Vacation Week - Present Day
Sam and I were laying in bed naked. Sam lay on her side with her back pressed up against me as I listened to the waves from the ocean crash on the beach nearby.
At 8 AM, the room's phone rang loudly, waking Sam from a deep sleep. I picked up the receiver. "Good morning, Master Jay," a sultry voice said. "This is your wake up call. Mistress Kelly will be arriving shortly to collect Puddle Pussy. Mistress Kelly will be followed shortly by Dairy for your morning needs."
I hung up the phone, and rolled back over to Sam. I gave her now exposed naked butt cheek a swat.
"You don't have long. Go use the bathroom, brush your teeth and hair and get ready."
"Yes, Master," Sam mumbled.
Sam stumbled out of bed and padded her way to the bathroom. When I heard the toilet flush and Sam begin to brush her teeth I stepped into the bathroom. I stepped up behind her and moved her long pale pink hair off her neck and removed the pink satin collar with the white flower. I placed the collar on the bathroom sink and wrapped a black leather collar around Sam's elegant neck. The leather collar was thin, with 4 D rings sewn into the leather. The collar closed with a clasp. When the clasp was closed, I placed a small padlock through the clasp and closed the lock.
At that moment, there was a loud knock at our room door. I left Sam and walked to the door completely naked. I opened the door to discover a drop dead gorgeous woman. The woman was extremely tall, at least 6 feet tall, and her fabulous body was covered with well toned muscles. She wore a pair of extremely tight spandex shorts that looked as if they were painted on her muscular thighs and bubble butt. Her top was equally tight and was made of a see-through mesh material. As usual, her clothing was all black.
"Hello Master Jay," she said, with a very sexy English accent.
"Hello, Mistress Kelly. You are absolutely gorgeous as usual." She stepped into the room and kissed me on the mouth.
"Ever the charmer," she said. "If I don't watch myself, I will fall under your spell."
"Give me a chance, and I'll make you a submissive." This was a joke between us for years. As usual, she ignored my comment.
"Oh my," she said as Sam stepped from the bathroom and into the main room. "Puddle Pussy, you've changed your appearance."
"Yes, Mistress Kelly. Master Jay changed my appearance."
"Hands on your head and spread your legs," Mistress Kelly ordered. When Sam assumed the ordered position, Kelly stepped up to her and ran her hands all over her body while she studied Sam's tattoos and body jewelry. She laughed out loud when she walked behind Sam and saw the tattoo and her ass.
"I see your big fat nipples are red. Were your nipples pierced recently?"
"No Mistress Kelly," Sam responded. "My nipple rings are magnets." I stepped in at this point and explained how the magnets worked.
"Very interesting," she said, turning and smiling at Sam.
Mistress Kelly produced a leather leash and attached it to Sam's leather collar and led Sam out of the room and to her morning activity. Alone, I used the restroom, brushed my teeth, and was heading for the balcony to look at the ocean when there was another knock at our door.
I opened the door to find Dairy standing in the hallway. She was dressed in a small cow patterned bikini. The top barely contained her enormous tits. She wore a small bronze cowbell around her neck.
"Good morning, Sir. I'm here for your breakfast." I motioned for her to enter the room. As she walked past me I saw her bikini bottom was a g-string exposing her big caramel colored ass.
"Where would you like to dine, Sir?" She asked.
"The balcony. It's a gorgeous morning."
"Yes it is, Sir," Dairy responded, eyeing my growing cock.
I led her out onto the balcony through the tall glass French doors. The balcony was large and overlooked the empty beach and the crystal clear ocean water.
There was a small round table with 2 chairs on one end of the balcony and a very large wooden swing hanging from the ceiling at the other end. Dairy sat at one end of the swing and looked up to me. She gave me a beautiful smile as she reached behind her neck and untied her bikini to free her gigantic tits.
Dairy's tits were engorged. Her caramel tits had tracks of blue veins throughout her tits. Her huge areolas were almost black in color, while her freakishly long nipples stood at attention.
I handed her a bottle of oil, placed a pillow on Dairy's lap and laid down on the swing with my head on the pillow. The moment my head hit the pillow, Dairy leaned forward slightly and I sucked her long nipple into my hungry mouth.
I had barely begun to suck on her nipple when my mouth filled with Dairy's delicious breast milk. A moan of pleasure and release escaped from Dairy as I began to suckle on her tit.
A steady stream of milk filled my mouth as I felt a large amount of warm oil being poured on my stomach and cock. Dairy rubbed the oil into my stomach before grabbing my cock with an oil covered hand and very slowly and sensually covered my cock with the oil. Dairy began to give me a slow handjob as I fed from her tit.
