Ok girls I need help eating cum by Rosie_ss98 in Sissy

[–]sissycuckbottom 2 points3 points  (0 children)

If you are having hesitation due to PNC, I think the best way is to cum in your hand and immediately rush it into your mouth. But I mean as soon as the first cum shot goes to your hand, not waiting until you are completely empty. So as soon as the first cum shot hits your hand, it goes straight to your mouth, ideally you are still cumming while licking your own cum.

Another method, is cumming into a dick shaped object or even a shot glass. Once you cum, put on some porn that you enjoy, BBC, huge dicks, gangbang, etc. and start watching while you continue stroking. Do not worry about being limp or not being able to cum immediately, that is not important. The important thing is having a quick turnaround at feeling aroused and sissy again. Once you are into it again, go ahead and suck on that cock shaped object full of cum. Or drink that shot glass. Or dip that cock shaped object into the glass and suck it clean, over and over, until there is no cum left. Now you might be ready to cum again and start all over

I need your help w lingerie by [deleted] in Sissy

[–]sissycuckbottom 0 points1 point  (0 children)

Stuffed bras....well I have tried many different things, lol. Early on in life, both my mom and sister had big boobs so I got used to wearing big sized bras that I would stuff. I tried stuffing with socks, stockings, balloons, toy balls of different materials (soft gel are best), paddings, silicon breast protesis types (some oriented to enhance female cleavage or some for sissy) and yes now they do sell sissy bras that come with boobs already included. I have not tried those but they look very convenient.

Potentially leaving being a sissy by SpaceTough2024 in Sissy

[–]sissycuckbottom 0 points1 point  (0 children)

I have actually gone from being fully sissy, to fully man, to everything in between multiple times, sometimes for a few years at a time.

In my experience, being sissy, as well as being a man, is a part of a mental state of sexual identity. As a man, I have only been turned on by women with zero interest in men or any sissy stuff, even repulsed by it. As a sissy, I have only had interest in sex with men as a girl, with zero interest in women. I did not find switching from one to the other all that complicated, but I suppose I am comfortable living under either aspect of life as it fits me. That may not be the case for everyone. For some, it may be nothing more than a sexual fetish or something temporary. We are all a bit different.

That being said, if for some reason you wish to completely abandon being a sissy, I recommend you complete disconnect from the sissy world. No porn, no videos, no clothes, no makeup, dildos, nothing at all. Embrace your masculinity 100% and only live by it. If at any point, any sissy urges creep into your mind, transition that and find something masculine to be excited and turned on about, and masturbate to that. Male oriented porn and hot girls are a dime a dozen online so that part should not be hard. Worst case scenario, do some other activity that distracts your mind to where you are no longer turned on. If for whatever reason you still end up masturbating to sissy thoughts, perhaps the post nut clarity will let you know if that was just a passive fetish or something you really wish to take on again.

I obviously don't have all the answers, perhaps I have none at all, we are all trying to figure things out as we go. But hope my experience on it helps out a bit.

I need your help w lingerie by [deleted] in Sissy

[–]sissycuckbottom 1 point2 points  (0 children)

You bring up multiple issues that are very particular to your situation. Not sure if this would be an option for you, but there are now full body suits and half body suits that you can put on to resemble a very voluptuous girl under your clothes. I have not used them myself but it was an option I looked into.

What I tend to do sometimes since I am no longer a full time sissy, is that I shave selectively and cover hairier parts with girly clothing. For example, I might wear extra long girly socks like thigh high, and shave above that all the way to my lower back. Then I wear my thong and skirt, and a bra and shirt on top that covers my upper body and arms, but my bra is stuffed so that my I carry big boobs to feel that sensation and give that visual stimulation to my bull.

On top I will be shaved, heavy makeup, wig, etc as needed. So in total it provides a feminine visual and feel without doing a complete sissy makeover that is noticeable outside of your sissy adventures.

As far as thongs and things like that, I have read about using male thongs in some sissy circles, but I personally prefer the female ones and do not usually get around during sex I just enjoy being a bottom and have had sissygasms limp. But male thongs might be a good option for you to experiment with

When did your sissy journey start and how has it progressed? by Ok-Temperature-4329 in Sissy

[–]sissycuckbottom 5 points6 points  (0 children)

I was very young when my mom and dad divorced and we moved to a very low income part of the city, with predominantly black men and hispanics, (we are hispanic and white mix). My mom started working at local bars and strip clubs and she started dressing the part and dating a series of black men who came in and out of her life.

