It took me a long time to post this second piece, not because it took long to write but because I wasn’t sure I would post it at all. I want to say upfront that it’s selfish and self-indulgent. It’s more of a diary than titillating fiction and it won’t be appealing to everyone. But if you’re a genuine sissy-husband/BF who wants to be owned by a strong woman, I think you’ll like it. If you’re a Black King who wants a white sissy pet, this will let you inside her head and help you own and control her. I also think white Alpha females may enjoy it. Stag husbands or men who still imagine they can hold onto their wives should skip it.
It’s always that moment when you feel most settled and secure that something comes along and upsets your apple cart. I was happy. I had quit my job and settled into my role as the ******’s housewife. Yes, there were chores and adjustments, but there were also spa days and me time! No more rushing out the door to a job I hated. I have a sublime routine. I wake at a reasonable hour in the morning and appreciate my evolving feminine form and I dress in my “wifey uniform.” Every day there’s a new little improvement in my body. I put on a cute skimpy robe and skip into the kitchen to make breakfast for my ******. I bought adorable (but sexy) slippers for inside the house; they’re like sandals with a bit of a heel and fluff across the top. They also let my perfectly maintained and pedicured toenails show. Now that I have the time, I make sure I attend to every last detail of my appearance…you never know who might come to the door.
I make a customized breakfast for each ****** member. They all have different tastes and I want everyone to be happy! When Aaden strolls into the kitchen, we all grow silent, waiting to see what kind of mood he’s in. I look down at my feet as I have been told to do. Aaden walks over to me and stops. Looking down I see that his boots are untied. He just waits there, saying nothing. This is new, and I’m uncertain, but I drop to my knees and tie his laces. I kiss each toe, leaving a moist spot on the tan nubuck leather. Finished, I wait on my knees, head bowed. Then he says, “Good girl” and proceeds to sit at the head of the table. I’m ecstatic! It’s the first time that he’s shown signs of accepting me in my new role. I can’t keep the smile off my face. I suspect I’m blushing, and it’s confirmed when Heather says, “Kellie, you’re so cute this morning. You’re totally glowing. Did you have a date last night?” My girls no longer call my ***, which makes everyone more comfortable. And my younger ********, Heather, knows perfectly well that I didn’t go out the previous night because she controls every second of my free time. And last night she had me doing her laundry and cleaning her bathroom. But my wife confirms by saying, “No Kellie did not have a date last night…which reminds me that she and I need to have a conversation with her after she finishes cleaning the breakfast dishes.” I feel Aaden looking at me as all his girls banter back and forth. I busy myself with my duties to escape the power of his stare.
Kat tells me that when the kitchen is spotless, I’m to join her in her office. Insecurity floods me and I instantly have butterflies in my now souring stomach. I slowed my cleaning so I could take time to prepare my mind for what might be coming. My wife and I never speak one-on-one anymore, and my mind is spinning with worry. But she doesn’t look angry or worried…she seems happy. Then my mind grabs onto something amazing! Maybe she’s pregnant! I speed my work as I start imaging all my new tasks…preparing a nursery, buying furniture and supplies, oh my I was going to be busy. Would she let me nurse the baby? My doctor told me that, with the right mix of hormones, it would be possible for me to lactate. My clitty shivered in her cage at the thought of a little baby Black King suckling on my new puffy nipples. What could be better than being my wife’s wet nurse?!
I skipped over to my wife’s office on a cloud of joy and entered. But Kat was not smiling and was instantly crestfallen. She looked up at me from behind her desk and said, “Why do you look so nervous?” I was staring at the floor and had no answer for her. Then she hit me with it. “First, we need to talk about your relationship with Heather.” All I could do was nod. I had been dreading this moment.
“I don’t know if Heather’s told you, but Aaden and I have had long talks with her. The way we see it, Aaden is her father now, and I must defer to him. He takes that role seriously and feels responsible for both Amber's and Heather’s welfare. She doesn’t lie to him, so we know everything that’s been going on with you two. But I didn’t call you in here to punish you or tell you to change your relationship. We both know that’s no longer up to you. If Heather wants to fool around with you, that’s up to her. If Aaden wanted to stop it, he would have told her to end it. I know you’re going through a lot of changes in many aspects of your life and I want to help you.”
