Mary’s Sexual Evolution — Part Eight

Parts One, Two, Three, Four, Five, Six, and seven

The following day Mary woke alone in Edward’s bed. She rolled around for a few moments, then got up to go and find him. She walked through the kitchen to find he’d laid the table for breakfast; there was a pot of coffee ready to drink and some pastries on a plate on the kitchen island. Then she headed out to the pool.

“Morning, sleepy,” he said as she wandered onto the poolside, still in her nightdress.

“Morning, she said cheerily, sitting on a lounger as he swam over to her.

“Swim? It wakes you up.”

“I only have the white costume so far; it wasn’t appropriate, was it?” she replied.

“Oh, I could get used to it,” he said, smiling, a little different in his approach to her this morning.

She smiled back.

“It’s transparent. Hardly worth going upstairs to fetch it, really?” Mary teased.

“No,” he said calmly. “Swim?”

It took her a second, but she got it. She stood at the edge of the pool, right before him. She slowly lifted her nightdress over her head, exposing her breasts to him for the first time as she stood wearing only her white cotton panties. His eyes studied her body. She slid her hands across her hips to the waistband of her underwear, then slowly slid them off and stood in front of him naked.

“You like?” she asked, bending a knee slightly.

“I like,” he replied.

She walked around the edge of the pool as he watched her, then slowly stepped in and slid her body into the water, swimming over to him and resting her arms on the poolside next to him.

“How are you this morning?” she asked.

“Inspired,” he replied, raising an eyebrow.

“Oh, really? How?”

“After breakfast,” he said confidently, pushing away from the side of the pool and swimming away. Mary, curious, swam after him, and they swam some laps together before he left her in the pool to go and prepare breakfast. About ten minutes later, Mary climbed out of the pool, put on a robe Edward had left for her, and strolled into the kitchen.

She crossed her legs at the table, rubbing her hair with a towel as Edward bought over a cooked breakfast and a plate of pastries. While they ate, she absently brushed her foot against his leg, which he allowed. When they had finished, Mary’s curiosity got the better of her.

“What did you want to do now, then?”

“Go and shower, then come to my bedroom,” he said hesitantly. Mary smiled, giving him his confidence back.

“Oh, really? What should I wear?”

“Something sweet.”

Mary smiled and got up.

“I’ll need half an hour to get ready for you.”

“I’ll be waiting.”

Mary showered and picked out a short gipsy skirt and white cotton t-shirt, then got ready quickly, eager to find out what Edward had in store for her. She made her way up to his room and knocked on the door.

“Come in, princess,” he called.

Mary realised they were getting into character. She opened the door and then put her hands behind her back, strolling sweetly towards him, where he stood in the middle of the room wearing a dressing gown. The blinds were all open, and the room was bathed in Autumn sun.

“I’m here as ordered,” she said, standing before him. “What can I do for you?”

“Do you enjoy making me happy?”

Mary smiled.

“Oh, yes, very much.”

“I’d like to explore that a little. What are you prepared to do to make me happy?”

“Anything.”

“Anything?”

“Anything.”

He paused and looked at her. She blinked and nodded, dropping character for a second to give him the confidence to continue.

“Then, when we have finished here, I will buy you some other clothes.”

“Other clothes?”

“We’ll talk about that next week.”

“Okay,” she said.

“For now, I’d like to know what you have learned.”

“Learned?”

“To make me happy.”

Mary hit the character perfectly and stepped forward towards him.

“Now?” she asked sweetly.

“Please.”

Mary bit her lip and looked up at him.

She reached forward and tugged at the belt on his robe. It fell open to reveal his naked body underneath. She stepped into his body and slid her hand down his abdomen and took hold of his soft cock, then looked up at him as she started to massage it. He looked down and smiled at her, tugging gently at the tie on the front of her skirt.

She stepped back and took off her t-shirt, exposing her braless chest underneath, then tugged at her waistband, and the skirt fell to the floor, leaving her naked in front of him. He raised an eyebrow.

“When you call me to your bedroom, I need to be prepared,” she said.

She walked behind him and reached up to his shoulders, pulling back his robe and letting it fall to the floor before returning to stand before him, studying his large manhood. She smiled, then knelt before him, holding his cock against her cheek as she looked up. He was watching her, his eyes glistening. She maintained eye contact with him as she lifted and slid it into her mouth. It took her a few minutes, which she put down to his age, but thanks to her attention, his cock slowly started to lift and swell as she sucked on it. When it was stood to attention, Mary was becoming turned on herself. She stopped and looked up at him.

