The Braless Neighbor Lady

Believe it or not, at the start of puberty, my boobs did not fill in right away, and I was kinda bummed (little did I know, right?)

When my parents were gone on business trips together, they left me and my brother in the care of a neighbor down the road who would stay a night or two and keep up with the house and make sure we did okay. I was at least old enough to take care of myself and my brother but just not be left on our own. She was about 10 years older than my mom and dad, and she was very sweet and motherly, like a nanny. She was chubby with big, full, and somewhat saggy breasts and was often, as I recall, braless. I actually recall this very vividly cause it was the first time I was seeing the outline of nipples on another woman. And her were very big, noticeable.

As I entered puberty, her presence kept me standing naked in front of my full mirror or in the bathroom mirror after a shower and looking at my chubby yet flat chest and tiny nipples. The more I looked at her bralessness, the more I desired my boobs and nipples to fill out.

Well, one time, this was years ago, mom and dad were gone for a week and our neighbor lady stayed with us. I had just started sleeping naked on a regular basis at this point. One night, I went to bed a bit early as my brother played video games and she went to take a shower. I got naked early on in my room and was already in bed when she quietly knocked on my door and opened it. I pulled the covers up to hide my exposed chest.  She was in what looked like a tube top bathrobe kinda thing, a towel wrapped up her hair. My eyes went to her exposed skin and shoulders, very tan and freckly too. She did a lot of gardening herself and was outdoors a lot.

She apologized for disturbing me but just came to check on me since I went to bed early. She sat at the side of my bed as we made small talk and I told her I was okay, just extra tired. Then she reached to turn off my lamp and stretched herself out of her tube top robe, which pulled it down, letting one of her full breasts to fall free. I froze but stared right at it, as she hadn't turned off the light yet. She sat back to adjust her robe and noticed I was looking.  "Had you never seen a breast before?" I shook my head. My eyes were wide, soaking in the sight before me, a full huge breast with dark red areolas that were centered with big round red nipples. Her tan filled in the rest of her breast. I opened my mouth and confessed about wanting my boobs to grow in soon, hoping I would have nice full womanly breasts. She matter-of-factly asked, "Well, how are you doing on that so far?" I'm guessing she just wanted a simple answer, but I pushed my blanket down to reveal my barely-there bumps and tiny light tan nipples and said, "Nothing so far." 

She told me not to worry cause I was still so young and that by the looks of things, I was going to have beautiful breasts, no matter how big they got. I was already horny when I saw it exposed and I wanted to take care of myself.

She shifted herself more to my gaze and let out her other breast so I could see both, then said, "Now get some good sleep," tucked me in and turned off my light and left my room so I could have my privacy.

I wasted no time and rubbed myself, keeping my lower half covered by my blanket, but letting my "nothing" chest remain exposed.  Within two minutes I gave myself an orgasm and kept it pretty quiet.

This wasn't a one time encounter either, I'll share more...