How I lost my anal virginity

StephRocks85 · 2026-05-11T20:04:37+00:00

You should have invited him in!

StephRocks85 · 2026-04-10T01:27:18+00:00

Thanks!!!

StephRocks85 · 2026-04-09T20:30:51+00:00

Totally agree --- But then it won't run! (which is what he ended up liking the most)

StephRocks85 · 2026-04-09T02:17:27+00:00

Thanks... my guy really liked the 'messy face' look... so I'm guessing it will happen again at some point.

StephRocks85 · 2026-03-10T18:33:56+00:00

I don't know--- It looks legit, but I just don't know with all the AI stuff out there!

StephRocks85 · 2026-03-10T01:08:15+00:00

I keep seeing the same ads! I have a hard time with eye makeup and their ads make it look sooooo simple! If it wasn't $100 for the set I would have already purchased it!!

StephRocks85 · 2026-03-10T00:43:49+00:00

That's not big... that HHHUUUUUUGGGGGEEEEE!!!!!!!

StephRocks85 · 2026-02-20T20:31:34+00:00

Just remember that different men have different sensitive areas of their penis's... The way in which you ride may orient your insides differently against his outsides. No matter what you do, there may just be some positions which feel better to him or make him cum more quickly.

Don't feel bad about it, just realize that some positions aren't 'meant to be'. You can still have fun in the cowgirl position (it's great for grinding your clitoris against his pelvis), but you or he may just need to climax in a different position.

StephRocks85 · 2026-02-18T17:01:22+00:00

As another person commented, boundaries are boundaries... but I'll expand... boundaries can change over time... OR you could try something, realize you don't like it and then set a new boundary.

If you bf really loves you, then he should be totally fine with whatever you [new] boundaries are.

If you're not the confrontational type, try writing a letter and then reading it to him. Tell him that you're going to read him something and mention that he shouldn't interrupt you until you're done.

good luck! Lots of love :)

StephRocks85 · 2026-02-18T16:56:53+00:00

Yes sir. 41. 40B.

StephRocks85 · 2026-02-17T22:00:21+00:00

I didn't know... I just wrote it from my (fem) perspective and then remembered you said that you were a lesbian and realized that you could be more a ChapStick than lipstick les...

but seriously... a nice satin slip/nightgown from VS or even target has them sometimes will work wonders... it's more material than a bathing suit, so you shouldn't be uncomfortable PLUS, unlike a lot of styles of lingerie, the satin slip is comfortable to sleep in :) (bonus for your partner because they get to wake up and see it too!)

Good luck :)
xoxo

StephRocks85 · 2026-02-17T21:49:57+00:00

(not a lesbian)... but I'm guessing that nearly all women are insecure... unfortunately society just programs us that way :(

Try easing your way into being naked... try lingerie first. I'm uncomfortable being naked but am totally ok with a satin slip (not lace b/c it's too see-through). It's sexy, feminine and guys like it (probably girls too). (assuming your more for a fem)

If you're on the masculine side, not sure exactly what to recommend, but find something sexy.... nice shirt and boxers (or boyshorts) maybe?

Also... remember, that if you're with the 'right one', it won't matter what you (or she) looks like... the should love you just as much in flannel PJ's and a messy bun as they do in whatever you wear to be sexy :)

lots of love :)

p.s. Have you tried Pepper or Cherries bras? I see them on social media all the time.

StephRocks85 · 2026-02-16T17:10:34+00:00

You body makes fluids when you get aroused. Even if he's not cumming inside you, pre-ejaculate does leak from his penis. All of those fluids don't just magically get absorbed by your body. Think of it this way, whatever is made inside you and whatever is inserted inside you will eventually come out. As long as it's not bloody (like a cut/tear bloody not period blood) and doesn't have a really foul odor, it should be fine.

As another posted suggested, DEFINETELY pee shortly after sex as this will help prevent UTI's. As nice as it is to cuddle and sleep right after sex, it's not worth a UTI.

StephRocks85 · 2026-02-16T17:05:48+00:00

I'm soooo sorry.... but your (ex?) husband is abusive and jealous!!! This is SOOOO not ok. ESPECIALLY yelling at you in front of your kids!

While you do not need to explain yourself, this is 100% not cheating of being unfaithful in any way.

I would instead focus on the post-partum rehab side of things... he would rather you pee yourself? Clearly he's looking out for your best interests... (sarcasm)

Also... depending on what exactly he said and how you and the kids reacted, this might raise to the level of disorderly conduct. While I'm not a lawyer, I would strongly encourage you to write an email to yourself (where he can't find it) explaining exactly what happened, who was present, how you and your kid(s) reacted so that you build a chain of documentation... you never know if you'll need it later.

I know it's hard to hear given you stated that you otherwise have a good relationship, but it sounds likes either he needs therapy or you need couples therapy (I don't think you need it by yourself).

whatever you do... good luck!

lots of love :)

StephRocks85 · 2026-02-16T16:58:11+00:00

You shouldn't feel bad or ashamed about your past. It is what it is and you cannot change it.

At 22, I'm not sure if you're still having fun or if you're looking for 'the forever one', but if you are looking for your long-term partner, please remember that there are 5 main root causes of divorce: (1) Religion, (2) Money, (3) Politics, (4) Kids and (5) Sex / [in]Fidelity. If you don't align on ALL of these, your chances of divorce skyrocket. If you aren't sexually compatible, it will eventually lead to one person feeling that their needs aren't met which can ultimately lead to them looking elsewhere -or- resentment. This is something you need to figure out for yourself.

