TBK through a GPT filter

By Kendra Holliday | May 13, 2023

My client typed this into ChatGPT about me: “Compose a poem about a great 50-year-old woman who sees clients in her own home.”

ChatGPT 3.5:

Happy Spring!

A woman of fifty, wise and bold,
With stories to tell and hearts to hold,
She welcomes all into her home,
Where comfort and kindness are freely shown.

Her clients come with weary hearts,
Seeking solace from life’s many parts,
And there she sits with gentle grace,
Listening with a warm embrace.

Her words are wise, her touch is kind,
A healing balm for troubled minds,
And when they leave, they feel renewed,
Their spirits lifted, their hearts imbued.

For many years she’s lived this way,
Serving others day by day,
And though the years have come and gone,
Her spirit shines, a radiant dawn.

So here’s to this great woman we praise,
Whose kindness touches many in countless ways,
May her home always be a haven of peace,
Where hearts are healed and troubles cease.

Sorry I’m Behind…

By Kendra Holliday | May 9, 2023

I have so many great things to share with you, but I’ve been so busy!

To make up for it, here is a pic my friend took of me in 2008 at a fun photo shoot (NSFW):

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My Daughter’s Date Ideas

By Kendra Holliday | April 22, 2023

My daughter when she was 5

My daughter when she was 5

I have SPRING FEVER!

So, I’m reposting my daughter’s super sweet list of date ideas, from 6 years ago.

Aren’t they so charming?
Mayhaps, swoonworthy?

…..

When my daughter was 7 years old, a boy kissed her hand on a dare. She confided to me, “It was the most enjoyable moment of my life.”

Now she is 17, and identifies as asexual. She doesn’t feel sexually attracted to other people, but she yearns for romance. She wants to hold hands, cuddle, and be intimate with someone special.

I’m thrilled to tell you she went on her first date the other night! They held hands!

I asked how their date went, and she gushed to me, “It was AMAZING. Not only were the events we attended awesome, but he was super sweet. He put his arm around me during the movie, and we held hands twice and he is so very kind all the time. Gosh, I adore him, he made it so amazing.”

He’s like a young George RR Martin, they’re so cute and nerdy together.

I’m SO happy with this new development. She tends to brim over with teenage angst and melancholy, so it’s wonderful picking her up from school and she’s smiling so hard, her face hurts. The rush of happy hormones and feeling connected to someone special to her is better than any pill she could take!

I asked if he is her boyfriend, and she said she didn’t know, but she would ask him. She has ups and downs, and frets over being too direct with him.

King and Queen of Love!

King and Queen of Love!

I reminded her that she is probably advanced in the realm of communication, and needs to be patient with others and teach them how to be open and honest. I also let her know that the wonder is part of the fun of the early stages of a relationship – infatuation is a trip, and you should let it last as long as you can! After that, you get into attachment, feeling the person is a safe haven, then anxious when they are not around, then finally, secure (if the relationship is healthy.)

That’s where I’ve been with my partner Matthew for the past six years or so. We can’t go back to the infatuated stage with each other, but since we are polyamorous, we can feel secure while flirting with other people and enjoying novel experiences.

Anyway, my daughter shared her list of curated date ideas with me and gave me permission to share them with you. I think they’re so cute! She made most of them up, and collected some from the internet. I want to do a lot of them, how about you?

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Why Creative Sex is Better Than Straight Sex

By Kendra Holliday | April 19, 2023

Let me school you on creative sex…

Years ago, I went to a swinger party with an ex. There were six women at the party, and we all had lots of fun. But, to my surprise, when we were driving home, my ex lamented, “I only got to be with four of the women there.”

Huh??

That’s right – he was dissatisfied with only getting to stick his penis in four of the women’s vaginas that night. He was keeping score!

I’ve noticed other times where I’ve played with a man, and we’ve gotten naked, shared pleasure, had oral, but he left disappointed because he didn’t get to do ALL THE THINGS, i.e., stick his penis in my vagina and have intercourse.

I have clients who spend time with me, and instead of basking in female energy and pleasure, they get bummed if they don’t have an encounter that involves them having an 8 inch penis that remains hard for 45 minutes and drilling me bareback in four different positions.

In other words, they feel let down that they aren’t having sex like they see in mainstream porn.

Meanwhile, I’m having amazing, abundant sex with my partner of 12 years that is leaving us both extremely happy and fulfilled.

