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Chapter 5
by Cyberweasel89
You're gonna cry...
Seek refuge in her matronly bosom.
I just let it out. I was scared, cold, alone, ****, naked, and at rock bottom. The last thing I expected was a total stranger to show genuine concern and a gentle touch to me. So I cried. I cried like a child as this mysterious beauty rubbed my back and ruffled my hair. As the tears came down my cheek, another unexpected thing happened.
Her arms wrapped around my bare shoulders and pulled me in. My face found soft, warm pillows. It was as if I was burying my face in some heated marshmallows. I looked up to see the beautiful woman smiling down at me with a look of pure compassion. My nose was in her cleavage and I smelled more of that wildflower scent. She wrapped her arms around me, embracing me in a motherly hug and just standing there, gently rocking me on our feet.
"There, there... It's okay, Jake. I'm here for you," she cooed, one of her hands gently rubbing my bare back. I didn't even care that I was flashing my naked butt to a car driving by. All I knew was that this woman was comforting me in my darkest hour and all I could think about was her and her loving embrace.
I don't know how long it was but I cried myself out until the blubbering stopped and her pale yellow sweater was wet. It was only as my crying quieted down that I realized the woman was humming a little, soothing song, almost like a lullaby. It was when she noticed I'd stopped crying and was looking up at her from her breasts that she stopped.
"Feel better, little one?" she asked. It felt odd to be called that by a woman barely older than I am, but I can't deny that it felt comforting. I merely nodded. "Good. Now, tell me what happened, okay Jake?"
My voice slightly muffled by her boobs, I explained the chain of events that led to this. She nodded in understanding, a thoughtful expression on her face. While I was still explaining, I briefly faltered when I saw her reach into her cleavage and retrieve a smart phone. With one hand so the other could still embrace me, she tapped at the screen with her thumb with the practiced efficiency that can only come from experience. Nodding in satisfaction, she returned her phone to her cleavage right when I was done explaining how I ended up like this.
A gentle smile was on her face as she spoke. "One moment, Jake. You wait here. I'm going to have a word with your former landlord."
She pulled away from me, leaving me feeling very cold and alone. Feeling an autumn breeze on my nethers caused me to realize that getting smothered by the buxom woman's boobs had given me an erection... which she was currently staring at with a curious glint to her eye. I hastily covered my naked penis and balls with my hands, my face flushing. The woman giggled, reaching to pat at my head.
"Relax, Jake. That's a perfectly normal reaction to being naked and touching a woman's breasts at your age." As if to emphasize the normality of it, she gave a stroke to the tip of my hard penis poking out above my hands, causing me to jump in alarm. This caused her to giggle and she reached around to give my bare butt a pat. "You're so cute... Now, I'll be right back, Jake."
She stood and turned, stepping into the parking lot and into the office of the apartment complex's landlord. Leaving me standing on the sidewalk, naked, blushing, and with a noticeable hard-on. I didn't know what she was going to do in there, but I couldn't help but think I was worse off in a way, since I certainly didn't have a boner before she showed up.
I still didn't know her name or how she knew mine...
Wait for the mysterious beauty?
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Losing Everything ENF & ENM
What do they have to lose? Everything!
Stories of characters that find themselves in unsavoury situations. They messed up something so badly, that they have nothing to their names (in some situations, not even clothing!) It's up to you to come up with a situation where the character loses everything that they own, and maybe even come up with a way to get it all back!
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Updated on Apr 23, 2025
by Throne65
Created on Jul 11, 2020
by ScottyBoi3
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