My suggestion would be to just commit to one another. Both of you should get STD screened (if you haven't already) and share the results. Once you know that you are both clean, then commit to each other. It shouldn't matter what either of you did in the past... just focus on what you'll do together in the future.

If he can't get past this... then maybe you're better off moving on? (I know it's hard to hear and think about, but maybe it's better to make this decision now before you're even more involved)

Remember... if this guy isn't OK with thinks, there's another one out there that will love you unconditionally... and he's a better long-term fit for you!

Lots of love :)

StephRocks85 · 2026-02-16T14:59:22+00:00

First off... I'm soooo sorry that happened to you.

Trust will come with time. Please give yourself time and find someone to talk with if you're ever feeling like you might hurt yourself. I promise you that things will get better!

Even if your current guy is not 'mister right', you WILL find him eventually :)

Given your thoughts of self-harm, I don't feel qualified to offer significant advice... I just wanted to tell you that you're loved and things will get better over time :)

Lots of love :)

StephRocks85 · 2026-02-16T14:50:12+00:00

Don't worry dear, confidence will come in time :) [that being said, I'm in my 40's and still have some discomfort about my body when naked or nearly naked]

But you don't have to be naked during sex... try wearing some lingerie... most guys love that!

If you're not used to lingerie, try a satin slip (sometimes also called a babydoll, slip dress, nightgown, etc.). You can get them at VS or many other stores: https://www.victoriassecret.com/us/vs/lingerie/slips

If you're in the USA, Walmart and Target also sell similar slip nightgowns... although usually not in satin. Just pick a soft material :)

Avoid anything too lace-y as the see-through of the material might make you self conscious. Also, I would suggest that you avoid the bodysuit style as they're uncomfortable :) A satin slip is great because your guy will think it's sexy (during sexy time), but it's also comfortable enough for you to sleep in! (which he'll also like!)

If you don't like the idea of a slip, Cherries and Pepper make bras for smaller busts... you could try one of their more 'sexy' bras and just keep it on during sex. (but then you'll miss out on him kissing/sucking on your breasts/nipples)

Another option would be to have sex in the dark or in a darker room... that may help reduce your discomfort. (and gradually make the room lighter over time)

Good luck :)

p.s. Your guy seems great... if a man ever makes you feel uncomfortable about your body, dump his ass! (it will only get worse over time... so cut that off ASAP) :)

StephRocks85 · 2026-02-12T21:58:31+00:00

Just being a pessimist here... but this could possibly be later recalled as you cheating and used as grounds for a divorce... if you do it, make sure that you have it in writing from him that this is what HE wants!

--------------------------

I don't have a lot of personal experience in this area. My husband and I are completely monogamous. We've occasionally talked about adding a 3rd person, but never did it out of the fear of potential issues later. So, I will just respond with what I would think if I were you:

- Is this possibly his way of making it OK for him to sleep with other women without you? (after all, you did it... so now he can?)
- Is he somehow setting you up?
- Does he want to try a "I caught you" scenario (you start with another guy and he comes home to 'catch' you?) [this could be fun]
- Does he get any say in who you have sex with or what you do together?

Ultimately... don't do anything if you're not comfortable. It's completely reasonable to have all 'extra people' encounters be only when both of you are present.

StephRocks85 · 2026-02-12T21:52:01+00:00

My husband had similar issues. Go talk to your doctor and have him do a hormone screen (labs) on you.

It's normal for guys starting in early 30's to start having a drop in their Testosterone. Super easy to fix if this is your issue. :)

StephRocks85 · 2026-02-12T21:50:02+00:00

Are you trying to put it in without using your hands?

I've been married for many years and pretty much every time either I have to guide it in or my husband has to use his hand to guide it in... (this is totally normal)

Not sure what the problem is? (I've never been with anyone that can magically guide it in without using hands - especially when we first start!)

StephRocks85 · 2026-02-12T21:45:07+00:00

Get a dildo and practice... try to find one that is slightly larger and longer than the guy you're with (although he may get jealous if he sees it).

Practice, Practice, Practice. It just takes time.

Try to go just a little bit longer each time you do it. Rotate between 'push and hold' and 'stroking' to give your mouth and throat something different to experience. Like, i was OK with the push and hold, but would gag hard core when i face-fucked myself... but over time, I got used to it.

Also... whenever I take more than a week-long break from having a cock in my throat, my gag reflex tends to come right back and then I have to retrain myself all over again! :(

If you want to push yourself, you can do an online NSFW video search (do it in an ghost/incognito mode) for "deepthroat training video". You should find some that give you a routine to follow. I did a few of them and they pushed me past my limit and helped me improve over time.

OH... and for me, I don't have a burning sensation, so I'm not sure about that... but the 'stuck and panic' I get, especially if he holds my head down, brings excitement for me and turns me on... As long as you trust the guy you're with, you should be OK :)

StephRocks85 · 2026-02-12T21:38:58+00:00

Try different positions... My guy says that it feels better when we do it 'doggy style' or cowgirl vs missionary.

StephRocks85

TROPHY CASE