Note: you will understand this story a lot better if you read at least Part One first though I recommend reading all previous parts.
Chapter Twenty-seven
The list that I maintained of women under consideration for dream visits was constantly being revised not only to add names but also to add notations about recon or dream visits, things that went well or didn't go well, best times to visit or anything else that I felt was important that I remember. Even as the list of names grew, the women were generally in the same age range as I was, though Kim from work was a bit older and Jamie my former coworker a bit younger. After I'd thoroughly developed my ability to sort of time travel within dreams, taking someone from now back to when we'd both been younger to indulge in their younger bodies, it still took a little while before it occurred to me to take somebody considerably older back to when they were young. There were even a handful of considerably older women on my list who I'd definitely enjoyed seeing naked and some who I'd enjoyed dream visits with but none with whom I could come up with a dream scenario that would make sense with them young because they didn't know me back then. When I finally came up with something that made sense, it was because it was a woman who had known me when she was younger: my childhood friend Brian's mom.
I wasn't infatuated with Anna when Brian and I used to hang around which may be why it took so long for this concept to occur to me. She definitely was not unattractive, though, being a curvy MILF of Italian heritage. Of course it ended up being through social media that I ended up thinking about her after not having done so in countless years. One of my first thoughts after seeing her name again was that, with my new abilities, I could finally get a look at her boobs. There had been a handful of times when, as a perpetually horny pre-teen, I had almost got a look at her substantial boobs. I know that I had thought about potential ways that I could get a look at them uncovered and had hoped many times that her favorite strapless sundress would finally slip down far enough that they'd pop out. There was even a fantasy that I could recall from when I was a bit older where she seduced me in the middle of the night when I slept over. My primary focus back then, though, was girls my own age who seemed to be developing more and more each day.
While looking at Anna's profile, I realized that I was more interested in finding photos of her when she'd been younger than I was in how she was looking now. Either way, there were mostly photos of her grandchildren so I was pretty much out of luck. It was while I was thinking back on that strapless sundress, that somehow I thought I might actually find a photo of her wearing, that I felt like smacking my own forehead. Immediately, I went to work figuring out where she lived and doing a couple of reconnaissance visits to get the general layout and make subsequent visits easier. I also engaged with her on social media to get myself into her subconscious and make sure the dream visit would make sense. It wasn't as though I hadn't seen her since I'd stopped hanging around with her son, though; he and I had remained friends through college even though we were no longer best friends. I'd run into her around town or at school events through high school and college then, even after college, my brother rented a house next door to her for a short time so I'd see her occasionally when I visited him.
My plan was to go back to the time frame when Brian and I had been best friends and I'd wanted so desperately to get a look at her boobs. I wouldn't take myself back to my age at that time but decided on my college-age appearance, which I hoped would be appealing enough to her. There was one memorable day back then when she hadn't realized that Brian and I were in the house and she came out of the bathroom with her bathrobe open enough that I got a glimpse of the skin between her boobs about down to her navel as well as a little of the curve of her breast as well. She quickly closed her robe and I kept walking like I hadn't seen anything while feeling grateful that I wasn't wearing sweatpants. I'd had plenty of thoughts about what I'd like to have done instead of what I did do so I figured that this was the perfect opportunity to rectify that.
When it felt like everything was in place, I visited Anna as she was getting ready for bed and waited patiently for the sweet spot when she was just falling asleep. Once it felt like the time was right, we were suddenly standing there outside the bathroom at the house where they'd lived back then and Anna looked the same as she had. Her robe was open just as it had been that day but, since she was caught by surprise by the location and college-age me coming toward her, she didn't try to close it.
