Kate

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My bedroom was just down the hall so it was an easy carry. When we lay back down on the bed, I started to say something when 'shushed' me and said, "I just want you to know it feels so good to be with someone you're not scared might hurt you and can get hard just by looking at and touching you. Both of those things mean more to me than almost anything I can think of right now because it makes me feel both safe and desired."

I was going to say something but it's hard to talk when someone's kissing you and teasing your tongue with theirs so I went with the kissing until we mutually pulled apart, smiled, took a couple of deep breaths and went back for another round of kissing.

Finally, Kate pushed me ever so gently onto my back and began stroking my cock. I was expecting her to climb on top and start riding me again but instead she looked at me, down at my cock and back at me again. Apparently, she made whatever decision she was trying to make because she said, "I know I've told you I don't like sucking a guy and that was mainly because the few times I did it with my ex he'd either thrust so hard or pull my head forward that I'd gag and unfortunately even though I tried a few times with Don, he often had trouble getting hard so it didn't work which made me feel like I wasn't sexy enough. You've made me feel so good that I'd like to try it with you as long as you don't mind if I'm not very good or don't do it for very long."

After assuring her that whatever speed, duration or skill she had was fine by me, she took her first tentative licks of my shaft. I couldn't help but moan a little and that seemed to be all she needed to move to sucking and licking just the head. Bit by bit she took more into her mouth and as she did, I started gently touching and teasing her from nipple to pussy which seemed to encourage her to suck harder and more. Initially I was figuring it would be a few licks, a few sucks and then done but the more she sucked, the better it felt until I knew I'd be coming soon. With everything she'd said, I wanted to make sure I didn't surprise her so I reached down and stopped her for a second. When she pulled back and looked up, she must have thought she'd done something wrong because she said, "doesn't it feel good?"

Now it was my turn to smile at her before saying, "No, just the opposite - what you're doing was feeling so good that I was getting close to cumming but I didn't want to just cum without you knowing."

I was pretty sure that knowing I was going to cum that she would stop so I was quite happily surprised when she took me back into her mouth and started sucking again. The urge had dropped slightly when I'd stopped her but as she started sucking again it quickly came back and soon, I was shooting into her mouth. It had only been an hour or so since my last cum so it wasn't a big load but it certainly felt like it.

Considering the experiences that she'd had giving head other times, I wanted to make sure she knew how much I appreciated that not only had she gone down on me but let me cum in her mouth as well. I was pretty sure from the look on her face that she still had my cum in her mouth so I did something I hadn't done for years, I reached down with both hands and guided her face up to mine so I could kiss her. At first, I don't think she realized I knew she still had come in her mouth because she pulled back a little but when she felt my hand cup the side of her face pulling her back and my tongue parting her lips, she went with it and soon we were sharing the cum that I'd spurted there just moments before.

When we finally separated, Kate looked at me and said, "Wow, I haven't sucked a guy for a long time and I don't think it'll ever make the top three of fun sex things to do, but having you kiss me when I still had a mouthful of cum made it a lot more exciting! Did you enjoy it?"

"Well, it's not at the top of my list either but every so often I enjoy something a little bit different. Partly because I always figured if my cum's ok for a woman's mouth, it should be ok for mine plus you went past your comfort zone in going until I came so the least that I could do was go outside my comfort zone and let you share it with me. "

"It sure was different, kinda fun and it actually turned me on more than I thought."

"Then I guess I'd better do something to look after that horniness of your until I'm hard enough to slide inside you again. Come on up here sexy lady!" and with that I put my hands on her hips to pull her up so she was basically straddling my face.

At first, she just stayed in one place while my tongue worked its way up/down/across her pussy lips and occasionally giving her clit a flick with my tongue. As her excitement built, she started moving back and forth a little and before long I was pretty much laying still while she moved forward and back so she could feel my tongue wherever she wanted to.

