Part Two
https://old.reddit.com/r/gonewildstories/comments/bnep4i/role_play_to_reality_round_2_fm/
I woke up to Jake talking on the phone. I watched him pace back and forth yammering away to his boss. He looked at me and gave me the “one-minute” finger and went back to pacing. I grabbed my phone and saw a LinkedIn notification. Tim **** from **** Co in CA wants to connect. I accepted his request. When Jake finally got off the phone, he told me that he had a change of plans and was meeting with this “super big” client for lunch and he’d meet me at the airport. He was racing around the room getting dressed and throwing his stuff in his suitcase. He went on to tell me about the meeting and then he told me about the game he watched last night with our alma mater winning in the last minute. I snapped back about him being tired. He said he was tired and didn’t want to deal with my little fantasy bs, so he chilled. He then “told” me it would be great if could take his wheelie to the airport and I responded that he’s a big travelling businessman and if he leaves it in the room, it’s gonna stay in the room. He didn’t even apologize as he walked to the door and told me we can discuss this tonight.
As soon as the door closed, I immediately messaged my new connection. We went back and forth for a bit, then I asked him is the offer of a shower was still on the table. He responded with a quick yes. I told him to order me something that he wants to feed me and I will be at the elevator in exactly 10 minutes. I sent my timer for 9 and started to scramble. When the timer went off, I was wearing my favorite lingerie set and a short skirt and semi tight blouse. Basically, the school girl outfit that Jake will never see. I walked out the door and towards the elevator, Tim was waiting and pushed the button. We rode up in silence and when we got in the room I gave him a big hug followed by a sloppy passionate kiss. He offered me a coffee and I jokingly asked how many times me masturbated to my pictures hidden on his phone. He laughed and told me that he doesn’t keep anything personal on his phone in case it gets stolen or hacked.
Breakfast arrived and he fed me berries and pancakes. I could have taken a nap, but I didn’t have the time. I told him that I have about an hour until I need to go to the airport. Tim picked up his phone and arraigned a car to be there in 75 minutes. He told me it was the least he could do for an extra 15 minutes.
We began to fool around on the couch. Making out and our hands were all over each other. He stood up and asked if I was ready for the shower. I told him yes, but I wasn’t big on shower sex, so he was going to have to fuck me in the bed one last time. He grinned and led me to the bathroom. I stopped him in the bed room and gave him a push on the bed and told him I wanted to give him a show. I began slowly undressing for him and rubbing myself. In the middle I undid his pants and told him to stroke his cock. I watched as he slowly stroked himself and took my time removing the last of my clothes with me bending in front of him and giving him the view of my ass and pussy as I slid my panties to the floor. He reached out a slid his finger up the length of my slit which sent chills through my body. I proceeded into the bathroom and start the shower and he followed. I had him finish taking off his clothes as he watched me lather up. His cock was rock hard by the time he came in the shower. We spent the next 10 or so minutes soaping each other bodies until I rinsed him off and took him in my mouth. He told me that he jerked off this morning thinking of last night and I began to suck harder and played with myself.
The water stopped and I looked up and he told me that he could wait any longer. He led me to the bed and asked how I wanted to be fucked. I told him that I wanted to fuck him first and had him lay down so I could mount him. I worked him inside of me and swore he was bigger and harder. I changed between grinding and pumping while his hands were squeezing my breasts. I lowered them into his waiting open mouth to suck and nibble them. After a while I changed positions to reverse cowgirl and began a nice slow grind on his cock. His hands spread my ass cheeks and he worked his thumb to my anus where he applied pressure without penetrating, it felt amazing. I pulled off his cock and told him to feed it to me. He slid off the bed and I was on all fours as he slid his cock in my mouth. I gave him full control to fuck my mouth and he took full advantage of it. He grabbed my head and thrusted his cock deep in my mouth. I did my best not to gag and suck up as much of my saliva as I could. He pulled out asked if I wanted him to cum in my mouth. Without answering I turned around and moved to the middle of the bed and pushed my ass in the air. He crawled on the bed and immediately slid inside of me. I told him that I wanted him to feel him cum deep inside of me. His pace quickened; every thrust made me grunt. He then slowed down to long hard thrusts and told me he was going to cum. I told him to keep fucking me deeper and then felt him twitch inside of me. At that point, I came and it was like a massive release of pressure inside of me. He continued pumping me, and with every stroke it could hear the squish of our juices. I finally pulled out and collapsed next to me on. I repositioned my head on his chest and gave him a kiss and told him that was amazing as looked down at his glistening semi hard cock. I then decided I wanted one more taste and like a good girl went down on him and thoroughly cleaned his cock of our juices as he watched and moaned.
We dozed off for a few minutes until his phone rang. It was the car service and he told them I would be down in a few. I got up gave myself a quick rinse in the shower before getting dressed. Tim walked me to the elevator, gave me one last kiss, a pat on the ass, and sent me on my way.
I got to the airport and made my way to the gate with no sign of Jake. I was coming down from my sex high and realized that I was going to have to deal with Jake. I texted him when the boarding calls started. I got no response. As I boarded the plane my phone buzzed and it was Jake. He was going to miss the flight and he’ll call me later and discuss this morning’s fight. I settled in my seat and turned off my phone and dozed off.
When I landed, I made my way through the airport towards the Uber pool and went back to my apartment. My roommates were gone and I took a long hot shower and rehashed the amazing 24 hours in my head. Even though I was tender, I managed to get myself off with my vibrator. As I was drying off, my phone went off. LinkedIn “Did you get home ok?”. I immediately messaged him back to stop messaging me. I got silence. I then sent him one more message – “call me or text me” with my phone number attached. Tim and I texted back and forth for the next few minutes while I got dressed and grabbed a duffle and headed over to Jake’s. I got to his apartment and cleared out my few things that were in the closet and the half of a drawer that he gave me. I took the pictures of us that I had put in the apartment. As I left the building, I put his key in and envelope and put it in his mailbox.
Jake called me that evening not even noticing that I had been to his place. He started to tell me about his day and I stopped him and told him that I wasn’t interested. He then went on to tell me that we need to be a team and that I need to support him. I told him that we were done and over the next few minutes I listened to him berate me on my childish behavior, to which I responded that he was insufficient in many areas of our relationship I didn’t see him changing. Those areas were unimportant to him, and I didn’t want to spend the rest of my life as his “assistant”. I didn’t’ get personal and didn’t mention Tim and Jake said that we were going on a “hiatus”. Call it whatever you want.
Two months later, I took an office transfer and promotion. My LinkedIn now reads, Jenna ***** VP in CA. I am not in the same town as Tim, but we have already had a few “meetings”. More to come.
Source: reddit.com/r/gonewildstories/comments/bnsrp2/role_play_to_reality_3_wake_up_fm
That’s one lucky dude