I immediately started to relax. I had been certain that Kat would make Heather stop dominating me sexually and that would have been hard for me to live with. Kat saw the worried look on my face. She laughed warmly and said, “I’m not mad. Just so you know, your relationship with both my ********* would be a lot worse right now if I hadn’t defended you. So, in a way, I’m just as guilty as you are for the perversion that you’ve entered into with your own ********.” Seeing the puzzled look on my face, she explained.
“I may be the one who invited a new man into our home, which the girls hated at first. But it’s you they blame for it, not me.” I was speechless, and Kat could see my indignation. “Don’t be so high and mighty! It is your fault. Everyone knows you never satisfied me in bed” she said. “Everyone WHO!?” I barked. She gave me one of her stern looks and I calmed, settling back in my place.
“Don’t be so pouty. I think you were the perfect husband for me, and I say that to everyone who asks, including our girls. I can’t tell you how many times I’ve come to your defense. Most people can’t really understand our situation, but after I explain it, they get it.” I could feel my face flushing in embarrassment at everyone in town knowing our situation.
“When you think about it, what wife wouldn’t want would I have? It’s no secret that you never pleasured me in bed, but you are caring and supportive and didn’t complain when I wanted to fool around. You gave me two beautiful ********* and, even if you’re my wife now, you will always be the father of my *********. But really, once I was finished having babies with you, there was really no point in having sex with you anymore. I know that you always understood that and that our arrangement made sense. As things have turned out, I was right to marry you and keep you around. But as I’ve gotten older and grown more reflective, I feel guilty about all the years I resented you. As a younger woman, I felt sorry for myself, having married a man who couldn’t satisfy me sexually. But I never thought about it from your perspective. It must have been really difficult for you, growing up with a penis that never grew from the time you were born. You were always so handsome and athletic. What must it have been like for you in the locker room with the other boys? You must have always had to hide it. And all the girls that threw themselves at you, only to get you in bed and find out your secret. I can’t even imagine what it was like for you and I was completely unsympathetic for most of our marriage. I want to make up for that. You were an amazing husband and even a better wife. You created a life for us that makes me happier than I could ever have imagined.
Now I get the best sex I’ve ever had and more of it than I can even handle. I have a real man in my bed, and a professional wife running my household. I have what I’ve always wanted, and I know this is what you’ve secretly coveted but could never figure out how to make happen. I gave it to you, and I’ve never seen you so happy.” She said. “And speaking of making you happy, I may have set you up for your first real date with a really cute man!”
With everything she’d thrown at me, my head was spinning and all I could say was, “Huh?” My wife was smiling fondly, and I can’t remember her looking more beautiful. She said, “Remember that fundraiser I went to the other night? The one at the tennis club for the local schools? Well, I was standing in a crowd with five or six couples, and I was there alone, causing your absence to come up in conversation. Well, you know how I get when I drink more than one martini. I was deep into my third, so I was being less discreet than the occasion called for…ooops. One of the husbands got a bit flirty with me and I blurted out that my husband would hunt him down if he didn’t back off. He assumed I meant you and started to laugh. It was Tom Wilson, you’ve met him a dozen times because his wife Jen is my good friend. She quickly set him straight, explaining that my NEW husband was large, strong, very black, and very jealous. This got everyone’s attention. My memory remains a bit foggy, but Jen tells me that I laid out our story in pretty vivid detail, including how I’m now a very happy, very well-fucked wife.”
“I do feel kinda bad for being so indiscreet about what’s going on with us, but there is a silver lining and major upside for you. Do you remember Philip Stone? He and Sarah divorced last year, but they’re very civil, and they were actually at the fundraiser together. Anyway, after I dropped that bombshell on the crowd, Jen told me that it was time to call my Uber and get home. On my way out, Philip pulled me aside and asked for your number! He wondered if it made sense for him to call you since it seems you have similar “interests.” Of course, in the state I was in that night, I practically served you up to him on a silver platter…he is very handsome after all. I didn’t hesitate to give him your info so you should expect his call.”
She was positively giddy. She did this cute little clappy-thing with her hands and said, “Wait until he sees you! He is going to fall over panting like a puppy dog to get at your cute little pussy! So that brings us to the point of this sit-down. I feel bad. I’ve been so busy being happy and trying to get pregnant that we haven’t had a proper chat in ages. I want to say this first, you look AMAZING! I talk to Heather all the time about you, and I know how much she’s helping you. I can see how hard you’ve been working on your transition and the hormones are totally agreeing with you. I understand it’s not that way for everyone. But how are you emotionally? Are they messing you up at all?”
