“Are you guys doing anything tonight? I’m going to be in town this weekend!” I hadn’t spoke to Jackie in at least six months. Dan said he didn’t care if we kept in touch with her but there was discouraging tone that came along with it. Their breakup wasn’t ugly or nasty. Two people who spent their entire college lives together that had different ideas of the future after graduation.
I always liked Jackie. She was “one of the guys.” Liked to drink, swear, watch sports, and was always willing to wingman for Dan’s friends. Sometimes I even wondered if she was bi-sexual with the way she would talk about other girls when out at the bar. There was a collective feeling of disappointment when Dan broke the news that the two of them were splitting and he was moving home.
Without giving it any thought, I quickly sent a text back. “We haven’t talked about plans but I’m sure the guys will be going out. I’ll get some details and let you know later.” To my surprise, the rest of the group felt like it was a betrayal to Dan if we were to meet up with Jackie. Despite my protests and reminders that he said he didn’t care, the guys wouldn’t budge.
I knew it would look bad if I went out with Jackie but the guilt of ditching someone I spent so much time with in college was eating at me. “Sounds like everyone has plans but I’m free.”
“Awesome! Send me your new address. I’ll come by at 7:30.”
Jackie arrived promptly at 7:30. I met her at the door and immediately she reached up and threw her hands around my neck. I’m not tall by any means but Jackie was maybe 5 feet tall on a good day. She was by most men’s definition: cute. Only Jackie had one attribute that stood out – she had incredibly massive, perky breasts beyond disproportional to her body. It was the first thing anyone noticed, especially guys. Everything about her was otherwise average – blonde hair, brown eyes, slightly curvy – except those breasts. I was never physically attracted to Jackie but that was more preference than anything else. I simply wasn’t a breasts kind of guy but it was impossible to ignore what Jackie had going for her.
We walked to the bar and propped ourselves onto two bar stools towards the far end. The place filled up quickly and with the bar turning up the volume to the game, it forced us to sit a bit closer in order to hear each other. Jackie took the lead asking how all the guys were doing. Occasional she would make a comment about how she missed us and wish things were different but otherwise avoided any comments about Dan.
“See anyone you want to take home tonight?” she asked scanning the bar. “Of all of Dan’s friends, I never got you laid. Well, Zach too but he’s so weird I wouldn’t feel right doing that to a girl.” Jackie twisted around in her chair to get a better look at the prospects before landing on a tall brunette. “What about her? She’s cute and I know she’s your type!”
I casually glanced over in the same direction spotting her target. “Uh, that girl is incredibly out of my league.”
“No, she’s not! She’s fucking hot but so are you! I never understood how I never hooked you up with someone. One of my life’s failures!”
Something seemed to click in both of us with that comment. Our eyes locked together. Jackie reached her arm out wrapping her hand around the back of my neck. She yanked me towards her. Our lips locked in a wet, sloppy kiss. Tongues swirling around one anothers. There was no passion, only buzzed horniness that we both seemed perfectly content with.
“Well at least you know you’re taking someone home with you tonight,” Jackie bit her lip as she swiveled back towards the TV. I did the same processing the drastic turn the night took. There was a hint of guilt that I couldn’t shake but the longer we remained at the bar, the more the alcohol convinced me it was an opportunity I could not pass up.
We began the walk home like two friends normally would. No talk of the kiss or Jackie’s comment. Only a few houses away from my own, Jackie finally spoke up. “Dan can never know about this, ok?” I nodded. It was evident we were sober enough to know better but drunk enough not to care.
The moment we stepped inside, our lips met again. This time, our hands explored each other’s bodies as we pulled and tugged on whatever piece of clothing, zipper or button we got to first. With our faces only separating for a brief grasp of air, I guided Jackie down the hall towards my bedroom, a trail of our clothes left behind us. My shirt… her shirt… my pants… my boxers… her pants. By the time we got into my bedroom, I was naked. Jackie was in a black bra with a red and black thong. It was quite a sight to see such little fabric holding up those incredible tits. “You like?” she asked as she reached behind her unclasping her bra. “Do you want to fuck them?”
I nodded, speechless at what was before me. Jackie pressed her hand against my chest guiding me down to the edge of the bed. Jackie knelt down between my legs wrapping her hand around my shaft. She slid her hand gently up and down my cock. My head tilted back as she replaced her hand with her mouth. Her tongue circled my head before bobbing down as far as she could take me. She repeated this same process several more times until she had my shaft wet enough to her liking. Jackie inched forward positioning my cock between her breasts. All but my head was visible as she softly bounced her tits, something she had clearly done many times over.
“Jackie… Jackie…” I could feel myself getting close. She got the message and stood up to wiggle out of her thong.
“Dan always liked watching my tits bounce,” she explained as she laid on her back. It was a little awkward to hear her so casually talk about Dan just before I was about to fuck her. But, I wasn’t about to let that district from the task at hand. I pulled her by her hips towards me, her ass barely hanging off the bed. I stood over her admiring the small landing strip I missed earlier. Jackie began twisting and pulling at her own nipples. I entered her slowly. Both of us exuded long moans at the sensation.
Jackie let go of her tits, her hands now gripped the bedsheets as every inch of my cock filled her. As my pace quickened, her tits bounced violently to my rhythm. My hands left her hips to get a feel for myself. I took two handfuls as my index finger and thumb teased her nipples. She hummed at each twist and pull. They were surprisingly firm for their size. As much as I wasn’t a tit man, it was hard to deny hot it was to see and feel them.
I knew I wouldn’t last much longer. Jackie seemed to know it to by the look in my face. “Cum on my tits!” she begged. She said it again, this time louder. Her words were more of screams of pleasure the second time. I didn’t need the encouragement but it pushed me over the edge. I pulled out and crawled on my knees to her side. Jackie pushed her tits together as if I needed some help finding my target. My first rope of cum shot all the way across both tits. The next few landed on her far breast as the rest of my cum slowly leaked out onto the other. Jackie looked down at my art seemingly pleased that her tits had as much of an effect on me as they had on Dan.
Source: reddit.com/r/gonewildstories/comments/qq7zq3/an_unexpected_night_at_the_bar_with_a_friends_ex