It wasn't long before I could feel how much wetter she was getting and even her taste seemed to change. The nice thing with her being shorter was that I could easily reach up and caress, rub and generally play with her tits and nipples while my tongue danced with her pussy. Her first orgasm took about 5 minutes but the next two came very quickly after that and I quickly learned that when she her moans got faster and shorter, she was close and just before she came her whole body would tense and then quiver as she came. After the third one she pretty much fell to the side and at first all I could make out was "too... much" but as she calmed down a bit she said, "oh god, that was so intense. I can't remember the last time I came three times that hard or that close together."

I just smiled, kissed her and said "well, I guess that means you're don't want to feel me inside you again?"

"What, you're hard alre...." and with a quick look down she said, "I guess you are! I don't think I've got the energy to ride you but I'd love to just lay back and enjoy."

That was fine with me so I stood up, pulled her close enough to the edge of the bed that I could stand and enter her that way. Soon we were both enjoying the feeling of me sliding in and out of her again. When I started going as deep as I could and a little harder, she moaned "Damn that feels good, just keep going like that or even harder if you want!"

That sounded even better so I reached down and grabbed an ass cheek in each hand and started pulling her up as I drove into her. Having cum twice in the last few hours I knew I'd be good for a while so I focused on hitting the spots that I could tell she enjoyed the most and after a about 10 minutes of deep, hard thrusts she suddenly yelled, "Fuck yes!" and had the strongest orgasm I'd felt yet.

As much as I'd have loved to keep pounding her, I was pretty sure she'd be too sensitive so I slowed down so I was going almost as deep but much slower. I was hoping she'd cum again so I started teasing her nipples with one hand and her clit with the other. That did the trick and she was soon cumming again. As that one tapered off, I asked her if she liked it from behind and she said "Yes, as long as you stay slow and gentle, I just know I'm going to be tender tomorrow but it'll be totally worth it."

When I got behind her on the bed, I realized I really hadn't had a chance to appreciate her ass until now. It was a little bigger than it had been years ago but it was still firm, round and silky smooth and I couldn't help but wonder if she enjoyed any anal play. After placing a few random kisses on each cheek, I shifted so I could line myself up and slide back into her. As she'd asked, I did it slowly and gently. I'd always found that doggie style put a different pressure on my cock that seemed to make me cum quicker and it was no different with Kate. About 15 minutes later, I could feel another orgasm building so I whispered, "I'm close, why not play with yourself and see if we can cum at the same time?"

I wasn't sure if she would or not until I felt her fingers brush my shaft as I slid in and out. Soon both of us were moaning and just when I thought I'd be cumming before her, I felt the tell-tale tensing so I quit trying to hold back and just as she came, so did I. The feeling of her pussy clenching on my cock at the same time I was cumming was amazing and later she said the same thing about the feel of me shooting into her as she clenched on me. After we'd both came, she lay forward on the bed and when I lay beside her, she rolled enough to her side that she could put one leg over me and curl up with her head in the hollow of my shoulder. We lay there with my arms around her just enjoying holding and being held. A few minutes later I went to say something and realized that she was sound asleep so I carefully pulled the sheet up over us and soon I was asleep too. We didn't sleep long, maybe an hour but I know I woke up feeling better than I had in a long time and when I looked over a bit, I saw that Kate's eyes were open and with a sleepy smile, she brought her head up enough that we could share random kisses as we both fully woke up.

Eventually I looked at her and said, "I don't know about you but I'm really hungry. I assume you still like Chinese so how about I order us some supper and have it delivered?

A few more kisses confirmed that she liked the idea and about 2 hours later we were full and trying to decide what to do for the rest of the evening. While I know that making love again was likely on her mind and it was certainly on mine, we decided to just relax and watch a movie before going to bed.

I finally found something on Netflix we both thought we'd like. Initially, we just sat close with my arm around her and her hand on my leg, then she moved so she could lay on the couch with her head in my lap. For the last half of the movie, we were both laying on the couch with her in front of me and my arms around her. I was in my boxers and she was in the t-shirt she'd slept in the night before so movie or not, it wasn't long before I was getting hard against her ass.

