This past summer I had a fling with a guy in my hometown (COVID safe – we were in each others bubbles!). He was a lot of my firsts sexually and was very patient and kind with me as I got comfortable with more things. Our texts were always filled with sexual tension and we would relentlessly tease each other. One of my favourites ways to tease him was to tell him I could beat him in a fight. I am 5 ft to his 6’1 and while I may be in good shape, he played football and rugby through high school and was still an active jiu jitsu athlete? Player? Lol clearly we did not discuss the nuances of his sports.
I digress, frequently during this flirtatious discussions about us in a fight he would tell me how easily he could pin me down and I would retort asking if he would get distracted if I started to strip. We had a truce and decided he could beat me but if I stripped I would win.
One of the first nights we were hanging out at his place we were in his room. Now he went to college in my hometown so he was living with roommates in this house. College boys always have unique interior design choices. His was no different, though I have yet to see it again. We’re lying on Jack’s futon, cuddling and talking about our day. I had done summer work for my summer classes then did a workout.
“Ya it was a good workout, upper body too, so I’m ready to fight you when you are. Unless you’re scared” He smirks at me. “I think you know I’m not scared at all. Have I shown you the basement yet?” “Haha no. But I’m so comfy here I don’t want to move” I was lying in his arms and he was wrapped around me running his hands all around my body.
“No can do Charlie” He moves us off the futon as I sigh dramatically and he grabs my ass as I stand up. We walk down the stairs of his old house and in the basement was the make shift gym. It had some weights in one corner, but, the pièce de résistance was a DIY jiu jitsu mat set up because him and his roommates would all practice with each other.
“Oh you want to fight me don’t you Jack” I playfully swat his arm and he swiftly picks me up and pins me down on the mat. Fuck. He has his cocky smirk that melts me instantly when I look up at him. He leans down to kiss me but I am stubborn and though he definitely gave in to me I managed to maneuver myself so I was straddling him. “I win” “I don’t think this is over yet.”, he replies. “What are the chances your roommates come down right now?” He’s suspicious now and replies “unlikely…” The way the staircase into the basement was situated I would hear someone coming down and I was enjoying my charade as I straddled him. So I continued. And now Jack’s brown eyes are watching me as I start to slide off my tank top. He’s watching me as I slide it off and I can feel his cock twitch.
“Fuck Charlie… what are you doing” I lean down to kiss him. “I’m just trying to win a fight remember? Using my body for my advantage really” He grabs my wrists and moves again and now he is back on top and I’m beneath him in just a lacy grey bralette, leaving not much to his imagination. Jack looks at me and starts to kiss and suck down my neck and I moan softly. “Stop let me win this fight” “No can do baby girl. You distract me but I want to be the winner” I think of what I can possibly do next to level up and because he was hovering I’m able to sneak a hand down to start palming his hard cock over his sweats. “Charlieeee fuck” This boy said dirty talk didn’t do much for him when we first started seeing each other but I proved him wrong. I lifted my chin slightly to whisper in his ear “I just really want your cock Jack, I can feel my panties getting wet.”
With that both of his hands reach beneath me to grip my ass so he can lift me up right. “Lets go back upstairs” Jack says looking at me. I take my bralette off and my tits fall out. This whole plan works because Jack’s bedroom was right off the top of the stairs so I played the odds that nobody would see me topless and if they did, oh well.
“Am I the winner of this fight Jack?” I ask sweetly. He grips my ass harder and holds me closer. “Charlie this looks like a tie to me” “I don’t know you kept getting distracted and couldn’t pin me down for very long’ “You’re the worst. I’m so fucking hard right now, fine you win. I give up. You’re so hot. Please can we go upstairs”
With the satisfaction of winning I kiss his cheek, grab my bra and top and run up the stairs to his bed and hear him chasing after me.
(This is my first post! I can write the continuation to this story… would people be interested in a part 2?)
Source: reddit.com/r/gonewildstories/comments/kzj83r/fight_me_jack_mf
Yes please, part 2