"What's this?" I asked, stopping in front of her and opening her robe a little more. She looked down to see that her boobs were almost fully revealed but she didn't stop me. Rather than exposing them, I slipped my hands inside her robe and caressed the soft, smooth flesh of her tits, feeling her hard nipples against my palms. She sucked in her breath but, again, didn't stop me. My cock was rigid almost immediately so I was really hoping this would work otherwise I'd have to figure out how to take her back to her younger self and get her naked while remaining invisible so I could jerk off to her younger body. I didn't really want that. I thought that, if she was worked up enough, she'd go along with what was happening if it seemed to be leading toward some relief. Rather than continue to fondle her tits, which may have been working but it wasn't clear yet, I pulled her robe open far enough to reveal them then lowered my head. Her tits were spectacular, her areolas large and her nipples thick and hard. I immediately began to lick and suck her hard nipples, causing her to moan.
She ran her fingers through my hair so I assumed that she was with me, whether she knew exactly what was going on or not. I resumed caressing her breasts while licking and sucking her nipples but didn't intend to go any further right there outside the bathroom.
"I don't think we need to worry about anyone walking in on us," I finally said, raising my head, "but why don't we head into your bedroom before you wake up."
"Before I wake up?" she repeated, sounding a bit dazed. I took her hand and led her to her bedroom with her tits still exposed. I had to glance back to watch how they bounced as she was walking. At the side of her bed, I opened her robe completely and pushed it off of her shoulders so it fell to the floor, leaving her naked. Since I had never seen her naked, this was all coming from her rather than from me and I really liked what I was seeing. Had something happened and I had to abort the dream visit, I'd have been happy, but not nearly as happy as I ended up being by the time I was back in my own body that night.
I ran my hands over her tits some more then had her wrap her arms around my neck so I could lift her onto the bed. With her lying on her back in the middle, I had her part her legs and positioned myself between them so that I could lower my face toward her pussy. As with almost every dream visit, the dreamer's pleasure was my first priority, mainly so that she wouldn't want to end the dream. I wasn't surprised that Anna had a substantial bush given the time when she'd come of age. It wasn't thick and unkempt just not groomed as severely as the ladies I'd come of age around (or looking at photos of in men's magazines) in the 80s. I had no issue with it, though, and was immediately running my tongue along her slit, which I found to be overflowing with her juices. She moaned as I was lapping up her juices so I was feeling more confident that we'd be seeing this dream all the way through.
She began to subtly rock her hips toward my face as I continued to devour her pussy. I slipped a finger into her and found her surprisingly snug given that she'd had two kids by this point in her life. It occurred to me that the parts of this that she was filling in from her own memories may not have all been accurate to that specific time. I found out later that this was indeed the case, though it didn't appear to be deliberate on her part. I didn't even bother trying to slip a second finger into her hot, wet pussy as I was sliding the one in and out. I focused on licking and sucking her clit which ended up causing her to moan even louder and rock her hips more. She also reached down to hold onto my head so I glanced up because I knew that her tits would be squeezed together between her arms. I'd already considered that I'd probably want to fuck her tits and, seeing them like this, I was convinced.
As always, I had thoroughly thought through this dream visit before undertaking it to confirm that it was something that I was sure I wanted to do and that it was a good idea. Even with all that considering and planning, it was still incredible to me that I not only finally got to see Brian's mom naked, but I was currently between her legs, eating her hot, wet pussy. Naturally, my cock had not become any less rigid, but I was feeling confident that I'd be slipping it into her once I'd made her cum. Also as always, I was not trying to make her cum quickly so I could get to fucking her; I was making sure that she was experiencing a high level of pleasure and planned to draw it out as long as it didn't get to the point where she was desperate to cum.
Obviously, I was pretty psyched to be down there eating her pussy and might have indulged myself so much that she did end up desperate to cum but, fortunately, when she did cum it wasn't because I was being magnanimous and finally allowed her to. I felt like she was probably a bit pent up because I hadn't seen her masturbate during any of my recon and, though Brian's dad had been out of the picture since they'd divorced years earlier, I hadn't seen her with a guy or a lady for that matter. I wasn't even sure that her current self had any interest in sex or cumming so I was glad to be able to take her back to her younger body that was clearly into having her tits fondled and her pussy devoured.
