Aunt Liz's Bitch Ch. 02

Aunt Liz's Bitch Part 02.

Author Note: This story finishes with what some will see as a gay sex act between a teenage cross-dresser and her twenty-one-year-old male lover. If this would bother you, please read no more.

Chapter 1.

After my aunt had taken my virginity, our lives fell into a regular pattern. Every time I made an improvement in my transition from an effeminate young man to a pretty young woman, such as improving my voice to sound feminine, Liz would reward me with sex. Of course, getting to have sex with my beautiful dominant aunt meant my transition was happening quickly. My makeup skills became exquisite, and I could readily change my looks to suit my aunt's tastes.

I'd been living with Liz for around six weeks before she trusted me enough to allow me out of her home. It was a Saturday afternoon when she came home from work and told me to freshen up my makeup and put some low heels on because we were going shopping. I was terrified, of course. People would instantly know I was a crossdresser, and they'd poke fun and laugh at me. I tried to protest, but as I've indicated before, my aunt is impossible to refuse, and despite my objections, I was sitting in her car on my way to Westfield Chermside Shopping Centre.

I wore a pastel-coloured top and skirt set and white 4-inch pumps. My Aunt Liz told me to stop being a whiny bitch and walk confidently beside her, or she'd put me over her knee in the shopping centre and spank me. I was terrified Liz would actually do that, so I pulled my shoulders back, straightened my spine, put a smile on my face, and pretended confidence I didn't have.

I was surprised by how few people noticed anything untoward and by the fact that most of the looks I got were appreciative. There seemed little realisation in the people's looks that I was an effeminate man dressed like a young lady. Instead, the men smiled at me, and a few looked at me lustfully.

"Remember to glide," Aunt Liz hissed quietly, and I smoothed my walk out and began placing my heels on the ground virtually in front of my toes. Doing that made my ass swing and sway, and I suddenly felt many men staring at my tiny, heart-shaped ass. I'll admit the feeling was pretty intoxicating because I was used to women ignoring me and disapproving stares from those who thought I was gay.

Liz took me to Bllini Shoes first. The shoes I'd been wearing, including the pair on my feet then, were from the closet in my bedroom. They mostly fit, but I struggled to wear them for more than an hour or so because they were all around a size too small. If the gorgeous shop assistant in the store realised I was a male, she certainly gave no indication she did. However, I did notice that she and my aunt were more than just acquaintances. The hug and kiss they shared when Aunt Liz and I entered the store was as close to sizzling as I'd seen.

Have I mentioned that trying to become erect when your junk is taped away or in a gaff is a bad idea? Yeah, in terms of pain, it's right up there.

Aunt Liz invited the saleswoman, Sienna Muller, to dinner the following night.

After greeting my aunt, Sienna helped me select several pairs of shoes to go with my growing wardrobe. The difficulties started when Aunt Liz insisted I needed several pairs of 7-inch heeled shoes. I could barely stand in them, let alone maintain my typical glide. However, Aunty stood firm, and I picked two pairs of pumps, two pairs of strappy heels, and one pair of platform heels to go with the others. It was a surreal experience to buy something without needing to look at the price and carefully consider my needs before making the purchase. We bought ten pairs of shoes for a total cost of more than two thousand dollars, which only added to the surrealism of the day.

After Sienna had promised to bring my purchases when she came for dinner the following night, my aunt led me to her favourite dress shops. Again, it seemed that Aunt Liz was more than 'just friendly' with the saleswomen she spoke to and got to help me. None of these women took any notice of me being a male either. I doubted that I was so convincing that they didn't know, so I guessed my aunt had feminised several young men before, and they were used to it or perhaps co-conspirators.

When the PA announced the centre was closing, Aunt Liz and I left the stores and stopped at The Elephant and Wheelbarrow Pub for dinner before going home. Several men at the pub tried to engage my aunt in a conversation but she shut them down hard, although if they merely ogled, she would preen for them.

"I like their admiring gazes," Aunt Liz explained. "But I don't want to listen to their inane blather."

I noticed my aunt smiled frequently as we ate. I guessed she was flirting with the ogling men, but her smiles seemed amused rather than flirty, so I wasn't sure. On our way home, Aunt Liz casually said, "You didn't notice the many men ogling and admiring you, did you, little one?"

"Me?" I disbelievingly replied. "They were looking at you, surely. Why would they stare at a man in a dress? Unless it's to point and laugh."

"Because you're a very pretty man in a dress," Aunt Liz grinned as she casually ran her hand over my groin.

Yeah. It's a really bad idea!

Chapter 2.

When we got home, my aunt sent me to change into one of my new outfits.

When I returned, we sat in the lounge and talked about current events. The war in Ukraine had settled into a stalemate, and there wasn't much news coming from that part of the world anymore. The press continued to push the Covid barrow, but given deaths from that disease were next to zero, I couldn't understand why. Of course, it appeared that Donald Trump would win the upcoming US election, which sparked some lively debate. Aunt Liz was quite pessimistic about what a returned President Trump would do. But I argued having a megalomaniac in The White House would probably make the likes of Kim Jong Un reconsider their actions. I also thought a war with China and/or Russia was less likely under President Trump than under President Harris.

The debate seemed to stimulate my aunt, and she moved so she could sit beside me and run her fingers under my short skirt. I'd removed my tucking tape and replaced it with a gaff, but let me assure you--trying to become erect when your cock is tucked into a gaff is equally as painful as when taped away. Nevertheless, or perhaps because of my discomfort, my aunt's fingers continued to stroke over my 'pussy'. After another round of exchanges, Aunt Liz took my hand and guided it onto her pussy. She then showed me how to straddle her clit with my first two fingers and stroke along her slit until I could plunge them into her slippery pussy.

It didn't take long before my aunt grabbed my wrist and shuddered as she orgasmed. Her heavy pussy fluids flowed over my fingers as she smiled happily at me. Unfortunately, she didn't offer me any relief, and we separated and went to bed not long afterwards.

I found a black rubber item on my dresser when I got to my room. I picked it up, wondering what it was. As I held it, I read the note. It said, "My darling girl, you need to begin preparing yourself to lose your 'girl virginity'. This is a butt plug, and although I'm sure it looks huge now you know what it is, it is actually less than four inches long and quite thin when compared to a cock. The narrow part of the plug after the widest point is designed to make it easy for you to hold the plug inside you. It will hurt to take that, so be my brave girl and accept the pain until it is fully inserted. You'll find lube in your top drawer, and I want to see you wearing this when you serve my breakfast in the morning."

Well, my aunt commanded, and it was mine to obey. I took the lube from the drawer and placed it beside the butt plug. Then I picked the plug up and compared it to my cock. As my aunt said, it was significantly smaller than my flaccid penis. My poor ass clenched at the thought of the plug going in there, but I wanted to please my Mistress, so I stripped naked and covered the plug with lube. Then, I squatted and applied lube to my back passage. I tried to insert my finger to lubricate inside me, but even that was painful to do. Next, I lay on the bed, pulled my knees up and apart and tried to insert the plug. But I wasn't brave enough to force the plug far enough into my ass for the wide part to go through my knot.

I tried to force it part way in and hold still, hoping the pain would lessen, but the awkward angle and slipperiness of the oiled object meant it constantly slid out. Frustrated, I sat up and considered my options. Thinking that it would be easier to insert it if I squatted, I tried that, but I was without success. My ass was simply too tight to accept the plug into it. Close to crying with frustration, I dropped onto my vanity stool. The pain when my stretched ass hit the stool gave me an idea. I put the plug on the stool and sat on it. It almost worked because the plug entered deeper than before with very little increased pain. However, the seat was too soft, and my weight forced the plug too far into it for the plug to slide entirely into my ass.

I knew what to do now, so I walked into my en suite and put the commode lid down. I placed the plug on the lid and then sat on it. With only a soft yelp when the broad piece parted my knot and slid through it, I was able to accept the entire plug inside my ass. I immediately noticed that I had little to no pain now that my sphincter wasn't being stretched.

It felt strange to have something in my ass. It wasn't precisely painful, but it was uncomfortable. I felt full, almost as if I was constipated and needed to take a dump. I rocked back and forth, thinking the plug might move and perhaps sit more snugly and less uncomfortably. However, when I moved, the plug's tip hit something inside my colon that felt delicious. My cock roared to life, and I took it in my hand as I wriggled on the plug. I came only seconds later, spurting huge globules of cum onto the floor.

After my orgasm finished, I pushed the plug out, cleaned and sterilised it, and then oiled it again. Then, I cleaned up my mess and tried to reinsert the plug into my ass. It went in easier than before, so I pushed it out and tried again. After four or five attempts, the plug slid into my ass without any pain, so I decided that was enough for the night. I cleaned and sterilised the plug before getting in the shower and washing my makeup off. Then, setting my alarm fifteen minutes earlier in case I had trouble taking the plug, I dropped off to sleep.

