Of course, everyone is fictitious and part of my screwed up mind!
It was just past 4pm on Friday afternoon and I was walking up to Scott and Wendy's front door. I was wondering why Wendy would call me for help with their pool as they used a service to maintain it as I did mine. I had been there the previous weekend and it looked fine to me. I rang the doorbell and waited.
No one answered so I rang it again. I could hear Wendy calling me through the door, but didn't hear her clearly, so I turned the knob and stuck my head inside calling, "hey guys, Jacks pool service at your door"!
Hearing her laugh, I stepped inside and waited. Wendy walked into the room and my breathing stopped for a moment.
Walking into the front hallway with a wine glass in her hand was one of the women I fantasize about, medium tallish with medium long dirty blond hair and a nice rack- I'm not hard to please. Her legs looked freshly shaved and smooth. She was wearing grey tennis shorts and a white tee shirt and nothing else. No bra or panties that I could detect.
She leaned her shoulder against the doorway and smiled like a school girl on her first date.
"Hi there guy, come in and close the door, it's hotter than hell outside.!" Slightly slurring the words.
"Not as hot as in here," I thought to myself. "Whats going on with the pool?"
Getting closer I could smell the wine on her breath. I tried to act nonchalant but was failing miserably. I closed the door and turned back to her.
Her tits were compressed by the shirt and round and nicely pointing at me, her nipples were slightly erect in a sensual way that gave me a nice warm feeling in my tummy. The shorts molded themselves on her ass and thighs creating an instant vision of a relaxed sex queen. I had seen her before in very casual dress but not like this!
Instantly I was aroused. Wendy was very pretty although a little overweight, but that added to her sexiness. Whoa boy! Are you here for the pool or what?
Scott and Wendy had been friends ever since they moved in next door to me six months prior. She, a manager at a retail store, and he a sales rep that traveled. We would have a cocktail or light dinner occasionally and swim at each other's homes. Wendy was always a lady tho she did like to flirt, especially in the pool- lightly brushing up against me with her ass, then acting like it was an innocent encounter.
Our circle of friends liked to entertain and loved wine so it was inevitable that there would be heavy flirting. I remember one evening pool party where I was standing watching the sunset when Wendy walked up, slipped her arm in mine and pressed her tit in my arm, remarked, "beautiful isn't it?"
I, looking down at her barely concealed boobs said, "You've said a mouthful!"
Following my eyes, she blushed and rubbed against my arm gently answered, "Ah, men!" Laughed and wiggled away, turning her head to see if I was watching. I dreamily was.
"Oh, the pool was making a funny noise earlier but seems to be alright now. Scott's out of town as usual and I was worried it would burn up or something and I'd get blamed." She sipped from her wine glass. I noticed it was a white wine, I love white wine.
"I'll check it out for a glass of white!" I grinned and struck a manly pose with my right arm raised."
She brightened up and said, "Okay! Just let me feel that muscle!"
Reaching over to me, she grabbed my bicep and gently squeezed it.
"Oh, how nice Jack!" She sipped from her glass again, then laughed. "Scott should work out with you, only he's been gone so much lately." I wondered if this was a hint of sorts?
Smiling, I walked to the back door and listening said, "I'll bet it's not a problem, sounds normal from here, I'll go check the pump room."
I walked out to the back of the yark and opened the pump room door. Looking at the filter and pump assemblies saw no leaks, and hearing nothing out of order, walked back to the house.
Wendy was waiting inside the door with two glasses of white in her hands. Handing me one asked, "anything look bad?" Her eyes were staring at mine and were sorta glazed, too much wine?
"No, everything is normal and running good, it might have sucked some air when she kicked on, I wouldn't worry about it."
Taking the offered glass I drank and thanked her.
"Thank goodness! I'd hate to tell him there was a problem. Now I can relax, come to the den and enjoy the wine with me, I am so bored today."
Wendy turned and swayed to the next room. Her cute ass led in a delightful way.
I was looking for a chair close to her so we could talk and was surprised when she sat in the middle of the sofa and patting the cushion to her right said, "right here is fine! Keep me company, I've been here all day and was getting tired, how was your day?"
Putting my glass on the coffee table I turned to Wendy and said, "My day was good! How was yours? Been drinking by yourself long?"
She took another sip from her glass and set it down next to mine and said." Ah! Scott left for Baltimore Monday and called me this morning and said He had to stay another three days! This is the weekend for crying out loud! I had a dinner and dancing and everything all planned and, well, ah shit! Now nothing, and I just opened the second bottle when you came over."
"Hmm, I see." Was all I could come up with, then, "Hey I'm free, how about I take you to dinner? Would that help? Nothing fancy, just get out of here for a while and loosen up."
"Ah, that's so sweet!" Leaning over she kissed my cheek close to my lips, something that had not happened before. I mean, yeah we occasionally kissed on the cheek like all friends, nothing untowards or forward, but this kiss lasted just a little longer than a friendly good-by kiss would usually last. My tummy tingled, and not from the wine.
"Just let me relax a couple of minutes and we'll see."
She rested her head on my left shoulder for a moment, then picking up her wine glass took another big swallow, then appeared to consider another.
"Whoa, there lady! Don't need you getting drunk this early in the evening!" I smiled and took the glass, replaced it on the table.
Wendy smiled back and said," afraid I'll take advantage of you stud?"
"No, I just like beautiful women sober when I visit them in their home."
She turned to me and smiled, "that's why I'm glad you're here." She again rested her head on my shoulder, it felt wonderful and looking down at her chest saw her breasts squeezing together with the nipples a little larger than before! The first stirrings of heat were beginning to start glowing in my cock! Man, I would love to tap that body!"
I felt like the ball was in my court, so I decided to see how far I could carry it. A plan was beginning to take shape in my head.
I gently moved her head from my shoulder and lay it back on the backrest of the sofa.
"Wha, what are you doing Jack? I was so comfortable!" Wendy, obviously beginning to nod off muttered.
"What you need is a good massage to help you wind down and relax!" I turned and placed my knees on the cushion and reaching up began to massage both of her trapezius muscles, my thumbs rubbing her neck muscles ever so gently." That's got to relieve some tension.
"Ah! That feels wonderful Jack! You never said you were a masseur."
"I saw this on television once and never thought I would need it, but you need it -so enjoy!" I continued to compress and release the tight frontal and rear muscles and Wendy began to purr quietly. I continued for several minutes.
"Oh! That is so, so good." She had her eyes closed and I watched the tension drain from her face. She began to breathe slowly, entering a blissfully relaxed state. Was she sleeping?
"How's that now Wen?" I asked. No answer. I continued kneading, moving my thumbs a little lower.
I continued and moved my hands to her shoulders gripping the muscles under my fingers to help her relax more.
I noticed that if I hooked my thumbs and forefingers under the top hem of her tee shirt, I could raise and lower the shirt just enough to slowly ride over her nipples. I watched her face closely to see if there was any reaction and was startled to see her bite her lower lip as if enjoying the sensation. Her head was fully leaning into the back of the sofa. She licked her lips several times and relaxed more.
I was feeling bolder by this time and moved my hands up and down her arms with my thumbs sliding on her side boobs. Looking for her reaction and not getting any I spread my thumbs closer to her swollen nipples. I ran my fingers over the smooth shirt covered flesh of her tits.
Again Wendy licked her lips and mewed softly, in her relaxed state she was enjoying it!
I continued the up and down rubbing with my thumbs and moving closer to her nipples was rewarded again with a couple of sighs, then a wiggle of her hips, as if to get more comfortable.