The Key to Good Sex!

You want to know why?

Because we are having CREATIVE SEX. We aren’t having straight sex!

Straight sex is what you see in mainstream porn. It is male centered. It’s penis focused. It’s vigorous and aggressive. It’s filmed for camera angles, and based around the male orgasm. It’s objectifying. It’s GOAL ORIENTED, which can set the stage for unrealistic expectations and A LOT of anxiety. And anxiety is terrible for arousal!

The women in straight porn are often uncomfortable – from the fake eyelashes and bleached hair and garter belts and heels, to the pussy pounding and loud vocalization and money shot in the eye.

Creative sex, on the other hand, is more about pleasure, skinship, being in the moment. It is about savoring the experience.

Straight men crave intimacy and connection, but they seek it out in a rigid way that can set them up for disappointment and failure. Moreover, it can be off putting or dissatisfying to their partners.

Creative sex is more egalitarian, and allows for more pleasure and orgasms for all parties involved.

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Boundaries and Balance

By Kendra Holliday | April 11, 2023

SMILE!

Three is my magic number.

I was born 3-23-73.

I’m really good at threesomes. 🙂

I have sacred feminine triangles all over my body – my hairy underarms and pubic hair represents one; my breasts and belly represent another.

I find that my life is best balanced when I’m nurturing these three things:

Professional career – represented by my site Be Open and Honest

Personal life – represented by this blog!

Philanthropic endeavors – represented by Sex Positive St. Louis, my all-volunteer community organization

Sometimes, things get out of whack, and my personal life suffers, or my volunteer efforts lag, but I’ve found that the best way to keep things balanced is to ENFORCE MY BOUNDARIES.

I know my boundaries, but they’re forever being pushed by other people and forces, and it’s exhausting! They don’t mean to do it, but that’s life as a sex worker whose motto is: NEVER BORED.

Here are some examples of my boundaries:

  • I won’t commit to sharing intimate space with people sight unseen.
  • I always use condoms with intercourse. I don’t let random men rub their penis on my vulva.
  • I don’t allow cum in my mouth. I don’t swallow.
  • I don’t receive anal. It’s not an erogenous zone for me. But I’ll gladly give it! 😉
  • I do things on my own terms. If someone contacts me and wants to work with me but doesn’t want to follow my guidelines, then I don’t work with them. I have my protocols in place for a reason – mainly, to keep me safe.

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Relationship Values

By Kendra Holliday | March 17, 2023

Below is a list of relationship values. Which ones are important to you? Are you getting your emotional and physical needs met? What about your partner(s)?

Ah, the bliss of connection!

Loyalty
Stability
Feeling safe
Unconditional acceptance
Being appreciated
Commitment
Honesty
Respect
Reliability
Sharing resources
Acts of service
Trust
Vulnerability
Companionship
Quality time
Emotional intimacy
Open communication
Feeling heard. Do they listen? If they get distracted, do they follow up with what you were saying?
Authenticity
Privacy
Shared interests
Common values
Accommodating
Willingness to compromise
Flexibility
Appreciation
Independence
Alone time
Partner enjoys spending quality time with your loved ones/chosen family
Maintaining friendships
Supporting each other’s personal growth/mission: reading what you write, listening to your music, your podcasts, supporting your continuing ed

Red, white, and blue! We’re doing it for our country!

Physical intimacy
Being desired
Frequent sex
Experimentation/Adventure
Humor
Playfulness
Versatility within sex life
Sex with different people
Challenge
Stimulation
Change

Men Want to be Desired, Too!

By Kendra Holliday | March 15, 2023

THIS ARTICLE really inspired me. A therapist shared about how men try to be close with their partner through sex, and how being rejected, or even having to always initiate sex, can be so discouraging and disheartening.

Basking in the glow of male energy

Here’s the thing – someone up in the sky is playing a big joke on us, and they’re using our social construct and hormones as trickery!

Most men of all ages experience spontaneous desire – they wake up feeling horny and activated, and walk around all day seeing sexy things and feeling inspired. This is due to their higher testosterone level, and the fact that society paves the way for men to go after what they want.

Women, on the other hand, have responsive desire. They are trained to hold back, be demure, and once they are introduced to an erotic situation, then they start to feel aroused. Women also need to feel safe and comfortable in order to relax into full arousal.

Of course, these are gross generalizations and a very binary approach, but for the sake of concision, I’m not going to spend a lot of time qualifying language, but you get the gist.

