Hometown MILF

I was in my home state for an extended visit and, though this wasn't my first time back, it had been twenty-five years since I had moved away. I had done my best to stay in touch with many of the people I'd gone to high school and college with, which had become easier with the advent of social media, but it was always nice to catch up in person. Since the last time I'd been back, a high school classmate who I'd also run cross-country and track with had reached out to me, on social media of course, and we'd caught up a bit online. Once the details of this trip were more or less finalized, I checked in with her to let her know that I'd be around and when and asked if she wanted to meet up for coffee or a drink. She was totally down for meeting up but suggested that we finalize the details once I was actually in town since she had a couple of teenagers involved in a lot of activities that she'd have to work around.

Rather than continue to coordinate through social media, we exchanged numbers and were texting once I was in town. She had a date that would work well for her because her ex-husband was taking their kids out for the night. Since the house would be empty, she suggested that I could just come over to hang out and she'd even provide dinner. The date worked for me and, though the thought definitely crossed my mind that she was divorced and inviting me to her house, I was certainly not expecting that anything sexual was going to happen between us. She'd kept up with running so she was in good shape and I knew that it would be difficult to turn down an opportunity to see her naked if one presented itself. It was just one of those things that, just because she was divorced and inviting me into her home, I knew that it would be inappropriate to read anything into that.

It was a hot and humid September evening when I arrived at her house with a couple of bottles of wine, one red and one white. We ate inside with the air conditioning going and the mosquitoes barred from bothering us. The food was really good but the conversation was the high point, at least initially. We remained at the table after we'd finished eating, just continuing to talk and work on the wine, though were taking that slow since she still had to work in the morning. Eventually, we cleared the table and relocated to the couch with our wineglasses. I set mine on her coffee table and sat then she set hers down and sat much closer to me than she needed to. When she leaned toward me, I absolutely did not resist and our lips met. I could feel my cock stiffening as we progressed from kissing to making out.

I brought my hand up to fondle her boob and could feel her hard nipple through both her bra and her sundress. Her boobs were probably slightly smaller than average but obviously that didn't make me want to continue any less. I casually slipped my hand around behind her and found a zipper, which I slid down. Her sundress was sleeveless so, once I had the zipper fully down, it was easy to slide the top down her arms, leaving her bra exposed. I fondled her boobs through her bra just long enough to determine that there was a front clasp, which I then unfastened. I didn't even bother helping her out of her bra, just got my hand onto her bare breast while my cock became even stiffer in my shorts.

Sue slipped out of her bra as we continued to make out and I caressed the soft, smooth flesh of her boobs then began to pull me backwards as she was reclining on the couch. She lay on her back while I was on my side so I could easily caress both of her boobs while we continued to make out. It wasn't too long, though, before I kissed my way down so that I could lick and suck her hard nipples. Without my mouth pressed against hers, she began to moan as she ran her fingers through my hair. While my lips and tongue were busy with licking and sucking, I slid a hand down then hiked up the hem of her sundress. I was pleasantly surprised to find that she was not wearing any panties and was immediately exploring her pussy, which was practically dripping with juices.

As I alternately slipped a finger in and out of her hot, wet pussy and lightly caressed her clit, she was moaning louder and longer while her body was subtly writhing. I was pleasantly surprised by how wet her pussy was and couldn't help but think about how amazing it would feel to slip my cock into her, assuming that we'd be going that far. Since she'd initiated this, it seemed reasonable that she would be onboard with taking things beyond a manual orgasm but, again, I could not make any assumptions. Since she was moaning pretty much continuously, I didn't even bother trying to go back to making out and was still slobbering all over her hard nipples as she was getting closer to cumming. I could tell not just from the sounds she was making but also because her pussy was becoming even wetter and more engorged each time I slipped my finger into it.

