Boarding with Linda

Note: If you haven't already, read Chapters 01 - 14 of Boarding with Linda, which are prequels to this story.

Because we'd known each other since middle school, most of Linda's friends were also my friends or, at the very least, we were acquainted with those of each other's friends who we might not know well. Of course there were some exceptions, like friends we'd made since leaving high school and friends Linda had made with or through her ex but kept when they had split up. For the most part, though, if someone reached out to one of us who neither of us had seen in a while, the other typically was familiar with whoever it was. Such was the case when one of Linda's friends from high school contacted her and, after getting caught up on the phone, they decided to meet up in person. Since Linda had Ashley, the easiest way to accomplish this was to have the friend come to the house. Often, this meant I'd get a chance to catch up, too, but in this case, Linda's friend was also my ex-girlfriend.

Michelle and I had parted ways on amicable terms and had stayed friends, though we'd lost touch through college. Still, Linda checked in with me to give me a heads up that she'd invited Michelle over but had also warned her that I lived in her house now. Of course that had led to a lot of questions and Michelle was curious like everyone else about the living situation. I didn't want their opportunity to catch up to be overshadowed by Michelle and me catching up instead so I offered to not be home and Linda could show Michelle my living space. Linda thought it would be better for me to be there but we agreed that I'd stay downstairs and, if Michelle wanted to see the space or see me, she could come downstairs. That worked perfectly for me.

On the day that Michelle came by, I was down in my space watching TV as she and Linda got caught up. I fully expected that she'd come down to visit but it was just a question of for how long and whether Linda would come down with her. When Linda called down from the top of the stairs and said that Michelle was on her way down, I assumed that meant she'd be coming by herself but I was not reading anything into that. I turned off the TV and stood, figuring at the very least we'd hug, but I was caught by surprise when she walked through the door. She'd had long brown hair for as long as I'd known her and had also seemed to be in a constant battle with her weight, though I wouldn't have said that she'd been heavy. The woman who walked through my door had short blond hair and was exceptionally fit.

"Hey, you," she said with a big smile and came toward me.

"Look at you," I replied, "Wow!"

"Oh, thank you," she said as we hugged, "You like?"

"You look fantastic," I told her and was going to let go before she started to feel something between us, which would have been my stiffening cock. She continued to hold onto me, though, and I wondered if she was hoping to feel it. It was definitely a little more than a "it's nice to see you again" hug but she loosened her grip before things actually got awkward. I encouraged her to take a look around and answered her questions as she did then she shared a bit about how she got healthier and felt like a different look would better reflect a different her. As soon as I had a chance, I turned on my cameras because she looked so damn good that I wanted to make sure to document it. I had no expectations otherwise but did sit on the couch and just admired her as she moved around the space. Finally, she came and sat beside me.

"I want to show you something," she said, "I'm sure you remember the one thing that I refused to do back when we were dating but I have since realized that I actually really enjoy having a stiff cock in my mouth."

She moved down to kneel in front of me and immediately began to open my shorts. In spite of the utter shock I was feeling, I lifted my ass so she could slide my shorts and briefs down as my rigid cock sprung out. She gently gripped it and briefly pumped it before engulfing it in her mouth. I moaned as she slid her lips down then back up while still pumping the base. While the thought had crossed my mind about potentially fooling around as a result of her visit with Linda, I was absolutely in no way anticipating that my cock would end up in her mouth. She had been vehemently against the idea of sucking my cock the entire time we'd been dating. There was no question that she'd developed some skills, however, so kudos to whomever had managed to get her to change her mind.

Leaning back and looking down, it was only when she'd occasionally glance up that it even looked like Michelle sucking my cock. It felt so amazing, though, and only continued to feel even better the longer she was doing it. I'd experienced countless blowjobs in that house and in that space since I'd moved in but there was no way I'd ever get tired of having my cock in the mouth of woman, young or older, whether it had been in her mouth before or not. I knew pretty quickly that I'd want to make sure that my cock ended up in Michelle's mouth again after this visit but, on the off chance that it wasn't going to happen, I was completely tuned in to all of the pleasure that she was providing, which was significant.

