A Long Time Cumming

Whenever I knew that I'd be attending a work-related conference in a city other than where I lived, there were two things that I'd typically check into as soon as it was definite: what were the must-see local landmarks and who did I know who lived there or nearby. With an upcoming conference in Washington, D.C., since I had visited there during several vacations and had already done the tourist thing a few times, my focus was on reaching out to somebody specific from my past who I knew lived nearby. Erin and I had dated in high school and had sporadically been in touch over the ensuing years, primarily through social media. She'd been a good Irish Catholic girl back then so our physical relationship had never progressed past second base though she had quite obviously been wrestling with her desires versus her upbringing at the time. As the years had gone by, though, she had lamented to me a few times that she knew the guilt had caused her to miss out.

Whenever I tried to assuage her regret by assuring her that, because of my inexperience back then, she hadn't really missed out on anything she would typically suggest that, now that we're both experienced, it was too bad that we didn't live closer together. There had even been a few times when she'd suggested certain fantasies that she'd been concocting about us, though without really going into detail. Given that she'd gotten married almost immediately after graduating from college, and that she'd dated her husband for most of their college years, it didn't surprise me that she was romanticizing having an affair. If she'd gotten over her Catholic guilt and married life was feeling a bit stagnant, there was nothing wrong with a bit of fantasizing but, as time went by, I was feeling more and more like she would jump at a chance to jump my bones.

Knowing that she lived somewhere near DC, I figured if I presented her with an opportunity, she could decide if she was serious about going through with a hook up. Once my trip was booked and there was little chance that my plans would change, I reached out and asked her whether she lived anywhere near the hotel where I'd be staying.

"It's a pretty short drive, depending on traffic," she replied, "Why? Are you there?"

"Not at the moment, but I will be," I said, "so I wanted to plant a seed about potentially getting together for coffee or drinks or dinner, whatever you prefer."

"Are those my only options?" she asked.

"Did you have something else in mind?" I asked, answering her question with a question but also making sure that she was the one making any suggestions that might lead to us finally consummating our relationship.

"Assuming that you're not sharing your hotel room," she replied, "I'd be interested in checking out the view and the bed and how you look naked."

I was definitely surprised, not only that she hadn't deferred, but that she'd immediately taken it to the next level. It was probably good that this conversation was taking place via instant messages rather than in person because I'm sure the surprise would have clearly shown on my face. While I shared more detail about my trip, I was also starting to think about the potential for this encounter. When we'd dated, Erin had been slim with small boobs, long black hair, green eyes and fair skin. I wasn't sure about her boobs but I figured it was a safe assumption that she still had green eyes and fair skin. I knew for a fact, however, that her hair was now short and gray, which made me wonder if her bush was also gray but, the more we discussed this visit, the more confident I was becoming that I'd be finding out.

Out of the days that I'd be in town, it turned out that the evening of my arrival worked out the best for her because her husband was going to be out of town that night. Her two boys were old enough to look after themselves for a few hours but she wouldn't be able to stay overnight and it would likely be too risky for her to try to visit me again once her husband was back, though she wasn't ruling it out completely. We didn't talk about details or specifics, both of us presumably good just going with the flow and seeing how that played out. On the day I was traveling, we stayed in touch so that I could keep her up to date with my progress. We'd decided against having her just meet me there in case anything changed or was delayed but she was ready to go once I let her know that I'd arrived.

I had enough time to check in and get unpacked but, once she let me know that she was in the parking garage, I went down to the lobby to meet her. Thinking about it as I was riding down in the elevator, I couldn't believe that we were finally here and it was happening. I was never completely confident that she wouldn't back out but things were looking extremely good at that point. When I spotted her in the lobby, it was looking even better and so was she. She was wearing a sundress that showed she was a little more curvy than she had been as a teen but her boobs didn't look too much bigger. I was eager to get her out of that sundress to see what was underneath but first we hugged there in the lobby.