Strangely, my dreams were filled with my bully, Grant Bowers, sitting on my upper chest. Only this time, we were naked, and I knew I'd suck his cock when it loomed above my lips. I woke up from this dream (nightmare? Subconscious desire?) several times before finally settling for the night.

The plug entered my ass relatively easily when I tried to take it in the morning. I put my gaff on, added tight panties to ensure the plug would remain inside me and then dressed. Walking with the plug in was another weird experience, but my body swiftly adjusted to the item in my ass, and I was soon able to ignore it.

Chapter 3.

My Aunt walked in a short time later. It was her only full day off, so she was dressed casually in a white camisole top and white panties. Her cameltoe was delightfully evident against her opaque panties, which caused my typical problem with wearing a gaff. Doing my best to ignore her deliciousness, I made her an acai and fruit bowl and her typical flat white coffee. Taking them over to her, I sat in my usual position on her left. Sitting on the plug caused it to rub against whatever it was inside my ass, and I barely suppressed a low moan.

Aunt Liz grinned wickedly at me but didn't comment. Instead, she opened her tablet and began scrolling through her social media feeds. We ate breakfast in companionable silence with only a few times when Aunt Liz showed me a photo of one of her friends and asked my opinion of them to break it. But then she showed me a picture of someone she'd searched for on Facebook.

"Is this the Bowers boy you had trouble with?" She asked.

I looked at the photo and thought it probably was. His 'about' information said he'd gone to the same school as me, and the years he was there fit. However, the Grant Bowers in the photos was physically quite different from how he was when we were in high school. The Grant that bullied me was a pudgy young man. The man in the photos was leanly muscular. I still thought he was probably the same guy, though. "I think so. Why?" I asked.

"No reason," Aunt Liz dismissed.

I knew there was a reason she'd asked, but if I pushed it, I'd earn her displeasure, if not her wrath, so I wisely said nothing more.

After we'd finished our meal, Mistress Donnelly pushed her chair back, patted her thighs and said, "Lie across my thighs, little one."

Wondering what I'd done wrong, I fearfully obeyed, draping myself across my aunt's firm thighs as gracefully as I could. I'd worn another of my new outfits to breakfast. It was a reasonably conservative, mid-length, pastel-coloured skirt, but I'd paired it with a rather daring steel wire-reinforced top. My top's bra pieces didn't meet. It was held in place by the steel wire supports that looped around my neck instead.

Aunt Liz lifted my skirt above my petite, heart-shaped ass and pulled down my panties and gaff. She then opened her thighs and allowed my rapidly inflating cock to surge between them. My aunt then clenched her thighs around it as she manipulated the butt plug. She seemed to find the pleasure spot in my ass instinctively, and she spun the plug's top across it. Desperately trying not to embarrass myself by having an orgasm from anal stimulation, I groaned. However, my hips were lifting my butt to meet my aunt's thrusts, and I knew I'd lose the battle shortly.

"It's your prostate that I'm rubbing, little one," Aunt Liz informed. "Your P-spot. The male equivalent to a woman's G-spot."

Hearing my aunt speak and concentrating on her words helped me to quell my imminent orgasm, but then Aunt Liz picked up her ruler and brought it down onto my ass stingingly. I yelped because I was surprised by the sudden pain, but I managed to stammer, "One, thank you, Mistress," before the second strike stung my bottom. Then with an expansive groan, my cock spat its liquids on the floor and between Aunt Liz's thighs as a crashing climax shattered my body.

"Good girl," my aunt said happily. "You don't have a pussy. Therefore, if I want to fuck you, and I definitely want to fuck you, then it has to be in your ass. I'll put out a longer and thicker plug every Sunday for you to get used to until I'm happy that your ass can take my cock. Okay, little one?"

Aunt Liz couched it as a question, but I knew a demand when I heard it, so I replied, "Yes, Mistress."

"I'm going to my home gym to exercise, Dylan," my aunt informed me. "You will change and meet me there."

"Into what?" I asked confusedly.

"The yoga gear I bought you yesterday and snuck into your drawers," Aunt Liz grinned.

I walked upstairs, wondering how I'd missed her purchasing them. I guessed it must have been while I was changing. Opening my drawers, I found the outfit and put it on.

It fit perfectly, and I was about to walk to my aunt's gym when I saw a note in the drawer. It read, "You won't be able to exercise effectively with your ugly boy thing tucked away. So, I will pretend I do not see it, and you will not do anything to draw my attention to the disgusting thing. You'll need to remove your butt plug, too. I do not want you to wear it for more than an hour each day. You will practice with it before you go to bed and then wear it during breakfast the following day."

I took the yoga pants off, removed my gaff to free my cock and balls, pulled the plug out, washed and sterilised it, and then put the pants back on. I joined my aunt in her gym a little later.

She put me through a series of exercises designed to lean my body further and add some much-needed shape. If I did them religiously every day, Aunt Liz assured me I'd develop a narrower waist and a larger, more muscular butt. I'd never done much in the way of exercise before, and I quickly wore out what fitness I had. I knew I'd ache the following day.

"Go shower and change," Aunt Liz told me. "You'll find a corset hanging in your closet. Bring that back to the kitchen and wait for me."

Chapter 4.

I left, shaking my head and wondering what else my aunt had secretly bought for me. I showered and changed before putting on the same outfit from breakfast. Of course, I taped my cock and balls away so as not to offend Aunt Liz. I found the corset hanging where my aunt said it would be and took it to the kitchen.

It was another hour before Aunt Liz returned. She was dressed elegantly as usual in green trousers and a white, plunging neck top.

Aunt Liz helped me into the corset and tightened the laces until I could barely breathe. She sat at the table while I made coffee. We shared them, and conversation before my aunt said she was meeting some friends for lunch and asked, "Would you like to come too?" I was nervous about going out in public again, but I knew she wasn't asking, so I nodded with fake eagerness.

We got in Mistress' BMW X4 M SUV and drove into town, where we met five of Aunt Liz's friends. There was one friend, a stunningly beautiful, stacked woman probably a little older than my aunt. I kept glancing at her surreptitiously because I was sure I knew her. Aunt introduced her friends as Juana, Penny, Caoimhe, Maddison (Maddie), and Kate. The names clicked in my mind, and I realised I was lunching with some of the stars of The Adventures of a Slut Mommie. Kate was Kate Muggleton, the author of the series.

It was weird to think I was eating with five women I'd masturbated over when I read Kate's stories. I also realised that the four women other than Kate were the confirmed lesbians in Kate's stories. It made me feel even more inadequate than before entering the restaurant. These women, with the exception of the diminutive Caoimhe, were all amazons. They were big-chested, with narrow waists, pronounced bottoms and shapely legs. I was a skinny, titty-less male with little, if any, shape.

However, the inimitable Kate swept me into a conversation, and before I knew it, we were chatting as if we'd been friends forever. I asked about her onyx necklace and its matching ankle chain, and Kate proudly explained they indicated she was owned by her husband and son. She showed me the inscriptions that confirmed this. I then noticed that Caoimhe had a similar necklace and ankle arrangement and guessed that Maddison owned her based on how they interacted.

Talking with Mrs Muggleton allowed me to relax, and I soon joined in with several other conversations. I immediately knew I needed to thank my aunt for insisting that I took an interest in current world events. Juana fled Venezuela just before an arrest warrant for her anti-government newspaper articles. Because Aunt Liz had questioned me about President Nicolas Maduro and what his regime was doing in Venezuela, I could ask insightful questions and contribute to the conversation. I was happy when I saw that my aunt was smiling at me happily. She was proud I could fit in with her friends so readily.

After a pleasant meal and company, my aunt drove us home. She helped me remove the corset and told me to shower, do my makeup, and dress in the outfit she'd bring me while I was showering. When I exited my en suite, I found only a red hair band that had hair extensions similar to Princess Leia's in Star Wars and a tiny white thong. There was a note attached saying my aunt wanted my 'disgusting thing showing and not to tuck because it would please Sienna'.

Chapter 5.

I internally shrugged and put them on before doing my makeup as similarly as I could to how I remember Princess Leia looking. I'd barely completed my look when Aunt Liz walked in with the rest of my outfit. She helped me put on a stylish wig that covered the hairband and blended it with its hair extensions. Then she offered me a white dress. I put it on and looked in the mirror. I thought, 'No one will mistake me for Carrie Fisher, but I make a pretty Princess Leia imitator. My aunt clearly thought so, too, because she spent five minutes kissing and groping me as she messed up my makeup.

Reluctantly letting me go, Aunt Liz said, "Fix your makeup, and I'll wait for you in the kitchen. There are some white boots in your robe to go with your outfit."