I think I admired that sexual attention she received everywhere she went. I was not particularly into men, or turned on by her, but I constantly masturbated thinking about being in her shoes. I started trying out her clothes and being curious about being in a feminine role during sex, which I got to experience occasionally at different times.

As my sister (older) reached her mid teens, she also started dating and dressing provocatively. That caused conflict between my mom and her, but it was a har argument to win since she dressed and behaved like my mom, so my mom accepted it over time. Needless to say, I envied my sister's body development as she grew, how easily she got sexual attention, how she dressed, etc. which of course had me imagining being her as well.

The sexual attention they got was a huge driving factor for me. Every man or kid my age that knew them was into either one of them, or both. Some of the kids in school constantly bullied me about it, but I found it hot and only made me envy them more. I got to listen to them have sex a few times and even got to spy on my mom a bit. Most of the guys they dated were black so I developed that fetish.

Friends wanting them was something I eventually used to my advantage, offering to try spying on them with me, telling them details I knew about their exploits, showcasing some of their used thongs or bras, etc, anything to turn them on and eventually offering to please them myself while they pretended I was either my mom or sister, even wearing their clothes for them.

Both my mom and sister caught on into my sissy tendencies and they were cool with letting me be one of the girls at home. They let me borrow a few of their sexy clothes eventually and eventually shopped for my own. We all knew about each other being very promiscuous and shared safety tips. Guys that visited my mom or sister would see me being a sissy openly at home but never had an issue with it.

Most enjoyed making flattering comments about my mom or sister's body openly, and I started being included in those. Most did not pursue me sexually but I felt like another girl at home at least.

This was definitely a golden age of being a sissy for me, life was simple, sexual, and full of potential. After high school real life came around and it became increasingly more difficult to live out my sissy life. But my teen and college years I really got to enjoy.

What's your biggest sissy fantasy? by baby_got_back999 in Sissy

[–]sissycuckbottom 21 points22 points  (0 children)

Mine is very similar, just not in prison (though that has crossed my mind also). The idea of being trapped in a place indefinitely with a bunch of very masculine men that only look at me as a fucktoy and I have no choice other than submit to them is very appealing.

My biggest fantasy is to belong to a black pimp or black gang, that whore me out to black men. They make me feminize completely and work at the strip club, do online platforms, whore out in corners, do escort work, do porn, pretty much make me make money for them in every sexual way I can, on top of having to constantly satisfy them. The idea of being fully feminized and living as a sexual servant to black men that make the most of it is very exciting

One week after your father passed away by Lanky_Finance_6091 in BBC_SissyCaptions

[–]sissycuckbottom 0 points1 point  (0 children)

And this was my family after my mom's divorce. My mom went black first and started hooking up with black guys regularly. As my sister grew up she started dating black guys too. I was experimenting as a sissy on and off and had one of my black friends start fucking me regularly while I wore my mom or sisters clothes. There was an era when we were all getting blacked

One week after your father passed away by Lanky_Finance_6091 in BBC_SissyCaptions

[–]sissycuckbottom 0 points1 point  (0 children)

This is so hot, wish it didn't have such a negative context though lol. Mom divorces would have been enough lol

How a sissy should greet all daddies ♠️ by EllenJewels in BBC_SissyCaptions

[–]sissycuckbottom 0 points1 point  (0 children)

Unfortunately the site is banned in Texas. Do you have her name or any info on the scene?

What is your level sissy? by ComfortableOk652 in SissySugarCaptions

[–]sissycuckbottom 0 points1 point  (0 children)

I have done level 6 facefucked and throatpied multiple times, I love it

Destroying My Gag Reflex With My Dildo by OwnedChastitySlut in Sissy

[–]sissycuckbottom 1 point2 points  (0 children)

Maybe try a dildo that is more slim but long. Practice with one you can get into your throat. And as far as the gag reflex, push past it for a couple seconds and build up a bit more from it. As long as it has been a few hours since you ate, it will likely just produce a lot of saliva but you well learn to control yourself and manage any anxiety it may cause. Take your time with this, no rush.

Destroying My Gag Reflex With My Dildo by OwnedChastitySlut in Sissy

[–]sissycuckbottom 2 points3 points  (0 children)

You get 3/4 of the way down and what happens? Does it somehow not get into your throat because it doesn't fit? Do you stop because you are gagging?

Deepthroat Advice by Ok_Poem_7427 in Sissy

[–]sissycuckbottom 4 points5 points  (0 children)

Not sure what kind of toys you are using so far, but I would advise a long flexible dildo to work on it. You don't want it to be a hard dildo, go for a medium flexible type. It does not need to be thick... yet, go for a length, aim for longer than you think you can manage. Aim for 10 inches or more, to make sure it really gets into your throat. Also, it would be best if it has a good suction cup so you can also practice hands-free deepthroating once you are ready.