When she started tensing up and arching her back, I figured she must be right on the verge of cumming but I just continued what I was doing since it seemed to be doing the trick. It wasn't much longer before she briefly went still and silent then let out a cry as all the tension left her body. As she collapsed back onto the couch, her entire body was shaking and her pussy was flooded with even more juices. Her orgasm appeared to be highly pleasurable and was definitely nice and long. I was still licking and sucking her nipples while fingering her pussy and caressing her clit as she was cumming, though I don't know for sure whether that helped to provide more pleasure or not. Only when she finally went still and silent did I raise my head and bring my finger up to suck her juices off of it.

"Oh my god," she said, "I was obviously a little pent up. That felt absolutely amazing. I certainly hope we're just getting started, though."

"I have no plans to go anywhere," I replied, "and I'd really love to get you naked."

"All in good time," she replied, reaching down to caress my stiff cock through my shorts, which she then began to open. She sat up then moved down the couch, kneeling beside me as she used both hands to get my shorts open and down enough to extract my stiff cock from my briefs. She gently gripped it and briefly stroked it before lowering her head and engulfing it in her hot mouth, causing me to moan. I don't know how I didn't immediately start spurting into her mouth, as worked up as I was and as good as it felt. She was gently pumping the base as she slid her lips up and down my shaft and, as if that wasn't arousing enough, watching her doing it was incredibly hot. I pulled a throw pillow under my head then reached down to slide my shorts and underwear down a little further but, otherwise, I was just lying there enjoying the pleasure I was feeling.

She left nothing to be desired when it came to sucking cock and even somehow managed to draw out the pleasure I was feeling much longer than I expected to be able to last. She never looked up to see how I was reacting and I was really getting the impression that she was focused as much on enjoying sucking my cock as on pleasuring me. Of course there was no way she was enjoying sucking my cock as much as I was enjoying having her sucking my cock and I never wanted it to end. As skilled as she was, and despite her ability to draw it out, it was only a matter of time before I was building toward an orgasm, which promised to be intensely pleasurable. My cock was becoming even thicker the closer I was getting but she was unfazed and just continued to skillfully suck me off.

Even when I finally began to blast my load into her mouth, she never flinched and just continued to suck me off while swallowing my load. It was not only as intensely pleasurable as I'd expected but also went on longer than I thought I could cum. I was literally and figuratively drained when I was finally spent and she released my softening cock from her mouth. As she straightened up on her knees, my eyes went right to her boobs, which were still exposed. Basically, she was only covered by the lower half of her sundress and, even under that, she was otherwise naked. Still, I wanted to get her the rest of the way naked so, as she stepped off the couch, I sat up. With her standing right before me, I slid her sundress over her hips and let it fall to her ankles.

Her bush was well-groomed and dark brown. As she was kicking her sundress aside, I reached around to hold onto her toned ass while kissing her hips and abdomen. When I raised my head, I had her lie on the couch as I had while I assumed her former position, on my knees but between her spread legs. I gazed down at her naked form laid out before me then lowered my head toward her pussy and ran my tongue along her slit. She let out a moan as I lapped up her juices, reaching down to hold onto my head and hump her pussy toward my face. I was slurping her pussy slowly, just relishing the opportunity to eat her, but she was reacting like I was devouring her. It was obvious that, despite the earlier manual orgasm, she was still incredibly fired up.

Since I didn't really know how much time we had available before her kids would be home and she seemed eager to cum again, I didn't try to draw out her orgasm, even though I'd love to have eaten her pussy for a good, long time. Instead, I slipped a finger into her while licking and sucking her clit, which had her moaning louder and writhing much less subtly. Since she was so wet, I easily slipped a second finger into her along with the first and was slowly pumping them in and out. I wouldn't say that I was rushing her toward an orgasm but more just trying to make sure she experienced as much pleasure as possible in a short time. It really felt like she would have cum regardless of how much effort I put into it but I certainly wanted to make sure it was an even better orgasm than the one she'd already had.

