For many transvestites and transsexuals one of the more challenging obstacles on the road to self-acceptance and healthy self expression is the emotion of guilt. More has been written about guilt than about any other emotion.

Guilt forms the core of our culture’s Judaeo-Christian world view; it is the corner stone of every criminal judicial system and the shady side of every moral theory of duty and obligation; and it is the key to a great number of neurotic syndromes. Psychologists have given guilt considerable attention, and I cannot pretend to do this emotion justice in this brief article. Nevertheless, I can outline some of the characteristics of guilt and reflect upon this phenomenon as it may relate to transvestism and transsexuality.

Objective and subjective guilt

First, let me distinguish between objective and subjective guilt. A person may be found guilty of an offense under a legal or a religious law but not feel guilty. In years past, a person who cross dressed might be found guilty under the law, but not necessarily feel guilty. What I wish to focus on is not this objective form of guilt but the feeling of guilt, the subjective experience of guilt. In its most common manifestations, subjective guilt is self-reproach. In guilt a person is his or her own judge, and typically, a more ruthless and less reasonable judge than any other he or she might encounter. Here the point to stress is when a person feels guilty it is not primarily an external judgment that constitutes the guilt, rather it is a self judgment. A person is guilty before him or herself. Thus, it is understandable how a transvestite or transsexual can feel gnawing guilt even when those around him or her are completely ignorant of his or her situation. Additionally, we must recognize that others cannot be solely responsible for our feelings of guilt. There is no subjective experience of guilt without the dynamic of self judgment.


Guilt undermines self-esteem

Further analysis of the phenomenon of guilt shows the emotion to be a form of self-reproach which leaves the individual feeling acutely inferior. Also, it is difficult to put a fence around guilt and keep it isolated in some corner of one’s personality. Guilt tends to take over the person’s sense of self in a fundamental way. It is very difficult to sweep guilt under the rug.


Guilt and self-punishment

As a judgment of the self by the self, the person experiencing subjective guilt often desires that the self be punished, and will contrive to inflict upon the self various punishments and humiliations, and/or harbor a self hatred that makes living with oneself a tiresome experience. This aspect of guilt is powerfully illustrated in Dostoevsky’s famous story Crime and Punishment. Many transvestites and transsexuals go through a period of self-hate and self punishment to purge themselves of guilt feelings.


Guilt is an aspect of life

It is important to realize that there is no way to completely escape feelings of guilt. Existential philosophers and psychologists have argued that guilt is an aspect of human existence. Guilt arises from the realization that a person never fully develops his or her human potential, that out of so many possibilities the individual can only choose and live some. It is in confronting our freedom and responsibility to choose certain possibilities and to reject others that we realize that we can never have it all. Guilt, as understood by the existential thinkers, has a positive function. It makes us aware when we are living life too narrowly and it is that source of gentle humility which is so much the mark of a compassionate human being. The recognition that guilt has a constructive role in our psychological lives discourages advocating an unconditional purge of the emotion. A totally guilt free life is not a human life, and is often an indication of some severe psychological disturbance. Guilt, as this analysis suggests, can be a positive and a negative phenomenon. The problem, therefore, is how does one distinguish between healthy and unhealthy guilt? I suggest that first of all healthy guilt makes us aware of some potential of the self which invites development and expression. Secondly, healthy guilt signals when we are facing a life issue that requires deeper understanding and a personal decision of some sort. If a person tries to evade existential guilt, then he or she is likely to develop some form of unhealthy or neurotic guilt. Unhealthy guilt leaves the person defensive and vulnerable to a break down of self-esteem. Unhealthy guilt calls up defensive attitudes and behaviors which limit life, rather than expand life. In light of this brief discussion of guilt we can see that the guilt that a transvestite or a transsexual feels may be a healthy guilt or an unhealthy guilt. Some feelings of guilt may be a matter of the individual’s overall lifestyle and not directly related to issues of gender identity or gender expression. A narrow, restricted, undeveloped life will always leave a person feeling guilt. Such guilt is very prevalent within our society. A constructive response to such guilt would be the continued development of talents, interests, and participation in new life experiences. A person’s gender identity or identities is often intimately related with the process of living a fulfilling life. For example, I sense that my life is more fulfilled since I gave myself permission to express, not deny, my feminine identity. If I denied this aspect of my existence, I would likely feel guilt, and it was a sense of guilt that invited me to sincerely accept my feminine identity in the first place. When a transvestite or transsexual denies certain gender attitudes and behaviors which are incongruous with his or her biological sex, guilt may be felt. These feelings of guilt are due to a dishonesty with oneself, a denial of an aspect of one’s experience of life. Some transvestites and transsexuals may experience guilt because a preoccupation with gender identity or cross dressing influences other areas of their lives. The guilt they feel may be related to their unused human potential, and the many concerns that have been set aside as they grappled with their gender confusion. As the individual finds him or herself freer to pursue life guilt will become less a problem.