While my staying power had vastly improved with all of the sex I'd been having while living with Linda, I was not trying to hold out to enjoy this blowjob for longer. Since she was there to visit with Linda, I didn't want to keep her from that for too long and I was eager to finally blow a load down her throat after all these years. However, her skills were apparently such that she was able to draw out the pleasure for much longer than I was expecting to last. Since she'd said that she now really enjoys having a stiff cock in her mouth, I had to assume that drawing it out was not all about making me feel good. Linda, of all people, would certainly understand and it wouldn't have surprised me if she had expected something like this to happen anyway.

She was doing such an exceptional job that I knew there was no way I'd be sending her on her way once she'd made me cum. Since I was expecting that Linda would understand, at the very least I was going to do what I could to make sure she had a long build-up to a highly pleasurable orgasm as well. In the meantime, regardless of how skilled Michelle was at drawing out the pleasure she was providing, we reached a point where I was building toward an orgasm and I doubted there was anything she could have done to hold it off. She must have realized it, though, because it seemed like she sort of switched gears from trying to draw it out to getting me the rest of the way there. The level of pleasure continued to build and my cock grew even thicker than it had been but she was unfazed. She just continued to suck me off while gently pumping the base of my cock, even when I started spewing into her mouth. She swallowed my load then, once I was completely spent, she released my softening cock from her mouth.

"That was well worth the wait," I said as she looked up at me.

"I'm so glad you enjoyed it," she replied, "I've been hoping I'd get an opportunity at some point and this just worked out so well."

"Will you let me return the favor," I asked, "before you head back upstairs?"

"If you insist," she replied with a smile then stood up. She was wearing some kind of snug spandex capri pants which were probably that era's equivalent of yoga pants today. I started to slide them down then went ahead and took her panties down at the same time. The question of whether the carpet would match the drapes was answered when no bush, either brown or blond, was revealed. Her pussy was completely smooth and, as it was exposed, I could feel the blood trying to return to my spent cock. She stepped out of her pants and panties then I had her recline on the couch with her head propped on a throw pillow against one of the arms. I knelt between her spread legs and I lowered my head.

I ran my tongue along her smooth slit, tasting the copious juices between her lips and causing her to moan. I'd eaten her pussy plenty when we'd been dating but I knew that my skills had definitely improved, especially with all of the experience I'd gained since moving into that space. After slurping up her juices, I slipped a finger into her and licked and sucked her clit while sliding it in and out. She continued moaning and was rocking her hips so I was thinking that it wouldn't likely take too long before she was cumming. Again, because she was there to visit Linda, I wasn't going to try to draw out the pleasure I was providing but was definitely hoping that we'd get another opportunity when we could indulge ourselves more. I figured she was probably pretty worked up before she'd even come downstairs, especially if she had been planning to get my stiff cock in her mouth.

Her pussy had definitely been hot and wet already by the time I got my face between her thighs and only continued to get more so the longer I was eating her. Likewise, my cock was already starting to stiffen up again as I savored eating her smooth pussy. I wasn't sure if she'd be up for fucking but I was hopeful and, if she wasn't, I knew I'd have some good footage to review and could take matters into my own hands if necessary. Given how eager she'd been to suck my cock, I couldn't imagine that, once she saw that I was ready to go again, she wouldn't be interested in continuing.

She was starting to tense up as she was apparently getting close to cumming so I slightly altered my technique to get her the rest of the way there. While I hadn't been trying to draw it out, I had absolutely been endeavoring to provide the highest level of pleasure and now wanted her orgasm to be incredibly memorable. Just before she started cumming, she went still and silent then let out a cry as her entire body started shaking. I continued to devour her through her orgasm, which appeared to be both long and highly pleasurable, just as I'd hoped. Only once she'd gone still and silent did I raise my head, slip my finger from her pussy and suck her juices off of it while still gazing at the incredibly smooth skin.