"Are you sure you want to do this?" she asked, but not because she was having second thoughts; she just seemed to want to confirm that I was still into it.

"How did you feel as we were hugging?" I asked, once again answering her question with a question.

"Definitely butterflies," she replied, "but not just in my stomach. What about you?"

"Definitely some stiffening happening," I confessed, "which you are welcome to verify in the elevator if you're ready to head upstairs."

We managed to score an elevator to ourselves so, once the doors closed, we slipped into each other's arms and started to make out. She didn't waste any time in reaching down to caress my cock, which just became even stiffer. I ran my hands over her ass but didn't go under the hem of her sundress at all because I was planning to remove it completely once we were in my room. As the elevator slowed down, we separated then, when the doors opened, we headed down the hall, holding hands and walking quickly. Once inside with the door bolted behind us, we paused at the foot of the bed to make out a bit more and this time I pulled her against my stiff cock while running my hands over her ass. Knowing that there was a limit on our time and feeling eager to finally get beyond second base with her, I was soon unbuttoning the row of buttons that ran vertically along the front of her sundress. We continued making out but my cock wasn't pressing against her abdomen anymore so she was caressing it through my shorts.

When we parted so that I could finish unbuttoning the lowest buttons, she stepped out of her sandals then I opened the front of her sundress and gazed at her body clad in matching bra and panties. My cock had already been stiff but felt as though it got even stiffer. I slipped the sundress off of her shoulders and it slid down her arms, landing on the floor behind her. While I was staring at her, she began to pull my shirt up and off then opened my shorts so that they dropped to my ankles. I stepped out of them and my own sandals, leaving both of us only in our underwear. We crawled onto the bed and, lying side-by-side in the middle, resumed making out while her hand went right back to my stiff cock. I was fondling her small boobs through her bra, feeling her hard nipples pressing out against the thin material.

Rather than eventually extracting my cock and pumping it, she ended up pulling her mouth from mine then kissing her way down over my chest and abdomen while moving down the bed. When she slid my briefs down, my stiff cock sprung out and, once she had completely removed my briefs leaving me naked, she settled in between my legs, gently pumping my stiff cock before engulfing it in her mouth. I moaned both at the pleasure of her mouth on my cock and the visual of my cock disappearing into her mouth. I pulled a couple of pillows under my head so that I could watch her sucking me off then just tried to relax and enjoy the pleasure. With her short, gray hair, it wasn't exactly the same as watching her from back when we'd been dating but her face didn't look that much different, especially those green eyes, so that was enough to amp up the arousal I was feeling even more.

Between the anticipation and the feel of her warm mouth on my stiff cock, I didn't think I'd last very long before I was spewing but she turned out to be a skilled cocksucker and was able to draw out the pleasure I was feeling. I was savoring it, of course, not knowing if there would ever be another opportunity after that day. It crossed my mind that it would have been nice to have my phone handy to record some video for future reference but, since this was the first time she'd ever sucked my cock, it was more important to just enjoy it; there was bound to be more opportunity that day to document our activities.

As she continued to draw out the pleasure and I continued to enjoy the fruits of her efforts, I was getting the sense that she was not just focused on assuring that I experienced a high level of pleasure but was also indulging herself in having my stiff cock in her mouth for longer. She very clearly was not just making sure that I was enjoying her cocksucking but was also enjoying it herself and of course that made sense if she'd been thinking about it for a while leading up to this. Just as I intended to savor, not only eating her pussy, but also just finally being able to get my hand into her panties, I had to imagine that there were things, especially given her fantasies, that she'd been eager to do and would be in no hurry to finish.

Regardless of her ability to draw out the pleasure and hold off my orgasm, there came a time where no amount of skill or experience was going to stop me from cumming. I was okay with that since I anticipated that, not only would it feel absolutely incredible, but also that there would be plenty of additional orgasms before that night drew to a close. It seemed as though Erin sensed that my orgasm was imminent because it felt as though she'd sort of switched gears from drawing out the pleasure to getting me the rest of the way there. I tried to remain relaxed to just enjoy the final build-up of pleasure while still watching her and committing the visual to memory.

