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Should I offer to send new nudes to a guy I’ve been talking to for over a year, or wait until things feel flirty again?

A guy and I have been talking for about a year and a half now. We’re long-distance but hoping to meet up soon. We’ve planned to a few times, but life and busy schedules have always gotten in the way.

Over a year ago, he asked to see ‘more of me with less on.’ At the time, I sent him some older nude photos and a newer swimsuit picture since I didn’t have time to take new actual nudes. He responded with, ‘holy shit, you’re hot.’ Shortly after that, we hit a rough patch because he came across a Reddit profile that had posted an inappropriate picture of me and private information about us. He thought it was me at first, but it turned out a now-ex friend had shared it there. We worked through it, and we’ve been talking ever since.

We’re not officially together, we agreed to wait until we meet in person before taking that step, but we still talk and flirt like a couple when we have time and neither of us has been seeing anyone else. He’s asked for butt pics a few times (we’re both into BDSM/spanking, so that fits our dynamic), and he’s complimented me and even referenced the old nudes I sent or mentioned taking pictures and videos when we are together, but he hasn’t asked for new ones, he’s also seen the back of me nude due to corner time and our dynamic but I don’t really consider that the same thing.

Lately, I took new nudes and boudoir type shots and have wanted to send them for over a month, but we’ve both been so busy between our jobs and college that our conversations have stayed short and not very flirty or longer but on the more serious side of things. I’ve been thinking of saying something like: ‘You mentioned before that you wanted to see more of me with less on and all I had then was old pics…well, I finally took some new ones. If you’d like them, just say the word, no pressure though.’

That said I just don’t want it to make things weird. It’s hard because sometimes it feels like we’re in a relationship in every way but name, and other times I can’t tell exactly where we stand and it seems like we are just more platonic/fwb like kink partners but most of the time when I feel that way it’s when we’ve been forced to be distant due to our lives being so hectic. What do y’all think? Should I bring it up, or leave it alone for now? I feel like most guys would never turn down nudes, and I am hopeful it will create more flirty conversation again when we have time, but like I said I just don’t wanna make things weird if he’s not on the same wavelength.
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Do not delay sending them. I'm sure he will appreciate it and help to move things forward, if ur both still willing.
GeorgeTBH · 31-35, M
He seems like he is interested in them if he was asking about them but only send them if you want to if you are comfortable with him seeing them next time he asks send if not then don't. Don't do anything you would regret

And ya no guy would turn down nudes if offered
GeorgeTBH · 31-35, M
@DDK98 well hopefully he would you don't want it to just be one way
DDK98 · 26-30, F
@GeorgeTBH haha he’s sent a few before. It definitely goes both ways :)
GeorgeTBH · 31-35, M
@DDK98 thats good he did and im glad it does it's not fair to you if he gets all the fun 😃

It sucks when it can just be one way
Peter1985 · 36-40, M
MoveAlong · 70-79, M
I look forward to seeing your photos when he posts them on the internet.
HootyTheNightOwl · 41-45
He's not interested... if he was, then he would find time and space for you.
DDK98 · 26-30, F
@HootyTheNightOwl he does we just both are in college both have 3 different jobs one of which for him is being a staff sergeant in the military so his time is not his own. He does the best he can and so do I but we are both drowning in work and school right now and surviving on energy drinks. It just is what it is but it won’t always be like this
Prince0217 · M
@DDK98 Only you can feel and perceive that vibe better... not only are you guys long distance, but both of you seem very hard working.
DDK98 · 26-30, F
@Prince0217 Yeah, I come from a rather abusive family who lives in campers or subsidized housing and can’t and won’t support me. I moved to a different state and am going to college to be a mechanical engineer. I’m in all high level courses so it takes a lot of my time. I work a security job, and two different nannying jobs on top of that to make ends meet. He is a staff sergeant in the Army so that takes a lot of his time, he also does honor guard and a lot of recruiting for the army program with his college, plus has a typical 9 to 5 job on top of that. He’s also double majoring in criminal justice and business with the end goal of being a cop and possibly at some point working for the FBI. So yeah definitely both working out asses off and for that reason just don’t have that much time especially when considering family obligations and just general life stuff that has to get done. That said we both know it’s just for a time and it will get better. The plan is to work our butts off now so we can actually live life later. That said obviously being so busy and long distance makes things difficult somehow and can often lead to overthinking on my part
GinPanda · 26-30, F
Do what feels right but do not feel pressured. Maybe just something flirty and see what the reaction is
DDK98 · 26-30, F
@GinPanda see that’s the thing is I want to send them. Like he hasn’t pressured me in the least even when he has asked for them in the past. That said I don’t want it to just come out of nowhere and blindside him or make things awkward if he’s not in that headspace right now because without a true label on things and with things being a bit more distant and less flirty recently (which I believe is due to our lives being insanely busy lately but still I gotta overthink everything) I could see it making things weird if he’s not on the same wavelength as I am. That said if I ware for the perfect time it could never show.
ShenaniganFoodie · 36-40, M
He is still around waiting after a year !

ShenaniganFoodie · 36-40, M
@DDK98 You're a good girl
DDK98 · 26-30, F
@ShenaniganFoodie haha oh okay. I thought you were referencing him waiting for nudes and I was like no he has plenty just not any super recent or artistic ones like the new ones I took.
ShenaniganFoodie · 36-40, M
@DDK98 I'm to old to even think about them

 
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