. My mistake. I thought you just wanted to have relaxing conversation after workout.
Jane: Fuck you.
Jane: Let me cum
Jane: please
Lily: You will cum with just cock in your ass or you will wait until the next time I fuck you
Lily: Or is it only the real thing that gets you there?
Jane: I'm not fucking waiting.
Lily: Then you should fuck yourself harder yes?
Jane: Like you would?
Lily: Yes.
Lily: So you would feel me tomorrow
Jane: I will
Jane: fuck
Jane: I wish I really could
Lily: Soon
Jane: Rozanov
Lily: Hollander.
Jane: Can i
Lily: Tell me one more thing first
Jane: what thing
Lily: Anything
Jane: ▶︎ •၊၊||၊|။||||||||။၊|• 0:19
Lily: fuuuck
Lily: So good for me Hollander
Jane: I can?
Lily: Yes. Now
Jane: Holy shit
Jane: That was
Lily: Good?
Jane: So fucking good.
Jane: Did you?
Lily: Yes. My pillow is dirty now. Is your fault
Jane: You should clean it.
Lily: You should send me a picture. I want to see you.
Jane: No.
Lily: Please
Lily: :(
Jane: I'll FaceTime you. No screenshots.
🫡
FaceTime Video 18 minutes
Today 1:22 AM
Lily: Text me when you need next "maintenance"
Jane: You’re going to be dragging through practice tomorrow. Go to bed.
Lily: You too. Dream of me
Jane: You wish.
Lily: I will dream of you. Only fair.
Jane: You dream about me?
Lily: Your ass, yes.
Jane: Can’t believe that’s all you want me for. I feel used.
Lily: Gasp
Lily: Shane Hollander? Being funny? I have broken you. Your mother will kill me.
Jane: Please stop talking about my mother.
Jane: Also. We should probably delete the texts with our names.
Lily: Good thinking
Lily: But I am not deleting voice message. You sound so pretty begging
Lily: I will set as ringtone.
Jane: Do not do that.
Lily: Boring.
Lily: But you are right. Real thing is better.
Jane: Are we still on for Montreal in two weeks?
Lily: Yes.
Lily: If you win I will let you tie me up.
Jane: And if you win?
Lily: Link: Clone-a-willy
Lily: We make this and I get to fuck you with it until you beg for real thing instead.
Jane: Shame you're going to lose then.
Lily: Aw do not worry. I will make it pretty for you. Maybe pink with sparkly cover
Jane: Have you always wanted to hold a pink sparkly mold of your dick?
Lily: If my dick is fucking you I am not thinking about colors
Lily: I thought you like pink. Is not my fault you will not tell me the color of one you already have so they can match
Jane: If I'm feeling generous after I win, maybe I'll show you.
Lily: Ha ha you are so funny "Jane"
🙄
Jane: Go dream about sparkly pink dicks, "Lily".
Lily: Yes, I think I will. Will be very exciting for me.
Jane: Sleep well.
Lily: You too
Today 5:12 PM
Lily: DHL3892748759
Jane: What the hell is this?
Lily: Tracking # for willy cloning box
Jane: I hate you.
Lily: ;)