As I was on the verge of cumming, my cock was becoming even thicker but she was not fazed even slightly. Her efforts remained consistent and, even as I finally started blasting my load into her mouth with a drawn-out moan, she never hesitated and just swallowed my load while continuing to suck me off. It was a monumental orgasm, not just because of the intense pleasure but also because it was Erin and I never expected to have the opportunity to blow a load in her mouth. She nursed every drop of cum out of me and only released my cock from her mouth once I was completely spent and beginning to soften. She looked very content as she crawled up the bed and lay beside me.

"That was absolutely amazing," I told her.

"I've been thinking about doing that for a long time," she replied.

"It was most definitely worth the wait," I assured her then planted my lips on hers. As we were kissing, I was caressing her boobs through her bra again before reaching behind her and unfastening it. While I resumed caressing the bare flesh of her boobs, she slipped out of her bra and tossed it aside. I was soon kissing my way down until I was able to lick and suck her hard nipples while continuing to fondle her boobs. My cock was not within her reach so she could only lay there and focus on herself but I suspected that it wouldn't require much time or her hand before I'd be rigid again.

While continuing to lick and suck her hard nipples, I slipped my hand down over her stomach and between her legs to caress her pussy through her panties. I could feel a bush and wondered again if it was the same gray as the rest of her hair but, before heading down there to check, I slipped my hand into her panties, something else I'd wanted to do but never had before. Her bush was well-groomed and her pussy was flooded with juices, so I slipped a finger into her, causing her to moan. While still licking and sucking her nipples, I alternately slid my finger in and out of her pussy and lightly caressed her clit. Her moaning was continuous and was quickly growing louder. I liked to think that continuing to lick and suck her nipples was adding to the level of pleasure that she was feeling but I didn't know for sure and really was doing it just as much to indulge myself. This actually was something I'd done way back when we'd dated so it was nice to be doing it again, but I'd never had her down to just her panties and had never slipped my hand into her panties or my finger into her pussy while doing it back then.

I wasn't necessarily trying to draw out the pleasure since there was a limit on our time together and so much that I knew I still wanted to do and presumably she did, too. Likewise, however, I wasn't just trying to get her to a quick orgasm so that we could move on. I was absolutely pleased to be where I was, doing what I was doing, but I also wanted to get those panties off, eat her pussy, then fuck her in every conceivable way. As her pussy was becoming even hotter and wetter, I was not only thinking about how amazing it would feel to slip my cock into her but also about slurping up those juices and finally tasting her pussy. I felt like there would be plenty of time for that even given our limitation, especially if we didn't waste any of it. Of course, it would have been great if she could have spent the night but we were still going to make the most of the next few hours before she had to leave.

She started tensing up which suggested to me that she was close to cumming but I didn't change anything I was doing since it was obviously working. By this point, my cock was steadily recovering but I wouldn't be ready to fuck her yet, which was fine since I still wanted to eat her pussy. When she abruptly went silent, it was just a moment later that she cried out as all of the tension left her and she went limp while her body started shaking. Her orgasm was long and appeared to be highly pleasurable, which I was pleased to have been able to accomplish with just my finger and my tongue. I figured it was a good sign that she could cum like this since I expected it'd be even easier to cum when I was eating her and fucking her. Maybe that was just typical for her to cum pretty easily and cum pretty hard or maybe it was in part due to years of anticipation and thinking about this potentially happening.

