It had been almost 8 years since we first met. We both worked in a marketing firm on the east coast. Through the years we became close and what started as harmless flirtation had turned into all out desire for one another. It was a desire that could not be quenched due to us both being married to other people. We made no secret to each other what we wanted to do and I definitely spent countless times jerking off to her or thinking about her when I was having sex with my wife.
As part of our flirtation, we would often make bets with each other over various things. The winner of the bet would always get a sexual favor from the loser… supposedly. I say supposedly because we had never acted out on these bets. They were fun to think about but in actuality due to our family situations, we would always chicken out. That all changed with this bet.
We made a bet on who would end up with the most sales for the month. As it got close to the end of the month, she was leading and she would remind me daily that I was going to owe her. We made a vow that this bet was for real. It made me hard thinking about actually owing her and I began to realize that this time really was FOR REAL! As it became obvious that she would be the winner, she decided that she was going to sit on my face! She knew how bad I wanted to taste her and that I would enjoy this as much as her. So this would be a win-win.
Finally the day arrived. Her husband was out of town on a business trip and so the plan was to go to her place after work. That day at work was very difficult to focus and get anything productive done. Every time we met in the hallway, our glances were of pure lust. My cock oozed a little cum on and off all day long and I had to be careful to not let any other co-workers notice me walking around with a hard-on. She whispered to me how wet she was and that she had inserted some candies inside of her and it would be my job to find them and eat them out of her tonight! I was so turned on.
The day went by so slow, but soon it was 5:00. She greeted me at her door and we began to make small talk. An unusual awkwardness existed due to the anticipation of what was about to occur. I grabbed her by the had and she led me off to her bedroom. I was shaking with desire. She deserved to have won this bet. It had been me more so than her through the years that had held back. I wanted her to enjoy this. I wanted to make her feel good.
We sat down on the edge of the bed and our lips met for the first time. I kissed her softly at first but it didn’t take long and our tongues were dancing against each other in passion. Her mouth tasted delicious and I could not believe this was actually finally happening. Soon we had stripped down to our underwear and I lay back on the bed as she laid on top of me and we continued to kiss passionately. Our bodies began grinding on each other and the only thing preventing me from fucking her right there the thin bit of clothing that separated us.
I unstrapped her bra and rolled her on her back as I pulled it from her breasts. Slowly I kissed my way down her neck and circled first one breast and then the other fighting off the urge to immediately suck them in. I wanted us to take our time and enjoy this. It was a long time coming. As I worked my way closer I took care to make sure she was ready. My tongue finally met with her nipple and I began to flick it gently with my tongue and then alternated slowly to the other breast. I worked it with my tongue and then I slowly sucked more of her breast into my mouth in a full kiss. I continued to work her nipple with my tongue as her breast filled my mouth. She was gently running her fingers through my hair.
It took a lot for me to pull away from her breasts, but ultimately, I needed to eat her pussy. Its all I could think about. So I worked my way down her abdomen and when I reached her belly button, I stuck my tongue in it and kissed it. As I worked still lower, she suddenly stopped me and reminded me that she had won the bet and it was her, not me, that would be in charge.
With that, she scooted me up on the bed near her pillow and she crawled on top of me. She straddled my shoulders and sat back on my chest with her pussy literally 3 inches away from my face. As she pulled the thin fabric of her panties to the side, I got my first look at her beautiful pussy. My mind raced with thoughts and I was ready to bury my face into her right at that moment and eat her out. But she had other plans. Instead of sitting on my face, she reached into her nightstand and pulled out a vibrator. She looked down at me and smiled as she began to play with herself and deny me of her treasure. I begged her to let me eat her as I squirmed beneath her. She reminded me how long I had made her wait and now it was her turn to make me wait. She teased me and tormented me as I repeatedly begged for her to feed me. I could see the wetness on her pussy lips and the delicious smell of sex was in the air and it was driving me crazy. She buzzed the vibrator on her clit and occasionally would insert it into her pussy. I could see the wetness on her vibrator and suddenly she put the vibrator up to my lips and I opened my mouth as she slid it in. I could taste her pussy juice and I was happy to lick it all off. She was obviously in control and she was only going to sit on my face when she was ready.
Suddenly she laid back and pulled her thong off, then FINALLY, she slid forward and I eagerly open my mouth as she placed her clit inside. Immediately I began stroking her clit with my tongue and she moved her hips in small circles. She tasted AMAZING. I had imagined this in my mind countless times but the real thing was so much better than I could have dreamed. As she continued gently grinding on me, I alternated stroking her clit with my tongue and then sucking it in. Occasionally, she would slide forward slightly and allow me to bury my tongue in her pussy. I buried it deep and I searched for the candies she had told me about earlier in the day. I could find no trace of them and so I assumed they had melted in her wetness. That didn’t stop me from searching her deeply.
When her clit and pussy needed a break she began rotating her hips in long strokes from her front to her back. She paused as she felt my tongue against her and this allowed the tip of my tongue to slide in. I rubbed her back gently to let her know it was OK and as she relaxed, more of my tongue slid in. She began to ride it gently and then leaned back and put her knees up. My tongue stiffened to meet her strokes as her ass cheeks gently slapped down on my face. With each stroke I worked it in deeper and began searching here too for her candies to no avail.
Finally when she was ready to cum, she moved back forward and fed me her clit once again. My tongue slid with ease as she was well lubricated with her juices. I wanted her to cum so bad and was eagerly anticipating what she would taste like. We continued to work together to make her cum. Suddenly, she reached down and pulled me toward her by my hair. I began to feel her pussy contract and immediately I felt a flow of new juices and delicious flavors as they flooded my mouth. She moaned slightly and I continued stroking her clit as she came in my mouth. It was amazing! She squeezed her legs tightly around my head and unloaded her orgasm on my face. When she was finally done, she allowed me to lick her pussy clean. It was soo good.
As she rolled off me, the terms of our bet were now completed. I was not prepared for taking this any further and so I didn’t bring a condom. But at this point, I NEEDED to be inside her, and as I look down on her, she laid back on the bed spreading her legs open inviting me in, I knew, she needed it too. As I crawled up between her legs, I knew I had to be very careful not to cum inside her. So I entered her very slowly, pausing several times to regain my control and avoid cumming. Soon I had worked my way completely inside and we began a slow/careful rhythm as my balls gently slapped against her bottom. I was rapidly losing my willpower to pull out. As she wrapped her legs around me, pulling me deeper into her, she told me to cum inside her. With that, my last bit of willpower was now gone. My strokes suddenly became faster and deeper now with the common goal of bringing each other to ecstasy. I wanted to make her feel good! She deserved it. Her pussy felt different than my wife’s. It felt so good as I slid my shaft back and forth inside her. I couldn’t believe we were actually doing this for real. I savored every moment.
As I felt the cum welling up in my balls, I opened my eyes and our eyes locked on each other in passion. Suddenly I felt her pussy clamp down on my cock and I knew she was cumming. With my cock buried deep inside her, I release my first load. Stroke after stroke I pumped my cum into her as her pussy milked me for all I had. Our bodies bucked against one another in passion. When we had no more to give, I collapsed down on her with my cock still inside her and kissed her softly.
This bet was a win for both of us and I only hoped it wouldn’t be another eight years before we bet again!
Source: reddit.com/r/eroticliterature/comments/nrsef4/the_bet