"You were always good at that," she finally said, "but you're incredible at it now."

She sat up so I leaned closer and we kissed. As I brought a hand up to caress her boobs through her blouse and bra, I was reminded about her thick nipples that had always been a pleasure to suck on. I forgot all about sending her back up to Linda and instead pulled her blouse up and off then removed her bra. Her boobs were on the smaller side of average and her areolas also small but her nipples were big and, at that moment, very hard. I lowered my head to lick and suck them, which got her moaning again. My cock was fully rigid by that point so, after indulging myself briefly, I straightened up and pulled my shirt up and off. My cock was sticking straight out so she gently gripped it, stroking it a few times, then had me sit. She got up on her knees and straddled me and, while she was guiding my cock to her pussy, I went back to fondling her boobs and her hard nipples.

We both moaned as her hot, wet pussy slid down my stiff cock then she just sat there for a moment, feeling it deep inside her. She brought her lips to mine again as she began to slowly move up and down while I continued to run my palms over her thick, hard nipples. Since I'd cum once already, I wasn't too worried about being able to last, despite how incredible her pussy felt, but I was hoping that she would cum again before I did. It was nice to be fucking her again, not because I still had any lingering feelings for her, but because I knew that I was not as good at sex back then due to a lack of experience. This felt like I was making up for a lot of mediocre sex with one very solid and satisfying encounter. Naturally, I was hoping it'd lead to more encounters but, if it didn't, I think we could part knowing that we'd both shown how we'd each improved since we'd dated.

With the changes to her appearance and her body, I know that I'd have been fantasizing about her if we hadn't ended up where we currently were so I was thrilled to not only have been able to get her naked but also to experience the new version of her. I ended up running my hands down from her boobs and nipples to feel the taut muscles of her thighs and her ass and around her toned waist. She was riding me harder and faster while I continued to push up into her each time she dropped down so that she was getting the full length of my stiff cock. I wasn't feeling my own orgasm beginning to build up yet despite how her pussy continued to feel even hotter and wetter the closer she was apparently getting to cumming. She ended up pulling her mouth away from mine, in part because it was getting more difficult to continue making out as she was picking up her pace even more, but also I assumed because she needed to let out some moans. She hadn't closed the door to my living space and I didn't know if the door at the top of the stairs was closed so there was a chance that Linda was hearing her. I'm sure by this point Linda had assumed what we'd gotten up to anyway.

She finally dropped down onto my cock and just sat there, going briefly silent before letting out a cry as her body started shaking. I brought my hands back around to fondle her tits and nipples some more but otherwise didn't try to push my cock in and out of her or anything like that. She did randomly move up and down a few times as she was cumming, which let me know that her pussy had been flooded with even more lubrication. Her orgasm appeared to be another long and intensely pleasurable one so I was glad that her overture upon coming down to see me was paying off for her. I was certainly happy that she'd given it a shot, as well.

"I can't recall ever actually cumming during sex when we were together," she finally said, once she'd apparently finished, "but I'm definitely a fan."

"We should probably confirm that it wasn't just a fluke," I suggested, "to be certain, of course."

"What did you have in mind?" she asked so I had her move off of my cock and onto all-fours beside me on the couch. I got up on my knees behind her and, after running my hands over her toned ass, guided my cock back into her snug, slippery pussy from behind. We both moaned as I slid all the way in until my hips were touching her toned ass. Taking her by the hips, I started to slowly slide in and out of her, savoring the additional lubrication that had resulted from her most recent orgasm. I couldn't recall her being all that fond of fucking doggie-style when we'd been dating so I was pleased that she hadn't even hesitated. Of course, if she had been self-conscious about her body back then and was more confident about it now, that would certainly explain it.