Men are pretty much ready to rock much of the time, and women are more reticent. They need more stars to align for them to be open to sexy time.

So, what do we do about this? We make concerted efforts to shake things up!

First of all, we need to recognize that HORMONES ARE REAL. They influence our moods and health in ways we don’t realize.

Second, we need to change the social construct. It’s impossible to overhaul the entire system, but we as individuals can make a difference on a local level.

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My Life Milestones

By Kendra Holliday | February 28, 2023

I’m 50 years old! Here is my life trajectory so far:

1973: I’m born in North Dakota. Brrrr!

My birthday suit, aka my first nude photoshoot

My birthday suit, aka my first nude photoshoot

1974: My family moves to Dallas, Texas.

1975: Who the hell knows.

1976: My brother is born.

1977: Um, Elvis dies?

Drinking the blood of Elvis

Drinking the blood of Elvis

1978: My sister is born. My brother throws up. I remember my first dream; I’m kidnapped by Captain Hook and held hostage with Raggedy Ann and Andy. He cuts off my foot and it looks like SpaghettiOs.

1979: My family moves to St. Louis.

1980: My baby brother is born, and dies two days later. My mom tries to kill herself several times, and when that fails, she burns his name into the back of her hand with a soldering iron. She is never the same again. A very dark time.

1981: Life still sucks. My mom is a complete wreck.

1982: My brother is born. My grandmother dies.

1983: I get molested by an older, adopted brother. It SUCKS. I get sent to therapy, and I don’t know why. I think I’m being punished. I am a victim.

1984: I have my first lesbian encounter. It’s hot and naughty. I’m 11.

1985: My baby sister is born. I drop her on her head, but don’t kill her. Skeptical about god’s involvement, I become an atheist.

1986: I hit puberty and middle school, and lose all my artistic talent and confidence. My family is poor white trash, and I am branded a zitty nerd. It sucks.

1987: My mom keeps getting crazier and crazier. It makes me crazy, and I attempt suicide. I spend time in three different mental hospitals. I lose my virginity to a 24 year old creep with a mustache because he keeps badgering me and I finally give in. It sucks.

1988: My moms tries to kill herself again. I put pressure on her slashed, gaping arms as my dad calls the ambulance. She gets hospitalized a lot, and OD’s, and gets shock treatment. I fuck around and feel very confused. It sucks.

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Arousal: The Secret Logic of Sexual Fantasies

By Kendra Holliday | January 21, 2023

Arousal: The Secret Logic of Sexual Fantasies, by Dr. Michael J. Bader

I’ve had the book Arousal: The Secret Logic of Sexual Fantasies on my shelf for a long time. It tempted me with its mysterious title and sexy cover (I LOVE oysters, and I LOVE my pearl, if you know what I mean).

Well, I finally dusted it off and read it, and it blew my mind, and I’ve been recommending it to people left and right ever since.

Here’s an intro concept from it that should provoke your thoughts:

“There’s a joke that says that when two people have sex, there are six people in bed: the two lovers and the parents of each of them.”

Is that creepy, true, or both? I hope you’re imagining group sex with your parents right now.

A sampling of the MANY interesting points brought up in this book:

– “Sexual excitement requires that we momentarily become selfish. There needs to be a tension between selfishness and caring, between using and pleasing your partner.”

Do you know what this means? Sometimes, when it comes to sex, you need to be ruthless. You need to let go and stop worrying so much about every little move and just focus on the pleasure. YOUR pleasure.

– The difference between guilt and shame: “Guilt involves beliefs that we are hurting others, while shame involves beliefs that we’re exposed and unworthy in the eyes of others.”

– “When people are aggressive or cruel in their sexual daydreams or practices, it is not because they are primarily sadistic but because they are trying to solve a problem.”

– Have you ever known a woman who is really bitchy toward her male partner? He’s such a nice guy, he tries so hard to cater to her wants and needs, yet she treats him like an annoying puppy? This book explains the reason behind that lopsided dynamic.

– Survivor guilt and unconscious parental jealousy is behind a lot of the issues we face with our parents. Have you ever wondered why someone would start drinking heavily when they became successful in their field? Or why some parents sabotage their kids and excessively criticize instead of support them in their endeavors? This book goes into the details behind those perplexing behaviors, and much more.

