Category: Anon

Good day Sir. Im wondering if you have any pos…

Good day Sir. Im wondering if you have any posts, links, or info on or about open relationships. You tend to post good links on various topics. – misfitt

I don’t recall rebloging things about open relationships, though I have read some things about it and even have a friend who is poly. Sorry Misfitt, but I don’t have any info about it at the moment.

Sir, I lost my virginity weeks ago. And it was…

Sir, I lost my virginity weeks ago. And it was fine but not mind-blowing. Idk, I guess I will like it more if he was rudder. But he is not my boyfriend, and I don't know how to tell him how I feel, if we decide to do it again.

Sex can grow on a person the more they do it and the more experience they get and working out your kinks then playing with them. It can also just not be something that’s amazing for a person, which is okay as well.

As for telling him how you feel, it’s best to be open about it if you do plan on doing it again in the future. If you like him and continue to have fun, it could become painful to hold those feelings back and devastating if you tell him later and he doesn’t have those feelings. If you don’t like him that way then it’s best to make sure that both sides know it’s about having fun, not about being involved with each other.

Sir, it's the anal anon again (Lol ain&#0…

Sir, it's the anal anon again (Lol ain't that a title xD) I just wanted to say that I really do love it while it's happening it's just the aftermath that's less than great 😛 I was wondering… is waiting a couple days between "practice sessions" okay? Or do you think that sets back whatever progress? Is that even how something like this works? O.o ((Also I hope the renovations are going well! I'm in the same boat at my place. That shit gets HECTIC :/)) — curioskitty (pronounced like curiosity)

That is definitely a name xD

Having days between is perfectly fine, you don’t need to worry about that, and if your rear is sore then you should have a couple days break. Do take note that your nerves are only just around the entrance of your ass, so there’s no real reason you should be putting toys/fingers/penis deep into your rear, as it won’t feel better if you get deeper, it will only increase the chance of mess and pain.

Also thank you, things have been pushed back a couple of days so it’s crazy, going to have no kitchen for weeks…

Sir I'm a little shy to ask this but do y…

Sir I'm a little shy to ask this but do you have any suggestions for self aftercare specifically for experimenting with anal play? Cuz I'm trying it out because I think my guy is into it and I wanna get used to it but y'know… The aftermath is kinda ouch :/ /)////(\

Anal play is something that can take a while to get used to, and should be started small and slow. As for aftercare, anal play can leave you sore so a good start is to have a soft, comfy pillow around for you to use afterwards, another good idea is to have a nice warm bath, not only can you clean yourself up afterwards but it can help your muscles relax.

Though do take note that anal isn’t for everyone, so if you aren’t enjoying it then you shouldn’t force yourself because your partner might like it, there are plenty of other things I’m sure the both of you could enjoy together.

When I click the link, it sends me to the brow…

When I click the link, it sends me to the browser, not the app version. I’m very confused since it kept on telling me to log in.

This issue has been brought up to me before and I’m unsure why it does that. I suggest trying to use the app or using safari/Firefox/internet and seeing if one of those work for you

Do you still have your master list of all of y…

Do you still have your master list of all of your stories?

Yes I do! It’s on my blog somewhere, but I got to update it. I will look at doing that tomorrow!

Sir, this is the "beginning bonage" …

Sir, this is the "beginning bonage" anon… thank you so so SO much for these references 🖤💜💛 I've read through/watched some of them nd am so excited to get to practicing so I can do them safely and then try them out with my guy. You're a saint, sir! Thank you so much!!

You’re very welcome, just make sure to stay safe, have a safe word and both enjoy each other!

I loved your reblog of your library for kinkst…

I loved your reblog of your library for kinksters and I'd like to find more masterlists like it for sex (rather than kinks) that I can maybe use within my sex life with my boyfriend. We're each other's firsts so we're exploring ourselves as well as each other. Could you possibly point me in the direction of something like that?

Well if you click on the “sir’s info” hashtag at the bottom of that post you’ll be able to go through more sexual ( and other stuff ) that I have reblogged in the past, plus you should be able to find more lists like that by using the search function on tumblr.

It’s great to hear that you both are looking at trying new things, just remember to take it slow, read up, keep it safe and have lots of fun!

(2/2) I want things to work out because I real…

(2/2) I want things to work out because I really like him. But I don't know if he feels the same because he's gone back to reading and not replying to my messages and it makes me feel like I'm being annoying when I am the first to send a message (although I asked him if he found me annoying and he said no) it lingers in my head because I don't want feel like I'm being a pain in the ass.

I can’t say for everyone but when a person reads and doesn’t answer, once or twice I would call that an accident where they got busy and/or forgot ( I do that sometimes ) but if it happens all the time, that sounds like he isn’t interested in you the way you are I’m him, and he could be in it for the sex more than anything.

You should ask him what he believes your relationship is, and find out if your feelings won’t be returned or if there’s a chance, it’s better to find out sooner than later.

(1/2) Hi sir, heart related question here. I m…

(1/2) Hi sir, heart related question here. I met this guy online late December early January of this year we met up a few times and had sex. I would text and not get an answer for days with the understanding that yes he works and he has late shifts so that was probably one of the reasons I wouldn't get a reply. February came along and I started dating another guy (this lasted almost 4 months but I broke it off). I am now back to talking to the guy I met earlier in the year.

Answer in part 2

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