I told her I was fine, but my emotions were definitely on a roller coaster sometimes. It was absolutely worth it though. She seemed genuinely happy for me and said she was going to take a more active role in my development as a woman.
“I know Heather has been helping with the ‘Mechanics’ of sex, but I want to help you get emotionally prepared for your new life. Heather can help you with the basics, but she’s a girl, not a woman. At your age, I need to teach you how to be a real woman for a real man. You’re definitely looking the part but there’s more to being a girl than having boobs, flirting, and wearing cute clothes. You have to decide what kind of woman you want to be. When you’re ready to put yourself out there, men are going to flock to you, and you have to think about how you’ll react. Do you want to be someone’s girlfriend or do you wanna just play around?
Heather’s a dominant personality and has been fucking you with a strap-on, but she’s not an Alpha male like Aaden. She’s just role-playing, and the real thing can be very different. Some men are gentle, skilled, and tender but you have to be prepared for the rough Alpha man. I’ll tell you everything I know about sleeping with powerful, aggressive men. And I have A LOT of experience. As rough as Heather may be with you, it’s no comparison to a real Alpha man with a fearfully large cock.
Aaden is inexperienced with women, and I’m grateful that he’s disgusted by anal sex because I couldn’t imagine taking him in my ass. You don’t have that luxury, obviously, so let’s talk about men. You probably watch a lot of porn and see the bottoms taking huge cocks with ease. I can tell you from experience that it’s not as easy as the pros make it look. You may think you can manage a big man because Heather’s fucked you with big dildos, but real men are different. As much as we’ve been taught that “No means No,” don’t count on it. Once you’ve let things progress to a certain point, there’s no going back so you better be prepared to see it through. I can’t emphasize enough how different sex is for a woman compared to a man. Having spent your whole life having sex as a man, you are conditioned to believe that sex is over when you have an orgasm. And that is the way it works…except that you are no longer the man. And, as a biological male, you will have to walk a very fine line. I can orgasm up to ten times in one engagement, but you get only one chance.
If you’re with a big, aggressive, Alpha man and you cum before he does, you will lose all your pain suppression, and you will feel every inch of him pounding into that tight little boi pussy of yours. I promise that you won’t enjoy that if the man is huge and has a ton of stamina. I’ve been with black men who have pounded my pussy for an hour before cumming. I can cum five times in the process before they wear out. And I promise you, no matter how much you beg them to stop, they won’t.
So, scare tactics out of the way, let me tell you what it’s really like. Men may be powerful and feel powerful compared to us, but before we’re naked, there’s tremendous power in being the one to decide who gets to fuck us. As a biological male, you’ve spent your whole life trying to woo females into your bed. Now you will be the one being wooed, and it’s soooo much better. You get to flirt, tease, and test out different guys to see if you might want to take them home. You’ll be at a bar and men will buy you drinks, brush up against you to show you their “value.” Don’t make it easy on them. Take them out on the dance floor. See how they move. Let them kiss you and see how you like that. Don’t just take the first cute guy that shows interest in you. You have the power at this point in the game. But once you’re naked in his bed, you’ve surrendered all the power to him, and you must perform for him.
But let’s back up, because one of the best parts of dating for us begins way before we have a huge cock inside of us. When a man we like asks us out, there can be hours or even days of foreplay. When a man you like calls you to ask you out, a girl starts planning for how she wants the date to go. You start imagining what his body looks like. Unlike men who visualize about the size of our tits or whether we shave our pussies bare, we don’t really think about how big his dick is…but we do assume he must be a real man since he makes us so wet. We think about his taught tummy and strong arms. Arms that we imagine holding us down and making us submit. As a boy you showed your optimism by buying a condom and putting it in your wallet. Girls may have laughed at you for that, but we can be way more optimistic, and you never knew it.