"I was very excited when I heard you were visiting the resort, Sir." Dairy said, as she continued to slowly pump my cock. "I absolutely adore your large glorious cock. It feels absolutely perfect in my hand. And no one suckles on my tits like you. This is my favorite week of the year."
We remained silent, enjoying the sound of the ocean. Dairy slowly worked her hand up and down my rock hard shaft, before running her hand over and around my swollen cock head. I have a prominent ridge where the head of my cock and my shaft meet. Dairy circled this ridge over and over with a well lubed fingertip as I drained her tit.
When the flow of milk reduced to a dribble, we adjusted so Dairy could comfortably provide her opposite nipple to me. Without hesitation, I latched on her other tit. As her milk flooded into my mouth, I reached up and played with her deflated tit and still wet, swollen nipple. As I pinched and twisted her free nipple, thin streams of milk shot from her nipple and covered my chest.
Dairy picked up the pace of her handjob as I worked to drain her opposite tit of milk. Her hand was a blur as she pistoned my cock. Soon my balls began to boil with cum and I increased the suction on her nipple.
Dairy moaned. "Please cum for me, Sir."
Dairy squeezed my cock harder as I approached my release. As I reached the edge, my body stiffened as I erupted. I sucked on Dairy's nipple with such force, I had sucked her entire areola and a portion of her tit into my eager, wanting mouth.
I shot rope after rope of cum high into the air with each pump of Dairy's talented hand. Dairy oh and ah'd with each release of my cum.
I dropped my head to the pillow when I finished blowing my load. I looked up at Dairy who smiled brightly down at me, as she continued to slowly stroke my cock. I looked at her tit and noticed her nipple was extremely swollen and long and bright red.
"Sir, I love the feeling of your mouth on my nipples. May I clean you?"
"Yes."
Dairy gently moved out from under me, making sure the pillow remained underneath my head as she kneeled next to the swing and began to lick my cum from my body. While her focus was cleaning the cum from my body, Dairy couldn't resist giving my cock numerous licks.
When she finished cleaning my cum, Dairy stood up and tucked her enormous tits back into her cow patterned bikini top.
"Sir, did you get enough for breakfast?"
"Yes Dairy, I did." I was feeling very full.
"Excellent. Will you require my services tomorrow morning?"
"I will. And I will send my requirements for you later today."
Dairy smiled brightly at hearing I wanted her to return the following day for another feeding session. "Thank you, Sir. I look forward to seeing you tomorrow." Dairy leaned down, and kissed me on the forehead, making sure to press her bikini clad tits into my chest before leaving the room.
I continued to lounge on the swing after Dairy left. I relaxed and listened to the pounding waves of the ocean. After half an hour I heard the door to our room open. I stood and entered the room in time to see Mistress Kelly lead a sweat covered Sam into the room by the leather leash.
"On your knees," Mistress Kelly ordered as soon as the door closed. Sam immediately followed the instructions and dropped to her knees next to Mistress Kelly's long trim legs.
"How did she do?" I asked.
"Not too bad, but I expected better," Mistress Kelly replied. While I had been draining Dairy's tits of milk, Mistress Kelly had been leading Sam in a yoga session. Mistress Kelly was a rather famous yogi, and had worked with Sam in the past.
"Anything you want me to have her work on?"
"We have sessions every morning the rest of the week. That's a good start, but she needs to continue to train when she leaves. I know her spankings help with her Focus problem, but yoga can assist as well."
"I'll make sure she continues her yoga practice once we leave."
"Excellent." Mistress Kelly stepped up to me and kissed me on the lips, before leaning down and French kissing Sam while removing the leash from Sam's collar and leaving the room.
Alone, I helped the naked Sam to her feet and led her by the hand out onto the balcony. We stood naked on the balcony and looked out at the gorgeous sun drenched ocean. After a few minutes, I grabbed one of the chairs, sat and pulled Sam down over my knee.
Sam's plump firm ass faced me as I noticed her swollen wet pussy lips protruding from between her muscular thighs. Sam's ass was already pink in color.
"Were you spanked during your yoga session?"
"Yes, Sir. If Mistress Kelly wasn't satisfied with my yoga pose she would spank me with a riding crop until I corrected my pose."
"You need to improve your yoga practice," I said, slamming my palm into her ass cheek.
"Thank you, Sir. I will improve for you, Master."
I spanked Sam's ass hard. Since her ass was already pink, I had it glowing red in short order. As usual, Sam was openly crying and her pussy was a wet juicy mess by the time I finished beating her ass. I pushed her off my lap and pointed to a corner of the balcony for Sam to crawl and stand in the corner.
I sat on the balcony taking in the view as Sam calmed down while facing the corner of the balcony. After I determined she had enough corner time, I approached her, turned her and kissed her hard. Sam's face was traced with tears, but she looked utterly happy and content.
