Part 3
(Dialogue is dramatized as I don’t remember exactly what was said. I’m sure whatever it was, it sounded less cheesy Hollywood. Anyway, enjoy!)
I was anxious to confront Cindy about the video because I wasn’t sure what her reaction would be. I’m not sure what she wanted MY reaction to be. I was feeling a variety of emotions. I was turned on that she sent me such a shamelessly sexy video just to compliment my body, I was nervous that my mom would find out that she did so, and I was pissed that she would tempt me with such a sexy video. At the same time, I feel like she did it just to get revenge on me for tempting her the way I did by the pool the other day. What was I trying to accomplish when I walked across the backyard naked? Was she trying to accomplish the same thing? How long would this game of cat-and-mouse go on?
Needless to say, I planned to confront her the next time I saw her. This was, of course, the very next day. I went downstairs for breakfast in a T-shirt and boxers. My mother was eating breakfast before she left for work and there was Cindy in a flimsy bathrobe, coffee in hand, legs crossed. She looked AMAZING. And after seeing that video, I was even more attracted to her. They were talking on and on about anything and everything as always until my mom finished her breakfast, gave Cindy a kiss, and left for work.
We were alone. My younger brother and sister had stayed at their friend’s house and I, being a college freshmen back home for the summer, had nothing to do. I suppose this is now a good time to mention that I have no idea what Cindy does for a living. I don’t think anyone in town knows for sure. Rumor has it that she had gotten the house and a lot of money in her recent divorce. She seemed to do nothing all day except lay by the pool, go to rich-people parties, and hang out with the neighborhood housewives.
Anyway, when my mother had left the house and driven away, I knew it was time to confront Cindy. She had just shoved the rest of her bagel in her mouth and was wiping her hands when she turned around and saw me. She looked me in the eye, smiled, and turned around to clean off the counter.
“So why the hell did you send me that video?” I said assertively.
She looked back with a smirk and said, “What video?”
“What video?! The one where you were touching yourself and talking about my dick!” I said angrily.
“Oh, THAT video,” she scoffed. “Like you haven’t been walking around here with your tight shorts, and gym clothes all summer trying to show off that big cock of yours.”
“I haven’t been doing that to show off! I’m just going about my day.”
“Was walking to the pool house naked part of your day?”
Thinking fast, I say “Sometimes I forget that you’re not a part of the family. I mean, you’re over the house all the time. I just don’t think to cover up.”
“Well, maybe you should! I’m divorced, I’m lonely, I don’t get dick for months and then-“ she trailed off. She began to tear up.
Suddenly I realized that while I was playing a game, it was torture for her. She was lonely and vulnerable and I was being immature. What would a mature person do in this situation? I strolled over to her meekly and put my arms around her.
“It’s ok,” I said, just above a whisper.
She put her arms around me and just as she was pulling away, her hands roamed down to my dick. Suddenly, the tone of her voice changed.
“I want it,” she purred, pulling my lips against hers and sticking her tongue in my mouth. I didn’t know how to respond as I was still shocked but I went along with it and started to grab her amazing breasts through her nightgown. She pulled away and stood about two feet away from me, her chest heaving. We both knew it was wrong but we were too turned-on to care.
She grabbed my arm and led me upstairs to my bedroom where she unclasped her bra to reveal those amazing tits. They were even more incredible than they were in the video. I sucked on her nipples and she moaned loudly, “Fuck!” She pushed me on the bed and climbed on top of me as we continued to make out for several more minutes. She pulled away once again got off the bed and pulled her nightgown off.
“Take off your pants!” she commanded. As excited as I was, I was nervous. Being around someone with so much sexual energy was intimidating for me. I had only had the kind of awkward sex that most teenagers have at 19 but Cindy seemed like she was demanding more. I stood up, unbuckled my pants, and performed a kind of striptease for her, pulling them down slowly and sensually. Once I had pulled them down and my cock stood fully at attention, she let out another moan.
“Oh fuck, that’s beautiful!” she said, getting on her knees and worshipping it. That made me feel a little less insignificant. She started by kissing it from shaft to head, licking it back down, and then sucking my balls. She was a total freak and I was into it. I wanted to eat her out next for giving me such an amazing blowjob but she stopped me and said, “I need you inside me.”
I obliged and climbing on top of her, I rubbed my dick on her clit which caused another round of loud moans. “Wait, wait,” she said getting up from the bed once again. She covered herself in her nightgown and left the room.
“Why is she teasing me like this?” I thought to myself. She returned moments later with a condom, took her nightgown off, pushed me onto the bed, and went down on me again. When I heard her stop gobbling me up, she moaned, “I want to be on top.” She put the condom on and started riding me. Her beautiful big breasts bounced and swayed as she pumped putting me within seconds of coming almost immediately. She must have sensed it and slowed into a methodical sensual grind which caused several moans to escape my mouth as well. She leaned over and desperately kissed me on the mouth. I pulled her hair roughly so that she was looking upward and started sucking on those amazing tits again.
Still inside her, I then grabbed her gorgeous plump ass and lifted her up off the bed and against the wall so I could control our speed for a little bit. She moaned loudly at this as I could feel my cock wiggling around inside her. Up against the wall, she took a more submissive role, closing her eyes and moaning while I slowly grinded against her. Building up the confidence with every stroke, I built up speed until I was slamming into her with as much speed and force as I could muster. After several minutes of this (and her cumming a few more times) she stopped me and pushed me back on the bed, my fully erect cock pointed upward and pulsing with fury.
She took the condom off, wrapped her tits around my cock, and finished me that way. I came all over her tits, her chest, and her mouth with what seemed like endless streams. She collapsed on the bed next to me and let out one more long, satisfied moan. “Thanks, honey.” she said giving my cock one last kiss and heading to the shower. I tried to follow her into the shower but she closed the door on me and locked herself in. I went back to my room and relived all of the memories in my head, hoping that she enjoyed herself as much as I did.
Source: reddit.com/r/gonewildstories/comments/pc1sim/19_m_living_a_moms_best_friend_scenario_part_3
Still a great story, even if the teasing wasn’t great. Saw that there might not be a part 4. Perhaps she wants you to make the first move/engage her or she may feel guilty over screwing her bff’s son, and needing some reassurance over that, which may lead to more. Either way requires you to engage with her more, in teasing and just talking with her. Good luck before you return to College/University!
I thought you said that she was an RN previously
Hot story.