Lettie and Piper: Escorting Role
I abruptly awoke, startled by the jarring sound of my phone's alarm. As it was an uncommon occurrence for me to rely on my phone as an alarm clock, I recognized the irritating tone immediately. I quickly silenced it; I had set the alarm for 7 AM, as Lady Margaret had requested breakfast in bed at 9 AM. My mind became immersed in contemplation, pondering if this revitalizing experience was in line with my desires. However, reality swiftly approached, pressuring me to fulfill my obligations.
Regarding the safety of donning the maid's uniform without my protective mask, I opted for a risky approach. I ventured to the bathroom, taking my mask with me for the purpose of applying talcum powder. Following a shower, I dried and applied deodorant while using the hood to conceal my exposed head. The sensation was remarkable, as I had seen it online but not experienced it first-hand.
Upon returning to my room, it was time to get dressed. However, there were no fresh clothes to wear, leaving me with no choice but to wear my stained underpants and the maid's uniform. While surveying the kitchen, I secured the necessary ingredients for breakfast and ensured that everything remained neat. I momentarily indulged in a sip of orange juice, deep in thought.
This occurrence surpassed my initial expectations. I was in favor of establishing a harmonious balance in my relationship with Lettie regarding our respective roles. Nevertheless, this experience posed the question of whether it wasn't potentially undermining the very purpose. Was Lettie, entangled with two lovers, still interested in me? It was one thing to ponder the idea of sharing me with others; yet this was a wholly different experience. This whole weekend felt like a profound immersion. I made a momentous decision, and removed my hood.
Where was my sanity? I inquired of myself. What would happen if Jennifer discovered it was me? What actions would she take? Would she notify the Board of Governors about her encounter with Lady Margaret's maid during this sensual extravaganza? How could this predicament possibly end positively? No, I thought. My actions were a personal choice, and I had the agency to revert if necessary. Initially, the disguising element had offered excitement, yet it was merely a method to explore and relish the experience. But the reason for my relationship with Lettie is more profound.
I restored my makeup and refreshed my hair, preserving the high ponytail.
Upon presenting Mistress her breakfast, I knocked and awaited a reply.
"Come in!"
I opened the door and entered the room.
"Here is your breakfast, Mistress."
"Thank you..." she paused. "Without your hood, Jennifer will recognize you. Consider putting it back on, Girl!"
"Respectfully, Mistress, I am Piper, Lettie's girl, and I am unashamed of my actions. I trust you and your intentions to preserve our dynamic. I believe that the foundation of our connection is built on Lettie and me; we cherish one another's love. I am discussing, chiefly, the extent of the power dynamic within our bond. With this in mind, I assume that you are provoking my boundaries."
She smiled.
"Embrace me in these tender arms, Piper."
Her embrace comforted me, evoking a sense of solidarity and reassurance. The outcome of my statement had been accurate.
"I will protect your secret, as you have also protected mine. I eagerly await Jennifer's reaction to this revelation. Now, let's cultivate two additional breakfasts for the trolley."
With a newfound sense of relief and security, I hastened to serve the remaining breakfasts.
"Enter!" called out Lettie's voice.
There she was, nestled snugly between the two.
"Piper? Is that you?"
I giggled, bending down and curtsying. "At your service, my lady."
I wheeled in the trolley, and proceeded to place the breakfasts on it.
"Lie back, darling," Lettie ordered.
As I lay down, she kissed me passionately, the taste of Donna's pussy entering my mouth.
"She's my girlfriend," Lettie announced with pride, pulling me close for an extended kiss.
"Hey ladies, greetings from Lady Margaret!" she exclaimed as she emerged from behind me. "Piper, get out of that dress, I've got some clothes laid out for you. Now, enjoy your breakfast, and I'll see you all on the terrace after you've taken a shower and changed. Lettie, come with me. Piper, serve her some food."
Lettie almost said what we were all thinking - that she was naked - but then thought better of it after yesterday's incident, so she got up and gave us a full view of her unclothed body. I took her food and followed Lady Margaret to the terrace.
"Take a seat, you two," Lady Margaret grinningly instructed. "Eat up, Lettie, and let me know your views. You first, Piper."
I recounted the conversation I had had with myself earlier.
"It was fun, and something to do when we're in the mood, but it pushed me to my limits; I realized I'm Lettie's and love her and wouldn't want to lose her."
Lettie glanced at me as she finished her croissant and drank her juice. "Well, I figured you'd be down for it. I wouldn't mind abstaining from other lovers, but it would leave your cuckquean thing idle, and that would be a waste. And, darling," she looked at me lovingly, "I love you. I do it for us, and I'd be content with just doing it with them. It's not a matter of the thing, but the person - you. I love you."
I hadn't heard such a long speech from Lettie before and my eyes filled with tears.
"Thank you, my love," I responded, leaning in for a kiss.
"Ladies, you've both learned something."