Once we had a good rhythm going, I slipped my hands forward to cup her boobs, feeling her hard, thick nipples against my palms again. I couldn't gaze down at her toned ass like this but I was okay with the trade-off. She was pushing back against each of my thrusts so I was wondering if she was likely to cum more easily since she'd cum already. She was pretty fired up in general so I couldn't imagine her cumming more easily than she already had. To have another orgasm during sex when she'd just had one for the first time, at least with me, would also go a long way to increase the odds of this happening again. Despite all of the women I currently had access to for sex, not the least of whom was Linda, I still could never resist another partner. The fact that she was an ex-girlfriend really didn't have any bearing; it was really all about how good the sex was, as well as finally having her suck my cock.

We were gradually increasing our pace, I think more based on her pushing back than on me fucking her faster. I suspected that she was building toward and pursuing another orgasm which I thought was great for both of us. I wasn't anywhere close to another one myself but I was more than happy to continue to enjoy fucking her, especially as her pussy was becoming even hotter and wetter than it already had been the closer she was getting to cumming. I ended up straightening up again and holding her hips so that I could make sure she was getting the full length of my cock with each thrust. Now I could look down at her toned ass, which didn't even jiggle slightly when my hips tapped against it.

It ended up being easier for me to just thrust into her once she'd pushed all the way back since her pace kept increasing, making it difficult for me to match it. This must have worked for her, too, since her moaning just kept getting louder and longer. It got to the point where she was pushing back hard and fast enough that the smacking of my hips against her ass was audible even over her moans. When she abruptly went silent while pushing backwards and holding there, I made sure my cock was fully embedded inside her and my hips pressed against her ass. A moment later, she let out a cry and started shaking. Assuming her pussy was being flooded with even more lubrication, I resumed fucking her but slowly so that I could savor the feel of it. This orgasm appeared to be at least as long and as pleasurable as the previous two so I was happy to have been able to help her achieve it.

"I'd love to suck your cock again," she said, once she'd apparently recovered enough, but while I was still slowly fucking her. That was even more appealing to me but so was the idea of eating her smooth pussy again. I slipped my cock out of her and coordinated our positions so that I was lying on my back, gazing up at her smooth pussy, while she was gripping my stiff cock. She briefly pumped it before lowering her head and taking it in her mouth again. I moaned as I relished her oral skills before raising my head and running my tongue along her smooth slit. She then moaned, too, while continuing to skillfully suck my cock as I slurped up the juices that were abundantly flowing. I was happy for another opportunity to eat her pussy as well as to enjoy her oral talents. I was also happy that she'd not only changed her mind about sucking cock but also that she'd shared her newfound appreciation for sucking cock with me.

She moaned a bit longer and louder when I slipped a finger into her snug, slippery pussy while licking and sucking her clit so I was feeling like it wouldn't take too long to have her cumming again. I definitely wasn't in a rush to be done eating her so I was not trying to hurry her along, but I think she was just at that point where it wasn't going to take too much before she was cumming. Little did I realize that I was right about at that point, too. It didn't take much of her skillful cocksucking before I could feel my own orgasm building and she didn't seem to be making an effort this time to draw out the pleasure. Maybe she was also thinking that she was there visiting Linda and had been gone for a long time. I had no issue if she wanted to have me cum more quickly as long as the level of pleasure was at least what I was feeling at that moment.

It didn't take much longer for me to realize that I was probably going to be cumming before she did, which was absolutely fine with me. I continued to lick and suck her clit while sliding my finger in and out of her hot, wet pussy until I was on the verge of cumming. At that point, I lowered my head but continued to finger her as I savored the building pleasure and the feel of her mouth sliding up and down my cock. When I exploded into her mouth, I'm not sure if I grunted or moaned, but it felt so amazing. She continued sucking me off as I was spurting into her mouth, only releasing my cock once I was fully spent and beginning to soften. By that point, I'd gone back to licking and sucking her clit so she went back to moaning. Her pussy was flooded with more lubrication and became more engorged as she was getting closer to cumming but I knew I wouldn't be able to slip my cock into her to enjoy it again.