She must have felt it too because when the movie ended, she turned her head and said, "As much as I'd love to go again, you've made me cum more in the last 24 hours than I had in the last 24 days and I'm not sure I could handle more tonight...but tomorrow morning is a whole new day!"

I gave her a quick kiss and said, "You've got a deal, are you ready for bed?"

With a quick nod she got up, I got up and after we'd done what we needed in the bathroom, we were soon curled up together in bed. I woke up once or twice in the night because Kate was moaning a bit but as soon as I put an arm around her and talked to her, she calmed down and was quiet again. I woke up before she did in the morning and she must have gotten too hot because when I looked over, she was sprawled on her back with the covers almost kicked off.

I wasn't sure if I should or not but she looked so good laying there naked that I moved as quietly as I could so I could gently kiss and lick her pussy. At first there was no reaction, then she started moaning and flexing her hips up a little. By now I could feel the start of her pussy getting wet. I stayed nice and slow, with gentle swipes of my tongue and after a few more minutes of licking I heard a slightly sleepy, "Mmmm, feels good!"

Now that I knew she was awake, I sped up as well as including her clit in my clicking until she came a few minutes later. "You can certainly do that again another time...what a nice way to wake up!"

I kissed my way back up her body until my mouth was on hers and we were kissing passionately. I was just about to start easing my cock into her when she said, "hold me like you were last night on the couch."

I figured maybe she didn't want to have sex right away so we both rolled onto our sides and I moved up tight behind her. As I did though, she reached back and guided my cock in between her legs and after a little bit of shifting and rocking, I was able to slide into her from that position.

"Mmmm, ya just like that for now. I was thinking about trying it this way when we were laying on the couch last night but I didn't have the energy to try. "

I wasn't able to go as deep or as fast this way but there was something more intimate about it. As a bonus, I was able to not only cup and tease her tits, I was also able to kiss her neck which I'd found she really liked. I asked her a couple of times if she was ok like this and both times, she said she was really enjoying it and I thought she had a couple of small cums. Eventually I pulled out and rolled her onto her back but moved so I was still on my side, lifted her closest leg slightly and slid right back in. This way I could go a little deeper but was also able to tease her clit, lips and the inside of her legs which quickly put her over the edge and she came twice within a minute or so. As she came the second time, I came too and enjoyed the feeling of shooting my cum into her pussy as it pulsed on my cock.

When I finally shifted away, I enjoyed the site of her freshly fucked pussy - lips red, puffy and shiny with our juices. Just as I reached down to stroke her slit, there was a bit ooze of my cum so I used it as lube so I could finger her and rub her clit until she came again except this time as she came, my mouth was covering hers and our tongues were already teasing each other's. I could feel her moan into my mouth and her hips arched up off the bed before collapsing back down.

We lay there for a while just enjoying the feeling before Kate said, "Damn, I wish I could spend the rest of today here too but I promised Curtis that I'd meet him near the college for lunch.

She could see my disappointment so she gave me a big kiss and said, "It's just for lunch - I could easily come back later!"

"I'd love that but I've got a bunch of running around and a meeting tonight. Can I take a raincheck for one night this week?"

A few more minutes of kissing followed by, "You might even be able to convince me to make it more than one night." but before I could grab her and see if I could convince her to stay for a bit longer, Kate rolled over, off the bed and with a sexy smile said, "But you could join me in the shower if you'd like."

I certainly 'liked' and even though we didn't do much more than touch, hug and kiss, it was still an awesome way to start a Sunday.

True to her word, I was able to convince her to get together more than one night that week - several in fact and by the time summer ended, we were spending the night together almost half the time either at my place or hers and even if we didn't spend the night together, we found ourselves getting together more and more for movies, dinner, drinks, walks or anything else where we could enjoy spending some time together.