Lettie laughed, "yeah, I realized my new girlfriend's kinky, but I love her."
"I also learned a lesson," I added, "be careful what you ask for, you might just get it."
"You two learned to be good girls but needed a push. Now, Lettie, go shower and change. Piper, I've left a thong for you - yes, I know you don't like them, but you will now."
I found a modest summer dress that only just skimmed our asses when I got back to my room. But once I put it on and realized it only covered the rear, I felt relieved to see a respectable dress. I discarded my stained panties and slipped on the thong, feeling a touch of relief - who'd have thought, right? I left my hair in its ponytail and made my way back into the kitchen, where Jen sat in a robe. When she saw me, she said,
"I never knew you were such a passionate lover, Piper, imagine that!"
Lady Margaret walked in, "indeed, but this remains between us, Jen?"
"Of course, Lady Boss," she replied.
"But you do look adorable in that dress, Piper. Twirl for us, girl!"Puzzled, I obliged and made a quick turn.
"Nice ass, Pip!" Lettie exclaimed, grinning ear to ear. Dressed more conservatively in a knee-length floral dress, she looked at me with a big smile. "I have to admit, Pip, you are one kinky girl. I wouldn't mind abstaining from other lovers, but that leaves your...kinky thing unused. And you, Piper? It feels good, doesn't it?"
I blushed, "Yes, it does."
"We are going to have lunch at my club, Emily's Escorts (Lesbians) today. You and Lettie, watch some TV, wait'll Donna and Jen get ready."
"Emily's Escorts?" questioned Jen.
Lady Margaret smiled, "Yes, it's an exclusive, discreet club for lesbians and bi-curious women that offers a chance to be with an escort on an agreed basis, including the opportunity for some to become escorts themselves. Exciting, right? So, I'm giving you the option, Piper, to pick one for Lettie to play with."
"Thanks, Boss," was my response.
"As for you and Lettie, you need your own space, so go out to the patio and I'll call you when it's time to go."
Lettie and I retreated to the kitchen and I started making tea, taking the tray outside with some croissants. [END].
"It's so peaceful out here, Piper," Lettie said, taking a sip of her drink. "How've you been? You know I didn't have anything to do with what Lady Margaret did yesterday."
"I do, darling, but don't stress about it. I enjoyed it."
"Really?"
"Yep, really. How about you?"
"I had a blast, so yes, I enjoyed it. Watching you with Donna while eating her, that was so hot. Watching you give her a blowjob was too. Cross your legs for me, darling."
I smiled and crossed them.
"I can see you're wearing your thong, girl," she said, leaning in to give me a kiss. "You know, you're such a sexy woman, you turn me on so much. I'd rather spend the afternoon making love with you than going to this Club, but we promised to follow Mistress's orders."
"We did," I said, kissing her back. "And so far, so good."
"I was a bit concerned," Lettie admitted. "I was worried you'd gone too far down the rabbit hole and got lost. I like kinky stuff, but it's you I love."
"I had the exact same thoughts, darling, which is why I made sure to remove the hood. I'm your girl, your Piper."
"I'm glad to hear that, because I'm your girl, your Lettie, and I love you too."
We kissed again. All felt well and right in the world. We snuggled up together.
Shortly after noon, Jen came out to inform us that everyone was ready.
"Oh, what a cute outfit, Piper. You look lovely, Lettie, darling," she said. "And you, too, Donna."
"Thank you, darling," Lettie replied. "You look great, too."
The red dress hugged Donna's curves and emphasized her legs. Lettie was right - she did look sexy. For a moment, I wondered how I could match up to a woman looking like that, but Lettie's squeeze of my hand reassured me. We didn't have a competition - this was all about pleasing Lady Margaret.
Lady Margaret was greeted as a highly-regarded guest, with the receptionist confirming our reservation.
"And we've set up a suite for you, Miss. Would you like me to show you all through to the lounge?" she asked, looking at me.
"Piper, you need to go down the hallway to the third door on the right. Ring the bell, and wait for a response," Lady Margaret said.
"Okay, Miss."
I obeyed, walking as far as the entrance to the lounge, when I was halted.
"Piper, you're supposed to see Elle today. She'll know how to handle you."
I stared at them, stunned. Nobody had mentioned this. Could I protest, here? No way. I had no choice. So, I followed instructions.
I rang the bell. The door opened.
"Elle!" I said, surprised.
"Haven't seen you in ages, Miss Hoare. It's an absolute pleasure to see you in this outfit! Lady Margaret says you're working for me today. Come in," she said, grinning.
Elle had been one of my students years ago. She'd left for university in Exeter. And here I was, now, dressed provocatively, following the instructions of a former student.
"I like inspecting new girls, Piper. You've got this cute dress on, pretty yet sending naughty groceries with the skin you're showing off," Elle said. "I need to inspect your underwear. Lift your dress."
