Part 5:
This is part five in the continuing series about Sheppard's evolution into the world of D/s.
*
I arrived at Stewart and Rose's house a little earlier than I expected. I saw several other cars parked near their house, so I assumed their little get together had already started. I walked up to the front door, but before I could knock, Rose opened it and greeted me with a very passionate kiss.
"I am so glad you came," She said, giving me another kiss.
"I told you I'd come," I said, somewhat surprised.
"I know but still, I'm glad you did," She said, as she wiped her lipstick off of my face.
I stood there on her doorstep and examined her closely. Her dress was elegant and reached down to her mid thigh. It was black of course, and it showed her exquisite shape nicely, but without being too obvious. The look on her face was somehow different from the way it was when we met for the first time, at that same doorstep a week earlier. She was still very beautiful, but somehow she was not quite as perfectly composed as before.
"Is everything OK?" I asked her.
Rose smiled brightly, "Everything is wonderful," She said, "I just have one request of you."
I was a little bit worried, knowing the type of woman Rose was, but nevertheless I would find it hard to say no to a woman like her.
"What can I do for you?" I asked, putting my hand under her chin and lifting her chin so that her eyes met mine.
"Make some time for me tonight?" She asked.
"I was hoping you'd ask," I replied.
I was pleased to find that she wanted more of me, and I would be more than happy to oblige her.
"Come on inside. I want you to meet some friends of ours," She said.
"Not yet," I said, pulling her close to me.
I kissed her one more time, then waited as she checked me again for lipstick, before going into the house with her on my arm.
"Everyone, this is Sheppard. He's new to the lifestyle," She announced.
Rose took me around and introduced me to a few of the people at the party. She introduced me to a man named Gary. He was a very friendly man, who seemed very anxious to have me meet his wife. Gary left, but quickly returned with his wife Nancy and introduced her to me.
Nancy was a tall slender woman with blond hair that reached to her shoulders. She had a nice figure that was nicely accented by small, but well shaped breasts.
Nancy smiled brightly when her husband introduced us, "I'm very glad to meet you Sheppard," She said.
I've heard that expression many times. People often say that, even though in reality they could care less. However in this case, she seemed genuinely glad to meet me.
"Thank you, it's a pleasure to meet you," I said.
I wasn't sure how genuine I was being at the time, but it was certainly nice to meet such a pretty woman.
"Hello Sheppard, it's good to see you again," Stewart said, as he walked up to me and shook my hand.
I felt a little strange shaking his hand, considering I was just on his front porch, kissing his wife.
"Come, have a drink with me," he gestured to a bar in the corner of the room.
We went to the bar. I took a seat on a stool and Stewart went behind the bar and poured us drinks.
"Don't let all this overwhelm you Sheppard," He said, "You're new to this lifestyle, and I know from my own experience that sometimes it can be very overwhelming,"
He handed me my drink, "If you ever feel like you need any advice, feel free to come to either me or Rose. We'll be more than happy to help."
"Thank you," I said.
"Rose and I think of you as a friend, and we like to look out for our friends," He said.
I took a sip of my drink and thought about what Stewart had said to me. I did feel a little overwhelmed by all of this, and I still didn't know if it was something I wanted to do forever.
"Is it ready?" Stewart asked.
I looked behind me and saw Rose approaching, "It's all ready," She said with a smile.
Stewart looked at me, "Time for short training course," He said.
Rose extended her hand, "Come, there's something I want to show you," She said to me.
I took her hand and she led me upstairs to her bedroom, then into their playroom.
The center of the room was empty except for one table. This was not the table that I had Rose bound to one week earlier.
It was a short, flat, four foot long table made from stainless steel. A pair of leather wrist cuffs were attached at each end of the table. After looking at it, I was still not sure of its intended use.
"Do you like it?" Rose asked.
"What is it for?" I asked.
"Stewart designed it for some of our friends. He's very good at making things," She said, looking back at me, "He's a very brilliant man," She added.
Rose reached under the table and pulled out two hoses, "Let me show you how to use this."
She reached under the table again and flipped a switch on. A soft humming sound came from under the table.
"It's really very easy. You turn it on and attach the suction cups to each nipple, like this," She said, attaching one to each of her nipples.