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Why I Have Sensitive Nipples

By Kendra Holliday | January 20, 2023

Me, years ago

When I was 19, I was a stripper.

My job was to get really close to men and arouse them. Their job was not to touch my breasts or genital area.

I did my job well, but they often tried sneaking a feel of the forbidden areas.

Sometimes they touched and I was badly surprised, and other times I could see them creeping toward the breasts, and I would tense up and cringe and try and deflect their fingers.

For nine months, I had hundreds of men grab my breasts and tweak/pinch my nipples without my consent.

When I finally quit there, my breasts were so traumatized that they couldn’t be touched for three years. If they were, it felt like an electrical shock.

Breastfeeding

Over time, I got a little better, but my breasts were still very sensitive and had to be handled with utmost care.

Then, when I was 27, I gave birth and breastfed for a year. I was SOO dreading breastfeeding, but was determined to do it for a year. My breasts swelled from A’s to D’s – they were swollen and engorged, with blue veins like highways.

The first six weeks were hell – it hurt so bad. My nipples were raw, red, chafed. Then I started getting used to all the latching, and tugging and pressure, but then I got a series of breast infections – mastitis, thrush, then mastitis again. Red, plugged ducts, feverish, itching, sharp, needle-like pain…

My breasts got brutalized!

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Breasts Breasts Breasts Breasts

By Kendra Holliday | January 12, 2023

Enter my sacred temple

Enter my sacred temple

I’ve FINALLY figured out what makes female breasts/nipples so awed and feared!

You know I’ve been struggling with this Topless Inequality quandary for years – remember the Obscene Nipple Game?

A married man told me that seeing his wife’s breasts is always exciting – it never gets old. “Every time I see them, it’s like it’s the first time. It’s refreshing and invigorating.”

I notice with amusement how predictable my clients are – as soon as my bra comes off, they lean down and suck on each nipple, like an automatic, erotic handshake. They simply HAVE to touch and fondle them.

But then get this – the other day I had a date with my girlfriend, and when she took off her shirt, I was compelled to do the exact same thing! I just wanted to grab them! But I didn’t – I was a respectful lady. And that reaction is even with me having breasts myself!

Breasts are like warm, glowing light bulbs, and we are mere moths. Supposedly, moths are drawn to light because of some ancient connection to the moon, which is a feminine symbol.

Alunapull…

Sooo here’s the deal – the reason female breasts and nipples are so awed and feared is because

THEY ARE MAGIC.

That’s it. They are a source of creation and life-giving. They symbolize Mother Earth – they are the opposite of destruction. And while most people revere and respect life force and see it as a positive thing, some people find it overwhelming and confusing, which can be scary. The more we can be in touch with our feelings, the healthier we can process the mysterious world around us.

I breastfed my daughter for a year, and am so proud how I provided her only food source for months, and how she thrived and grew – it’s so magical and empowering!

In honor of this realization, I’m hosting a Topless Tarot event later this week, for women only. We’ll sit around in my warm and cozy fairy cottage and connect and bond over candlelight, cards, gems, and runes. We’ll be surrounded by breasts and loving female energy! Our cups runneth over!

I went back into my blog archives and pulled random breast photos – I just love them so much, and am happy to have them. I’m glad to share them with you, on my own terms. Thank you for your respectful worship and appreciation!

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Toxic Masculinity from a Sex Worker Perspective

By Kendra Holliday | December 11, 2022

Trust me, I’m a wise witch!

I’m going to preface this with the following disclaimer: I’m a witchy, woo woo, sex worker goddess, and this brain dump is going to sound crazy. I’m fine with that, as I fully embrace my hormonal mood swings and non-traditional way of thinking. I live in a society with lots of self-imposed cages, and my motto is “Think outside the cage.”

So, hear me out, let it all sink in, and let me know what you think!

Toxic masculinity goes hand in hand with white supremacy, and it’s making me sick. It’s making A LOT of us sick.

I’ve been diving deep into history, addiction, psychology, science, and more, and I’ve connected some dots.

Centuries ago, people from Europe set out and explored the world. They invaded many areas and took them over. They brought disease, death, and disruption to the people already living there.

They set up elaborate exports and imports of toxic trade – sugar, tobacco, alcohol, and slavery. They brought oppressive religions and destructive concepts that were deadly and divisive.

They declared that people, plants, animals, and places were all possessions. They put up fences, walls, and demanded territorialism.

