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Chris sat on his couch, head resting as the Xanax he had taken minutes ago kicked in and began to work its magic. It didn’t erase the reality of his situation, but it did go a long way toward taking the edge off. Gretchen would be here soon, and then he would be able to brush away at least some of his worries, which was desperately needed given the current circumstances.

Chris blankly stared at the ceiling, contemplating where his life was right now. With the anxiety meds flowing through his blood, it was easier to think more rationally about his situation. In a matter of days, he wouldn’t be male anymore. No more peeing while standing up, no more prostate exams, no more not having to worry about when his period would start. Thinking about these inevitable female realities sent a shiver down his spine. Sure, he would be able to do virtually everything as a man, but that didn’t make it any less challenging. He enjoyed being a man, a masculine being with a strong body that everyone around him perceived as male. Meeting with Gretchen to have sex once in a while was one of the highlights of his life, and soon that would be gone-- or, at least, irreparably changed.

A twitch between his legs caused him to Grimace, looking down at his crotch. This could very well be the last day he was able to have sex as a man. Even just tomorrow, his male genitalia could potentially be too far gone to be of any use. “Fucking hell… Where’s the bright side?” Chris grunted, putting his hands over his face. He tried to stay positive; were there any pluses to being female that he might be overlooking at the moment?

For one, he could wear whatever clothing he wanted without anyone batting an eye. It would likely be perceived as usual if he dressed in a masculine or feminine fashion. Then again, it’s not like he ever had the desire to wear female clothing, to begin with.

Apparently, women experienced the better end of the stick regarding sexual pleasure. On top of that, he wouldn’t need to worry about staying hard and having to perform to take care of his mate. So, that might be fun. Also, not having to adjust his junk because it got stuck in an awkward position within his underwear could be another plus.

Despite his best efforts of Chris to see the positives, none of it seemed worth the trade-off. Besides, what if he was ugly or gross in his new female body? There was no guarantee he would even turn out cute, though it did seem like the odds of his new body looking good were relatively high based on other transience cases.

A sudden knock at the door jolted Chris out of his musings as he turned his head toward the door.

The sound of a rattling key filled the room as the door opened, and a woman popped her head in. “Chris! I’m coming in, okay?” She said with a warm smile, stepping into the room and closing the door behind her.

“Well, you didn’t wait for me to answer… But you’re already invited and welcome, so please make yourself at home,” Chris responded with a weak laugh. He couldn’t help but admire Gretchen as she strolled into the room. She had dark red hair, a feathery pixie cut, and pale green eyes. Her skin was pale like porcelain, and she had supple curves with a round ass with C cup breasts. She was on the shorter, petite side of things and was the perfect mix of cute and sexy.

“Here! This is for you,” Gretchen insisted, putting an iced golden milk tea from the teahouse down on the end table before plopping onto the couch next to him. “I even wore your favorite kind of outfit,” she laughed, flashing a cheeky grin.

Chris nodded in approval. “Yeah, you know me well,” he confessed. Gretchen wore cute, short well-fitted shorts with thigh-highs and a blouse with short, off-the-shoulder sleeves. He was a massive sucker for shorts and thigh-highs; it simply couldn’t be helped.

Gretchen took a deep breath, scooching closer to Chris as she rested her head on his shoulder and gripped his arm. “I’m going to enjoy myself like this for a minute,” she gently responded.

Chris was more than happy to accept her closeness and affection. He closed his eyes and sat in silence with Grethen at his side. Sometimes the best medicine was simply having a cute girl on your arm while one ruminated on their life. He knew it was only a matter of time before he would have to tell her what type of transience he was undergoing, but it wasn’t a conversation he was particularly excited to have. He grabbed his drink with his left hand and took a sip, savoring the sweet flavor.

As the minutes passed, his heart rate gradually increased, and a slow swelter of adrenaline built within him. A thin layer of stress sweat broke out as he took a slow, shaky breath and opened his eyes, staring off into space.

“Chris…” Gretchen said with concern, looking up at him with warmth. “Do you want to talk about it?”

Chris winced, taking another deep breath as he hesitated. Is this something I want to talk about? He thought to himself. No, it didn’t matter. Whether he wanted to or not, he had to talk about it. He needed to rip this bandaid off before everything built and got exponentially worse.

“Yeah-- I guess I do,” Chris finally responded, swallowing as he prepared himself. He turned to meet Gretchen’s gaze. “To be completely honest, I’m--,” he readied himself, feeling a pang of frustration toward his fate. “I’m turning into a woman. Dr. Rowena said I will be 100% biologically female within the week… And, on top of that, I’ll also become some type of demi-human.”

The room went silent as Gretchen stared at Chris. Her eyes quickly darted back and forth, the information she just heard processing as fast as possible. “Chris… I--”

“It really sucks,” Chris grunted, cutting Gretchen off. He pulled away from her, sat up, and put his hands over his face. “We’ll never fucking be able to meet like this to have fun again. Everything is going to change in ways I have no goddamn interest in. I feel like I’m being violated; I’m having these fucking changes forced on me against my will, and I don’t have any autonomy.”