I sat and repaired my face before putting the boots on and joining my aunt. I helped her to prepare dinner for ourselves and our guests. We were doing Braai seasoned pork slivers mixed through noodles and stir-fried veggies. We wouldn't put anything on to cook until Sienna got here because it would only take a few minutes to cook, and we didn't want the vegetables to be soggy when we served them.

Sienna arrived not long after we'd finished preparing the ingredients to make the stir-fry. Aunt Liz opened the door and welcomed her before guiding her to the kitchen. Sienna wore a sexy black miniskirt under a pastel pink, string-strap tank top and had 7-inch heel pumps on her feet.

I think we both impressed each other because we both gaped. Then, Sienna ran across to me and hugged me tightly before covering my face with kisses. "I'm going to call you Princess Leia all night," she gushed as her hand wrapped around my cock.

It began inflating immediately. I tried to twist away because I was worried about 'showing my ugly thing'. However, my aunt was having none of it. "Dylan McMasters, if your betters want to grope you, you will hold still and allow them to do so! Now, get on your knees and apologise to Mistress Sienna."

Of course, I did as ordered and immediately knelt before Aunt Liz's friend and kissed her shoes.

Sienna laughed delightedly and encouraged me to stand. Then, remembering my manners, I offered Ms Muller a glass of wine. I poured one for her and my aunt. They took it and sat at the dining room table.

I'd become reasonably proficient in the kitchen, so it didn't take long to sear the pork slivers, fry the vegetables, and boil the noodles. Once each part was cooked, I mixed them in the wok and returned them to a simmer. Then, I poured the mixture into a serving bowl, added serving spoons and placed the bowl on the table. I offered to serve, but the women sent me to refresh their glasses instead.

When I returned, I dished myself a moderate helping and sat in my typical position to my aunt's left. Upon sitting, I immediately noticed that I was lower than my aunt and Ms Muller and began to understand my aunt had a hierarchy where I was to be lower than everybody. However, I wasn't bothered by it because, after all, I was in the company of Goddesses, and I was a mere cross-dressed man.

I ate quietly because Aunt Liz was busy seducing Ms Muller, not the Sienna needed much seducing. Soft touches on her hands were replaced by soft touches on Sienna's face. Flirtatious stroking and playing with Sienna's hair became loving kisses, which became full-on snogs. I had my erection forced between my tightly gripping thighs, trying to prevent my 'ugly thing' from rearing its gross head.

Dinner was mostly forgotten, so I cleared my throat and politely asked if I could clear the plates. Aunt Liz didn't respond other than giving me a thumbs up, so I stood to clear the table. Of course, my recalcitrant erection burst through my thighs and tented my dress front lewdly. I spun quickly away to avoid offending my aunt, but not before Sienna smiled and winked at me. She, at least, seemed to appreciate a 'lady boner'.

When I reached the kitchen, I placed the leftover food in a container. My aunt would take some to work tomorrow, and the rest would be my lunch. I'd asked Aunt Liz if I could look for a job, but she denied me. My aunt thought I was still likely to do a runner at the earliest opportunity, although she had created an online account for me that I could use to make various purchases, so I wasn't completely shut off. I'd used this account to begin a Bachelor's Degree in Computer Science online. Doing the course online fitted with my inability to sit still for any length of time because I could do some work and then flit off until I was ready to do some more. Aunt Liz checked my work and progress every night. I'd receive one of her patented quirked smiles when she was pleased and a growl with a severe mien when I hadn't.

My aunt and Sienna were gone from the dining room when I returned. I was tempted to creep down to my aunt's room and see if I could watch them having sex, but doing so would be crass, and I had no desire to disappoint Aunt Liz if she caught me. So, instead, I went to my room, lay on my back and masturbated to my imagination.

I must have fallen asleep despite it being fairly early. A warm, wet mouth engulfing my slender 6+ inch cock awakened me. I groaned and instinctively reached for whoever it was head.

"No," a voice growled.

It wasn't my aunt, so I knew I was being blown by Sienna Muller. I was not about to complain! Leaving Sienna untouched, I gripped the sheets on either side of my body and gritted my teeth. I didn't want Sienna to think I was a two-pump-chump, so I used every tactic I could think of not to orgasm too quickly. I succeeded so well that Sienna lifted off my aching cock and said, "Cum for me, honey."

Of course, I was eager to comply, and with several surprisingly girly yips, I filled my aunt's friend's mouth with my cum.

"Good girl," Sienna muttered with her mouth closed. I found out why when she kissed me and pushed my semen back into my mouth. Initially, I was disgusted by her doing that, but then my cock lurched and stiffened. I had one troubling thought, though. Why did an image of having Grant Bowers cum in my mouth make my dick inflate so swiftly?

Sienna and I continued to kiss as she dragged me to the bed's edge. Once I was where she wanted me, Sienna pushed my knees together and back before ordering, "Push your cock through your thighs, baby girl."

I complied, and Ms Muller flipped my dress out of the way so my slender penis was exposed. Then, Sienna spread her legs outside of mine and lowered herself onto my cock in the 'Amazon position'. My heart sang as my previously virgin dick entered my second woman. The fact that I was in a very submissive position and completely vulnerable only seemed to add to my enjoyment.

Sienna rode me to several climaxes (for her) before she lifted off my throbbing cock. But before I could protest, I felt something probing at my ass ring. I guessed it was my butt plug, but when it entered me, I realised it was much larger than my usual one. However, Sienna was merciless, and, despite my femininely whined protests, she forced it through my knot and into my ass. It hurt! OMG, did it hurt! I was sure it was bigger than my previous plug by magnitudes. But then, Sienna manipulated it, and it hit that spot inside my ass. Suddenly, instead of trying to expel the intruder, I pushed back at it, and it slid inside me down to the narrow point at its base.

"Oh," I gasped as Sienna released me, and I let my legs drop. Doing that moved the plug in my ass, rubbing it on my P-spot again, and I grunted with pleasure. Ms Muller grinned wickedly before she added lube to my dick and her hand. Then she gripped the base of the plug and my turgid cock. Sienna stroked my shaft as she pushed the plug back and forth in my ass. Every movement stimulated my P-spot deliciously, and I had to warn Ms Muller that I was about to cum. Undeterred, Sienna capped her lips around my glans and pumped me vigorously. I filled her mouth only seconds later.

She seemed to enjoy feeding it back to me because after she'd accepted my gift, she moved to kiss me again, forcing me to receive my cum from her. After she'd completed the swap, Sienna smiled and said, "Don't worry, darling girl. You'll taste semen from its source soon enough."

I was unsure what she meant, but I could guess. Sienna was indicating that my Mistress would make me suck someone off in the near future. It was another thing I was uncertain about. Before Aunt Liz had crashed so forcefully into my life, I was a lonely, effeminate man who had no friends and no life. I wandered aimlessly from dead-end job to dead-end job whose only confidant was his mother, an emotionally unstable woman. But I had never had a gay thought in my life other than occasionally watching transporn for the illicit thrill. Plus, I'd never even considered trying on women's panties, so I worried about why I was allowing Aunt Liz to transition me.

What Sienna did next scared me probably even more than the plug in my ass. She took a penis-like vibrator out of her purse and made me fellate it until I could swallow it down to its rubber balls. "Good girl," she told me warmly once I could swallow it without retching.

"Time for me to go, baby girl," Sienna informed me. "Lave that plug in until you've had your shower and removed your makeup. Your Aunt's expecting you to join her in the lounge shortly, and she'll tell you when you can remove it."

I checked the time and saw it was after midnight. I knew Aunt Liz had to work in the morning, so I was surprised she was still awake. Still, I knew better than to keep her waiting, so I quickly showered, donned my Princess Leia dress and made my way downstairs. My aunt was waiting for me, looking her typical gracious self even at this late hour.

She smiled at me as I entered the room. Indicating that I should kneel at her feet, Aunt Liz guided my head until it lay on her toned stomach. "How was your experience with Sienna, little one?" She asked.

"Very pleasurable and exciting, Mistress," I replied honestly.

I couldn't see my aunt's grin but could hear it in her pleased voice. "What do you think of the taste of your semen?"

"Strange, Mistress," I admitted. "It is nothing I could imagine craving, but it's not unpleasant."

"Good girl," Aunt Liz still sounded pleased with me. Then she patted my head and said, "Show me your newest butt plug." I obediently turned and twitched my dress aside. Then I pulled my skinny ass cheeks apart to expose the plug. My aunt took its base in her hand and said, "Push." I pushed as demanded, and the plug popped out into her hand. She placed it aside before rimming my gaping ass with her fingers. "One size larger, and you'll be ready to receive a cock and lose your anal virginity."

"Must I, Mistress?" I asked in a small voice. "I'm not gay."

