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 his cock stiffening above my face.

Grant leaned across to take my hand and said, “Every time we were like that, I hoped you would lift your head and suck my cock,” Grant admitted. “But I would probably have broken your nose again if you had.”

I blushed and shyly admitted that I used to get a boner imagining doing that, which confused me, too.

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.