Women may appear to be detached and uninterested, but we are not. When a man calls you and asks you out, you already know if you are going to make yourself available to him in every way. It’s difficult to explain but there’s something very erotic about the process of preparing for a man. If you agree to go on a date with a man you don’t care about, who you know will NEVER get into your knickers, there’s nothing to the preparation process. But if you’re asked out by a guy that you would go to bed with, everything changes. The foreplay begins now for us. We start thinking about ways to make him want us. What outfit will we wear? What lingerie do we hope for him to see? If he gets us naked, what will he see. There’s a HUGE difference between the pain of a routine waxing and one that we are doing for a man. You barely feel the hairs ripping out of your nethers when you know you’re doing it for a man.”
Philip did call me, and I said yes to his invitation to a date. Our date was five days away and I was an immediate wreck. Kat started asking me uncomfortable questions right away. “When you’re sucking his cock, will you let him cum in your mouth? Do you want to swallow? Will you let him fuck you? Will you make him wear a condom? These are all things you have to plan for ahead of time now but that you gave little thought to in your previous life.
I believed my wife and Heather that I looked really good, but I was still a nervous wreck. I didn’t even know if I should dress as a woman or something in between. I wasn’t brimming with confidence about going out in public as a woman. My instincts were to hedge and not commit to being fully passable. But after my wife and girls finished my make-up and got me dressed in the outfit I would wear on my date, I looked pretty amazing, so I decided to go with it.
One day before the big day, Kat took me under her wing and made sure I was ready. I asked Heather to uncage me so that I could go to the spa and get waxed. Kat took me to her place and told them to take care of me. I’ve never felt more painfully prodded, but afterward, there wasn’t a single hair on my body below my eyebrows. I started to feel truly confident when the girls were bleaching my boi pussy, and they asked me, “So who’s the lucky guy?”
On my big night, I was out of the tub and all dry and smooth and perfumed. It felt amazing to slide my stockings up my smooth legs, over my knees, and locked around my slender thighs. I slipped my new thong up my body and positioned it on pouch over my chastity cage. The thong felt uncomfortable at first, but I thought of the moment when I would be on all fours for my man, and he would look down at my cute little butt unable to resist the desire to slide that string over and take my boi pussy. Men love thongs.
Ten minutes before he was supposed to pick me up, my phone beeped with a text. It was the first time I panicked thinking that a man was going to cancel on me. I suddenly internalized how right my wife was about the different emotional experience of my new role compared to what I was used to. But Phil wasn’t canceling, he was being a total gentleman. He texted me to ask if I wanted him to come up to the door or whether I would be more comfortable walking out to his car. He didn’t want to create an uncomfortable situation for me. As I was typing my answer, I was also deciding that I would let this man have whatever he was happy taking from me this night.
It’s always that moment when you feel most settled and secure that something comes along and upsets your apple cart. I was happy. I had quit my job and settled into my role as the ******’s housewife. Yes, there were chores and adjustments, but there were also spa days and me time! No more rushing out the door to a job I hated. I have a sublime routine. I wake at a reasonable hour in the morning and appreciate my evolving feminine form and I dress in my “wifey uniform.” Every day there’s a new little improvement in my body. I put on a cute skimpy robe and skip into the kitchen to make breakfast for my ******. I bought adorable (but sexy) slippers for inside the house; they’re like sandals with a bit of a heel and fluff across the top. They also let my perfectly maintained and pedicured toenails show. Now that I have the time, I make sure I attend to every last detail of my appearance…you never know who might come to the door.
I make a customized breakfast for each ****** member. They all have different tastes and I want everyone to be happy! When Aaden strolls into the kitchen, we all grow silent, waiting to see what kind of mood he’s in. I look down at my feet as I have been told to do. Aaden walks over to me and stops. Looking down I see that his boots are untied. He just waits there, saying nothing. This is new, and I’m uncertain, but I drop to my knees and tie his laces. I kiss each toe, leaving a moist spot on the tan nubuck leather. Finished, I wait on my knees, head bowed. Then he says, “Good girl” and proceeds to sit at the head of the table. I’m ecstatic! It’s the first time that he’s shown signs of accepting me in my new role. I can’t keep the smile off my face. I suspect I’m blushing, and it’s confirmed when Heather says, “Kellie, you’re so cute this morning. You’re totally glowing. Did you have a date last night?” My girls no longer call my ***, which makes everyone more comfortable. And my younger ********, Heather, knows perfectly well that I didn’t go out the previous night because she controls every second of my free time. And last night she had me doing her laundry and cleaning her bathroom. But my wife confirms by saying, “No Kellie did not have a date last night…which reminds me that she and I need to have a conversation with her after she finishes cleaning the breakfast dishes.” I feel Aaden looking at me as all his girls banter back and forth. I busy myself with my duties to escape the power of his stare.
