I stood leaning against the door as she looked back at me. The look on her face spoke volumes about what she wanted. Even after what we'd just finished, she wanted more. The story that follows is how I wound up standing here, getting those needy eyes cast upon me from her.

******

She was the surprise on my vacation I had never expected. The first time I saw her, I was staring off the balcony of the condo I was renting at the pool area. There she was on a lounger by the pool, reading from a tablet. I just couldn’t take my eyes off of her.

I could tell she was a mature woman and not like one of the young things frolicking in the pool or laying out on the other loungers. Something about her mature looks drew me to stare. She had on a one-piece that covered her nicely but accentuated her full breasts and womanly hips. I guess I had stared too long. As I continued to stare, she looked up and caught me. She just smiled and went back to reading her tablet.

After that day, I looked for her every day, but it was a few days later before I saw her out by the pool again. She was in about the same place she had been the first time. I quickly slipped on my swim trunks and headed for the pool. I wasn’t sure what I was going to do when I got there, but I knew I was going to meet her at least.

As I walked out across the deck around the pool, I saw a table next to her lounger. On the other side of it was an empty lounger. So, I decided to make the first contact by asking to sit next to her. I went straight over to her with my plan in my head. I stopped just off to her side by the table.

Looking down at this beautiful redheaded woman, I asked, “Do you mind if I sit next to you?”

She’d already lifted her head to look at me when I stopped. While still staring at me, she said, “Decided to get closer to stare today?” My face went instantly red with shame, and she must have seen it because she went on with, “Please sit down before your blushing gives me a burn worse than the sun.”

I dropped my towel over the back of the lounger and sat down quickly before she changed her mind. I settled in but couldn’t help but keep glancing over at her. I guess she was tiring of it because she finally spun around to sit on the edge of her lounger facing me.

She stuck out her hand and said, “Since you keep staring at me, you should at least know my name; I’m Katie.”

I leaned out and took her hand in mine before replying, “I’m Jamie.”

She let a little giggle escape before saying, “I know, I live here full time, so I help do the paperwork for the owners who rent their condos out.”

“Oh, okay, I guess I have no secrets from you then, as they wanted my life story to rent to me.”

“Oh, I’m sure you have a few left; I know I sure do,” she said with a wink.

******

We spent hours after that, just about every day by the pool or out on the beach talking. The longer it went, the more the talking turned to outright flirting, which led to even more outrageous discussions about sex. I quickly learned just how hot this redhead could get.

We were wading out in the surf one afternoon after one of our more sexually charged discussions. She came up to me, slipped her hand into my trunks as she leaned forward, and kissed me. Then while looking into my eyes, she started playing with my cock. As she did, she maneuvered us into a little deeper water. It was at that point; she pushed my trunks down my hips before going back to stroking my cock. She played with it and balls right there as the waves washed past until she had me spurting ropes of cum into the water.

After my heart rate dropped back to normal, I reached for her to return the favor, and she slipped out of my grasp and started towards the beach. I must have had a perplexed look on my face when she turned back to look at me.

Seeing my look, she said, “You’ll get your opportunity, but I need to go get ready for dinner right now.”

I followed her back to the cabana where we had been sitting and she said her goodbyes, but not before telling me I could use her cabana anytime I wanted. I had never realized it was hers, only that we always seemed to sit at the same place. I must admit, I was a little saddened seeing her leave.

******

A few days went by, and I hadn’t seen her around again, no matter how hard I looked. I spent all of one day at her cabana, hoping she’d show up. Although I looked like a boiled lobster at the end of the day, I had no luck. I felt like she may have changed her mind about me and the day in the surf was her way of saying goodbye.

Today, I came home from shopping and was just finishing up putting away my groceries when there was a knock at my door. I went to open it, and there she stood in a little summer dress showing off all of her mature womanly curves.

I guess I was staring again because she said, “Well, are you going to invite me in or undress me here in the hallway?”

“Please come in; I’m sorry, but damn, you look so desirable right now.” She slipped past me, but as she did, she ran her fingers along my cheek before giving me a little slap.

She stopped in front of the couch and turned to look at me as I closed the door. Just as it latched, she said, “I was naughty the other day and need to be punished,” as she slipped the straps of her dress off. It floated down her body until it pooled at her feet on the floor.