Glancing up from my vantage point, her tits were squeezed together between her arms since she was still reaching down to hold onto my head, but they weren't big enough that I'd be able to fuck them. Her eyes were closed and her mouth hung open, letting out longer and louder moans the closer she got to cumming. She was also tensing up and arching her back so it was pretty clear that she was almost there. Her pussy just continued to get even hotter and wetter so I was fine with her cumming quickly if it meant I'd be slipping my cock into her sooner. She went still and silent for a moment before all the tension left her body and she went limp, crying out as her body started shaking. I continued to slide my fingers in and out of her while licking and sucking her clit as she rode out a long and apparently highly pleasurable orgasm. Only when she'd gone still and silent and had let out a sigh did I raise my head and slip my fingers from her pussy into my mouth, sucking off her juices.

I straightened up on my knees, still between her spread legs, and was looking down over her naked body again. Since I was still mostly dressed, I went ahead and removed my shirt then stepped off the couch and pushed my shorts and underwear the rest of the way down. Once they'd piled around my ankles, I stepped out of them and, seeing my revived cock sticking straight out, Sue sat up and briefly pumped it. She had me sit on the couch then swung her leg over to straddle me, kissing me as she guided my stiff cock toward her pussy. We both moaned as she lowered herself onto it then we went back to kissing when she started slowly riding me. Our kissing progressed to making out and I reached around to caress her toned ass while relishing the feel of her hot, wet pussy sliding up and down my stiff cock. At that moment, I was not thinking about when her kids might potentially show up but it would have been incredibly awkward had that been the moment.

Fortunately, we were able to continue uninterrupted because having her riding my cock felt absolutely outstanding. I was glad that I had cum once already because it would definitely help my staying power and, given how fantastic her hot, wet pussy felt, I would take all the help I could get. It also meant that I could focus on how good it felt to be fucking her rather than trying to distract myself in order to be able to last longer. I was hopeful that, having cum a couple of times already, Sue would be having the opposite experience; that her orgasms would be even easier to achieve and preferably at least equally as pleasurable. As she was gradually riding me harder and faster, I was thinking that there was a good chance that this actually was the case.

When she pulled her mouth from mine, I wasn't sure whether it was because it was too difficult to continue making out due to how hard and fast she was riding my cock or because she wanted to be able to moan freely, which she immediately started to do quite loudly. I leaned back and could then watch her titties bouncing while also pushing up into her each time she dropped down onto my cock. She dropped a hand down between her legs and appeared to be massaging her clit which caused her to moan even louder and longer. Her pussy was also flooded with even more lubrication the closer she got to cumming again so I was just relishing the pleasure I was experiencing as a result. I wasn't quite on my way to cumming again yet myself but it was obvious that she was just about there.

When she dropped down onto my cock and just stayed there, she went silent for a moment before crying out as her entire body started shaking. My gaze had moved up from her titties once they'd stopped bouncing to her face so I saw the expression of pure pleasure as she was cumming. Since they weren't bouncing any longer, I also brought my hands up and fondled her tits. I doubt that helped her experience any additional pleasure but I'm also sure that it didn't hurt any. Her orgasm was another long and apparently highly pleasurable one, which appeared to be the norm for her. I couldn't do much aside from fondling her tits and waiting until she either resumed riding me or climbed off but I was perfectly fine with that. When she did finally open her eyes again, she smiled and kissed me, then climbed off of my still stiff cock.

"That felt amazing," she said, "but let's give it a try this way."

She remained on her knees beside me and lowered her head so that her ass was up in the air. I didn't need any prompting and was quickly kneeling behind her, running my hands over her sweet ass. Holding my cock, I eased it back into her until my hips were pressed against her ass, both of us moaning. I held her hips as I started to slowly slide my cock in and out of her while she reached under herself, I assumed to further caress her clit. I was happy that she was being proactive about her own pleasure instead of just expecting me to take care of it, not that I had any issue with doing my part to get her there. It was just nice that it was a combined effort which I hoped meant that she'd experience even more pleasure than if it was just me.