Blushing profusely, I lifted my dress to reveal my white thong.
"I wouldn't have thought it, Miss Hoare, but you've managed to surprise me. That thong... you have a very cute ass, Piper."
She patted my bottom.
"So, I'm going to show you how to handle clients and escorts, and how to arrange meetings. There might be times when they get carried away, thinking they're dating you too. We're not about to let them think that, right?"
I gulped. There was no need to recite a rhetorical "am I really expected to endure this examination?" because the answer was clear.
"Okay, Piper. Let's start with your thong. Should I pull it aside just a bit? Or lift the skirt, looking up at the ceiling to avoid awkward eye contact?"
I flushed even more, but followed her instructions.
"Great outfit, Miss Hoare. Now, bend over."
I obeyed.
"That's a lovely ass. You must have beautiful breasts, too. Lettie talks about you so much. She's been really worried about you," Elle said. "Now, you'll have to find an escort for Lettie. It's for Lady Margaret's benefit."
I was a little taken aback. I had no idea she was so close to Lettie. That was something new to consider.
"Is there anyone in particular you'd like to use, Elle?"
"You'll get to meet everyone in due course. Lady Margaret thinks you'll enjoy it," Elle said. "Now, let's go down to the Main Clubroom where you'll meet the Escorts. They can arrange a double date for you."
If I could resist rolling my eyes, I would have, but Elle's enthusiasm was absolutely infectious.
"Yes, Miss Elle," I replied, using the respectful form of address.
"Is she the dark-haired girl?" I inquired further.
"Yes, Miss Elle."
"And she's your girlfriend, correct?"
"Yes, Miss Elle."
She gave a grin in response.
"I'm free after three, so bring her to me. I can introduce her to what she's been missing."
It stung a little, but I agreed.
I was directed to the reception desk and shown how to use the system to access the profiles. It didn't take long before I had my first customer, a middle-aged woman with dark hair.
"I'm looking for a girl who enjoys pleasing an older woman," she explained. "She should be between eighteen and twenty-five, shaven, and willing to be spanked. Do you have someone like that, Piper?"
My name tag had done its job. I quickly searched through the options.
"Yes, ma'am, Mellisa in room sixteen fits your criteria. You have a membership, so this will be added to your bill. Would you like her to come down now for a drink before you go upstairs, or should I send her up?"
"What a great idea, Piper. I've never met Mellisa before. So if you could. My name is Susan."
I called Mellisa to ask her to come down.
As soon as Susan saw Mellisa, I knew they'd make a good pairing. Susan was tall, dark-haired, and authoritative, while Mellisa was short, blonde, and giggly.
"Hi, Miss Susan," I greeted her, "would you like to go into the lounge for a chat?"
After they'd been there for fifteen minutes, they emerged and headed towards Mellisa's room.
I checked the time. It was already two twenty.
"Excuse me, Miss. I'm Jane, and I need an escort."
Jane was turning a bright shade of red. I guessed she was over fifty, but she had a slim bod and impressive cleavage.
"Ah, yes, you're on my list for today, Jane. So you want a Mistress, do you?"
She looked away shyly.
"Yes, please, Miss Piper. Is Miss Stacy available?"
"Yes, Jane. However, you'll need to leave your panties with me."
Without hesitation, Jane reached under her skirt and pulled down her panties in full view of everyone, before offering them to me.
"I'm sorry they're damp. I really like Miss Stacy," she murmured, her face still flushed.
"Have a good time," I said, texting Stacy to let her know her client was on the way.
The rest of the day was busy, allowing me to match several escorts with their clients. At five minutes past two, Miss Elle came to me.
"Well done, Piper. You're due for a break. Bring Lettie to my office."
"Thank you, Miss Elle."
I made my way to the lounge. I'd enjoyed helping all the women, and I realized that some of my own desires weren't as unusual as I'd thought.
As I passed, I caught a glimpse of Lettie sitting with Lady Margaret.
"Did you enjoy your time at the desk, Piper?"
"Yes," I smirked, thinking about all the strange things I'd done. "I'm here for Lettie."
Lady Margaret smiled.
"And Elle wanted her?" Lettie asked.
"Yes, Elle herself."
"Elle? Is that the one from high school?" Lettie questioned.
"The same one."
"She was hot then. Wow, let's go."
"Enjoy yourself," Lady Margaret smiled, gesturing towards Jen and Donna.
I knocked on Elle's door.
Elle was on the bed, looking at the two of us.
"Lettie, nice to see you," she greeted her. "Piper, you can leave us now. Lettie, strip for me."
As I left, I stole one last glance at my girlfriend getting undressed. Was this, I wondered once more, what I really wanted?
Read also:
- My Close Friend, a Female, Fondled Me
- Slim, Youthful, and Well-Endowed in Part 2
- Apprentice's Yearnings: Chapter 3
- The Communion of Aaron's Cane
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