Kat tells me that when the kitchen is spotless, I’m to join her in her office. Insecurity floods me and I instantly have butterflies in my now souring stomach. I slowed my cleaning so I could take time to prepare my mind for what might be coming. My wife and I never speak one-on-one anymore, and my mind is spinning with worry. But she doesn’t look angry or worried…she seems happy. Then my mind grabs onto something amazing! Maybe she’s pregnant! I speed my work as I start imaging all my new tasks…preparing a nursery, buying furniture and supplies, oh my I was going to be busy. Would she let me nurse the baby? My doctor told me that, with the right mix of hormones, it would be possible for me to lactate. My clitty shivered in her cage at the thought of a little baby Black King suckling on my new puffy nipples. What could be better than being my wife’s wet nurse?!
I skipped over to my wife’s office on a cloud of joy and entered. But Kat was not smiling and was instantly crestfallen. She looked up at me from behind her desk and said, “Why do you look so nervous?” I was staring at the floor and had no answer for her. Then she hit me with it. “First, we need to talk about your relationship with Heather.” All I could do was nod. I had been dreading this moment.
“I don’t know if Heather’s told you, but Aaden and I have had long talks with her. The way we see it, Aaden is her father now, and I must defer to him. He takes that role seriously and feels responsible for both Amber's and Heather’s welfare. She doesn’t lie to him, so we know everything that’s been going on with you two. But I didn’t call you in here to punish you or tell you to change your relationship. We both know that’s no longer up to you. If Heather wants to fool around with you, that’s up to her. If Aaden wanted to stop it, he would have told her to end it. I know you’re going through a lot of changes in many aspects of your life and I want to help you.”
I immediately started to relax. I had been certain that Kat would make Heather stop dominating me sexually and that would have been hard for me to live with. Kat saw the worried look on my face. She laughed warmly and said, “I’m not mad. Just so you know, your relationship with both my ********* would be a lot worse right now if I hadn’t defended you. So, in a way, I’m just as guilty as you are for the perversion that you’ve entered into with your own ********.” Seeing the puzzled look on my face, she explained.
“I may be the one who invited a new man into our home, which the girls hated at first. But it’s you they blame for it, not me.” I was speechless, and Kat could see my indignation. “Don’t be so high and mighty! It is your fault. Everyone knows you never satisfied me in bed” she said. “Everyone WHO!?” I barked. She gave me one of her stern looks and I calmed, settling back in my place.
“Don’t be so pouty. I think you were the perfect husband for me, and I say that to everyone who asks, including our girls. I can’t tell you how many times I’ve come to your defense. Most people can’t really understand our situation, but after I explain it, they get it.” I could feel my face flushing in embarrassment at everyone in town knowing our situation.
“When you think about it, what wife wouldn’t want would I have? It’s no secret that you never pleasured me in bed, but you are caring and supportive and didn’t complain when I wanted to fool around. You gave me two beautiful ********* and, even if you’re my wife now, you will always be the father of my *********. But really, once I was finished having babies with you, there was really no point in having sex with you anymore. I know that you always understood that and that our arrangement made sense. As things have turned out, I was right to marry you and keep you around. But as I’ve gotten older and grown more reflective, I feel guilty about all the years I resented you. As a younger woman, I felt sorry for myself, having married a man who couldn’t satisfy me sexually. But I never thought about it from your perspective. It must have been really difficult for you, growing up with a penis that never grew from the time you were born. You were always so handsome and athletic. What must it have been like for you in the locker room with the other boys? You must have always had to hide it. And all the girls that threw themselves at you, only to get you in bed and find out your secret. I can’t even imagine what it was like for you and I was completely unsympathetic for most of our marriage. I want to make up for that. You were an amazing husband and even a better wife. You created a life for us that makes me happier than I could ever have imagined.
Now I get the best sex I’ve ever had and more of it than I can even handle. I have a real man in my bed, and a professional wife running my household. I have what I’ve always wanted, and I know this is what you’ve secretly coveted but could never figure out how to make happen. I gave it to you, and I’ve never seen you so happy.” She said. “And speaking of making you happy, I may have set you up for your first real date with a really cute man!”
