Story #1 - For a Craigslist Couple
I get ready to head out to the bars and see who will be out tonight. I put on my nice khakis and a nice button up, no tie, and a little suit jacket. I watch some porn of this girl with a thick ass bending over and sucking some dudes cock at the bar. Hair down and a tattoo on her back. I get a little bulge in my pants and get excited, who knows maybe that can be me? I head out to the first bar, some good looking girls. Nice MILF in the corner, no husband with her, only a ring on her small hand. Nice looking blonde with a nie 34 looking rack. She has on a sheer white top with a nice black lace lingerie looking bra under it, I can barely make out the details, but it is still enough to get my cock a little excited in my pants. As I go to approach her, her husband suddenly steps in my way and I defer to the bar. Not too much of a loss as I did get some nice eye candy for a bit and if I do strike out I can always remember those tits and nice face for later. I have a seat, rum and coke please I order from the bartender. I look around and assess who is around me. In the corner is a nice looking girl, by herself currently, but there glasses at the table which makes me a bit unsure. She is nice looking. Cute face. Nie curly red hair, green eyes. Broad shoulders and a nice cleavage V-shirt on. Her bra just barely slipping out, barely noticeable, but I pick up on it. My eyes keep going south, she looks slim in the V-up. Cant see anything under the table, but if the top is great, bottom must be too. I scan my eyes to the right, another table. Theres a group of girls out. Doesnt take long before I realize there is now a hard cock in my pants waiting to get out. First girl I notice is wearing a tight mini skirt, that everytime she bends down to pick something up she flashes the people behind her with a nice little Thong tightly clenched in between two ass cheeks. Her top is nice, as kayne would say 2 bee stings. They are pierced and look only to be about 32 A or B. Still nice and would say maybe 25-26 if I had to guess. She is accompanied by her other two friends. A Ginger and a Blonde. The blonde is about 6 foot, tall, slim, and gorgeous. She reminds me of a girl you would see as a model. Wavy hair, nice average C cups and a little but fim ass. Makes me want to go up, grab that ass, push her over the table, and make her start licking her other friends pussy out while her other ginger friend gets on her knees on starts pleasing me…..and then I snap back to reality and realize I should stop staring and be less of a creep. I take a sip of my rum and coke, nice taste, little burn, goes down smooth. I am about to go to the bathroom to fix my pants when I see a nice gal walking up to the bar. She sits down and has on a nice leather skirt. Long legs that look silky smooth under her lace pantyhose. Accompany those are some high heels that I cant imagine are fun to wear, but when she walked in her ass was lifted and firm as could be, and you could even make out the curves in her leather dress. Moving up she has on a nice button up Shirt, but her tits make it hard for the buttons to stay on. She is dressed a little conservative as her coat is covering the rest of her body and where her cleavage would ultimately be. But there is something about her elegance and yet business woman appearance that forces a little jizz to escape my throbbing cock. I stand up and introduce myself, Hello, my names Gary, may I buy you a drink. She responds, Nice to meet you Gary, I am actually supposed to be meeting someone here later, but one drink cant hurt right? I respond, are you sure, I wouldnt want to steal the night away from someone else. Or I could always get them a drink when they get here too, how about that? That would be perfect Gary, how about you grab me a New Glarus, and when that other person gets here, they can tell you what they would like? Now, if you excuse me I am going to head into the washroom and clean up a little, save my spot please. