Celebrated the win in a big way (m/f, maybe tifu?)

Sunday was an absolutely wild day. I had packed over to the best Syracuse bar in town to watch my Orangemen play Virginia in the Elite 8. Most of us at the bar weren’t expecting much (Virginia had kicked our asses the last few times we played, and duh, 10 seed vs a 1 seed). I was rocking my lucky ‘Melo jersey (with a white T-shirt underneath, I’m not a monster). I had bought it right before the tournament mine (and Carmelo Anthony’s) freshman year, and wore it for every game through the stunning Championship game. Since my divorce, I had lost 30 lbs and fit into the jersey again for the first time in almost ten years, so why the hell not?

The bar was packed with alum and other ‘Cuse fans and pretty much everyone was enjoying beers and the game. I had come to the bar alone and grabbed a small table. After the game started, a group of five (2 guys, three girls) asked to share my table and I was happy to allow them to squeeze into the 4 top with me. I didn’t even pay them much attention, just drinking beer and watching Virginia coast to a big halftime lead. Finally when the halftime show started, I tore my gaze away from the screen I had been watching and checked out my tablemates. They were all in the mid 20s and quick first name introductions went around the table in the noisy bar. The girl next to me looked vaguely familiar, and when she said her name was Allison, I realized she was my 7 year old’s teacher. Although we never had met in person, I had seen pictures of her many times as their class has a private Facebook page that they fill with pictures to keep the parents feeling invested (or whatever) in their kid’s day and Allison is in quite a number of them. She struck me as a rather unattractive girl with a terrible sense of style–limp, shoulder length brown hair, a mousey face and thin lips, and whatever figure she had hidden under oversized sweaters and long skirts. The one feature that looked nice was piercing almond-shaped green eyes and in person they were quite stunning. Allison was decked out in a baggy Syracuse t-shirt and black leggings.

Since Allison and I had never met in person (my ex handles all the parent-teacher conferences since I think they are dumb, for reasons I won’t go into since this isn’t the appropriate venue, and my Facebook profile picture is just a picture of my kid), and I didn’t offer a last name, there didn’t seem to be anyway that she would know who I was. And considering the venue, it seemed like it be awkward to offer up. Also, to be honest, I wasn’t planning on chatting her up. But after one of the other tablemates brought over a round for all of us, Allison and I fell to chatting, first about our alma mater and then other areas. Considering how poorly the second half started, chatting with the bright, funny girl was better than watching the beatdown on the TV. But once Syracuse got going, our conversation ceased and the TV held our rapt attention. When Malachi Richardson’s layup gave the Orange their first lead, the bar erupted and Allison jumped into my arms and hugged me in excitement. I was surprised by the feel of larger than expected tits and the general feel of a woman in my arms (it’s been a while, friends) and basically dropped her before a sudden hard-on could be felt. She didn’t seem to notice, she was hugging the girl next to her and various people around me needed high fives or hugs, as we all celebrated.

Is there such a thing as excited googles? Because I felt myself stealing glances at Allison and being majorly turned on. The three or four beers, offset only by a skimpy basket of chicken wings probably helped, but I was sporting major wood watching her cheer and jump up and down. She gave me another hug with about a minute left and this time, there’s no way she didn’t feel my hardon. The bar went freaking crazy when time expired and I decided I needed to kiss Allison. She was coming at me for a hug, but I re-directed and kissed her full on the lips. She looked surprised at first, but then her mouth parted and our tongues connected. She pressed her body against mine and we shared a really passionate kiss. It was probably over in two or three seconds, at which point she was hugging and high fiving her friends and I felt serious lust. More drinks were consumed as the celebration continued and about half an hour after the game ended, one of her friends was inviting a whole group of people to to his apartment for an after party. When I hesitated, Allison grabbed my hand and gave me the full power of her green eyes, asking me to come along. Sold.

There were 12 or 14 of us and we piled into a bunch of Ubers and it was a quick ten minute drive. I was sitting behind the driver, Allison sitting next to me, talking to a friend on the other side. I mostly looked out the window, wondering if I was going to get lucky but also going crazy about the game in my head (I MEAN HOLY SHIT, WHAT A COMEBACK!!), when I felt Allison’s hand slip into my lap. I quickly looked over at her, but she was looking in the other direction, still talking with her friend, while her hand massaged my groin over my pants. I was completely hard when we got to the apartment. It was a really nice place–the guy was pretty high up in an internet company we’ve all heard of–and the music was blasting and there was a lot more booze, although mostly the hard stuff and some malted drinks. I know my “beer than liquor, never been sicker” so I stayed away from the booze. Also, I was worried that more alcohol would impede my ability to…stay focused…if sex time came. As I said, it’s been a while.