With everything she’d thrown at me, my head was spinning and all I could say was, “Huh?” My wife was smiling fondly, and I can’t remember her looking more beautiful. She said, “Remember that fundraiser I went to the other night? The one at the tennis club for the local schools? Well, I was standing in a crowd with five or six couples, and I was there alone, causing your absence to come up in conversation. Well, you know how I get when I drink more than one martini. I was deep into my third, so I was being less discreet than the occasion called for…ooops. One of the husbands got a bit flirty with me and I blurted out that my husband would hunt him down if he didn’t back off. He assumed I meant you and started to laugh. It was Tom Wilson, you’ve met him a dozen times because his wife Jen is my good friend. She quickly set him straight, explaining that my NEW husband was large, strong, very black, and very jealous. This got everyone’s attention. My memory remains a bit foggy, but Jen tells me that I laid out our story in pretty vivid detail, including how I’m now a very happy, very well-fucked wife.”
“I do feel kinda bad for being so indiscreet about what’s going on with us, but there is a silver lining and major upside for you. Do you remember Philip Stone? He and Sarah divorced last year, but they’re very civil, and they were actually at the fundraiser together. Anyway, after I dropped that bombshell on the crowd, Jen told me that it was time to call my Uber and get home. On my way out, Philip pulled me aside and asked for your number! He wondered if it made sense for him to call you since it seems you have similar “interests.” Of course, in the state I was in that night, I practically served you up to him on a silver platter…he is very handsome after all. I didn’t hesitate to give him your info so you should expect his call.”
She was positively giddy. She did this cute little clappy-thing with her hands and said, “Wait until he sees you! He is going to fall over panting like a puppy dog to get at your cute little pussy! So that brings us to the point of this sit-down. I feel bad. I’ve been so busy being happy and trying to get pregnant that we haven’t had a proper chat in ages. I want to say this first, you look AMAZING! I talk to Heather all the time about you, and I know how much she’s helping you. I can see how hard you’ve been working on your transition and the hormones are totally agreeing with you. I understand it’s not that way for everyone. But how are you emotionally? Are they messing you up at all?”
I told her I was fine, but my emotions were definitely on a roller coaster sometimes. It was absolutely worth it though. She seemed genuinely happy for me and said she was going to take a more active role in my development as a woman.
“I know Heather has been helping with the ‘Mechanics’ of sex, but I want to help you get emotionally prepared for your new life. Heather can help you with the basics, but she’s a girl, not a woman. At your age, I need to teach you how to be a real woman for a real man. You’re definitely looking the part but there’s more to being a girl than having boobs, flirting, and wearing cute clothes. You have to decide what kind of woman you want to be. When you’re ready to put yourself out there, men are going to flock to you, and you have to think about how you’ll react. Do you want to be someone’s girlfriend or do you wanna just play around?
Heather’s a dominant personality and has been fucking you with a strap-on, but she’s not an Alpha male like Aaden. She’s just role-playing, and the real thing can be very different. Some men are gentle, skilled, and tender but you have to be prepared for the rough Alpha man. I’ll tell you everything I know about sleeping with powerful, aggressive men. And I have A LOT of experience. As rough as Heather may be with you, it’s no comparison to a real Alpha man with a fearfully large cock.
Aaden is inexperienced with women, and I’m grateful that he’s disgusted by anal sex because I couldn’t imagine taking him in my ass. You don’t have that luxury, obviously, so let’s talk about men. You probably watch a lot of porn and see the bottoms taking huge cocks with ease. I can tell you from experience that it’s not as easy as the pros make it look. You may think you can manage a big man because Heather’s fucked you with big dildos, but real men are different. As much as we’ve been taught that “No means No,” don’t count on it. Once you’ve let things progress to a certain point, there’s no going back so you better be prepared to see it through. I can’t emphasize enough how different sex is for a woman compared to a man. Having spent your whole life having sex as a man, you are conditioned to believe that sex is over when you have an orgasm. And that is the way it works…except that you are no longer the man. And, as a biological male, you will have to walk a very fine line. I can orgasm up to ten times in one engagement, but you get only one chance.
If you’re with a big, aggressive, Alpha man and you cum before he does, you will lose all your pain suppression, and you will feel every inch of him pounding into that tight little boi pussy of yours. I promise that you won’t enjoy that if the man is huge and has a ton of stamina. I’ve been with black men who have pounded my pussy for an hour before cumming. I can cum five times in the process before they wear out. And I promise you, no matter how much you beg them to stop, they won’t.
