Chapter 1 – The Day After ….

Sunday 25th October 2015

Was it all a wonderful dream, or did it happen?

When I opened my eyes, I panted rapidly for a few seconds.

According to certain sensitive parts of my body, it happened. It had been the realisation of a fantasy and one I’d never tire of reliving if I got the chance. On Saturday, I had spent a day as Bethany, my feminine alter ego. More importantly, I’d spent it with Eleanor, our mature and beautiful landlady, and she’d stayed with me into the evening.

My jaws ached, my lips were tender, and I didn’t have to touch myself to know that my cock felt as if a layer of flesh had been worn away. Both my anus and rectum felt like someone had thrust their arm deep inside me.

I lifted the duvet, tentatively at first, and looked down at my body. I smiled when I saw that I was wearing a babydoll nightie and stockings. A slight turn to my left assured me that I’d probably had my high heels on for the early sessions around the bedroom, and on the bed. I got a warm feeling all over as I recalled a gloriously naked Eleanor telling me that we’d have a lot of fun before we used the bed.

When I eased my body out of bed, I wasn’t surprised to see that I was still wearing makeup and nail polish. I smiled again, noting that my toenails were still painted bright red too.

In a soft, effeminate tone, I addressed my reflection. “It’s a new day, Bethany, and your regular lover will be expecting you to look good later.”

* * *

I took my time, cleaning myself thoroughly and shaving all the areas I ought. I next spent an hour doing my hair, makeup, and so on to achieve a satisfactory look. When I was content with my appearance naked, I slipped into knickers, stockings, and white high-heeled sandals.

I stepped into the pink, summer mini-dress that Eleanor had kindly brought me the day before. The neckline was high, but so was the hem, and I thought it worked well with the white sandals and barely black stockings. Before going downstairs, I added gold earrings and a delicate gold chain around my neck. I could practice being my alternate persona for part of the morning.

By ten o’clock, I’d had breakfast and generally tidied the house, so I felt in control, sort of.

The doorbell chimed, and my heart stopped beating for a few seconds. Eleanor had said that she’d stop by for a quick brew, and check that I had survived our day and night of activity. I had been trying not to think about her too much, because I knew I’d become aroused. It would be unbearable if she turned up and caught me with a hard-on in my underwear. As it was, I was pausing to look at myself. Even with my cock tucked back between my thighs, I was never far from an erection.

I used the peephole, and the mature, buxom beauty was standing on the other side of the door, grinning. I stood back out of sight as she entered the house.

“Good morning, Bethany.” Eleanor closed the door behind her.

“Good morning, Eleanor,” I said sweetly and smiled.

“I’m impressed with your makeup and hair.” She appraised my costume. “Are you all neatly tucked away down there?”

“Yes, it was difficult because I kept thinking about you, and yesterday, and—”

“Did you enjoy what we did?”

“It was incredible, and this morning my body reminded me of some of it.”

Eleanor sat in an armchair. “The dress looks lovely on you, and I’ve no doubt that Deborah will get breast forms for you to add that little bit extra to your shape. You’ve got great legs for a high hem, and they catch the eye.”

“Thank you for the dress and for everything you’ve done. Give me five minutes, and I’ll organise our coffee.”

A few minutes later, we were sitting across the room, checking each other out. I knew that Eleanor was most likely assessing how I looked, and she’d be aware that I simply enjoyed gazing at her.

She smiled. “Yesterday was quite full-on, wasn’t it?”

“It was. When Deborah and I first met you, we agreed that you were sexy and beautiful. I started fantasising about you within days, so to have done those things with you yesterday was unbelievable.”

“I’ll be honest and let you into a secret. When I first set eyes on you and Deborah, I wasn’t sure which one I wanted to ravish first, but that day, I promised myself that if I got the chance, I would have both of you.” She grinned. “At the time, I didn’t realise I’d be having you in a feminine guise, but I think that just added something extra special for both of us.”

“It certainly did for me.” I sipped my coffee. “I’m looking forward to watching when you and Deborah get together?”

“I’m anticipating a lot of heavy breathing, and we’ll both be expecting you to take part in some way. For example, we both might want you to attend to our tight pink holes with your sweet tongue. Now that I know how good you are at rimming, I’ll certainly want you to be giving my anus a wet probe.”

“How soon do you think it will happen?”

“In the next few days, unless Deborah has extra work to do.”

“She’s been working six days on some weeks, but so too have a few others in her place. I think from next week, they are all settling down to five working days.”

“In that case, I’ll make myself available for her first day off.”

“We didn’t talk much about your husband … I mean, when he’s transformed and is … Amanda, and I wondered when I would be expected to, you know … meet her.”

“Don’t you worry, sweetie. I’ll make sure that you have plenty of time to get ready for your first meeting with Amanda.” She sipped coffee. “Did you really enjoy reading and editing her book?”

“Yes, I thought Discovery was a wonderful story, and now that I know that it’s based on fact, it makes it all the better.”

“Does it also make it better to know that you’ll be meeting the author and main character?”

“Yes, but that’s a bit scary for me too.”