A transvestite or transsexual is likely to experience guilt because they are confronted with possibilities and choices peculiar to their experience of life. The transvestite and transsexual cannot unreflectively follow the path of social conformity, but is forced to make some crucial personal decisions if he or she is to be honest with him or her self. This exercise of personal freedom and realization of one’s uniqueness gives rise to considerable existential guilt. Again, it is to be remembered that existential guilt is an inescapable aspect of life. It would be incorrect to label this guilt sick or bad. The transvestite and transsexual may also experience guilt which is the result of assimilated social images of what it means to be a man or a woman. The biological male who is indoctrinated to be ruggedly masculine may initially find his masculine persona highly critical of his feminine persona. Guilt is the result. While this guilt is not unhealthy, it can become unhealthy if repressed. A constructive response to this identity conflict would be found in openness to the conflict and a deeper understanding of the dynamics of personal and social identity.


Social identity versus inner experience

An understanding of the relationship between social identity and inner experience is helpful in understanding the dynamics of guilt. The process of socialization, which begins in infancy, finds the individual developing an identity which is an accommodation with his or her environment. In order to be accepted and to gain the security of social connectedness, each individual assimilates a social identity. This identity reflects how society perceives reality and does not necessarily parallel the individual’s experience of life. A division of consciousness takes place. On the one hand a person develops a public persona, a mask, and on the other hand, the person develops a world of inner, private experience. Society encourages the individual to forget that the rules of society are, to a great extent, arbitrary and changeable. In regard to gender identity, the outward-facing persona if modeled after the image of masculinity or femininity that is represented in society. The inward-facing consciousness may not coincide with the persona. Often our inner sense of self is much more diverse and paradoxical than our social identity. The belief that our social identity should be the same as our inner identity may motivate the person to condemn aspects of the inner self. Guilt is the result. Psychological health and maturity requires a constant dialogue between our social identity and our inner experience. If there is no room for acceptance of one’s inner identity, then this division of consciousness may degenerate into a psychological civil war. In summary, here are some conclusions and suggested ways of responding to feelings of guilt;