I continued licking and sucking her nipples while caressing her clit until she let out a sigh that suggested she'd finished cumming. At that point, I raised my head and slipped my hand out of her panties, bringing my finger to my mouth to suck her flavor off of it. I gave her a moment to recover before getting up on my knees, which prompted her to open her eyes, presumably to see what I was up to. I moved down the bed and started to slide her panties down so she lifted her ass to assist me. My focus was on her well-groomed bush, which did turn out to be mostly gray, though there were still a few dark hairs visible. I set her panties aside once I had them off then lay on my stomach between her spread legs, kissing my way along her inner thighs until I reached her pussy. After taking a moment to gaze at it, appreciating that I was finally seeing her pussy, I could no longer resist and ran my tongue along her slit.

Hearing her moan as I slurped up her juices was like music to my ears. Even though I'd been hearing her moan already, tasting her pussy at the same time was something I'd spent probably too much time fantasizing about so it was a nice confirmation that it was really happening this time. It was also a good indication that what I was doing was having the intended effect, which was to provide her with a high level of pleasure, because I was really more focused on indulging myself at that precise moment. Initially, I was just licking her slit and tasting her flavor but I soon slipped a finger into her, sliding it in and out while licking and sucking her clit. A second finger joined the first and her moaning became louder as both easily slid in and out due to all of the lubrication she was producing.

She'd started to rock her hips, subtly at first but becoming more pronounced, which made me feel like she was gradually building up toward another orgasm. I was doing what I could to draw it out, though, in part so she'd enjoy the pleasure for longer but also so that I could continue to indulge myself in this opportunity to eat her. Since we still hadn't fucked yet, I didn't draw it out for too long because I wanted to make sure we'd have plenty of time for that, in as many positions and on as many pieces of furniture as we could manage. When it seemed like she was starting to tense up, whether I was trying to draw it out or not, I refocused my efforts on getting her the rest of the way there. There wasn't much of a change to my technique but she was immediately moaning louder and longer while tensing up even more. It didn't take much longer after that slight change and she abruptly went still and silent. A moment later, she cried out as all of the tension left her body and she started shaking.

I continued to devour her through her orgasm, though I don't know if that prolonged it or intensified the pleasure but I was certain that it wasn't detrimental. It was obviously a long orgasm and appeared to be intensely pleasurable as well so I was happy not only to have had the opportunity to eat her pussy but also that it had been enjoyable for her. When she finally went still and let out a sigh, I raised my head and slipped my fingers out of her pussy and into my mouth so I could suck her juices off of them. I got up on my knees, my fully rigid tool sticking straight out now, and looked down over her naked body, committing it to memory. I moved back up the bed, pausing to briefly lick each of her nipples again, then lay beside her.

"You are so good at that," she finally said, once she'd recovered enough.

"Now I am," I replied, "but you're getting the benefit of my experience. Plus I just love to eat pussy and I've been thinking about eating you for a long time."

"I've got some experience now, too, but that exceeded the entirety of my past as well as every fantasy I've had about you," she said.

"You've obviously got experience with sucking cock because you are outstanding at that," I replied.

"That's because it's something I love to do," she said, "so I'm going to want your cock in my mouth again before I have to leave."

"I can promise you that will happen," I replied, "and probably more than once."

"I was going to go ahead and do it again now," she said, reaching down and finding my cock rigid, "but I'm going to ride it instead."

Without releasing my cock, she got up on her knees and straddled me then guided it toward her gray bush. I was watching her tits bouncing and swinging as she was repositioning then moaned along with her as her hot, wet pussy engulfed my stiff cock. As she sat on it, just feeling it inside her for the first time, I reached up to fondle her tits and brush my palms over her hard nipples. When she started to slowly move up and down, it felt even better and she obviously agreed based on the sounds she was making. It was mostly just long moans but there was the occasional drawn-out "oh my god" and "oh yeah" in there as well. I will admit that most of my fantasies about her over the years had been the younger version with long black hair but I absolutely had no complaints about what I was actually seeing looming over me. Also, as we covered already, we were both more experienced and more confident in what we were doing so I certainly appreciated that.