I grinned, "It looks like a milking machine," I said.
Rose turned the switch off and the cups detached themselves from her nipples.
"That's exactly what it is," She said, "But it's for milking a woman's breast."
"How does that work?" I asked out of curiosity.
"If a woman wishes to lactate, there are a few things she can do to stimulate the process," She explained.
Rose gave me a quick course on human lactation. I was surprised at how much she knew, considering she had never had any kids herself.
"Are you ready to try?" She asked.
I nodded my head yes.
"Oh, there's something else that I must tell you. That girl you met, Nancy, she's the cow. She's the woman that we'll be milking tonight. She and her husband have both been my subs for more than a year. He likes to be restrained and humiliated while someone else takes care of his wife. Would you like to be the one to have his wife tonight?"
I thought about it for two or three nanoseconds, "OK," I said.
Rose gave me a sexy smile, "OK then, just follow my lead and everyone will have a great time. After we're done with them, it'll be our turn," She said, blowing me a kiss.
Rose brought Gary and Nancy up to the playroom, with Stewart following closely behind them.
Rose took a whip out of her cabinet and used it to point Gary to a place on the wall that had wrist and ankle cuffs attached to it.
"Strip," she ordered.
Gary immediately removed all of his clothes and stood there, naked in front of all of us.
Nancy giggled at the sight.
"Down," Rose ordered, pointing her whip at Nancy.
Nancy immediately complied by kneeling down on the floor.
Rose instructed Stewart to fasten Garry's wrists and then his ankles into the cuffs mounted on the wall.
Rose walked over to me and gave me a sexy grin, "In the chair Stewart," She said without taking her eyes off me. She didn't even look to see if he obeyed her. She seemed to have no doubt that he would.
Other people filtered into the room, obviously knowing what was about to happen.
"Come here Nancy, there's something I want to show you," Rose said, still looking at me.
"I'm going to enjoy this," She said to me, with a wicked grin.
Nancy moved over to where we stood and then knelt next to Rose.
"Stand right here. I want Gary to have a good view of this," Rose instructed me.
"Now Nancy my dear, I want you to suck Sheppard's cock."
Nancy looked at her husband who was becoming aroused. Rose cracked the whip across Nancy's ass to punctuate her command.
Nancy moved up to me and busied herself with opening my zipper and pulling my cock out. She let out a gasp when she saw how big it was becoming in her hand. I heard sounds coming from some of the spectators who were standing behind me.
Rose looked at Gary and saw that he had an erection.
Walking over to him, Rose said, "What are you doing? Do you think anyone wants to see that pathetic little thing?"
"Nancy, which do you like better, Sheppard's cock, or this little prick your husband has?" Rose asked, scowling at Gary.
"I like Sheppard's cock," She replied.
Rose lashed Garry's cock with her whip, "Your sweet little wife prefers a real man's cock over yours, what a big surprise," She said, in a sarcastic tone.
Rose turned to look at Nancy, just as she was putting my cock into her mouth.
"That's a good girl," Rose said to her.
Rose turned to Gary who still had an erection, "See that? Your wife is sucking his cock," She walked to the other side of him, "She won't suck your cock, will she?"
Gary struggled against his bonds, "No," he said, loudly.
"And tonight Sheppard is going to put his big cock into you're sweet little wife," Rose teased.
Nancy sucked my cock greedily. She knew Rose had granted her this favor and wanted to take full advantage of the opportunity.
Rose lashed Gary a few more times, then turned her attention to Nancy.
"Time for your milking," Rose said to her in a softer voice.
Nancy turned her head to look at Rose without removing my cock from her mouth.
"You said that you wanted this my dear, well tonight's the night your wish will come true," Rose said to her.
Nancy reluctantly pulled my cock from her mouth, started to get up, but bent down and engulfed my cock with her mouth one more time.
"I think she likes it," Rose said to me with a smile.
Rose glanced down at Nancy and flicked her whip across her ass.
Nancy got up and climbed on the table.
I fastened the restraints to her wrists and ankles then took a step back and looked her over. Nancy was on her knees and bent forward resting on her forearms. The table was just tall enough to house the milking machine below it, which made it the perfect height to enter Nancy from the rear. It also put her in a good position to accept a cock into her mouth.
