If you’re new to feminization–or even if you’re not–you may be wondering if wearing panties makes you a sissy. The answer short answer is: No, wearing panties does not make you a sissy.
There is, of course, a longer and more nuanced answer. You know I always say there is no one size fits all label for anyone, including you (and me too). I’m going to try to elaborate on it a bit for you below.
Maybe You Just Like The Feel Of Panties
For many people, the appeal of panties is in the way they feel against your skin and also the bit of naughty taboo they represent. If you feel this way, there’s a good possibility that you’re not a sissy. You just like the feel of panties! And there’s nothing wrong with that at all. You don’t have to be a sissy to enjoy wearing panties. Perhaps you’re a panty boy instead.
Or maybe you’re just a submissive man who wears panties because it pleases your Mistress. You may not even know you like being feminized. Many of you just do it because it makes me happy, not because it’s something you’d (necessarily) choose for yourself. I love that you serve and please me this way. Plus I love telling you what panties to get!
Being A Crossdresser Or A Transwoman Doesn’t Equal Being A Sissy
If neither the “panty boy” nor the “sissy” label fit you, but you still enjoy being feminized, there is a possibility that you might be a crossdresser instead. Crossdressers are people (usually men) who like wearing clothes that are generally considered to be clothes worn by the opposite sex. So in most cases, this means a man who likes wearing clothes that are considered “women’s” clothes.
Being a crossdresser does not automatically make you a sissy, either. Sissies tend to be submissive, as a general rule, but not all crossdressers are. Crossdressing can be a way for a man to explore his feminine side or even simply enjoy being one of the girls. Of course, dressing en femme can (and is) very sexy so hot times might follow no matter the initial ‘reason’ for dressing.
Now, if none of the above labels fit, but you still enjoy feminization, you could also consider the possibility that you might be a transwoman. If you often fantasize about actually living your life as a woman, you might be trans!
Some transwomen may identify with the label “sissy,” despite being trans, because they use it as a way to express that they’re sexually submissive. And that’s fine, too! All these labels are not mutually exclusive of one another.
All Kink Relationships Are Different
What it all comes down to is this: All people and all relationships are different and unique. Two people may appear to be the same outwardly, but one identifies as a sissy, while the other identifies as a transwoman. As long as you’re comfortable with the label you choose for yourself, it doesn’t ultimately matter which one you select.
So as to whether or not wearing panties makes you a sissy, the short answer is no. The longer answer can be summed up as “There are many different labels for people who enjoy feminization, and it’s worth taking at look at both the labels and yourself to see which one(s) fit(s).” And if you choose to reject all labels and just live outside the box, that’s quite all right, too!
If you have any questions about labels or would like to talk about gender or feminization, I would love to hear from you. Tell me about YOU here in the comments or always feel free to pick up the phone and give me a call.
Goddess, I for one love and wear panties all the time. In addition, I know that I’m a sissy as well as yourself and many, if not all of the LDW Mistresses. I adore the way my owner (Empress Lilly) and yourself treat, encourage and instruct me on my feminine journey. By the way I need your personal instruction regarding the registration of the Lovenes items I just received.
Submissive sissy slut,
Jizzelle
And you have the cutest, sexiest array of panties … and clothes!
You’re the best sissy and a really wonderful submissive.
started out cause I enjoyed the feeling but has helped me on the work in progress I have become
great post
Thank you so much Lexi!
You are a delightful work in progress!
Dear Ms Olivia, This subject is certainly relevant to me. I think just about every call I’ve ever done with you has ended up with me wearing a chastity belt and a pair of knickers/panties!! In short, Ms Olivia wears the pants and the underpants, whilst I wear the knickers!
laughs
Well now, Mr. Wimpy Wet Knickers, you know if you were able to stand your ground that might not happen … but, as it is, I’m able to physically take you in any kind of physical situation. I’m thinking back to the arm wrestling … awwww, you thought you’d win but nooooooooo ….
LOL
Well, Ms Olivia, you are so strong that I reckon you could beat quite a lot of men at armwrestling!! In our recent match, when I couldn’t move your arm even one inch (apart from when you allowed me to do so and then eased your arm back to the upright position!), I was constantly thinking: ‘Wow! Ms Olivia is strong!!’
