"I love you," Luna said to you as you licked at her furry feet.
You looked up and over to the girl you'd been friends with for years. The girl who a part of you had ben interested in because she was open and accepting of many of the things that made you who you were in ways that others in high school had never been. The girl who'd just turned into a very sexy MILF-wolf because she'd that part of her nature had finally emerged. It was all part of the surprises as you had come expecting to get that sort of help from Luna's mom with the sort of thought that Kellie Vaxer would be the sort that MILF-wolves would target, only to find that she had been the first MILF-wolf and that Luna had been born one, and that like all weres, it took around 18 years for those genes in Luna to "activate." You didn't really mind, as emotionally, you really liked Luna, but it was still something you didn't expect.
"And you couldn't tell me that you knew you were going to become a MILF-wolf when you got old enough?" you asked back while rubbing at Luna's feet and feeling your penis get get hard in your pants.
"Well... yes... there is an issue of privacy," Luna answered, "I know you're whole transgender issue made you attracted to the whole MILF-wolf issue... and I didn't want you putting pressure on me before I was ready and before I couldn't hide it anymore..."
She paused as she leaned over and licked your cheek and then sliding one hand underneath your shirt. You noted how she was being very gentle and careful with her newly grown claws.
"And at the same time... we've been so close over the years that I'd really been growing to love you," Luna continued, "and not just as friends or sisters... but in the way in which my mom has loved Roxie. If you weren't transgender, I'd actually urge we find a regular werewolf, you become a regular werewolf and we'd then raise a family together."
"But I am transgender," you answered, feeling rather embarrassed at the fact that you presently had a very erect penis, something you were ashamed that you had, "It's a part of why I've had interest in MILF-wolves... I'd finally be in the right gender."
"And I'd be more than happy to do that, I just have one favor to ask of you," Luna answered.
Luna then lifted up your shirt, exposing your presently male frame. It was far from impressive. In fact Luna's present MILF-wolf musculature was actually bigger than the male musculature you presently had. Part of that was part of your whole desire to be female, as not feeling male made you not want to enhance those characteristics that were male and actually made you feel happy that it was your friend that would turn you into a MILF-wolf... would turn you female, and thus you'd do anything she asked.
"Anything," you told her.
"I want you to get me pregnant," Luna said firmly to you.
"What... but wouldn't worshiping your feet start my change?" you asked.
"That part only gets referred to become someone ends up licking a toe claw and cutting their tongue," Luna answered, "as as with a normal werewolf were being clawed is one of the ways that happens. It's why I also moved my foot before you got THAT far."
You blinked and nodded, but was still surprised. You had some feelings for her, and her being a born MILF-wolf was a pleasant surprise, and one that reinforced what you liked in Luna. But your feelings more had the expectation of the two of you then dating as MILF-wolves and any male attention would come years down the road, and likely in a marriage that would function similar to how Luna's parents marriage functioned. Luna then reached forward and took your hand in hers.
"And growing up... you were the best "man" in town," Luna said to you, "all the boys in school just wanted to get in my pants... not knowing that doing so would turn them into MILF-wolves. And beyond that... they had no care. You... however... you were more caring and kind. Something that I could bond with emotionally."
"And you were the only one who was really friendly to me... and knowing all about me," you answered, "it was something that actually made me privately thinking you'd be someone I could date... but... I was afraid you wouldn't want me, or... well... that I'd be stuck in the friend zone."
Luna licked your cheek again, "No... you are someone that I love... that I'd want to be with. That we'd marry, and live sort of the way my parents do... as MILF-wolves. Because I know you're transgender... but with that... I would like to have YOUR child... something that would show how special you are. But once you become a MILF-wolf... any children that have a bit of you in them, you would have to give birth to and thus couldn't be conceived by me, because I'm already a girl. I'd want my first child be to between us... Please, Nick. You'll still become a MILF-wolf and become female and we'd get the happy ever after that it would appear neither of us realized that the other wanted."
"MILF-wolves can get pregnant? Aren't we a bit young?" you asked.
"Of course we can," Luna smiled, "women don't get to the point where they can't conceive until they're in their mid to late forties. I only just aged into my physical thirties. I can conceive... and age doesn't care about love. We'll manage. My mom and "dad" will help us, and I'm sure with your step-mom's help we'll at least get your belongings from your father. We'll be fine."
"And you'd be with me?" you asked.
"Of course," Luna answered while nuzzling you with her muzzle, "because I love you. And mom has always told me it was best to fall in love with one's best friend."
"Then... okay," you said slowly and managed to reach down to untie your shows, take them off, and then unbutton and remove your pants.
It then revealed a relative impressive penis that stood erect from your crotch with some modest brown pubic hair around it. It was something that had always turned you off given your constant feeling that you should be female. You'd lived your life feeling you were supposed to be female and then had a large penis that only showed you that you weren't female. You noticed Luna smile at it for a moment before she had you in a hug and rolled onto her back, her large breasts compressing a bit as she lay back.