“Why is it scary when you’ve spent a day with me, and you were presenting as a girl?”

“Well, yesterday with you was different because when we … did things together, it felt normal except for how I was dressed.”

“I’m sure it didn’t feel normal when I was thrusting a strap-on up your tight backside?”

“No, I suppose that part didn’t feel normal, but the rest did.”

“Now, think about being with Amanda and tell me what’s scary for you?”

“Amanda won’t be wearing a strap-on because she’s like me. She’ll have a … you know … a real cock.”

“What do you imagine she’ll want you to do with it, Bethany?”

“She’ll want me to stroke it, and suck it, and … will she want to … to—”

“Fuck you with it … yes, she will, my girl, and you’ll enjoy it. Of course, keep in mind that you’ll meet more than once before you go all the way together. She’ll be expecting you to fuck her too, so when you reach that stage, you’ll both be having fun doing things to each other.”

“I’m not gay, and I’ve never been with another … I’ve never done anal with … anyone.”

“When the time is right, and you meet Amanda, I’m sure she’ll put you at ease.” She smiled. “There is one thing that you could do in preparation.”

“Yes?”

“You could stop worrying, sweetie. Amanda is not going to hurt you. She understands how you’ll be feeling and that you’ll be anxious but also excited. She is going to feel the same, and if you both take your time and be gentle with each other, you’ll have amazing sex.”

For a few minutes, we sat in companionable silence, drinking our coffee.

Eleanor said, “Do you intend to be as you are when Deborah gets home?”

“No, I knew you were coming to check up on me, and I wanted to see if I could do the whole transformation unaided, and to a good standard. I’ll probably revert back to my regular persona before lunchtime.”

“Take it from me, that you’ve done a great job. I think changing is the right thing to do, and later today, I’ve no doubt that Deborah will ask Ben to disappear and send you downstairs.”

“I’m grateful for the tips you gave me yesterday throughout our time together.”

“You’re doing well with your voice, mannerisms and posture, so what do you think will take the most adjustment for you?”

“It might sound silly, but simple things like sitting down whenever I use the toilet, and also becoming accustomed to presenting myself as two completely different people. Fortunately, I’ll only be seen by you, Deborah, and Amanda, so that part should be easier as I get used to it.”

“What about Melody?”

“I don’t think I’ll see Melody when I’m like this unless she travels up and surprises us.”

“If she gets that new store management position in the city, I think there is a good chance that you’ll be seeing her dressed as you are.”

“I don’t know if I could bear the embarrassment.”

Eleanor grinned. “Perhaps you ought to keep in mind that it was Melody who sent the lingerie for you. Another thing to consider is what her role will be if she gets the job.”

I nodded. “The transformation service in the new store … I’d forgotten about that part.”

“I know we shouldn’t jump the gun, but she comes across to me as a bright and personable young woman, and I have a feeling she’ll land the job. You already know how close she is to Deborah, so if I were you, I’d prepare myself for being as you are now, but in the company of both of them.”

I slowly shook my head. “Being with you was incredible, but the thought of being with both Deborah and Melody … my heart wouldn’t take it.”

“Don’t worry, Bethany, as long as your cock and your anus can take it, you’ll survive.” She placed her cup on the table. “Well, my girl, I’ll have to leave you now. If you see me around the cul-de-sac later, it’s because I’m showing one of the furnished houses to a client.”

“I hope it goes well, and I promise not to be seen peeking out at you.”

Eleanor laughed as I saw her to the door, and we kissed each other on both cheeks.

I said, “Thank you once again for everything.”

“It was my pleasure, especially last night. Until later, sweetie.” She walked down the pavement and into the driveway of the vacant furnished house next door where she’d parked.

I closed the front door and did that thing from the movies, just standing with my back to the door for a minute to gather my thoughts. My phone rang and brought me out of my reverie.

“Hello, Deborah. How are you? Where are you?” I pressed the loudspeaker button.

“Hi, lover, I’m fine, and I’m still with Becky. I’m having a late breakfast before I head to the station.”

“Have you any idea when you’ll get home?”

“I ought to be with you by about twelve o’clock. Have you been a good boy, or should that be, a good girl?”

“I’ve been both, but mostly the second one.”

“Don’t do anything naughty before I get back. I want you to save your energy for me.”

“I promise.”

“I’ll see you soon. Love you.”

“I love you too. Bye.”

I’d been talking to Deborah on the phone using my normal voice. I put my phone on the coffee table and wondered why I felt peculiar. It struck me as I inspected my bright red fingernails. I’d been standing in the living room using the phone as Ben but dressed as Bethany.

“Wow, that was strange. I think I’ll have to borrow this body for another hour or two before I give it up.” I giggled and set off for a feminine walk around the house, checking myself out in mirrors wherever there might be one. It would be difficult, but I’d be okay if I could get through to lunchtime without giving my cock any relief. As I continued to stroll around, I thought again about the possibility of Melody working in Edinburgh. She would definitely become a regular guest with all that might entail for me, both as Ben and Bethany.

***