VERY strong …. oh and devious too.
LOL
Yes, Ms Olivia, I believe you!! You could beat a lot of men at arm wrestling via sheer strength, but if your opponent is a really strong guy, I guess you might be devious enough to distract him by leaning across the table to reveal your impressive cleavage!!
Are you gooning while looking at my breasts?
Hmmmmmmmmm?
Are you ALLOWED to lust after my cleavage?
I’m going to check with Ms Hunter
Dear Ms Olivia, I can assure you I only give your impressive cleavage respectful and admiring glances.
laughs
You know if you’re anything other than totally respectful you’ll find yourself flipped and flat on the group with me in a victory pose over you.
Makeup/lipstick/dress/long black wig/heels/perfume/Panties and bra in which you’ve put and kept me in as your sissy girl!!!!
And, once I get my claws in your Carli girl, you’ll stay my special sissy girl forever!
Well you know Ms. Olivia it’s a real smorgasbord or dog’s breakfast or what have you. Quite honestly, at this moment I am swigging beer from a bottle watching baseball and I could use a shave. Perhaps at the mo I am just a guy in panties. Or a panty boy…or just a temporarily slovenly sissy! The common thread is the many threads that make up the panties I am wearing. As do so many. Wholeheartedly I agree that wearing panties does not a sissy make. We wear ‘em, most definitely. Daily. But it would be unrealistic to think everyone that takes those steps…those delicate steps, into a pair of dainties, is a sissy. Panty power is a force of nature that has no label…the panties do but…oh heck, you know what I mean!????. Thank you Ms Olivia…(black French cut as I watch The Rays manhandle my Jays!)
OMG as always lil peg …. I love your writing … especially this:
“Panty power is a force of nature that has no label ….”
swoons
YES exactly THIS !!
Thank you Ms Olivia! For a brief…(panty brief?) moment I thought, “If I can make Ms. Olivia swoon, perhaps there is hope for me yet, to achieve “Ladies Man” status….Nawwww!????
O
M
G
ladies man?
Buttacupppppppppppp nooooooooooooooo
lil peg is ONLY a sissy!
hahahaha
Ms. Olivia, I really do SO enjoy reading your blogs! Thank you for your very nice and wise words.
I don’t know which category to put myself in. Sometimes I feel more like a crossdresser, sometimes I feel more like a sissy, but I never wanted to be completely and irrevocably just a woman. I feel like sometimes I feel more like a woman sometimes I feel more like a man. When I’m in the mood to walk around dressed as just a woman, and sometimes I just throw on shorts and a t-shirt and I’m in the mood to deal with other things than that. But then my inner woman always comes back and wants to express… so I don’t know, but I don’t really deal with it anymore I let it take its own course. Sometimes I miss bdsm role playing so much because I haven’t had the opportunity to experience much in my life, but I’m learning to kind of flow and be happy for what I have.
Thank you for your post, I always SO LOVE reading you!
Have a great day!
We just did a podcast (it posts today) about a sissy success story … and one of the things that we said is what you just said:
Erika said be like waterrrrrrrr … go with the flow.
And I said, write out a gratitude list to focus on what you DO have rather than what is lacking.
Oh oh oh I just thought of something, do you know about two spirit individuals?
take a look and tell me what you think, could this be you?
https://lgbtqhealth.ca/community/two-spirit.php
It certainty helps. Wearing panties and sucking cock are a joy to be experienced.
Not all who wear panties are a sissy … but I do think all sissies wear panties, right April?
Yes Olivia I think all sissies wear panties until they come off. Especially if the sissy is in chastity and wishes to show off her chastity cage or pretty jeweled but plug. Wearing your panties down by your knees indicates that the sissy is ready for action. Panties for me are a sexual excitement that enhances my desire for cock. The ultimate sexual excitement for me is another sissy with a tiny cock to make love with. This is usually unavailable so one must suck the available cock. Discretion is advised when searching for cock. Sometimes I have politely asked to suck dick most. times it happens without saying a word. I often wonder if any women have found a cock they wanted to suck and asked for it. What do you say or do Miss Olivia to get the cock you want in your mouth. example you are at the supermarket and find a man you want how do you get him?
laughs and laughs
what do I do?