"Come on, my love," Luna said to you, "let us start our family and in doing so... let me give you what you've wanted most in life."
That was enough to get you over your self-revulsion at your present genitalia and you moved to position yourself over Luna, though given some of the size and height she'd gained when she took on her presently wolven form, there was a bit of a size difference. Normally the two of you were about the same height and could look each other in the eyes. As you tentatively eased your penis into her already wet vagina, likely from her own transformation, you noted that your head was now only even with her breasts. They bounced a bit as you made your first thrust into her, and a few droplets of milk appeared at her engorged nipples, showing that like other MILF-wolves, Luna was now lactating. You tentatively continued to thrust into her, and you could feel that her vagina felt very warm and wet as she actually began to howl with joy and pleasure as you did so.
"Yes... Nick... keep doing that..." Luna commanded, "do that with that big dick..."
The sensation was pleasing in a way, as Luna's warm, wet, and tight lower lips gripped your penis with a great deal of strength as you thrust into her and she bucked her hips up to meet each thrust you made. You tentatively moved to caress her breasts and nipples and other areas where guidebooks online said where a woman's pleasure centers were. One ended up getting a little bit of milk on your fingers from Luna's left breast. You were tempted to move it to your lips, but she caught your hand and licked in clean.
"There will be plenty of time for that after you've made an actual milf," Luna teased, "and it's getting close... I can feel that inner tingle... I'm starting to ovulate. Do it... fill me with your seed... and then turn."
"This is my first time," you admitted to her, though you felt your penis start to twitch, though you didn't know if that had anything to do with the sex or the coming gender change when you became a MILF-wolf. It wasn't long before that sensation doubled and you felt a rush of pleasure that made you moan out, while Luna howled soon after. "Luuuuu-nnnnnnnnnaaaaaaa!"
You then collapsed downward with your face falling between Luna's breasts. Though your penis was starting soften and soften quickly. Luna eventually managed to get you up to a point where you could look her in the eyes. She smiled to you and you managed to smile back as the room began to feel warm. You didn't see it, but your penis was rapidly beginning to shrink. The oddest sensation was that you were actually still getting the sensation of arousal, yet now that wasn't accompanied by a large hard organ slapping your stomach, but for a moment that wasn't on your mind as you looked to Luna. The physical maturity she'd gained was a bit harder to tell, as a canine's age didn't show in the same way a human's did. Though you did note that there were few small bits of gray fur intermixed with the blond fur on the lips of her muzzle. Other than that, she had her ears perked and small smile on her face.
"You're already looking beautiful," Luna said to you and lifted her head to lick you cheek, "nice and soft with a cute but mature nose..."
"I am?" you asked back, but picking on your voice was actually higher in pitch and a bit softer in tone, which got you to blink for a moment before you said, "it's happening."
"Yes," Luna smiled back as the two of you managed to get up.
As you got to your feet, that rush moved to your hair and a cascade of brown locks fell down and framed your face. At the same time, you also realized that there was something different between your legs. You then looked down to see your testicles pull inside you and as what had once been your penis had now finished its shrinking down into your clitoris. You then looked up to Luna and smiled as there were some cracking sounds as your hips began to widen and your shoulders began to narrow a bit, even though even as a man, your shoulders had never been that narrow. You looked to Luna again and she just stood there smiling at you while resting one hand on her womb, likely taking pride in what you two had just done.
"Does..." you began, now catching on to the more mature and feminine voice coming from your lips, "does your mom know about what you'd wanted?"
A part of you didn't mind too much Luna wanting to be pregnant, as that same part of you was the part that had been emotionally attracted to Luna over the course of growing up together. It was that part that was happily looking forward to actually dating her now that were coming into felt was more the "real" you than before the night's activities began. In that way, even as you felt two masses begin to push out on your chest and swell larger, you felt love for Luna growing and in a way that was well more than just a friend. But at the same time, the both of you had only just turned eighteen in the last week or so, and while there were a fair number of couples having families at younger ages, that still conflicted with other things that you thought might be expected, like college and other things like that.
"Yes," Luna answered as you looked down to see your breasts continue to swell larger with each breath you took, "partially because she's seen us together as friends for so long that I couldn't really hide that I've been starting to love you for years. And she and Roxie will support us as our new lives start... as parents and MILF-wolves."
You looked over yourself and your nude female form, now looking like a fairly spry and athletic version of your biological mother, though with much bigger breasts. You also felt very wet at the moment as you stood before your fully transformed MILF-wolf mate. She also smelled aroused to you, and with that you knew that your transformation was only half done. You'd gone from looking like an eighteen year old male to a thirty year old female. Now, all you needed to do was taken on the more wolven form...