  1. Guilt is an aspect of life and is not to be immediately interpreted as something bad or sick.
  2. Guilt invites greater self awareness; it accompanies a sense of freedom and the exercise of personal responsibility as the individual strives to realize his or her human potential and a necessarily limited number of life possibilities. I believe that individual transvestites and transsexuals who have married and have children experience considerable guilt as they face some very difficult choices.
  3. The more narrow and restricted a person’s life style and awareness of life, the greater the level of guilt. For the transvestite and transsexual repression is a great source of guilt. Then, on the other hand, when a TV or TS is more self accepting, he or she experiences a higher level of existential guilt due to a heightened awareness of freedom, responsibility, and choice. The former form of guilt is more likely to be unhealthy, the later healthy. Both can be disturbing.
  4. A basic principle to keep in mind is that guilt becomes unhealthy when it is allowed to restrict one’s life; it also becomes unhealthy when one tries to escape from it.
  5. Guilt often highlights an inner conflict between personal experience and one’s social persona. Again, denial of this conflict and its associated feelings of guilt will lead to unhealthy guilt. It is better to face and attempt to resolve the conflict through learning more about gender issues, joining a support group, or seeing a knowledgeable therapist. One’s inner experience cannot be ignored. A healthy life permits a dialogue between the social persona and inner experience.
  6. We cannot blame others for our guilt feelings. Guilt is self judgment.The attempt to evade personal responsibility for one’s guilt will usually lead to the experience of unhealthy guilt. If I fear being different and expressing my uniqueness, and value social conformity more than personal experience then it is my choice to condemn myself for being a transvestite or a transsexual. Those of us who were raised to believe that there is an objective, eternal, moral order which has prescribed how each sex is to appear and behave (e.g. Christian fundamentalists), may find it particularly difficult to resolve this conflict of belief and personal experience. Here again, I suggest that a deeper understanding of the conflict will reveal that truth is more ambiguous than most persons realize or are willing to admit. Much more might be said about guilt, and these reflections are in no way comprehensive. Nevertheless, the reader may find some of these thoughts helpful as he or she confronts feelings of guilt.


by Joanna Galvin, Ph.D.

(Joanna is a psychologist in San Francisco who works with individuals and couples. She is sensitive to gender issues and will, from time to time, be contributing short articles to the ETVC membership on topics relevant to gender issues. If persons have particular issues which they would like Joanna to address, they are requested to write to her via the ETVC newsletter. Joanna is also available for individual consultation and her telephone number can be obtained through one of the ETVC officers.)


  1. felicity

    This article about inner conflict was an amazing and much needed insight. Thank you Madame Stewart, not only for the “fun stuff”, but for really watching out for Your girls well being! This sissy strongly recommends this as a quick read, especially for new members!


  2. princess jimmie

    What an insightful article. This sissy has felt so much guilt over sissy’s desire to be a feminized submissive. After losing my wife, who did embrace being dominant and demanding sissy submit to Her sissy was lost for so many years. sissy had no one and had not found The House. sissy finally met a Lady who is fiercely Dominant and expects sissy to totally submit to Her. sissy’s guilt feelings have vanished since marrying Mistress. Mistress does not expect sissy to “dress” but requires sissy to only wear panties, sit to pee, call Her Mistress, answer with yes or no Maam, and obey Her every order. Mistress only allows sissy to masturbate on very rare occasions but expects sissy to pleasure Her when She demands it. Mistress also takes lovers and sissy supports that and helps Mistress prepare for a rendezvous. sissy has had many guilt feelings in the past. sissy hurts for those that have to cope with them. Fortunately sissy is at a point where guilt is no longer an issue. This sissy however would still be coping if she wasn’t under the control of a powerful and demanding Mistress. sissy loves all her sisters at The House. our House helps us embrace who we are. Thank You Madame Stewart for a place not only to make friends but also a place that educates and is thought provoking. This sissy loves being a member. It is sissy’s special place. jimmie

  3. josie

    Self judgement has always been this sissy’s greatest downfall, reading this again this evening resonates this feeling once again . This sissy has been here before and nothing has changed , not true , much has changed , but the root of he.r guilt remains the same . In he.r eyes she has never been good enough , never been clever enough has never had the right to have these abhorrent desires . Intellectually josie can accept anyone else for who or what they are and applaud their bravery to live the life that they seem to know is right for them . In the last couple of years josie has been allowing he.rself to pursue artistic endeavours which again s.he didn’t allow he.rself to be worthy of . s.he is finally , with the encouragement of he.r piers accepting to be less than perfect while still striving to be the best that s.he can be . The next goal for me is to shed the unhealthy guilt of being the person s.he is . A work in progress .