They sought to control everything, and lived with a scarcity mindset. They instilled and lived in fear. They were hungry for power imbalance. They felt they were anointed by God, and thus justified in all their actions.

These things represent male energy: fire, cars, guns, alcohol, nicotine, conquering, destruction.

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“No, I Won’t Sleep With You. Or Anyone Else. Ever.”

By Kendra Holliday | October 23, 2022

Four years ago, I thought asexuality was a myth, an excuse, a weird misunderstanding between a person and their genitals. Then I met my asexual friend Shelley, who patiently taught me the facts. This week (Oct 23-39) is Asexual Awareness Week. Asexual means a person who does not experience sexual attraction. Let’s learn more from Shelley in this interview, and be sure and catch some other asexual interviews happening over at Sex Positive St. Louis blog.

How old are you?

29 now, four years after our original interview. Old enough to know that I’m not just a late bloomer.

What’s the difference between celibate, abstinent, and asexual?

Celibacy and abstinence are choices. Asexuality is innate, not a choice, but a part of someone’s life that they cannot choose. It is the same as gays not being able to choose who they are attracted to.

Does being asexual mean you are not physically attracted to male or females? For example, I identify as bi-sexual. Do you have a sexual identity? Are you straight?

Though asexuals only make up 1% of the population, asexuality is NOT a narrow definition. Like sexual people, most asexuals do experience attraction in a wide spectrum. When I say attraction, I do not mean sexual attraction, but rather the appreciation of someone who looks good, or has a great personality. I am attracted to men, that is to say, some men are cute to me. The difference between sexual people and asexual people is that asexual people simply do not want anything to do with the Sex part of a relationship, although other areas of a relationship may be okay – it is different for every person as to their comfort levels. Does that mean some want a relationship with another person? Yes. We all have connections in our lives. Friends, family. People who are sexual wish to have a connection of friendship Plus sexual chemistry with a person generally. Asexuals would like that Friendship, Plus nothing. But it is still more than friendship, Asexuals can have an emotional, deep connection with another person, but do not need sex as part of that as well.

Is being asexual a big part of your identity?

Yes. There are a few “I AMs” in my life, things that I am sure I am, and while they may waver, they never disappear. Asexuality is one of them.

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My Pleasure Tool Cabinet

By Kendra Holliday | October 7, 2022

It’s fun comparing my current sex toy collection with my inventory in 2013 – you can see pics here.

I’ve taken to calling “sex toys” pleasure tools, as it’s more fitting. The term “sex toys” remind me of the words “boyfriend” and “girlfriend” – outdated.

Pleasure tool etymology = prepare to please.

I’ve woefully neglected my collection – the cabinet was all dusty, and all the devices were dead.

So, one morning, I gave it a deep clean and tidied things up. It was a wonderful way to mindfully reacquaint myself with so many blasts from my past.

First, I culled the collection, discarding all the decrepit items – old, hard plastic, goofy shapes, the kind of material that attracts lint, gag gifts…

Eew! Bye, bye, yuck yuck. 🙂

Taking out the trash

Next, I emptied the cabinet and dusted it. I cleaned all the high quality tools, and spent a long time pairing them with their charging cords and plugging them in. You should have seen it – my house had colorful devices dangling and blinking from every outlet, like a kinky little disco.

Here’s the end result. TA DA! Behold the glory!

Pleasure tools, 2022

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Junk in Your Trunk

By Kendra Holliday | October 6, 2022

You know how they talk about baggage, being in the closet, etc.?

Everyone has baggage – daddy issues, mommy issues, family pain, abandonment issues, trust issues, inexperienced issues, break up trauma, secrets, shame, guilt, neglect, abuse, loss, betrayal, injury, fear, rejection…

I like to pretend our head is an attic, and our brain is an old fashioned trunk, crammed full of stuff we’ve collected from our travels.

What's in your trunk?

What’s in your trunk?

Space is really tight, and the stuff is jammed in there.

So, I propose this exercise to my clients.

Find the key that opens the trunk.

A skeleton key, for the skeletons in your closet

A skeleton key, for the skeletons in your closet

Open that trunk up.

Now, take ALL the stuff out of it – toss it around the room.

Examine each article – is it a piece of clothing? Is it a toy? Is it wrinkled? Is it moldy? Does it still fit? Do you want to keep it?

Address and assess each item. Acknowledge why it’s in your trunk, and decide if it’s something you want to hang on to.

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