Smile.
That’s all – that’s enough.
tee hee
I started out as a lipstick lesbian
cross dresser but in time I increasing my feminine desires have gone over the edge.Having no luck in getting fun with females I gradually became attracted to sissy men or just shaved cocks. I am a cock sucker and enjoy sucking cocks in panties or in chastity. I am on Tumbir since it’s more to my taste
Oh I love tumblr … sure it’s different from the days of smut smut and more smut … but that’s okay; I still like the stunning images!
I feel as if wearing panties was what jump started me in to loving dicks. At first lady bois pics then not finding any in the real world I liked shaved men in g strings .Now I love dick I want dick to day . I am shrinking just chatting here about it. I am going to shave my clitty put on thongs and get dick today . mmmmm
Panties – then sissy – then full on dick sucker.
Niceeeeeee
Well, Ms Olivia, you are so strong that I reckon you could beat quite a lot of men at armwrestling!! In our recent match, when I couldn’t move your arm even one inch (apart from when you allowed me to do so and then eased your arm back to the upright position!), I was constantly thinking: ‘Wow! Ms Olivia is strong!!’
OH OH OH Olivia you just smile?
If other women use that tactic ?
I have been missing out on a lot of potential opportunities. Lots of women smile at me in the stores and I wonder especially if they are with a man and these men are oblivious to their woman smiling at another man . When I was with women I noticed if she was checking out other men . But I would be cool and not let her know I knew even if she was cheating and I loved her I never let them know I knew. Any that is the past . I am loosing my sissy desires. Everyone I talk with on Tumbir sooner or later wants money. Even men who want to give a sissy dick ask for money. WTF Dick is so easy to get. Dicks are a dime a dozen.
What do you mean you’re losing your sissy desires?
Do you go in cycles with your feminization?
the reason why I’m asking is that Ms Erika and I are doing a podcast episode on crossdresser or sissy cycles of feminization and then purging.
In fact, do you listen to our BDSM kink podcast The Weekly Hot Spot?
I can’t remember if you said if you’re a listener.
I do listen at times and yes I go thru cycles and do purge. This time I have not purged yet but am losing sissy desires. I don’t know what will happen. I am wanting to get with women more now. Rejection would send me back into sissy mode . But I haven’t asked a women out Tumbir women and T girls there only seam to want money sent to them.In real life I had a female rent a room and she turned out yo be the crackhoe bitch from hell. I had no sexual interest in her at all she tried me but no response or desire happened. She screamed that I had a little dick during an argument. Had no effect on me she never knew about my secret life of sissy etc . But she did know of the nudity and swinger club in fact I had brought her there she went her own way while I had fun sucking toes. She never got naked but she did get fucked .She got so demanding and wanted to fight all the time.
I wanted to go to hot tub because my knee was in pain . She wanted breakfast and I made it for her . She didn’t eat but kept demanding breakfast . I reheated her breakfast 9 times and she finally ate it.I had to get rid of her I couldn’t take it any longer. I brought her to the pool and spa area paid her grounds fee for the day and said goodbye. I put her stuff on the porch that she needed. Bought a no trespassing sign and put it on the window of my condo. I told her you are no longer a guest at my condo goodbye. This is 80 miles from where we stayed in Sarasota. She could have as many guys as she wanted at the resort . I had 4 vehicles filled with her stuff . I gave some of her stuff to a homeless charity . But later she said she wanted her stuff back. I put it on the lawn at my house and covered it with two large tarps and there it sits. she comes and gets some stuff and she is still angry with
Me I feel nothing. She attacked her previous boy friend for not giving her stuff back called him a faggot and hit him. She said she would call police on him for not giving her stuff back. finally they stopped fighting and I said to him it’s not going to look good for you keeping women’s clothing and if the police smell all this weed you are smoking . So her agreed to give her her stuff back. when I got rid of her and her stuff she had lots of guy clothing mixed in with it also some of my stuff she was stealing from everyone .well any way she is gone except for some of her stuff on the lawn . I don’t speak to her or make eye contact when I see her around. I feel numb about being a sissy or girly things what keeps me going now is desire to suck toes and worship women’s feet. ( PS here feet are nasty like a chicken claw)