“I can’t-- I can’t imagine how hard this must be; I’m so sorry, Chris,” Gretchen whispered, leaning forward as she gently ran a hand up and down his back. “The only thing I can promise is that nothing will change. You know I’m bisexual, and I greatly care about you as a person. I’m going to help you through this, okay?”

Chris wanted to cry and scream but knew he couldn’t. Gretchen’s response dripped with genuine care and warmth, helping to ease his stress. She wouldn’t abandon him really did help make him feel better. How did I end up with someone so perfect in my life? He sighed. They had tried dating in the past, but life circumstances somehow got in the way. They lived far apart for a while up until a year ago, and a relationship had never been discussed despite their intense physical and emotional connection.

“Thank you…” Chris finally responded.

“Besides,” Gretchen continued. “I actually prefer women over men-- on a purely physical level, at least. Once you change, it might be harder for me to keep my hands off you,” she teased, leaning up to nip his neck.

Chris shivered as the woman nipped him. He couldn’t help but laugh, a bright smile spreading across his face. “You’re just trying to get me to see some positives in this, aren’t you?”

“I’m just laying out truth bombs here. The fact you see that as a positive is just a nice, little bonus.” With that, Gretchen rummaged in her purse, checking the contents before turning to look at Chris again. “I know you’re under a lot of stress, but, umm…” Her cheeks turned red. “Maybe we should make the most of this time; what do you think? We can go to your room if you’d like,” she suggested as an impish grin appeared on her face.

A pang of arousal shot through Chris, his penis stirring in an already partially erect state. This could very well be the last day he was able to have sex with Gretchen as a man, so there was no way in hell he could say no.

“I think you read my mind; let’s go,” Chris eagerly insisted, standing up as he took Gretchen’s hand and helped her up.

A few minutes later, Chris sat on his bed in nothing but his boxers. Thankfully, his body still looked predominantly masculine. You would have to look carefully to notice anything was off. He felt a little self-conscious but had no intention of hiding himself in front of Gretchen.

The bathroom door creaked open as Gretchen sauntered out with a sultry smile. “Hello, there. Those shorts and thigh-highs weren’t your only favorites I wore today,” she purred, standing near the foot of his bed.

Chris stared in awe, the arousal within him building even further. Gretchen wore skimpy, crimson lingerie with lace. The panties erred on the side of the thong, hugging her lower body and showing the faint contour of her vulva underneath. The way she stood, with one hand on her hip, showed off her perfect figure. What got him was a tiny bit of definition on her abdomen, revealing the perfect hint of abs on her toned body.

“Oh, yeah-- you REALLY know me well,” Chris responded in near disbelief. Before he could say anything else, Gretchen moved forward and placed her hands on Chris’s shoulders, pushing him down onto the bed. With that, Gretchen crawled on top of him and sat on his hips.

“I’m going to take care of you today, Chris,” Gretchen insisted in a low, sensual voice. She laced her fingers with his, holding his hands above his head as she leaned in close.

While Chris could easily overpower Gretchen if he wanted to, the act of her pinning his hands up was incredibly erotic. He felt her soft lips press against his own, nipping at his lower lip as a spike of adrenaline shot through his body. This time, it was coupled with a feeling of eager excitement rather than abject despair. He felt her mouth open as he matched the movement and allowed her tongue in. They slowly and passionately kissed, savoring the moment before Gretchen pulled away and kissed his neck, nipping once more before leaving a trail of kisses down his chest.

“Just relax, okay?” Gretchen purred.

“Y-- yes…” Chris mumbled in response as his heart pounded. He closed his eyes, enjoying the physical sensation of a gorgeous woman kissing and touching him all over. Even if his future seemed bleak, he was in heaven right now. Suddenly, he felt Gretchen nip his nipple and flick her tongue over it. “Ahh!” He gasped, noting how much more sensitive it was than normal. A warm, tingly shock shot through his abdomen and caused his growing erection to twitch in response.

“Sorry… I got a little carried away,” Gretchen giggled. She shimmied lower and grabbed the hem of his boxers as she slid them down his waist and legs.

Chris blushed as his manhood sprung forth, throbbing as a bead of precum already leaked from the tip. “You’re going to take responsibility for doing this to me, aren’t you?” He asked.

“Yes, of course. And you’re still as big as ever,” she giggled in response. Gretchen then eagerly opened her mouth and pressed her tongue against the base of his cock, sliding it up as she took the member into her mouth.

“Ooooh…” Chris moaned, his hips jerking as he felt Gretchen’s deft tongue slide around his dick and flick over the head. It felt so incredible; he could hardly describe how skilled Gretchen really was. As she went into a rhythm of sucking while deftly moving her tongue, she gently squeezed his testicles, knowing enough not to hurt him. The combination of fellatio with perfect ball handling made Chris putty in her hands. Even without cumming, a sensation of mountain bliss washed his lower body as he trembled.