“You like?” she asked.

“I like,” he replied.

“More?”

“Yes.”

“You drive,” she said, taking his hands and putting them on the side of her head.

She clearly woke something in him, as he wasted no time guiding her mouth back onto his cock and driving in deeper than she had taken him so far. He pulled her head back off him.

“Okay?” he asked.

Mary needed to deal with his nervousness once and for all.

“Let me show you,” she whispered.

She stood up and bent over, allowing her to straighten her throat, then opened her mouth and slowly slid his entire length into her, adjusting her gag reflex slightly to accommodate him.

“Oh, princess,” he moaned. “You are a good girl.”

Mary slid off him and licked her lips.

“More?” she asked again.

“Yes.”

She lay on her back on his bed, her head tilted off the end.

“I’m ready for you,” she said softly.

He walked over quickly and slid into her mouth as he pinned her arms to the bed, then drove his cock into her throat. He held it there, watching her thrash around on the bed for air briefly, then withdrew and held it an inch from her face. Mary was in ecstasy at being in this position again, finally.

“Don’t stop,” she whispered.

He drove in repeatedly, then eventually settled on a rhythm enough to starve her of air just briefly while fucking her mouth quite forcefully. He continued for a while, much longer than Richard ever had, his age providing him with staying power. Mary couldn’t believe she was being paid for this, one of her favourite sexual activities.

They hadn’t discussed her boundaries for sex. They hadn’t planned to be in this position, so why would they? But Mary got a little lost in her ‘client’ and decided they could talk later.

Eventually, after much enjoyment for both, Edward withdrew. Mary whined in protest.

“I have to, or I’ll,” he started.

“Would it make you happy?”

“It would make me very happy.”

“Do it, do it, please. I want to make you happy,” Mary begged, using her sweet voice.

Of course, it worked. Edward pushed back down on her wrists and drove into her, fucking her mouth with a sense of aggression Mary loved. She waited and waited, then he roared as he slammed his pelvis against her face and drained himself into her throat. He came for an age again. Mary was without air for much longer than she had ever been before, but he just kept coming, and right now, she was prepared to pass out to drain him if necessary. Luckily, she didn’t need to, and his orgasm subsided at the perfect time, him withdrawing as the last few drops of cum dripped from his cock into her open mouth. She swallowed the little in her mouth that hadn’t made the direct path to her tummy, then moaned approvingly.

Edward sat down on the bed next to her, out of breath.

“Holy shit,” he said.

“Did I please you?” Mary asked, wiping her face.

“Yes, well-done, princess,” he said, kissing her forehead.

“Thank you,” she said, her character and real self delighted with themselves.

“I have to go soon; I should go and put some clothes on,” she said. “Shall we pick this conversation up next week?”

“Oh, we definitely will,” he replied.

Mary stood up and collected her clothes, giving him a cheeky smile before wandering naked back down to her room, tidying it, dressing, making her bed, and then going down the hallway.

Edward came out of the kitchen, dressed.

“Unicorn,” he said.

“This is getting to be a habit with you, isn’t it?” Mary said, adopting her normal voice.

“I like it,” he said; it’s like an honesty card. “So, will I see you next week? Not scared you off? That was a bit intense.”

“You will see me next week, you haven’t scared me off, and that was just the right amount of intense. You’ve clearly watched more porn than I thought you had,” she said, smiling.

“I’ve been living alone for five years; got to have a hobby!” he laughed.

“Good, watch some more, get more ideas. I like your style,” Mary replied. “What’s the deal with you shopping for other clothes?”

“Nothing you could wear in public, just around the house,” he said nervously.

“I like it! Removing the innocence, a little, I assume?” she asked.

“I like the servant in you. The submissive. I don’t need you to act too innocent; I just like you to want to please.”

“I love it! But you bought all those clothes? It’s a waste.”

“Next weekend, take what you want to keep, and then we’ll donate the rest. From now on, you’ll wear what I choose.”

“Unicorn,” Mary said. She fluttered her eyelids at him. “Yes, sir.”

He opened the door, and she stepped out of the house and into the waiting taxi, casting him a sultry glance as she closed the door.

About a mile up the street, her phone pinged. She had a notification from the bank that a thousand pounds had been paid into her account.

She looked out the window and smiled, then texted Louise.

‘Hi, it got spicy. I’m also rich! Pizza and wine are on me. 2pm?’

