Author's note: Please read chapter 1 of this story before reading...it will make a lot more sense.
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At around 7:00pm Lisa showed up at my villa wearing another tight fitting cotton dress that left little to the imagination. When I opened the door I could see her nipples were already hard, pushing against the fabric of her dress. My cock began to swell just looking at her. She stepped inside and dropped her overnight bag on the floor.
"Looks like I am a bit overdressed." she said when she saw I was only wearing my shorts.
"Well, that is easily remedied." I said as I gave her a quick kiss, reached down and lifted her dress over her body, noticing as I did that she was naked underneath. I put her dress on a nearby chair and looked at her naked body. My eyes fell upon her freshly shaved pussy that was already glistening with her juices and her engorged clit that was clearly visible. She followed my gaze and said "I've been thinking about you all day, I'm already soaked."
She took my hand and placed it between her legs to let me feel her wetness and let out a sign as she felt my hand on her.
"Oh my god you're wet" I whispered as I slid my hand along her opening and teased her clit gently.
She put her head against my chest as I continued to slide my fingers across her wetness, brushing over her clit with each pass. Soon my hand was covered with her juices. Her breathing became heavier and more frequent as I slowly increased the speed and pressure of my hand. Her left hand grabbed my shoulder tight as her right hand began stroking my hard on through my shorts. "Oh fuck you are going to make me cum right here." she moaned as her hand gripped my cock in a stranglehold through my shorts and her body started to shake as her orgasm crashed over her. Her juices spilling out onto my hand and then her body went limp and fell into mine as our arms wrapped around each other. We stood there in our embrace for a few minutes without saying a word.
Eventually her breathing became normal again and she was steady on her feet. "I've been thinking about you all day." Lisa said, breaking the silence as she started to fondle me through my shorts again. "Thinking about you sliding in and out of my ass, filling it with your cum...I was so wet all day." She broke our embrace and pulled down my shorts.
"There, that's much better." she said as she got on her knees and took me in her mouth while her hands caressed my balls. She worked my hard on in and out of her mouth without breaking eye contact with me.
"I thought you wanted me to cum in your ass...you keep that up and I'm going to cum in your mouth." I said watching her continue to work on my pole.
She looked up, removed me from her mouth and said "I want you to cum in my mouth, in my ass, in my pussy and all over me." She held my cock in her hand rubbing the tip against her lips while looking into my eyes. Seeing my cock against her beautiful face was almost too much for me to handle. She smiled as if she understood what I was thinking and took me back into her mouth and began sucking me off again. Within a minute I was shooting load after load down her throat. She looked up after cleaning my cock off, licked her lips, smiled and said "mmm, well now that we have our immediate needs taken care of, you can take your time when you slide this beautiful cock into my ass."
I helped her to her feet, kissed her deeply and led her to the bed.
"Lay down on your stomach and relax." I said.
She laid down on the bed with her legs slightly spread so I could see her glistening pussy and her pink asshole.
"I brought some lube, it's in my bag." she said as she relaxed on the bed.
I got the lube out of the bag and placed it on the nightstand. My cock was already starting to get hard again looking at her naked body on my bed. I took one of the pillows and placed it under her hips to give me better access to her. I got on the bed between her legs and began massaging her ass.
"My god Lisa, your ass is a thing of beauty" I whispered.
"Mmmm, that feels good after being on my feet all day." she purred.
I continued to massage her ass, occasionally pulling her cheeks apart to get a good view while my cock began to grow. I let my fingers brush across her pink star, more and more often, teasing her tight entrance. Lisa would moan softly each time I came into contact with it. After about 10 minutes I leaned over and began kissing her ass cheeks, slowly making my way to her center. Soon my face was between her cheeks and my tongue found her asshole. I slowly worked my tongue across her forbidden entrance.
"Oh fuck that feels good" Lisa moaned as her hips began to gyrate in rhythm with my tongue.
Occasionally I would let my tongue wander down her soaking slit and find her clit for a little tease but would quickly make my way up to her ass again. Soon my tongue was easing it's way into her ass. As I started to tongue fuck her tight hole, I brought my hand up between her legs and began to lightly play with her clit. Within 30 seconds of touching her clit she began to cum and I felt her ass squeeze tight as her orgasm overtook her and pushed my tongue out. I furiously licked her while she continued to ride wave after wave of her orgasm. When she was done and her body went limp, I reached over to the lube and popped it open.
"I have never had someone do that to me before." she said when she regained her breath. "That was amazing."
"Good" I said as I poured some lube on my hand and coated my hard-on with it. "I love that you got off on it...now are you ready for the main course?"
"I've been ready all day, just go slow, it's been a long time."
After coating my cock with lube I put some on my finger and began massaging it into her ass.
"Don't worry, we'll go slow." I said reassuringly while I slowly worked the tip of my finger into her ass. I poured some more lube on her asshole while I worked my finger deeper into her, slowly sliding in and out to get her accustomed to being penetrated. Within a few minutes my finger was fully in her ass and she was whimpering with pleasure as I slid it easily in and out of her. I poured more lube and added another finger. This time it slipped in easily and soon I was pumping two fingers in and out of her ass rhythmically as she grinded her hips to meet my fingers. Seeing her tight asshole gripping my fingers as I worked them in and out of her almost had my cumming on the spot. She was ready and I sure as hell was too.
"Are you ready?"
"Yes, please put your hard cock in my ass, I can't wait to feel it stretch me open."
My cock jumped at her dirty talk. I positioned myself behind her and lined my cock up with her asshole. I placed it against her and put some pressure on it...and told her to relax. She took a breath and the head of my cock slipped into her ass. It had a stranglehold on the tip of my cock and it felt amazing. If I hadn't already cum multiple times today I would have shot my load in her right then. She was going to have to relax a little more if I was going to get any farther into her.
"It feels so tight, I don't know if I'm going to be able to take you." she whispered.
"Just take a deep breath and relax, we'll go slow." I said gently.