"No, you're not," my aunt agreed. "I suspect you're more than just a little bisexual, though."

I had nothing to say to that. My silence meant that Aunt Liz sent me to bed. I took off my Princess Leia dress and put on a short pink nightie and white panties to sleep in.

Chapter 6.

The alarm woke me at its usual time, and I inserted my new plug with some difficulty, dressed casually and walked to the kitchen to prepare my aunt's breakfast.

Aunt Liz bustled in later than usual, although she still looked as elegant as ever. She hurriedly ate her breakfast and downed her coffee before almost running out the door.

I started my day with a bit of housework, including vacuuming, changing the sheets and pillowcases on our beds, and doing the washing. I was out of chores by 10:00 a. m. and was at a loss as to how to fill my day until around 7:00 p. m., when my aunt typically arrived home. I opened my coursework, but I was currently up-to-date with everything I could do--a strange thing for me and my education. Being allowed to work frenziedly when the mood struck and then not doing anything for long periods suited my personality. As long as my assignments and assessments were on time, my professors seemed to care little about how it was done.

Bored, I began trolling through my Facebook account. I've had one since I was thirteen but hardly ever used it. My mother was my only friend on the account, which only served to remind me how alone I was before Aunt Liz rescued me. I searched to see what I needed to do to deactivate my mother's account and immediately came upon another of those seemingly unfixable problems that the deceased's relatives faced--I didn't have the documents Facebook wanted before they'd allow me, her only descendant, to deactivate her account. I made a mental note to ask my aunt if she had them. I'd learned Aunt Liz was the executor of my mother's will, so I guessed she would.

I didn't use any of the various social media apps very often, so I was unfamiliar with how to navigate around them. I could tell I had a message, but initially, I couldn't figure out where to access it. I eventually found where it was--under something called 'message requests--and opened it. To my shock and almost horror, the message was from Grant Bowers. It was short, only four sentences. He asked for my forgiveness and requested to talk via messenger with a view to meeting for a drink and mending the broken fences between us.

My first instinct was to delete and block him. My second was to type, "Fuck off!" and then block and delete him. But then, I remembered my dreams, and my cock lurched in my panties. It was increasingly evident that I was a submissive, girly boy, and being dominated by others was central to my self-image. I wondered what it would be like to be 'forced' to suck Grant's cock, and as I imagined doing that, I had unawarely taken my cock out. My sudden orgasm surprised and disgusted me, and I logged out and fled to my room.

I lay on my bed wondering if Roger, my former supervisor, hadn't been right--I was a faggoty queer boy who wanted a 'real' man like him to fuck my girly ass. I got up long enough to wash my makeup from my face and then lay back on the bed. I cried bitterly into my pillow, wishing my mother was still alive and that this nightmare would end.

Chapter 7.

I fell asleep and slept for most of the day. When I woke up, I searched for my old jeans, thinking I'd return to being a man and fuck what my aunt wanted. However, I couldn't find them, and there wasn't anything else masculine to wear in the entire house. I settled for high-waisted, black skinny jeans and a red T-shirt. I didn't do my makeup, and I didn't shave my face. Although I'd shaved when I woke up, and I don't have much facial or body hair anyway, and therefore, not shaving was probably moot.

I'd gotten out of bed and returned to the kitchen at about the time my aunt usually got home. Despite my internal rebellion against her forced feminisation of me, I began preparing our meal anyway--more proof of my innate submissive disposition.

If Aunt Liz noticed anything untoward with my appearance, she never mentioned it. Instead, we ate dinner with our usual companionability. We spoke about her day, current events, and the week to come. By the time I'd served my Mistress a glass of white wine and she'd left for the lounge, I felt pretty ridiculous for wanting to disobey her. After all, my aunt was my sole surviving relative. Well, perhaps my dad was out there somewhere, but she was as far as I knew. And why I was rebelling was no longer clear to me.

After rinsing and putting the dishes in the washer and pouring myself a glass of wine, I joined Aunt Liz in the lounge. My aunt smiled at me before indicating that I should kneel before her again. I obeyed, and she took my hands in hers. "Okay, little one," Aunt Liz said firmly but not unkindly. "What's up your sexy ass?"

"Nothing," I denied.

"Do you wish to add lying to me to disrespecting me?" My aunt queried.

"No, Mistress," I replied quickly. "How have I disrespected you?"

She ran her hand over my unshaven face before patting my cock, which bulged against my tight trousers. "Oh, I don't know, Dylan," she drawled. "How do you think you've been disrespectful?" She gave me a tight smile. "Now, tell me. What's gotten up your ass? Am I not treating you fairly? Am I asking too much of you despite the fact I ask so little?"

"I'm not gay," I muttered. "It seems like you're trying to make me want to suck a cock, and I don't like it."

"Baby girl," Aunt Liz said firmly. "You will suck a cock or take one up your ass whenever I order you to. You tell me that you don't want to," she took my stiff cock in her hand, "yet your boy clitoris throbs and aches in my hand. Stop lying to me, Dylan."

"He beat me, Mistress," I wailed as tears sprung from my eyes. "He punched me and sat on my chest. And made me feel utterly useless.

"Who did?" Mistress Donnelly asked.

"Grant Bowers," I replied. "I know you've been exchanging messages with him, and he sent me a friend request." Aunt Liz stroked my hair and held my head to her lap as I cried. Eventually, I lifted my head and looked at her. "I'm gay, aren't I? That's why the boys always teased me at school, and the older men haze me wherever I work."

"No, little one," my aunt assured me. "You're experimenting with your sexuality because I'm giving you the opportunity to. When you have finished experimenting, I hope you will choose to be my girl and enter into a relationship with me that is similar to what Kate Muggleton has with her husband and son."

"You want me to belong to you?" I tremulously asked.

"Yes, my dear," Aunt Liz assured me. "I want you to be my good girl forever."

"If I don't want to be a girl?" I fearfully asked.

"Then, you will obey my conditions for staying here until I am convinced you can make it on your own. But all play between us stops, and I will not allow you to interact with my guests because they, too, do not want to see an ugly boy when they're in my home."

"I want to be your girl, Aunty," I said in a small voice before my slender body was racked with sobs again. Saying what I wanted seemed to release a dam inside me. I realised that my aunt wasn't trying to turn me gay. Instead, she wanted me to experience everything about sex before I committed to being her girl permanently. I knew Aunt Liz would ensure that I had sex with several women and probably at least two men so I could compare those experiences. Suddenly, I wasn't afraid of experiencing sex with a man. In fact, I anticipated the act.

As if she'd read my mind, Aunt Liz said, "Yes, I've been speaking to Grant Bowers on Facebook. He's keen to meet you, little one, and he hopes you'll be dressed all girly for him."

"Will you come with me when I meet him?" I pleaded.

"I will take you to meet him, my girl," Aunt Liz offered. "But Grant will be too intimidated to talk to you if I'm there. He knows he has a lot to apologise for."

"When does he want to meet?" I asked nervously.

"Kate's coming for dinner on Saturday," my aunt mused. "So, I'll arrange for you to meet Grant for lunch on Sunday. Then, if you're comfortable, he can come for dinner."

I doubted I'd be comfortable, but I knew saying so would make my aunty cross, so I murmured, "Okay." However, the thought of having the incomparable Kate Muggleton in my home was titillating, I must admit. I thoroughly enjoyed meeting her and our conversation, and I hoped it wasn't just Kate being polite to a friend's nephew (niece?).

"There's my girl," Aunt Liz said warmly. "How about we change into something more comfortable for lounging around in? That will give you a chance to clean up."

I accepted the mild rebuke guiltily by lowering my eyes to the ground and blushing. "I'm sorry I offended you, Mistress," I whispered.

"It's bound to happen occasionally as you adapt to the new you, honey," my aunt said amusedly. "At least this time, I didn't have to take my cane to your pretty ass to quell your aberrant behaviour."

I gulped and quickly left the room to shower, shave and change. I returned only a few minutes later dressed in my pink nightie and nightie shorts. Aunt Liz wore a white bralette and panties. As is typical for her, Aunt Liz's cameltoe showed delightfully when she sat.

I fetched us glasses of wine, and we sat chatting happily about this and that until it was time for bed.

Chapter 8.

I slept well, although dreams of Grant Bowers sitting on my chest after beating me up continued to haunt my dreams. It seemed my subconscious had never forgotten his fist breaking my nose and the intense pain I felt. Towards the end of the night, the dreams morphed into those of dominance, and my school bully became the handsome man from my message. I woke up with my hand around my slender 6+ inch cock and about to cum. I managed to get some tissues over its head before I messed my sheets, and I fell back asleep, confused about why I seemed to want my bully to dominate me.