So, scare tactics out of the way, let me tell you what it’s really like. Men may be powerful and feel powerful compared to us, but before we’re naked, there’s tremendous power in being the one to decide who gets to fuck us. As a biological male, you’ve spent your whole life trying to woo females into your bed. Now you will be the one being wooed, and it’s soooo much better. You get to flirt, tease, and test out different guys to see if you might want to take them home. You’ll be at a bar and men will buy you drinks, brush up against you to show you their “value.” Don’t make it easy on them. Take them out on the dance floor. See how they move. Let them kiss you and see how you like that. Don’t just take the first cute guy that shows interest in you. You have the power at this point in the game. But once you’re naked in his bed, you’ve surrendered all the power to him, and you must perform for him.
But let’s back up, because one of the best parts of dating for us begins way before we have a huge cock inside of us. When a man we like asks us out, there can be hours or even days of foreplay. When a man you like calls you to ask you out, a girl starts planning for how she wants the date to go. You start imagining what his body looks like. Unlike men who visualize about the size of our tits or whether we shave our pussies bare, we don’t really think about how big his dick is…but we do assume he must be a real man since he makes us so wet. We think about his taught tummy and strong arms. Arms that we imagine holding us down and making us submit. As a boy you showed your optimism by buying a condom and putting it in your wallet. Girls may have laughed at you for that, but we can be way more optimistic, and you never knew it.
Women may appear to be detached and uninterested, but we are not. When a man calls you and asks you out, you already know if you are going to make yourself available to him in every way. It’s difficult to explain but there’s something very erotic about the process of preparing for a man. If you agree to go on a date with a man you don’t care about, who you know will NEVER get into your knickers, there’s nothing to the preparation process. But if you’re asked out by a guy that you would go to bed with, everything changes. The foreplay begins now for us. We start thinking about ways to make him want us. What outfit will we wear? What lingerie do we hope for him to see? If he gets us naked, what will he see. There’s a HUGE difference between the pain of a routine waxing and one that we are doing for a man. You barely feel the hairs ripping out of your nethers when you know you’re doing it for a man.”
Philip did call me, and I said yes to his invitation to a date. Our date was five days away and I was an immediate wreck. Kat started asking me uncomfortable questions right away. “When you’re sucking his cock, will you let him cum in your mouth? Do you want to swallow? Will you let him fuck you? Will you make him wear a condom? These are all things you have to plan for ahead of time now but that you gave little thought to in your previous life.
I believed my wife and Heather that I looked really good, but I was still a nervous wreck. I didn’t even know if I should dress as a woman or something in between. I wasn’t brimming with confidence about going out in public as a woman. My instincts were to hedge and not commit to being fully passable. But after my wife and girls finished my make-up and got me dressed in the outfit I would wear on my date, I looked pretty amazing, so I decided to go with it.
One day before the big day, Kat took me under her wing and made sure I was ready. I asked Heather to uncage me so that I could go to the spa and get waxed. Kat took me to her place and told them to take care of me. I’ve never felt more painfully prodded, but afterward, there wasn’t a single hair on my body below my eyebrows. I started to feel truly confident when the girls were bleaching my boi pussy, and they asked me, “So who’s the lucky guy?”
On my big night, I was out of the tub and all dry and smooth and perfumed. It felt amazing to slide my stockings up my smooth legs, over my knees, and locked around my slender thighs. I slipped my new thong up my body and positioned it on pouch over my chastity cage. The thong felt uncomfortable at first, but I thought of the moment when I would be on all fours for my man, and he would look down at my cute little butt unable to resist the desire to slide that string over and take my boi pussy. Men love thongs.
Ten minutes before he was supposed to pick me up, my phone beeped with a text. It was the first time I panicked thinking that a man was going to cancel on me. I suddenly internalized how right my wife was about the different emotional experience of my new role compared to what I was used to. But Phil wasn’t canceling, he was being a total gentleman. He texted me to ask if I wanted him to come up to the door or whether I would be more comfortable walking out to his car. He didn’t want to create an uncomfortable situation for me. As I was typing my answer, I was also deciding that I would let this man have whatever he was happy taking from me this night.