It seemed different than usual, however. Chris felt his nipples throb and harden as Gretchen sucked him. Below his navel, he felt a ball of pressure form as it began to pulse and pound in a way that actually felt really good. He knew it felt wrong but was unable to tell Gretchen to stop. It feels too fucking good, holy shit, he told himself, letting out a low moan as his insides tingled and began to shift and swirl ever so slightly.

“You’re holding out well today, aren’t you?” Gretchen asked before re-doubling her efforts once again.

Chris continued to moan and shudder as the gorgeous woman before he showed him an incredible experience. A bizarre feeling of popping hips and creaking bones set in, but he could not dwell on it. Right now, the impending orgasm in his near future was all he could think about. As Gretchen sucked with more intensity, he felt his insides quiver and begin to spasm in a foreign way. He thought it was coming from inside his body from the space below his testes as if the pleasure was extending past his dick and balls and consuming more of his being.

“Let’s try this,” Gretchen pulled back and stood, sliding her hands down her hips as she pulled her panties off. “I brought condoms, but… You know, my birth control should be enough,” she insisted.

Chris intently watched as the damp garment peeled away from Gretchen’s perfectly shaped vulva and fell to the floor. The bra went with it in another moment, showing off her perfect, perky tits. She crawled on top of Chris and gave him a wink before leaning in to kiss him lustfully. Fuck yes… Maybe life is good after all, Chris gasped, pushing his tongue over hers as she adjusted. He felt her grip the base of his cock as she gradually slid down onto it. His penis pushed through the steamy folds and penetrated the opening of her soaking wet pussy.

“Fuuuck, yes…” Chris purred as Gretchen’s hot insides encased his cock. Her body descended nice and slow until most of his penis was fully enveloped. With that, her hands gripped his shoulders as she began to deftly move her hips. “Oh god…” As her hips pumped up and down onto his turgid length, he found himself pushing upward to meet her advances.

“Oooooh…” Gretchen moaned as her body shuddered.

Chris’s insides swirled as his nibbles throbbed in unison with his penis. He didn’t even notice his chest swelling as the two made love. The pressure in his cock continued to grow as they continued to have sex, which was expected. However, a deeper pressure inside him grew while the ball of tension below his navel spasmed and throbbed harder.

They continued like this for a while, making out and fucking as the pace gradually increased. Chris grabbed Gretchen’s supple ass, guiding her as he felt his climax getting closer and closer.

“Yes, yes--- yes…” Gretchen moaned, her pussy quivering and contracting as her climax also neared.

Eventually, Chris hit his limit just as an overwhelming orgasm hit Gretchen. “Ahhh!” Chris groaned, pushing into Gretchen as his powerful climax hit. His penis shuddered with pure bliss as hot, steamy spurts of semen shot into Gretchen. Waves of ecstasy consumed his entire body while the tension beneath his testicles and within his pelvis also exploded. An orgasm like nothing he had ever felt before consumed the entirety of his being, his vision going white while his nipples twitched and semen continued spilling out from his erect shaft.

He heard Gretchen moan with him but could hardly focus. I have never orgasmed like this before-- holy shit, he thought to himself as the euphoric torrent permeated every inch of his body. A small voice in the back of his head tried to tell him how wrong this way; he shouldn’t have felt such pleasure outside of his cock and balls, but it was hard to focus on such things.

After a couple of minutes, Gretchen finally pulled herself off of Chris and sat on the bed next to him, panting as she did so. She leaned in and kissed Chris tenderly before pulling back. “Still out of breath? I’m pretty good, aren’t I? Well, I thought you--” Her words stopped suddenly.

Chris had his eyes closed, breathing as he tried to regain his senses. “Huh?... Is something wrong?” He finally asked, opening his eyes to see Gretchen’s eyes scanning his body.

“Your-- your cock… And chest… I-- I am so sorry if I made it worse. I didn’t mean to…” She whispered, putting a hand over her mouth.

Chris immediately panicked, eyes widening as he looked down. What appeared to be budding breasts stuck out on his chest. They weren’t an A-cup yet, but they were also noticeable with how swollen his nipples were. “Oh-- no, fuck…” He quickly sat up and looked down while reaching a hand out to touch his penis. He was usually a grower, five inches flaccid, seven while erect. Much to his horror, his penis appeared to be a pathetic two or two and a half inches while flaccid. It seemed to have already lost half of its size.

“F--Fuck! No-- no, not this fast, p-- please…” Chris muttered, barely noticing his voice cracking ever so slightly.









CHAPTER END

Read chapter 4 one month ahead on Patreon for $2.50 or chapter 5 two months ahead for $5!  The physical and mental TG TF both ramp up as Chris attempts to come to terms with his impending loss of manhood.  Telling his family and loved ones is quite the tough pill to swallow.



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