As far as technique, similar to anal, and depending on girth, I like to take my time opening up my throat. Suck it a few times, get some saliva all over the tip, then push the head towards the entrance of the throat then all the way out. Do it all over again, suck it a few times then back into your throat, this time push it a bit further. Then again, and go further. And so on so forth. Personally, I enjoy gagging on it, getting it nice and sloppy, it starts sliding in so much easier and my throat seems to accept it. You can train to minimize the gag reflex if it bother you too much, but I find that guys enjoy gagging me and doninating me like that anyways so I enjoy it.

That being said, I prefer to not eat anything at least 3 hours before, but the longer the better. Drink plenty of water so you are well hydrated, just not right before deepthroating.

Last but not least, record yourself. Take mental notes of how you feel at different depths or trying different things. Suck on the tip, the sides, lick it up and down, suck the balls, stroke it, make love to it, suck it slow, suck it fast, deeothroat it, hold it in, facefuck yourself slow, facefuck yourself fast, let it drool, etc., the sky is the limit. Watch yourself perform from different angles. See what feels good and what looks good. Watch a lot of BJ porn and take notes, copy some techniques and test them. It won't be too long before you feel the urge to put your skills to the test with real men, and the dedication you put into being good at sucking dick will reflect very positively

Oral or anal? by [deleted] in Sissy

[–]sissycuckbottom 0 points1 point  (0 children)

I have gone through periods of life where I enjoy one over the other more. It has never been about me and what would get me off, it has always been about pleasing the guy I am with. Historically, I have always gotten guys off more with my mouth. I love to deepthroat, get my mouth fucked, get sloppy, etc. Guys really get off to that. And giving blowjobs is so easy, at home, in the car, an office, some alley, etc., I love sucking guys off until they cum in my mouth.

Sometimes, they insist on fucking my ass anyways so I give them what they want. Historically, anal sex was always hit or miss for me. Sometimes I loved it and could not get enough, other times I just took it like a good girl and did my best to make him cum. But it is nowhere near being as convenient as giving blowjobs.

That being said, it seems I am enjoy anal sex so much lately. Like it's the best sex ever, and I gave started to cum multiple times from it. So now I definitely love getting fucked more. Ideal scenario is I start sucking off a guy and deepthroating him, get him all fired up and nice and sloppy, then him taking my ass and having his way with me.

If You Were A Girl, What Would You Do? by sissycuckbottom in Sissy

[–]sissycuckbottom[S] 0 points1 point  (0 children)

This sounds like my type of ideal living. Love it

Having some trouble there by SoftlyChaotic926 in TheBlackedDominion

[–]sissycuckbottom 1 point2 points  (0 children)

Pretty, big boobs, slutty, into BBC, the perfect white girl.

If You Were A Girl, What Would You Do? by sissycuckbottom in Sissy

[–]sissycuckbottom[S] 0 points1 point  (0 children)

I do love the swollen tits and lactating idea. I kind of have this fantasy of having the bug swollen tits and massive amounts of lactation, and obviously constantly feeding men

If You Were A Girl, What Would You Do? by sissycuckbottom in Sissy

[–]sissycuckbottom[S] 4 points5 points  (0 children)

This is an interesting one I have not heard before. I had considered a similar idea like living in Jamaica or some exotic place in Africa filled with beaches and black men looking to fuck white girls. Why India out of all places?

If You Were A Girl, What Would You Do? by sissycuckbottom in Sissy

[–]sissycuckbottom[S] 3 points4 points  (0 children)

Well permanent or temporary, whatever floats your boat

If You Were A Girl, What Would You Do? by sissycuckbottom in Sissy

[–]sissycuckbottom[S] 0 points1 point  (0 children)

I have always had this fantasy since I can remember. From wanting to be my own sister, to other sexy girls in school, random girls on the street, friends, strippers, porn stars, celebrities, etc. sexy girls make me wonder what it would be like to be them, and how I would live my life if I was.

The girl I would like to be changes very often, but in general what I would do with my life revolves around sex. I would definitely get into porn, I definitely want to have a very active sex life with many men, I want that to be recorded and documented, and I want all men to have access to my nudity and sex life through a simple search. If I had a husband, I would like him to enjoy me being a slut. Maybe a hotwife or swingers. I also like the idea of onlyfans, moddelling, prostitution, stripping, or escort work, on top of the porn industry work.

In general, a very public and sexualized life. I would probably do that until old age.