March Madness time always reminds me of this story from several years ago. For a bit of backstory, Tony and Maggie dated for about 5-6 years. Their relationship started in college and continued for several years after both graduated. Their jobs moved them both out of state but close enough that our friends group visited regularly on road trips. Tony and I had known each other since we were little kids.
Maggie became a popular fixture among the group in college. She was the partying type. If you wanted to go out, she was the first one out the door to the bar. She also had a very dominant personality with plenty of sarcasm to go along with it. It made her more than one of the guys that someone any of us considered in a sexual way.
That isn’t to say she wasn’t attractive. The best way I could describe her is a slightly skinnier blonde version of Ariel Winter. Huge tits on a very short, tiny frame. Not exactly my type but I certainly wouldn’t (and didn’t) say no if opportunity presented itself. (For those that want to know about me, I’ll spare you the details and tell you to look through my previous posts for a pic or two).
Following the breakup, Tony moved back home. Maggie stayed in the city they had moved to following college. The break up wasn’t exactly mutual which ultimately led to the friend group picking a side. We obviously chose Tony and communication with Maggie became less and less frequent. Tony never outright told any of us that we had to cut contact but nobody wanted to cross that.
Until, of course, I got a text from Maggie months after the break up. She told me she was coming in to town and wanted to see what everyone was doing for the first round of the tournament. Our school was playing on Friday night. The group had already made plans to go out to a bar. I responded back that Tony was going to be there trying to gently hint that it wouldn’t be a good idea for her to come as well.
It was evident, even through the subsequent texts, that she was disappointed. I immediately felt bad, almost guilty, like I had done something wrong so I offered to go out with her to a different bar. The mood of her texts immediately changed. After a few lies to my friends, plans were set with Maggie to meet at my place and we would walk to a nearby bar.
Friday night rolls around and Maggie shows up at my door. She was wearing a tight white tank top with our school’s logo printed on the front and equally tight dark blue jeans. Her tits were practically spilling out of her top. She always joked how proud she was of her tits but she never put them on full display like this. At the time, I thought nothing of it. I figured she was single now and wanted to show off her best features.
As soon as we sat down, the drinks started flowing. Maggie began drinking like it was college all over again. Shots, mixed drinks, beers, you name it and she was drinking it. The conversation remained very light and jokey until Maggie asked why I wasn’t dating anyone. Before I was even able to answer, Maggie added “I was always surprised that you didn’t hook up with more girls in college. I always thought you were the hottest of Tony’s friends.”
A bit taken back by the shift in the conversation, I smiled and only managed an “oh yeah?” response. Maggie immediately nodded and continued “I used to tell the girls I lived with that if I wasn’t dating Tony I’d fuck you. You’re cute.” Before I could come up with anything to say, Maggie looked straight at me and asked “have you ever fantasized about fucking me?”
The mix of alcohol, Maggie’s tits half way out of her tank top, and her question finally lit the light bulb in my head. She wasn’t here just to watch the game. “I think you probably know the answer to that” I told her and shifted my eye line down to her cleavage. Maggie glanced down at her own tits and looked up at me smiling “well, I’m single now.”
The walk from the bar back to my place took twice as long as getting there. Our hands were all over each other every step of the way. Any time we walked past a dark alley, I grabbed Maggie hand and pulled her in, shoving her against the wall. My hands constantly finding their way to her chest while my tongue found hers as we made out with a mix of passion and hunger. Saying her tits were a handful would be a gross understatement.
We got back to my house and made out way straight to my bedroom. As soon as we stepped foot inside, Maggie pulled off her tank top and undid her bra leaving her in just her jeans. Her hands immediately went to her own tits as she started pinching and twisting her nipples while staring straight back at me. “Do you like my tits?” she asked knowing full well what my answer would be.
I began taking off my own clothes as she continued to tease herself while taking a seat on the edge of my bed. “I bet you want to titty fuck these don’t you, Jack?” It was less a question and more an offer. I walked up to her stroking my cock in my right hand. Maggie pushed in away and replaced it with her own hand. Her head leaned forward and she took me in her mouth.
There was no taking things slow at this point. Maggie began deep throating me and didn’t stop. The sounds of her gagging each time she slide her mouth down my cock elicited groans of my own. I could feel her tongue swirl around my shaft, getting it well lubricated for what was about to come. Just minutes later she pulled her mouth off and laid down on the bed. I knew what she wanted and climbed on top of her straddling her stomach. She instinctively squeezed her tits together as I slid my cock in between them. The sight of my cock completely disappearing between her massive tits is something I’ll never forget. The visual pleasure was almost as euphoric as the physical sensation of my cock, lubricated in her saliva, fucking her tits.
Maggie began begging me to fuck her. She didn’t need to tell me twice. I gave her tits a few more thrusts and climbed off. She pull off her jeans and thong in one fell swoop as I positioned myself in front of her. Pressing the head of my cock against her pussy, I could feel she was soaked. I wasted no time and guided my cock deep inside her as she laid on her back. “Fuck me hard” she pleaded. Again, I didn’t need to be told twice. I grabbed on to her waist and started pounding hard and deep. The sight of her tits bouncing up and down with each thrust was practically mesmerizing. She must have noticed me staring at them because she took them in both her hands and started twisting her nipples like before.
Watching her play with her own tits while my cock was buried inside her was beginning to get to be too much for me. Maggie must have seen it on my face because she took one of her own tits and began tonguing and sucking on it. My pace quickened and I could feel myself about to cum. She knew what she was doing and she knew how much I was enjoying it. My breathing began getting heavier and before I could tell Maggie I was getting close, she blurted out “I want your cum!”
That was it for me. I quickly pulled out of her. Maggie jumped up and got on all fours on the bed. She took my cock in her mouth and started stroking me with her right hand. Within seconds I shot rope after rope of cum down her throat. Maggie swallowed every drop and collapsed on the bed. One of her hands found her tits again while the other started teasing her clit. She looked over to me and simply said “let me know when you’re ready again.”
I’ll save Round 2 for another time.
Source: reddit.com/r/gonewildstories/comments/854ppw/mf_celebrating_march_madness_by_fucking_my_good
Did your school make it to Round 2? Or just you?
Remind me 48 hours
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