The week passed quietly as I immersed myself deeper into my emerging feminine personality. I'd even taken to wearing my 'chicken fillet' bra enhancers daily. My dick spent more time taped away or inside my gaff than hanging free, and I began researching ways to make my cock and balls smaller. However, I asked my aunt about 'bottom gender reassignment surgery, and she was horrified.

"No!" Aunt Liz exclaimed when I told her what I wanted. "I want you to keep your cock. In fact, if there were a way to make it bigger, I would encourage you to do so."

"But you called it an ugly thing that you never wanted to see," I confusedly protested.

"And I do not wish to see it or even remember that you have one, Dylan," Aunt Liz answered. "But you remember me saying I liked my girls using strap-ons on me?" I nodded. "I also giggled and teased that you had a built-in one. Plus, little one, although I want nothing to do with the useless male at the end of it, I enjoy cocks. I hope you will become my 'dick girl', and I can taste your semen and have you fuck me when I'm horny."

Who in their right mind is turning that offer down? Instead, I researched ways to make myself look more feminine that wouldn't affect my libido or my ability to get an erection. I continued to refine my makeup skills and dressed to accentuate what little shape I had. I continued working on my degree whenever new units arrived, but I was as advanced as they would currently let me be. My aunt had allowed me to use her gym, and I worked out daily, trying to add some shape and size to my skinny bottom.

Saturday night came, and I was in a bit of a tizz trying to decide what to wear. I'd completed my makeup and had my walk-in robe open, searching for the right outfit to impress our guest when Aunt Liz swept into the room. "You're in for a treat tonight," she informed me as she handed me a black, rubber-look latex singlet and placed a thick collar around my neck. Then, to my shock, my aunt knelt and peeled away my tucking tape, freeing my cock and balls. Next, my Mistress took my swiftly inflating cock in her mouth and sucked me to complete rigidity. Then, before I knew what she was doing, Aunt Liz placed a rubber cock ring around my shaft's base and my balls, holding the two apart.

"Perfect," she said after I'd pulled the latex singlet on. She took me by my cock and led me downstairs.

To my surprise, Kate was already standing in our kitchen, leaning against the bench in the corner with a glass of red wine in her elegant hand.

Aunt Liz released me and then glared at me as I stood there shielding my erect cock. "On your knees before your Mistress," she hissed.

I guessed she meant before Kate by where my aunt looked, so I moved across to kneel before her. I tried to hide my erection, but Kate laughed throatily and said, "Leave it out, honey. It looks like you have a delicious morsel for me to eat later."

I tried to ignore my rampant erection as I made dinner, but it was difficult when every time I looked at Kate, she'd lick her lips and smile. In my addled, horny, and overwhelmed state, it was lucky that I was only making a basic chicken Caesar salad. Searing Moroccan spiced chicken slivers after adding fried bacon bits to shredded cos lettuce wasn't a task that was too taxing. Nor was poaching eggs and adding them and parmesan cheese.

After mixing everything together, I set the table, removed a bottle of white wine from the fridge, opened it, poured three glasses, and bade the others to help themselves. I moved to take my usual spot beside Aunt Liz but was sent around the table to sit beside Kate. Kate's hand surrounded my throbbing shaft as soon as I sat. I looked at my aunt, seeking guidance, but she ignored me and engaged Kate in a conversation. I didn't know what else to do, so I concentrated on eating my salad and following the conversation. They were talking about investment finance, which was something I knew very little about.

Kate explained how she'd taken over running their new consultancy firm while her husband was in Europe, drumming up support for his new business. He'd taken their daughter, Krissy, and by her comments, Mrs Muggleton not only approved of her husband and their daughter being intimate, she actively encouraged them to be. I hadn't read as far as Krissy's deflowerment yet. I was currently reading 'Four Days with Kath.', where Kate's rape had been confessed to her husband, and their marriage was struggling under the weight of her confession.

We'd all finished eating, but Kate showed no sign of releasing my rampant erection. Instead, she winked at my aunt and stood, dragging me up with her. She led me up the stairs and to my room, where she encouraged me to sit on the edge of the bed. Then, Kate knelt and swallowed my entire cock in one practised swallow. Her fingers slid along my taint and rimmed my tiny dark star. Of course, I climaxed almost immediately. I'd been on edge for nearly ninety minutes, and it was a miracle I hadn't gone off in her hand before now.

Kate lifted herself so we could kiss, and she fed my cum back to me in the kiss. My teenage refractory period wasn't particularly long anyway, and with the ring keeping my blood in my penis, I don't think I softened at all. In what's becoming the only position I'm allowed to have penetrative sex in, Kate pushed my knees together and back. Then, she forced her hand between my closed thighs and gently pulled my cock through them until it was under them. She asked me to hold my knees back and then took my cock back in her gifted mouth.

I heard her spit and wondered why. My explanation came when Mrs Muggleton turned to face away from me. Then, she reached between her legs to grab my dick and then lowered herself onto it. Now, as you've read, Kate is only the third woman I've been inside. But even so, it did not feel like a cunt was gliding down my rigid pole.

Kate confirmed it when she vociferously groaned, "I knew your cock would be perfect for my ass, baby girl."

'I'm in an ass?' My confused brain asked, and then it added, 'OMG! I'm fucking the divine Mrs Muggleton in her sexy ass!' Somehow, I managed to last until I felt Kate's ass spasming on my cock and heard her groan as her orgasm hit. Unable to contain myself any longer, I effeminately squealed as I filled her warm, tight ass with my cum.

Kate told me to hold still, and I felt her lubed finger probe into my ass. The tip of a butt plug quickly followed her finger, and I groaned in pain as my poor rectum was stretched beyond what it had ever been. "This plug is about the length and width of a 7-inch cock," Kate informed me as she relentlessly pushed it into me. "When you can take this readily, you'll be ready to lose your anal virginity." After another firm push, the plug slid through my knot, and my sphincter closed around the thin part at its base.

I groaned again as my body struggled to adjust to having something so big shoved in through a hole that things were only supposed to exit. Kate released my legs and took some wipes from the container beside the bed. She cleaned my cock before oiling and stroking it. Then, Kate forced her hands between my thighs and gripped the base's bottom. She unerringly found my P-spot and quickly elicited another orgasm from me.

Kate smilingly licked my semen from my body before kissing and feeding it to me. "Leave that in there for thirty minutes, honey," she advised me. "Then, push it out, clean it, and repeat. No more than an hour, though."

Kate then described something she called Kegel exercises and made me perform them until I could do them to her satisfaction. Next, Kate brought out a rubber penis-like dildo about the same length and girth as the plug in my ass. She made me practice fellating that until I could swallow its entirety without gagging. After that, she patted my face fondly and said she hoped we'd get to play together again soon but wasn't sure if her husband would allow her to play when he got home. Kate kissed me goodbye and left.

My ass adjusted to being stuffed full of rubber cock, and the thirty minutes before I could remove it passed without any pain. But when I tried to pull it out, OMG, did it hurt! Have you ever been constipated and had to push out a large, dry turd? Yeah? Imagine that by three. I learned later that I needed to remove a plug that big more often and re-lube it so it didn't dry out and adhere to my sphincter. However, it didn't seem like I'd done any damage, and after re-lubing it, it went back inside me without too much pain. I only waited a few minutes this time before I pushed the plug out, applied lube, and pushed it back in. After that, it seemed to sit comfortably in my ass until the entire hour had passed.

I got up early enough to re-insert the plug and go to the kitchen to make breakfast, although I didn't know how many I'd be cooking for. My aunt and Kate came into the kitchen, holding hands and giggling around 8:00 a. m. They were both completely starkers!

The two women dragged me over their knees and flipped up my skirt. Then, they pulled my panties aside and examined the plug. Aunt Liz took hold of it and ordered, "Push," and it popped out. "Ohh, that is so sexy," they said simultaneously as their fingers probed into my gaping asshole.

"Do you remember those exercises I taught you last night, Jillian?" Kate queried.

I guessed she meant me, but 'Jillian'? "Do you mean me?" I asked.

"Yes," Aunt Liz explained. "Kate and I discussed a new name for you, and we thought Jillian was similar enough to Dylan to work."

"Oh," I mumbled. Although I liked the name, I wasn't sure about the implications of letting Kate and my aunt call me that. I added, "Yes, Mrs Muggleton. I do them as soon as I push the plug out."

"Good girl." Kate and Aunt Liz said together.

I asked them what they'd like for breakfast and then made the smoothies requested along with coffee. We ate at the table where I was instructed to sit in my usual position--to my aunt's left and lower than my Mistresses. Kate left immediately after breakfast. I'd done all the housework, so I made Aunt Liz another coffee and then changed to meet her in her gym.

After we'd completed our workout, it was time to shower and prepare to meet my school bully for lunch.

Chapter 9.

I had difficulties getting dressed because my recalcitrant cock kept 'rising to the occasion'. In the end, I had to retrieve an ice pack from the freezer and hold it against my balls until my dick had wilted enough to be taped away. To meet Grant, I chose my olive-green A-line midi dress and my backless, halter-neck top.

I did my makeup to look as feminine as I possibly could at this early stage of my transition and added some light jewellery to intensify my feminine appearance. I chose sheer black stay-up stockings and black slave-collar high-heels to complete my look.

I'm sure I chattered like a bird the whole way to the Pig 'N' Whistle pub and restaurant, but I really don't remember the journey because I was so nervous. Aunt Liz parked a little away from the restaurant, but I couldn't make myself leave the car. I sat beside my aunt, shaking and too scared to move.

"You need to do this to move on, little one," Aunt Liz said encouragingly. "You need to reconcile your fear with your desire for this man."

I knew she was right, so I took a deep breath and stepped out of the car. My knees shook, and I looked beseechingly at my aunt, but I squared my shoulders and glided into the bar/restaurant. I spotted Grant as soon as I stepped up to the 'Please Wait to be Seated' sign. Grant was much leaner and more handsome than I remembered him being.

When we were at school together, Grant was taller than most, but he was a pudgy kid. My mother had speculated that Grant became a bully almost reflexively. He was bigger than most and clumsy to boot. Therefore, he hurt the other kids even when he didn't mean to. My mum conjectured that becoming a bully was better for him than being known as big and clumsy. If he was a bully, he was intentionally hurting kids and not just because he couldn't help it.

Grant was looking expectantly at the entrance but hadn't realised who I was. The greeter guided me to his table, and Grant stood up disbelievingly. "Jaysus!" He exclaimed. "Dylan? Wow, dude, have you changed!"

Strangely, I winced at 'dude'. I did correct him by saying, "I prefer Jillian now." Then, I thought, 'Wow! How did that happen so quickly?' I'd been given a new name only a couple of hours earlier, and weirdly, I'd immediately adopted it despite being a male and my new name being feminine.

Grant offered his hands, and I placed mine in his. His thumbs wonderingly touched my long, dark-red painted, false nails. Then he raised them to his lips and kissed the backs of my hands. A shiver of unwanted desire raced up my spine, and my cock lurched in my panties despite being taped away.

Still not a good idea!

Grant helped me into my seat and then sat opposite me. I'd instinctively rested my hands on the table, and Grant took them in his again. His thumbs stroked my nails again before he kissed their backs again. I watched Grant's eyes, mesmerised. I knew that if I didn't pull my hands away, I would be lost, and Grant would soon be my first male lover. But I couldn't pull my hands away. My cock lurched again, and unfortunately, Grant thought I was grimacing because he was holding and kissing my hands. He released them as they'd scalded him, and he blushed embarrassedly.

"Sorry," Grant mumbled as he nervously picked up the wine list.

I put my hand on him in what I imagined was a seductive manner and tried to use a sultry voice. "No, Grant, I wasn't bothered by you touching me. It's a pain thing." I hesitated before lamely finishing, "The way I'm dressed means when certain things happen, I hurt."

"Like what?" He asked, taking my hands in his again.

I blushed before answering, "Well, if this goes well, then you might get to find out."

Grant looked at me quizzically before his eyebrow arched, and he said, "Oh?" Then realisation hit, and he blushed as red as I was and said, "Oh! Umm. Well, I guess that's good for me and bad for you, huh?" Changing the subject, he asked, "What would you like to drink?"

"My mother and I couldn't afford to drink alcohol," I replied shyly. "My aunt is teaching me how to choose the best wine to go with my meal, but I'm still woefully ignorant. Do you think you could choose for us?"

"I was sorry to hear about your mum," Grant said sympathetically. "I wanted to come and say hello and offer to help, but I was pretty sure you wouldn't want to see or talk to me."

"You're right," I replied. "I would probably have freaked out if you'd turned up at my house."

Before Grant could answer, a waitress came to our table and asked if we were ready to order. He muttered something about being a beer drinker and having no idea what to order. Then inspiration hit, and he asked the waitress, "What would you recommend for two inexperienced wine drinkers to have with their meals?"

The woman looked at me dubiously before saying, "After I've seen some ID, I'd recommend a basic Chardonnay for chicken dishes or, if you're eating steak or lamb, then a simple Cabernet Sauvignon would be best. They're both lovely, drinkable wines that don't require an experienced palette."

"We'll have a glass of each," Grant said confidently.

"Yeah, I'll need to see some ID first," the waitress demanded.

Grant rolled his eyes and took his wallet out. He removed his licence and handed it to the woman. I opened my shoulder bag and did the same. The waitress glanced at mine, and her eyes went wide. She had about four looks between my licence photo and me before she decided it was me. She handed our licences back without further comment before asking, "Are you ready to order food?"

"Can you give us another five minutes, please?" Grant asked urbanely. "We haven't even looked yet."

"Sure," the waitress responded. "I'll bring your drinks straight back and then give you a few minutes to decide."

Grant watched her go before picking up the menus and handing me one. I noticed that he hadn't openly ogled the waitress' ass as most guys would have done. Grant took a quick look at the menu before saying, "I'll have the rump steak cooked rare, with chips and salad. What would you like, Dy... ahh... Jillian?"

I smiled guiltily because, of course, as a girl, and the menu lacked many lighter meals a woman could enjoy, I'd made the inevitable choice. "I'll have the barramundi, grilled, and a salad."

"Jeeze, Dylan," Grant chuckled. "You really are just a girl now, aren't you?"

"Just a girl?" I asked archly. "Isn't it that I'm not that has you here this afternoon?"

"Your aunt intimated that I'd be surprised by how you look, babe," Grant chuckled. "But I had no idea."

Surprised, I asked, "You didn't know I was becoming feminine?"

"Liz said you were moving toward the person you were meant to be, but I didn't know that was a girl." He hesitated before adding, "You're very pretty. I mean, I knew you from before, so I know you're... you were... a guy. But wow, Jillian! Any man would be proud to have you on his arm and as his girlfriend!"

"Thank you, I think," I said. "Umm... So, you're into cross-dressed males?"

Grant blushed furiously before saying, "I've watched a lot of futanari porn, but that stuff is only fantasy. I know that. However...," he blushed deeper, "I've got a boner over you that just won't quit."

I had no idea how to respond to that, but fortunately, the waitress returned with our drinks and to take our order.

After the waitress left, Grant took my hands in his again. He looked at me before earnestly saying, "I'm sorry about high school. You know how it is? I didn't understand what was happening, and it freaked me out, so I made myself feel better by beating the faggot that made me react like that." I felt an unknown but deeply felt tension knot snap in my mind, and I began to cry. Grant didn't know what to do, so he held my hands and mumbled, "I'm so sorry, Dylan. I didn't understand what was happening to me."

"The problem is this, Grant," I sniffled. "I don't think I'm gay. I know I'm dressed like a woman, and my aunt wants me to experience being with a man, but I don't think I'll ever want to be your girlfriend."

Grant looked disappointed but said, "I understand. I hope you'll let me be your friend, though." Then he cheekily added, "Or maybe 'friend with benefits'."

"Maybe," I said, giggling. "I need to go wash my face and redo my makeup."

"Sure," Grant agreed, releasing my hands and leaning back. "I'm not going anywhere unless you tell me to."

I nervously entered the ladies' bathrooms, but no one seemed bothered by my presence. I washed my face and redid my makeup before returning to the table in time for our meals to arrive. Dinner was surprisingly enjoyable, except that Grant kept apologising for his past behaviour. In the finish, I had to remonstrate with him quite firmly. Although I never would forget what he'd done, I wanted today to be a reset of our relationship, and the past needed to stay there if we were to succeed in establishing our friendship.

By the time we'd finished our coffee, we'd become friends, although not yet the type I knew Grant wanted to be. However, I found myself sneaking admiring glances at him when I was sure he wasn't looking, and when he touched my hand or arm, my taped-away cock twitched and tried to lengthen. It was nearing time for us to separate, and I hadn't yet drawn the courage to ask him home for dinner. Grant caught me staring at his lips and wondering what it would feel like to be kissed by him. "What?" He asked.

"Nothing," I stuttered before blurting, "Would you like to come to my aunt's place for dinner tonight?"

"Yes," Grant agreed, pleased that I'd invited him. "Your aunt said it was a possibility, and I hoped you'd ask."

"No guarantees of anything other than dinner," I immediately added because I was now as nervous as hell. Did I want a boyfriend? I didn't think so. Did I want to get to know Grant better? Yes, that would be nice. Did I want to be fucked by him? Well, that's the $64,000 question, isn't it? My conscience said that was gay, and I wasn't gay, so hell no! My dick had other ideas. The ache in my balls from my cock trying to become erect was constant now, and I was sure precum had soaked my panties.