‘Slut! I need details! See you at 2. Xx’

Mary exited the taxi at the university car park and immediately lit a cigarette, her first of the day. She made herself dizzy with the nicotine rush as she smoked it quickly and lit another. She wandered slowly to her room, happy with how her weekend was panning out.

When she returned to her room, she tidied a little, made some lunch, and then popped to the supermarket on campus for some wine. She was supposed to be working this afternoon, but the deadline wasn’t tight, it could wait, and she was really looking forward to seeing Louise. She had a shower, popped on a pair of leggings and a t-shirt, and then sat on her bed, looking at holidays on her laptop. Her phone pinged. Edward had sent her a text.

‘Hello, sorry, I know my time is up for this week. Just need your sizes, please?

Mary typed a list and sent it to him.

‘Thanks. I’ll text you Friday to make sure everything is okay for Saturday. Okay?’

‘Yes, sir,’ she typed. Pleased with herself.

She returned to her laptop and looked at holidays until Louise arrived and knocked on the door. Mary opened it, and Louise stepped in, instinctively kissing her hello. Mary’s heart fluttered.

They lay on the bed together as Mary recalled the last 24 hours of her life to Louise, who was impressed and found the whole thing very sexy. Having had a date with Edward herself, Louise understood his charm but didn’t really share Mary’s kink for men quite his age.

Eventually, the conversation moved to booking a holiday. Mary had a list of ideas on her laptop, which she shared with Louise. They looked through each of Mary’s ideas, and then Louise offered hers; she had just one.

“Where’s this?” Mary asked, looking at the most stunning photos.

“On an island near Jamaica.”

“Jamaica?”

“Yeah, good, right? Our first holiday together should be good; we’re earning it.”

“I’ve seen enough. I’m in,” Mary said excitedly.

“Not yet, sweetie. There’s more,” Louise said.

“More what?”

“It’s adults only.”

“No kids, you mean?”

“No, that’s not entirely what I mean, but there won’t be any kids.”

Mary looked confused.

“It’s a swinger’s resort. Or at least, something like that. Could be a lot of fun.”

“So, we go as a couple?” Mary asked curiously.

“Yes.”

Mary looked at Louise, her heart fluttering again.

“I’d like that,” she said softly.

“Me too,” Louise replied, putting a hand on Mary’s knee.

“Are we a couple?” Mary asked, throwing her confidence on the floor for Louise to stamp on.

Louise closed the laptop, put it on the floor, and then turned to Mary. They sat opposite each other with their legs crossed.

“Would you like to be a couple?” Louise said, taking Mary’s hand gently.

“Yes, would you?” Mary said sheepishly.

“I’m already falling for you, honey,” Louise said, putting her arms around Mary. They hugged happily, and then Louise dropped a grenade into the conversation.

“We need to decide what we are doing about men, though. I’m not giving up cock,” she said, laughing hysterically.

“Me neither!” Mary agreed. “How about we separate it. Us, men, escorting, and just be honest with each other. It’s not like we have anything to hide, is it?”

“See, that’s why I’m falling for you,” Louise said.

Mary leaned forward for a kiss. Louise put a hand behind her head and pulled her in for a deep, lingering, romantic kiss. Mary swooned, feeling a depth of emotion she’d never felt before.

Louise sat back and looked into her eyes.

“We should eat pizza,” she said. All this romance is making me hungry.

They made their dinner and booked the adults-only hotel in Jamaica for two weeks next summer, confident their escorting would cover it in full in only a few weeks. They then cuddled up on the bed together and put the TV on.

“Film?” Louise asked.

“Erm, we can do that. Or…” Mary said.

“Oh, I get it. You didn’t get any this weekend, did you?” Louise said, smiling.

“No, neither did you,” Mary said, “you refused him.”

“If you had seen him, you would have too,” Louise said, pulling a face. “We shouldn’t have sex on our first date.”

Mary looked disappointed. “We had sex before our first date,” she protested.

Good point, Louise said, slowly climbing on top of her. “I take it I’m the boss, given your desperately slutty inner submissive?”

Mary’s eyes sparkled as Louise pressed her wrists on either side of her head.

“Marry me?” Mary said jokingly.

“Not yet,” Louise said, smiling down at her. “But we’re living together next year. Just the two of us; I want to wake up with you every morning.”

She leaned down and kissed Mary’s neck softly. Mary moaned. Louise smiled, then whispered in Mary’s ear.

“Sorry baby, but we’re not having hot sex on our first date.”

Mary whined again.

“But I am going to make love to you all night.”

Part nine