Straight Male / 31
I carried on a pretty hot affair with a girl who worked for me for six months; during the time my then-fiancee, now wife, and I were just out of college and working in different towns. It was complicated, but this girl who took care of me in her absence and I had a love hate/relationship the whole time, where I hated her every time I saw her at the office and she made life hell for me with my coworkers, but we couldn't keep our hands off of each other when we were alone. She was a bit chubby at the time, but I liked her for it and because she was funny, pretty fiery with me, and looked cute in her big glasses and short cut hair with highlights.
One night, we had been flirting for a couple of hours: took a walk,talked about a lot of stuff, engage in some light touching (friendly pushing, her hitting me a couple of times when I said something mean, etc.). That same energy fueled our office animosity, I think. We ended up in my apartment on my couch and she sat next to me and pulled my arm around her "because she was cold." I rubbed her arm and laid my head against hers. Felt nice, you know? Very tender. She starts rubbing my chest and pushes her head against it and I'm fairly certain she noticed my heart started pounding. I wasn't entirely sure what was happening on my end, but I had to push it and see, so I didn't say anything and held her tighter, stroked her hair. She was mine, and all our caresses felt right there in that moment. Her breathing got heavier and heavier as she was rubbing down my chest and toward my stomach, then lower (pretty sure I jumped a foot in the air when she went below the belt). Even as I write this, it makes me jittery like it did that night, it was incredibly exciting that she was so interesting in teasing me. I know she could see my erection through my sleep pants.
She must have rubbed at my hips and beltline for hours (really had to be a few minutes tops), never once looking up at me, not saying a word. Her breathing told me how excited she was. She said very quietly into my chest "say yes." At that moment, Christ that silence hung for hours, I noticed the warm spot on my chest and t-shirt from her breathing. I called her bluff. I said yes.
She immediately slid down between my legs into the floor and pulls my sleep pants down, her free hand immediately around me. Her chubby hands were amazingly warm, and the mouth that followed was warmer and very wet. She was sloppy but determined, and I loved that, how she sucked and bobbed up and down for me. I whispered her name out loud several times, stroked her hair, and took what was happening in. She never made eye contact once, I could just hear her breathing and slurping. I came, and she continued bobbing up and down, gradually slowing down in a measured way until I was completely empty in her mouth. When she finally looked up and released me, there was just a bit of cum on her hand. She looked down at it, looked up at me, and brought it right to her mouth with a little smile, sucking it off her hand and swallowing it. At that moment I remembered how to breathe, pretty sure I had held it for nearly a half hour and let it out in a whoosh. She got up an washed her hands, and the reality of what took place hit me, hard. I didn't know what to say, and eventually she left awkwardly (later I found out she wanted me to take her to bed for the night after that, but I was too stunned to do much else that time).
I had a few more encounters with her (and did eventually have a full night together, I'll share that one later). The doubly-hidden nature of it-from my coworkers AND my fiancee, made it an incredibly delicious experience. I have not told my wife (I couldn't and still can't do that to her-I'm a coward, I know) but I did end it on my own and haven't had any other situations like that since (it's been nearly ten years). I will say that my experiences during that time left me with an intense fantasy for chubbier girls; my wife weighs 110. Ultimate fantasy would be for my wife to let me have a few one nighters with some chubby girls, she can even pick them out for me. To have a girl be that devoted to my pleasure again, those are the things a fellow dreams about. Don't even knock a chubby girl, she will love you in an amazingly fulfilling way that skinnier girls just don't understand.
One night, we had been flirting for a couple of hours: took a walk,talked about a lot of stuff, engage in some light touching (friendly pushing, her hitting me a couple of times when I said something mean, etc.). That same energy fueled our office animosity, I think. We ended up in my apartment on my couch and she sat next to me and pulled my arm around her "because she was cold." I rubbed her arm and laid my head against hers. Felt nice, you know? Very tender. She starts rubbing my chest and pushes her head against it and I'm fairly certain she noticed my heart started pounding. I wasn't entirely sure what was happening on my end, but I had to push it and see, so I didn't say anything and held her tighter, stroked her hair. She was mine, and all our caresses felt right there in that moment. Her breathing got heavier and heavier as she was rubbing down my chest and toward my stomach, then lower (pretty sure I jumped a foot in the air when she went below the belt). Even as I write this, it makes me jittery like it did that night, it was incredibly exciting that she was so interesting in teasing me. I know she could see my erection through my sleep pants.
She must have rubbed at my hips and beltline for hours (really had to be a few minutes tops), never once looking up at me, not saying a word. Her breathing told me how excited she was. She said very quietly into my chest "say yes." At that moment, Christ that silence hung for hours, I noticed the warm spot on my chest and t-shirt from her breathing. I called her bluff. I said yes.
She immediately slid down between my legs into the floor and pulls my sleep pants down, her free hand immediately around me. Her chubby hands were amazingly warm, and the mouth that followed was warmer and very wet. She was sloppy but determined, and I loved that, how she sucked and bobbed up and down for me. I whispered her name out loud several times, stroked her hair, and took what was happening in. She never made eye contact once, I could just hear her breathing and slurping. I came, and she continued bobbing up and down, gradually slowing down in a measured way until I was completely empty in her mouth. When she finally looked up and released me, there was just a bit of cum on her hand. She looked down at it, looked up at me, and brought it right to her mouth with a little smile, sucking it off her hand and swallowing it. At that moment I remembered how to breathe, pretty sure I had held it for nearly a half hour and let it out in a whoosh. She got up an washed her hands, and the reality of what took place hit me, hard. I didn't know what to say, and eventually she left awkwardly (later I found out she wanted me to take her to bed for the night after that, but I was too stunned to do much else that time).
I had a few more encounters with her (and did eventually have a full night together, I'll share that one later). The doubly-hidden nature of it-from my coworkers AND my fiancee, made it an incredibly delicious experience. I have not told my wife (I couldn't and still can't do that to her-I'm a coward, I know) but I did end it on my own and haven't had any other situations like that since (it's been nearly ten years). I will say that my experiences during that time left me with an intense fantasy for chubbier girls; my wife weighs 110. Ultimate fantasy would be for my wife to let me have a few one nighters with some chubby girls, she can even pick them out for me. To have a girl be that devoted to my pleasure again, those are the things a fellow dreams about. Don't even knock a chubby girl, she will love you in an amazingly fulfilling way that skinnier girls just don't understand.