  4. ashlyn

    This sissy has an SO who has no idea of he.r desire to become a feminized sissy and unfortunately is struggling to find the best way to approach the subject or end the relationship. Of course as always, nothing is ever as easy as it seems. This sissy has realized that it will probably take time for he.r to gain some self acceptance and self confidence at which point s.he will have the courage. I imagine this is never an easy road of for any of us. Love and light to all of my sisters, Ashleighn.

  5. margeaux

    The part about existential guilt gives this sissy time to pause. One of the greatest sources of guilt she has is guilt over her particular practice of being feminine to an ideal, respectful, feminist form of being feminine. What this girl is trying to articulate is that there is guilt that being a sissy, and some of the trapings of it, demeans women and the struggle transgender individuals must endure for the acceptance they want.

    This is a constant struggle for this girl, and one which has helped her be able to articulate some of her own feelings of this amazing fetish, while remaining respectful of those real individuals who do no experience life as a feminine being as an erotic experience. Its always a question in the back of this girl’s mind how much her sissy nature is just a form of autogynephilia and whether this is something she should feel guilty of.

    1. cinni

      This sissy feels gratitude and respect for the self awareness that margeaux demonstrates. Margeaux’s comments illustrate the emotions that this sissy continues to process but creates hope that through education, communication, and honest introspection she may attain clarity about herself and her motives. Hugs.

  6. girly legz

    I feel very guilty, I was brought up in a religion that considered what I do as major sin. I have tried very hard to come to terms with the fact that I want to be a girl. I love feminine things and frills. I love being soft, and womanly. I hate masculine things. I love being with girls and relate more girl or fem things. I

    1. sissy-jennifer

      Wow…it’s truly been a blessing reading what this sissies sisters had to share on this subject. Sometimes this sissy had wondered if others suffered from the same feelings. This sissy jokes and makes light of many things but many times it’s to mask true feelings. Thank you all for sharing your inner most thoughts on such an important subject. You have given this sissy the feeling of normalcy (if that is possible)!

  7. pamela ann

    this really struck a nerve. i was raised when you were a “male” or as a girl. i’ve always loved frilly things and girlie clothes, i love being and feeling femme, i’m in therapy, and learning to accept me, still hard tryin balance things out, i love comments about my body, or skin, ect.. but i feel like fraud when i’m put in front of ppl as “mike”i’m pamela ann and i really want to be HER, and not as “mike”

  8. Violette

    This sissy has much to learn and reread and internalize. Thirst readings are going to become a source of relief. If only s.he could have had some insight such as this 25 years ago.

  9. Jonnie

    Thank you so much for having this type of information available on your site. Guilt? You bet . But it is most definitely eased when I confront the conflict within. Thinking of myself as Jonnie in a nonsexual way even while dressed in panties , or maybe because of it, as well as vocalizing some of these thoughts has given me a greater sense of peace with myself (my whole self). I/i don’t yet know where this journey shall take me , just wanted to take a moment to give thanks to those who have helped me along the way.

  10. Samantha

    Well, The way to stop this guilt is to cut out the masterbation. Find someone to spend time with who is understanding of your feminine needs. You must learn to free your sissy side to everyday life and without masterbation every time you dress.
    Take a long weekend in from a female perspective. If your worried about someone finding out you have something extra under your skirt, go away for the weekend. Remain in female clothing 24/7. Be the women you want to be and save the release until the end of the weekend. You should please your partner the other days with out your own release no matter how badly you need release.You should except the roll during release. If your dressed as a male ,be the man. However if your wearing something sexy,feminine and fun then at this time you should except you for you and enjoy relations as only a female can.You will be shocked at how perfect and complete this will make you feel. It will allow you to explore yourself. After you have a weekend as a women, Dressed as a women and made love to as a women you will no longer feel guilt after masterbation when wearing female clothing. In fact you will most likely feel guilty when you touch yourself because you will miss the fullness of your partner taking you and miss that bond.

  11. daniella

    this sissy always feels really guilty after masterbation and struggles to stay dressed after, she wonders if there is a way to stop this or is it something that will always happen?
    thank You sissy daniella

Something to share sweetie?