I went instantly hard at seeing her, but then some of our more sexually charged conversations came flooding back. She had told me she loved to be spanked. So, if this what she wanted, I was going to make sure she got it in spades.

I walked up to her and took a handful of her red hair, pulling her to me for a kiss. Then roughly tugging her towards the end of the couch, I pulled her down until she was lying over the arm of the couch. After I had her bent over it, I said to her, “Don’t you dare move, slut!”

I walked out to the kitchen and fished through the utensil drawer until I found what I was looking for. It was a plastic spatula with a wide surface. It looked like a perfect paddle for her ass. I walked back in, holding it along my leg to make sure it was entirely out of her view, but I hadn’t needed to worry. She still had her head down on the couch cushion and her ass in the air.

As I stepped up behind her, I could see her pussy glistening between her slightly parted legs. I took the opportunity to run my hand along her ass and just trailed my fingers over her mound. As I did, she moaned lightly, but she wasn’t ready for the first strike of the spatula on her ass. She jumped and let a little cry of surprise escape.

“Be quiet, slut, and take your spanking like a good bitch,” I told her. I continued to deliver nine more blows in quick succession. By the time the final blow landed, she was moaning, and I could see a trail of her juices running down the arm of the couch.

Standing there watching her juices run down the couch, I decided to see how far she let me go. Without any warning, I brought the spatula firmly against her pussy. She cried out and then moaned even louder. I kept swatting her visibly swelling pussy until I had hit a count of twenty. By the time I stopped, she was moaning almost uncontrollably, and there was almost a river running down the arm of the couch.

I ran my fingers through her slick lips and rubbed her clit. She jerked and came almost immediately, adding another torrent of her juices to the arm of the couch. I had never seen a woman get that turned on, but then again, I had never spanked a woman’s pussy like that before. She was truly not lying when she shared how turned on she could get this way.

I stood there watching her juices run down the side of the couch as she calmed down. I couldn’t help but wonder how much further she’d let me go. She mentioned she liked anal but never found a guy that it was comfortable with. I had mentioned during one of our more deeply involved conversations that I wasn’t overly large. She said it might be fun to try it with me. So here I stood with her ass in the air and her pussy soaked; I thought, ‘Oh what the hell, let’s go for it!’

I was still holding the spatula and had a very naughty thought. Reaching out, I gathered some of her juices on my fingers. I then rubbed it along the handle of the spatula. It was smooth and round, about the size of a dime. I thought it would fit very nicely in that tight little asshole peeking at me.

I never said a word to her. I just put my hand on her back and pushed the handle in her tight little hole. She squealed, then moaned as I pushed about the first inch of the handle into her. I stopped to reach for more of her juices and rubbed some around her asshole, then more on the handle. I then pushed about another inch in and was rewarded with a louder and longer moan from her. I repeated this until I had about five inches of the handle inserted in her ass.

I let her get use to the feel, and then I began to slowly pump the handle in and out of her ass. I’d pull two or three inches out before plunging it back in. I had a nice little rhythm going sending her into fits of moaning until finally, she started trying to hump her pussy against the couch’s arm. I helped her out by reaching down and plunging two fingers into her dripping pussy.

She moaned loudly and started humping her pussy on my fingers. All I had to do was keep them buried deep. Her juices were running over my hand and starting to drip from my wrist as she continued to hump my fingers. I continued running the handle in and out of her ass, pushing it a little deeper each time as she humped my fingers.

I didn’t know how much more she could handle, but I soon found out. Her back arched, and she drove her pussy down on my fingers. Then I felt a flood of juices spray from her as she cried out. I had stopped plunging the spatula in her ass because she was shaking so hard in her orgasm that I didn’t want to hurt her. Her pussy pulsed around my fingers for what felt like minutes but was probably just seconds until she started calming down. When she did, she just kind of flattened out on the cushion with her ass still in the air over the end of the couch. 

I slipped my fingers from her and looked her over. She was sexy as hell, all splayed out over the couch, but my cock was straining against my shorts with its own demands. I bent down and grabbed a handful of her red hair before saying, “It’s my turn now slut,” as I pulled her up off the couch.

******

With my hand firmly wrapped in her hair, I guided her towards the bedroom. As we passed the kitchen counter, there was a bottle of olive oil sitting there. I reached out and snagged it thinking to myself, ‘Might need some lube for what I have in mind.’