"Of course not," Grant said politely as Aunt Liz joined our table. Grant smiled at her, "Hello, Mistress Liz," he said. "Nice to meet you face-to-face."

"You, too, Grant," my aunt acknowledged. "So, Miss Jillian, have you invited your friend for dinner yet?"

"I have," I replied, blushing.

"Good," Aunt Liz stated. "I'll text you my address, Grant, and we'll see you at 7:00 p. m. sharp."

Chapter 10.

I think I babbled incoherently the whole way home because I cannot recall any of the conversations we had. It wasn't until we reached my aunt's kitchen and she handed me a glass of wine that I quietened down. "Jillian, honey," my aunt said as she placed the glass in my hand. "Take a hefty swallow and relax, for goodness sakes!"

I gulped about half the glass, took a deep breath, and let it out slowly, making myself slow down and relax. Once I had myself under control, my Mistress asked how lunch went. After I'd described Grant's apology and how we'd found plenty of mutual interests to talk about, she asked, "How did it feel to be pursued? To have someone trying to seduce you?"

"Confronting at first," I replied as my eyebrows drew together, thinking about what Grant had said and done. "Then, confounding because I couldn't believe I was responding that way to him."

"That way?" My aunt asked.

"Like a giddy schoolgirl on her first date," I grinned.

"It was your first date, wasn't it?" Aunt Liz asked teasingly, and my face fell because it was. I'd never had the courage to ask a girl out on a date, and none had ever approached me. "And now look at you," my aunt continued to tease. "You've got a beau who's coming a courting this evening."

"Shivers," I exclaimed, and then did just that--shivered. It was surreal. Me, a man who had never wanted or thought of being anything else, was about to take a male lover. Did that make me gay? I guessed so, but was it gay when I was imitating a woman? Yes, still, probably. I didn't know. All I knew was that I had to run upstairs and release my cock and aching balls so I could rub one out to relieve the stress.

I excused myself to do just that, but as I exited her kitchen, Aunt Liz said, "No masturbating when you go upstairs, Jillian." Stricken, I turned back only to see my aunt smiling amusedly. "I want you to be as horny as all hell when Grant gets here, then you'll probably allow him to seduce you. If you aren't horny, you'll chicken out and not go through with it."

'Shit!' I thought, but I obeyed my aunt. I still went to my room, but instead of rubbing one out, I shaved and moisturised every inch of my slender body. Then, I used skin prep on my face several times to make my face as smooth as possible. It was close to three hours before Grant was due for dinner, and I had no idea how to fill that time in. I decided to go to my aunt's gym and work off some excess energy. I was happy to see my aunt was there already.

By exercising every day, my fitness had definitely improved, but I was not in the same class as my aunt. Because of her enormous knockers, it was easy to overlook how leanly muscular my Mistress was. It was strange in some ways because the man would typically grab all the shopping bags from the boot and tote them all inside simultaneously. Maybe the 'little woman' would grab one or two before her 'he-man' grabbed the rest. But in my case, my aunt hefted most of the bags in at once, and I straggled behind, struggling to carry two or three items.

After an hour of exercising, I thought I was tired enough to take an afternoon nap, perhaps. But unfortunately, as soon as I entered my bedroom and saw my girly things, my libido and excitement simultaneously grew. I knew I'd need a cold shower and an ice pack if I were to have any hope of fitting my slender 6+ inch cock into my gaff.

I spent the last hour before Grant was due getting ready. I repeated my efforts with the skin prep and then slowly and carefully made my face up. My aunt had bought me some clip-on earrings, so I added a dangly pair and a gold necklace she'd also bought. I chose my pink A-line miniskirt and paired it with a white, backless halter top. Because we were at home, I put on my white wedge sneakers and made my way downstairs.

Unusually for us, Aunt Liz had bought rib eye steak to cook for our guest. I was in the kitchen making potato wedges when I remembered my first night at my aunt's house. I asked, "Aunt Liz, are you okay with a man entering your home? I remember you saying on my first night here that no man had ever stepped foot in your house since you bought it. Tonight, you'll have two of us."

"Firstly, my dear," my aunt said warmly as she wrapped her arms around me. "You're hardly 'a man' anymore. And secondly, there are always exceptions to any rule. So, I think I can make an exception for Mr Grant Bowers."

I thanked her for her consideration and then finished cutting the wedges. I put them inside a plastic bag filled with the seasoning my aunt had made and shook them vigorously. They'd go in the air fryer about ten minutes before I was ready to sear the steaks. I'd just completed making a basic lettuce, tomato and grated cheese salad when the doorbell rang. My aunt had given me the current code for opening the doors and windows, though she'd change it after tonight. I think I was close, at that stage, to earning her trust enough that she'd stop changing the code, and I'd be allowed outside without supervision.

I opened the door and found myself greeted by an extensive bouquet of roses. They lowered, and Grant's handsome head looked over them, smiling at me. I tittered behind my hand, embarrassed that he would go to such lengths for me.

My aunt walked up behind us and chuckled before saying, "Are you going to make the poor man stand there all night? Or are you going to accept his gift and allow him inside?"

"Oh," I gasped, even more embarrassed than before. I took the flowers and said, "Sorry, Grant. I'm a little overwhelmed, as I'm sure you can tell. Come inside, please."

Grant moved forward and leaned in to kiss me, but I chickened out and turned my head so he kissed my cheek. He smiled understandingly before bringing out a much smaller bunch of posies and offering them to Aunt Liz. My Mistress took them, smiling happily at Grant's thoughtfulness.

As we walked to the lounge, I surreptitiously checked my guest out. Grant was dressed similarly to how he'd dressed for lunch. This time, he wore a dark blue muscle shirt over blue jeans. His jeans clung delightfully to his lean, muscular ass and legs, and I admired his tight buns as he walked.

Aunt Liz had bought some beer for Grant, so I got a can and some glasses of wine for my Mistress and me. Similarly to lunch, the conversation flowed smoothly with few of the awkward silences that often occur when people are getting to know each other. It seemed that Grant had become an electrical apprentice after he'd left high school. One of his mentors was a thirty-year-old gay man who promptly seduced him.

Admitting to his homosexuality freed him from his anguish, Grant explained. Until his mentor had seduced him, Grant felt confused and angry because he felt he should be attracted to women but just wasn't. There was an extra wrinkle when Grant discovered he was more attracted to effeminate men, girly boys, and transgirls than masculine ones. He thought if he liked girly boys, he should prefer vagina to cock, but again, he just didn't. Then he remembered our frequent battles and how they always ended with him sitting on my chest and him looking down at me.

It was time to begin making our dinner, so I left Grant with my aunt and went to the kitchen. I put the wedges in the air fryer, made the table, and fetched the salad from the fridge. I had a few minutes before I'd need to put the steaks on, so I got Grant another beer and refilled Aunt Liz's and my glasses. After I'd done that, it was time to put the steak on. It didn't take long to sear them to preference, and I had dinner on the table not long after.

Things got a little stilted and uncomfortable towards the end of our meal. Grant hoped I'd ask him to stay longer, but he feared that either my aunt or I would tell him to go home. I wasn't sure what I wanted to happen. I guess I hoped my aunt would take over and make me do things with Grant. But she knew this was a pivotal moment in my young life and ensured I'd make the decision I wanted. It was clear to me that I was moving toward being wholly feminine all the time. But despite my investigations into minimising my dick because I thought it would please my Mistress, I enjoyed using it too much to want to lose it. But did I want to use it with a male? That was the question.

The thought of being dominated by Grant, being forced onto my back and having him straddle my chest excited me. But at no stage did my desires shift to wanting to use my cock to fuck him. If I were to be with a man, then it would be as a woman, meaning they would fuck me, and I wouldn't fuck them. 'However,' my inner demon giggled. 'If they want to suck me, then that would be okay!'

I'd almost chickened out and thanked him for an interesting night when the doorbell rang. "That would be Penny Squire," Aunt Liz said, standing up. "Have fun, you two," she added as she picked up her shoulder bag, entered the door code and left.

My heart jumped into my mouth when my aunt left the house, and I turned my worried eyes to Grant. He was smiling at me reassuringly as he stood and took my hand. Grant picked up his beer, handed me my glass of wine, and led me into the lounge. Grant sat on the sofa and encouraged me to sit in his lap.

It was another new experience for me, but I immediately decided I liked it. Sitting on my manly man's knee with his arm casually draped around my hip felt very submissive and feminine, which was something I had begun enjoying very much. It made my world seem a less dark, dreary and dangerous place. It got better when Grant turned my head with his palm and pulled me down for a kiss. I froze initially because this was my first kiss from a man. However, I knew by the way my cock lurched I wanted this; I just had to overcome my society-induced reluctance to accept a gay romance. I kissed him back as my palm held his face.