I was watching her ass jiggle just slightly each time my hips tapped it which had me so mesmerized that it took a moment for me to realize that I could go back to fondling her tits. I slipped my hands forward from her waist and under her to cup them, feeling her hard nipples against my palms. I'm not sure if it was this or the fact that it felt like my cock became even harder with her tits in my hands, but she let out an even louder and longer moan. Her pussy also seemed to get an increased flow of lubrication, which made fucking her feel even more outstanding than it already had. I couldn't help but gradually increase my pace but I was making sure to slide the entire length of my cock in and out so that I could totally maximize the pleasure I was experiencing.

It didn't surprise me when, after briefly going silent, she cried out and her body started shaking. With her pussy flooded with even more lubrication as she was cumming, I straightened up again and held onto her hips while fucking her just a bit harder and faster. Her hotter, wetter pussy felt so incredible that I was just planning to keep going until I blasted a load into her. She had something else in mind, though, so after another long and obviously intensely pleasurable orgasm, she took just a moment to recover before moving forward so that my cock slipped out of her.

"That was awesome," she said as she repositioned, lying on her back, "but a little impersonal."

I lowered myself over her, guiding my cock into her then supporting myself on my forearms. As I resumed fucking her, we went back to making out, and I got what she meant about doggie-style being impersonal. I was enjoying all of the changes, though, and it may have even helped with my staying power along with having cum earlier. I was glad that she'd had no issue cumming with each different thing that we'd tried because I'd been with women who needed a lot of time and effort to cum. Though I typically didn't mind spending a bit of time and effort, there was a certain satisfaction when it was not necessary. I will say, though, that I have found that as the women I have been with have gotten older, they seem to know their bodies better and know what it takes to be able to cum. There's something to be said, probably many things actually, for sex with more mature women.

As much as I wasn't a fan of the missionary position, since we'd successfully executed several other positions, I was much more receptive to it this time. Not only did her pussy still feel outstanding, I was enjoying exploring her mouth with my tongue while also feeling her naked body below me. She was raising her hips to accept each of my thrusts while I was once again making sure that I was feeling her hot, wet pussy along the full length of my shaft. I did start out slow and steady but it didn't take long before I was fucking her harder and faster. My orgasm was beginning to build in earnest by this point and, while I would have enjoyed continuing to fuck her for even longer, I was also looking forward to an intensely pleasurable orgasm of my own.

It ended up being me pulling my mouth away from hers this time when I was on the verge of cumming. The build-up had been highly enjoyable but, when I finally started spurting inside her, the level of pleasure was the highest I'd felt that night, including her outstanding blowjob. I was sort of grunting as I was spewing and was pleasantly surprised when she cried out along with me and her body started shaking. It wasn't exactly simultaneous orgasms but it was pretty close. I continued to thrust into her with each spurt and was in no hurry to pull out even once I was spent so I just remained over her as she finished cumming, too. We kissed a bit more, though less passionately, then I moved off next to her.

"I can't even tell you the last time I had such satisfying sex," she finally said, looking into my eyes and caressing my face, "I haven't felt so desired or had so much fun in a long time. I wish you lived closer so we could do this kind of thing regularly."

"Yeah, totally," I replied, "but maybe we can find a few more opportunities before I have to head back home."

"You can count on that, for sure," she said, "In fact, you had mentioned about wanting to get down the shore for a day. My mom has a house down in Chadwick Beach that isn't used much now that we're past Labor Day. We could head down after I get the kids off to school one day then have my ex pick them up to spend the evening with them. Everybody wins."

"That would be awesome," I replied, "I'll do whatever I need to in order to help make that happen."

We talked about it in generalities for a little longer before we had to get up and pull our clothes back on. The kids would still be arriving home at some point, though she didn't expect that we'd be caught by surprise, and she had to work in the morning which quashed any consideration of her hiding me out until the kids were in bed and having me stay over. It would have been tough to keep ourselves quiet, anyway, after the freedom we'd had up to this point. Knowing that we had a plan to work on made it easier to part, though we still made out a bit by my car before I drove off. I also made her promise to text me some photos when she was undressing later that night, which she did.