When I got to the edge of the bed, I pushed her forward. She landed on her belly, leaving her ass in the air with the spatula still firmly in place. I smiled at the sight before reaching down and tugging it out. She let out a long-protracted moan as it slid out. I dropped it on the bed next to her because I had something to insert in its place.

I also dropped the bottle of olive oil on the bed before pulling my shirt off and tossing it to the side. My shoes, socks, and blue jean shorts quickly followed suit. Now I was standing naked behind her as she laid on the bed, still face down. It was a sight to behold.  Her pussy was swollen and gaped open from her humping my fingers. Her ass was open from the handle of the spatula. It was a sight!

I realized the bed was a perfect height for what I wanted. I reached down and rolled her over. Then I dragged her to the edge. Pushing her legs back, I said, “hold your legs back and open for me slut!” I then grabbed a pillow and shoved it under her hips, pushing her ass up off the bed.

Grabbing the bottle of olive oil, I twisted the cap off and then proceeded to pour a generous amount on her pussy, letting it run down into the crack of her ass. She squealed at the cold sensation of the oil hitting her warm skin. As she adjusted to the feeling, I poured some in my hand before wrapping it around my cock to lube it up before recapping the bottle. I dropped the bottle back on the bed next to her.

I stepped up to her, and I could see in her eyes she knew what was coming next and moaned a little before my cock settled against her exposed asshole. As we stared into each other’s eyes, I pushed against her. Even being fucked by the spatula and the olive oil for lube, she was tight. I kept up the pressure until the head of my cock opened her up even further.

As I kept up the pressure, the head of my cock slowly disappeared, but I thought to myself, ‘Damn, no wonder she never found a guy this was comfortable with!’ Finally, the head of my cock slipped past both her inner and outer sphincter ring. She cried out but didn’t say to stop. Now that I was past her opening, I slid further without little resistance. By the time my groin hit her ass, she was moaning loudly.

I let her get used to my cock. As she did, I was watching her face. The image of pain, discomfort, pleasure, and desire was passing across it. I continued to hold still until she looked up at me. It was then that I knew she was ready. I withdrew a little, slid back in, and she moaned while staring into my face. It wasn’t long before I was slipping back and forth in her ass. She moaned and gasped with each faster stroke.

I was enjoying the feel of her ass, but she was enjoying this way too much since she wanted to be punished. Looking down next to us, I saw the spatula. I picked it up, and before she realized I had it, I brought it down on her pussy. I landed the first swat with it right on her clit. She streaked and started to let go of her legs, but before she could, I brought it down on her pussy again while saying, “Don’t you dare turn loose of those legs slut!”

As she watched, I used the spatula to spank her pussy until it was red and leaking her juices like a tap had been turned on. Then before she knew what was happening, I brought the now wet with her juice’s spatula down on her right nipple before quickly switching to the left nipple. She cried out with the first few hits, but that quickly turned into moans. I was finding that all of the things she had told me about over the last week of chatting were very much true.

I kept pumping in and out of her ass the whole time as I alternated using the spatula on her nipples and pussy. She had become so excited I was pulling my cock out before jamming it back in her ass. She wasn’t even cringing in discomfort. What she was doing was having multiple orgasms to the point I couldn’t tell when one ended and the next began. Her juices were pouring down her ass and all around my cock.

Yet as much as I wanted to keep going, the end was coming for me. I could feel the pressure building with each plunge into her ass. My only decision was where I was going to unload at.

I only got a few more deep pumps in her ass before I couldn’t hold back any longer. I pulled my cock from her ass, and with her legs pulled back, she was totally exposed to me. I stepped closer to her and let my cum fly. The first jet landed on her face, catching her on the nose and trailing down her lips to her chin. The second and third jets landed on her chest. After that, each successive jet of cum just trailed down her body until I had no more.

When I had finished, I crashed down next to her on the bed. She let go of her legs and scooted up next to me. I looked at her, and she was a mess. Red marks on her breasts and nipples. My cum coating parts of her body, and I could only imagine the state her pussy was in. As she came closer, I reached out and pulled her to me. We shared a kiss even though some of my cum coated her lips.  

We rested like this for a short bit before I got up. I needed the bathroom and a drink. When I came back, she was lying there on her stomach on the bed. As I stood there leaning against the door frame, she looked back over her shoulder. That look told me we weren’t done yet for the day.