After that first kiss, I became like a giggly schoolgirl who'd just had her first kiss. Grant would touch me, and I'd kiss him. He'd say something, and all I could do was watch his mouth and kiss him when he shut up. He'd shuffle, and I'd kiss him. He didn't move and only breathed, and I kissed him. Grant's hands roamed across my slender body, igniting my passion. My tucked-away cock was so stiff it threatened to break out of its gaff and spring into view.

Grant's hand moved to my inner thigh, and he cautiously stroked higher, waiting to see if I'd object. I didn't, and Grant's fingers explored across my pantie. He felt my restrained cock and freed it from its prison. His strong hand wrapped around it, his thumb stroked my frenulum, and precum poured from my cock's eye.

I had my hands inside Grant's muscle shirt, and I marvelled at his leanly muscular pecs and washboard stomach. I insistently pulled his shirt out of his jeans and pulled it over his head before casting it aside. Simultaneously, Grant had moved me so that I straddled him, and his deft fingers skilfully rimmed my hole. Then, he pulled my skirt above my hips, placed his hands on my hips, and lifted me until I was high enough that he could take my straining, slender cock in his mouth.

"Not going to last," I panted as Grant lashed my glans with his tongue and sucked firmly.

It didn't dissuade him, and when his fingers found my tight, dark hole again, I orgasmed into his mouth. Grant lowered me down and wanted to kiss me. I understood then why my aunt, Sienna and Kate had forced me to eat my own cum, because kissing Grant's cum-messy mouth didn't bother me at all.

"Shall we go upstairs?" Grant asked hopefully. I nodded and picked up his shirt. Then, we held hands as I took him to my room.

Grant began undressing when we reached my bedroom, but I stopped him and whispered, "It's a girl's task to undress her man." He nodded, and I knelt submissively before him. I undid his laces and took Grant's shoes and socks off first. Then, I unbuttoned his jeans and pulled the zipper down. Next, I pulled Grant's jeans down, and his thick 7-inch cock bounced into view. I momentarily blessed Aunt Liz's foresight. If she hadn't prepared my ass to take this monster by insisting that I accepted plugs into my ass, I would never have been able to take Grant as my first lover. As it was, despite its impressive girth and length, I knew it would readily slide into my virgin ass.

I moaned at the thought of Grant's rampant todger splitting me open and hesitatingly took it in my hand. I tried to wrap my mouth around it but whimpered, suddenly very afraid. I didn't know if I could, but I definitely knew I shouldn't. Underneath that was the insatiable need to submit. "You have to make me," I whimpered.

Shocked by my words, Dylan said, "Jillian? What? No, I can't force you to do that. It would be so wrong."

"No," I sobbed. "I want to, but I'm scared. I want you to wrestle me into submission, throw me on the bed, kneel on my chest and make me suck your cock." Grant looked doubtful, but I pleaded, "Please, Grant. Just like you used to." I tried to smile around my tears and added, "Just don't punch me in the nose, okay? Grant still wasn't sure, so I pushed his chest and lightly slapped his face. "You're nothing but a bully," I snarled in my male voice. "You can't even control a bratty kid!" I slapped him again and turned to run.

As I'd hoped, Grant growled and leapt after me. He ripped my top, bra and skirt off before I could kick off my heels and jump onto the bed.

Grant caught me before I could escape over the bed, and he flipped me onto my back and sat on my chest. His knees rested on my upper arms, preventing me from using them to fight back. He looked down at me smilingly. I looked up at him and felt my slender 6+ inch cock straining against my panties. Grant leaned back and gripped it.

My eyes lowered, and I fascinatedly watched his sturdy 7-inch cock grow over my face. It was like my nightmares, dreams, and fantasies had all come to life. My dick was more rigid and throbbing than it ever had before. Then, as I feared/hoped he would, Grant let go of my dick and pinched my nose closed. Of course, I had to open my mouth to breathe, and Grant slid his cock into my mouth. He kept inching more and more of it in, obviously expecting me to gag. However, with the practice I'd had with Sienna and Mrs Muggleton, I accepted Grant's cock inside my mouth with ease, and his balls soon rested on my chin.

"Good girl," he crooned, pumping in and out of my mouth. I had little idea what constitutes a good blowjob, so I concentrated on doing to Grant's dick what Aunt Liz, Sienna, and Kate did to mine. I bobbed my head down to meet Grant's inward thrust and pulled back as he withdrew. Then, as I felt his glans near my lips, I lashed it with my tongue and sucked firmly.

"So good, baby," Grant cooed. "I'm going to cum in your mouth, okay? Be a good girl and swallow it all for me."

I sent a silent thanks to my aunt for teaching me what I needed to know to be a good girl for my man. With a series of low, guttural grunts, Grant filled my mouth with his sperm. I swallowed the first two but then held the rest. When he'd finished and eased his cock out of my mouth, I opened wide to show him I'd saved his cum. Then, I swallowed showily, making a pantomime of enjoying his salty seed.

Grant grinned delightedly before sweeping me into his arms and kissing me passionately, seemingly undeterred by his cum being in my mouth. We kissed as our hands explored, and our passion rose. I was about to try and push Grant away so I could go down on him again, but instead, Grant kissed down my neck and across my flat stomach. I didn't have a six-pack yet, but it was getting there. Then, his mouth surrounded my throbbing cock again.

It was the same as earlier. Grant's blowjob was much more forceful than the women who had given me one. He sucked more firmly and bobbed much faster than any of them. Plus, even though Grant was clean-shaven, his face was much rougher against my groin than the women's. However, Grant's oral skills were exquisite, and I soon lost control and ejaculated into his mouth again.

Grant didn't come up to share a cum kiss this time. Instead, he moved my legs back and apart and then pushed my knees until my ass rose to meet his descending mouth. Then, he tongued my ass until it was wet enough for him to insert a finger. Recognising that my ring parted readily, he added a second and then a third, constantly using his tongue to add much-needed lubrication as he did.

"Lube?" Grant asked. And when I indicated the top drawer, he took the tube out and oiled his throbbing cock and my dark fuck hole. "It might hurt a bit when I enter through your knot, darling," Grant informed me. "Or not," he chuckled as he slid home without a problem.

Strangely, when Grant's cock opened my virgin ass, I felt the same joy as when my aunt took my 'boy virginity'.

Grant lifted onto his knees with my claves over his shoulders. He stroked into me as he gripped my cock in his right hand and masturbated me. I was aware that Grant was changing his position slightly every few strokes. I realised why the next time he pushed into me because his cock's head hit my P-spot. I yipped girlishly and jerked on his cock. Hia answering grin told me he knew what he'd done, and he maintained this angle as his hand gripped my cock harder, and he masturbated me firmly.

It became a race. Would my clenching ass flip Grant over the precipice of his imminent orgasm, or would his rampant todger teasing my P-spot and his tightly gripping hand on my cock tip me off of mine? It turned out to be a tie. Grant came slightly before me, I guess because it was his cum splashing over my P-spot that set my climax off. However, we spurted cum, him into me, and me over his hand and my belly, simultaneously. To my surprise, once his post-orgasm shudders had stopped, Grant lowered his head and used his tongue to clean my splodge from his hand and my body. Then, he kissed me and, of course, fed my cum back to me.

After our cum kiss, I pushed him off me and fetched wet washers from my en suite. Grant was on his back with his arms behind his head. He smiled happily as I carefully cleaned his before taking it back in my mouth. When he was erect again, I lay on my stomach. Grant oiled his cock and my ass and fucked me from behind until he came in my ass a second time. After cumming, Grant rolled me over and sucked me until I filled his warm mouth again.

We tried a few other positions until, despite my best efforts, Grant's dick wouldn't rise to the occasion again. We slept with Grant on his back and me lying partially across him with my head on his broad chest.

I woke up before him and awakened Grant with a morning blowjob. Then, we shared a shower, dressed, and went downstairs in time to make my aunt breakfast. I was about to go and knock on her door when she and Penelope Squire came into the kitchen. I made Grant bacon and eggs on toast and smoothies for us girls. Penelope and Grant left not long afterwards.

My aunt, who I'd learned had taken the day off, helped me make coffee, held my hand, and led me to the sofa in the lounge. "Well?" She asked after we'd made ourselves comfortable.

"It was nice for a change," I admitted. "It felt good to be dominated and made to feel weak and girly, but it's not something I'll want or need regularly. I prefer making love with you or the other women you've allowed me to."

"So, little one. Do you think you'll be happy being my dick girl and learning to be my slave?"

"Yes, Mistress," I replied, dropping to my knees before her and kissing her feet.

Aunt Liz smiled proudly down at me.

The End.