The weather had just gone from 'cool' to 'cold' and we were laying on an air mattress in front of the gas fireplace. We'd had a great supper, had watched a movie, had just finished making love and were laying there relaxing. After a bit, I looked at Kate and asked, "How much notice would they need for you to take a week off work?"

"Why, what are you thinking?"

"Well, I've been thinking of this for a while now but didn't want to rush things with you. I really need to get away somewhere warm and I'd love to have you go with me."

"Oh sure, you just want to make sure you can have lots of sex while you're away!" I could see her smiling so I knew she wasn't too serious.

"Well, if sex was all I wanted, if I put an ad online, I'm sure there'd be lots of ladies willing to trade sex for a vacation but I really want to go with someone I'll also enjoy sharing it with and not only is that a short list - right now you're the only one on it." I stopped for a few seconds to see what her reaction was and from the look on her face I was pretty sure she was going to say yes so I continued with, "When Laura passed away, I was pretty sure I'd never be happy again but the last few months of being with you have shown me that not only can I be happy but I can make someone else happy too. We've both got our jobs, our families and other commitments here so I was thinking it would fun for us to get away, spend a week somewhere with a beach, do some snorkeling, a few bars/restaurants and yes some sex too. At the very least we'll both enjoy some time away and," I paused for a couple of seconds before finishing, "I'm really hoping that we both enjoy being with each other enough that when we get back, we're both interested in being a full couple, not just friends and lovers."

I'd seen a lot of smiles from Kate lately but the one on her face when I finished was the biggest one that I'd seen. "That should be pretty easy, they've been after me for a while to take a vacation but I just couldn't face time off work with nothing to do but sit at home and be miserable. I'd love to go with you. Yes, I'd certainly like to see how we feel when we get back. The sex has been awesome but I know I've started feeling like there could be more too!"

Monday

The next week or so was a bit of a flurry of planning. Her boss had no problem with her taking time off and I didn't have any problems either seeing as I ran my own business. Next was to figure out where to go and we finally decided on Roatan because I'd been there several times so knew where to stay, where to snorkel, etc. Surprisingly, there were flights available so I got those booked on points and 2 weeks later we were landing in Roatan, Monday just after supper.

The resort supplied transportation so all we had to do was get our bags and get them to the van. Knowing we had a small kitchen in the room, I had the driver stop so we could get enough groceries for a few days including alcohol and mix before heading to the resort.

It was a small, family run resort that I'd stayed at several times before and I knew they'd remember me so I'd messaged the owner with what had happened so he knew and asked him to fill in the staff who'd know me to reduce any emotional/embarrassing questions. When we got there, both of us were greeted with hugs from the owner and taken to the bar for a drink while the staff took our bags to the room for us.

We were somewhat tired from our flight so after a couple of drinks we headed to the room. I'd told Kate that the rooms were 'rustic' - it was an older resort that sometimes-needed repairs but that the staff would look after everything. I don't think I'd ever been there and not had to get the staff to find some cutlery or a fuel tank, or pots and pans so I was mildly surprised that not only was everything there that should be, there were fresh flowers on the table along with a bottle of wine, a bottle of rum and a 'welcome back' card. I'd certainly have to thank the owner the next time I saw him but for now we just wanted to get everything away and relax.

After unpacking, I asked Kate if she'd like to go for a walk up the beach so we both changed into our bathing suits and took a walk. As we walked, I showed her where some of the different restaurants/bars were, said hi to a few of the people that I remembered from other years, grabbed a drink from a beach bar and just before sunset we made it to the far end of the beach, just in time for a quick swim before the sun started setting. We went back to the beach and walked back a little to a spot without a lot of lights from the resorts and watched it together with Kate sitting in front of me leaning back against my chest with my arms wrapped around her. Of course, I made sure that not only did I get one hand on her breast, there was no one around so I was also able to slip a couple of fingers under her top and tease her nipple at the same time as I kissed her neck. When she started to respond to that, I used the fingers of my other hand to trace random lines up her leg, over her pussy, across her belly and then back down again.