The week after Judy went home, I got busy at work and had to go out of town for a few days. As fate would have it, Judith then had to attend a trade show, so, we did not see much of each other for a couple of weeks. I collected Judith from the airport Friday night. I helped with her bags and set them down in her apartment. "Give me a hug, Joe," she said. I wrapped my arms around her and reveled in the feel of her ample breasts crushed against my torso. "I've needed you something terribly."
"Yeah, I've missed you, too," I replied.
"I'm sorry, Joe, but not tonight. I am exhausted and I just want to shower and get to bed."
"OK." We made plans to go to dinner the next night and get caught up.
We went to a favorite Chinese restaurant. It was not too crowded for a Saturday night and we had a booth that afforded some privacy. She was wearing a lime green blouse, of which the top two buttons were open. Her right breast swelled nicely into my view. As we talked, I occasionally checked and found that the boob was still there and magnificent. We discussed our trips, the ups and downs and problems traveling over dinner.
"Like I told you last night, Joe, I've really needed some of you and I am looking forward to getting back to my place," she said as she squeezed my hand across the table.
"I've missed you, too. My right hand has been busy."
"Naughty boy!"
"Yes, I am."
"Anyway, I was impressed at how masterful you were when you spanked Judy. She said the combination of the lecture and spanking and giving up control was so erotic. You know, I can't see being spanked, but the thought of being in control like that does appeal to me."
"Does it really?" I questioned.
"Yes, it does. Didn't you tell me you used to see a professional mistress?"
"Yeah. I would have sessions with her and we would play out fantasies. We would not have sex. She wasn't into that, but she would get me off with her hand. I enjoyed it every once in a while, but I would not want it to be a lifestyle or anything. Just something to play with for an hour or so."
"What was you favorite fantasy?"
"I really enjoyed being caught masturbating. It was naughty and sexy having her see me stroking myself and then being spanked. We also engaged in anal play. It was a kick to give up control and play the slut while she did me."
"Yeah, I can understand that. You know how I enjoy anal," she said.
"I don't like a great deal of pain. Just the idea of being so vulnerable. The only problem is she tried to use dildos and butt plugs that were too big. I really enjoyed a finger or small vibrator. It could be really sensual."
"Well, Joe, I have been thinking about this since Judy left. I went on line and read a couple of stories and how to articles. While you were on your trip I visited a local equipment store that caters to women and bought a few things and if your willing I would like to give it a try."
"OK, Judith, what did you have in mind?"
"I bought a dildo and harness, some gloves and lube. The dildo is a little over an inch in diameter. How would that be?"
"Well, my mistress was able to get one that was about an inch and a half into me, but it was uncomfortable and I kind of forced it out. She never seemed to want to use smaller ones, so maybe something that size would be OK."
"I like the idea of catching you masturbating. I think it would be cute to see you doing that."
"OK, Judith I think it would be fun. Like I said, I am not into real pain and do not enjoy being whipped by implements like belts and riding crops. A good hand spanking is really enough."
"Joe, this already sounds exciting. Are you ready to go?"
"Yes, let's get back to your place."
As we walked across the parking lot I complemented her on the view of her breasts during dinner. "Well, I figured you had not seen them in a while and you would enjoy it."
"I sure did," I replied.
"Alright," she smiled.
We got back to her bedroom to prepare. She went to her dresser and pulled out some lingerie. "Why don't you lie on the bed and do your thing. I'll go into the next room and change and in a few minutes I'll come in and let's see what happens," said Judith.
"That sounds good, Baby," I said as I pulled at the front of her shirt and peered in at her tits.
"What are you looking for, now?"
"Inspiration," I said. She shimmied and I watched her boobs oscillate. She grabbed the back of my head and pulled me to her chest. I inhaled her perfume and kissed the exposed areas of tit.
She giggled, pushed me away and said, "See you in a few."
I undressed and lay on the bed. I was already half way hard from our little interaction. I pulled my cock and thought about Judith and what we were going to do. In short order I was in full stretch and into my fantasies. I stroked my dick with my right hand and massaged my balls with my left. I closed my eyes to concentrate and heard the door open. I pretended not to notice and continued my self pleasure. After a few minutes Judith demanded, "What is going on here!"
I opened my eyes to see Judith in a sexy purple and black teddy. Her cleavage was on majestic display as she stood with her hands on her hips. "Hi, Judith," I said.
"Don't hi, Judith, me. What are you doing?"