After about twenty minutes, I hadn’t really seen Allison, but was chatting with some other people about great moments in ‘Cuse sports history, professors we shared and the like, when Allison grabbed my hand and told me she wanted to show me something. We weaved through the crowd and took me into a bedroom that had a really nice view of downtown. We gazed out the window wordlessly, Allison in front of me, when I decided it was now or never. I moved her hair off her neck and started to kiss her neck and shoulder. She let out an approving sound, and pressed her body against mine. I slipped my hands under her shirt and felt a tight, athletic stomach and moved around, touching her B cup breasts and her firm thighs and legs. She turned towards me and we kissed hard, her hand pushing into my jeans and grabbing my cock. I loved how forward she was, so as she stroked my erection, I reciprocated, sliding two fingers under her leggings and cotton panties and into her moist pussy. It was a little awkward, our bodies just weren’t lined up correctly, but I didn’t want to be the one to break off contact, so I kept finger banging her. She was really pumping my shaft that I was worried I would finish right then and there, so I finally pulled away, lifting her shirt over her head and directing her to the bed. I deftly unhooked her bra and pushed her onto the bed, kissing her small areolas and long, erect nipples and she pulled my shirt off. Right before she landed on the bed, she somehow pushed my pants all the way down, my erection springing out.

Before I could land on her, she pointed to the drawer next to the bed and said “protection”. I didn’t stop to wonder why she knew where condoms were in her friend’s condo, but followed orders and grabbed a condom and rolled it on. I joined her on the bed as she stripped completely naked and took in her fit body. I was still worried I’d explode as soon as I entered her, so after some more kissing, I slid slowly down her body, kissing and teasing before arriving at her very excited vagina. I probed with my tongue, tasting her sweetness and lightly biting her clit. She jerked with pleasure and loudly expressed her enjoyment as I licked and sucked, moving the folds of her pussy around with my tongue. A few years back the wife had insisted I bone up on giving oral, so I had watched several videos and read a book, and I’m guessing Allison would have given me a check-plus with a smiley face for my work. As I felt her build towards orgasm, I caught some of her juices on my middle finger and slipped it into her asshole. That sent her over the edge and she came quickly, yelling out as she did.

Being a gentleman, I wanted to give her time to enjoy the post-orgasm feeling, but she bent over and pulled me up to kiss me. I slipped inside her as I came up her body, and then flipped her on top of me, so I could enjoy her tits as we fucked. She was too slippery, so I sat up against the bed board and had her turn around and get on her knees. I grabbed her hips and began bring her down on my cock, and she grabbed onto my hands for support, leaning back, her hair flapping in my face. She began moaning loudly again and she came again, leaning forward on her arms, panting. I got on my knees and slid back insider her and fucked her doggy style and finally came myself, leaning against her as I felt the condom fill. We laid like that for a few minutes, catching our breath before Allison said she needed to clean up. We grabbed our clothes and she peaked out the door but didn’t see anyone so we dashed into the bathroom. She grabbed a hand towel and wet it, and got down on her knees, pulling off the condom and making a nice bank shot into the trash. She massaged my limp cock with the towel and before I knew it, she put me in her mouth. I got hard again as she used the wash cloth to clean her sticky juices off my thighs as she licked and sucked my shaft and head. I sat down on the edge of the tub and held her head loosely as she bobbed up and down, going impressively deep on my average sized shlong. She looked up at me with those piercing eyes and it pushed me towards my orgasm. I warned her right before I was about to exploded–in case she didn’t realize–but she stayed firmly attached so I shot ribbons of cum into her mouth. After she swallowed my load, she smiled and cleaned herself off. I slumped down enjoying watching her tight body as she did so but hid my disappointment when she got dressed. Although, let’s be honest, there’s no way I could have stayed the course, so I got dressed to. As we left the bathroom I asked what we should do with the sodden bedspread we had left behind but she just laughed and told me not to worry about it.

When we got back to the living room, everyone was looking at us and I realized Allison’s joyful exuberance had been heard by everyone in attendance. I was pretty embarrassed and mumbled how I should get going and made a mad dash for the door. Allison followed me and gave me another kiss and told me not to worry about it. Then she looked me in the eye and said, “I’ll see Matt tomorrow,” and winked, closing the door in my stunned face. I still have no idea how she knew I was Matt’s dad and when she figured it out (from the beginning, I guess) and I’m not sure what the proper procedure is here. I looked at some pictures in a sober state and still don’t find her attractive, although with the image of her naked body still fresh in my mind, she looks a lot better than she does in her shapeless and haphazard outfits she’s rocking in school. If anyone has some advice on what I should do. It seemed like she saw that as just a fun fling to celebrate the big win, so hopefully she’s not expecting me to call. Right?

Source: reddit.com/r/gonewildstories/comments/4chdy3/celebrated_the_win_in_a_big_way_mf_maybe_tifu

4 comments

  1. Why not call? Even if you do not find her attractive, she could still be your fwb or at least a fun friend to watch a game with!

  2. Maybe take her on a date, go to a nice place for dinner, and chat her up to figure out what she’s looking for. If you’re lucky, you can keep it casual, and maybe she’ll put a good word in with some of the MILFs she probably knows.

  3. I don’t know how regularly you see this lady but if its around weekly, i would wait until you see her again naturally. Unless you are looking to get more serious and less fun.

  4. As a Virginia fan the premise of this story triggered me

    I’m trying so hard to forget about that game. We thought this was our year to finally make it to the final four but our hopes were crushed. I still shudder whenever I think about that full court press that Syracuse pulled on us in the second half. Good on you guys though.

    And at least we all got a pretty good story here thanks to our loss so it isn’t all bad, I guess. Good writing here and I hope to hear more (as long as they don’t involve UVA losing :p)

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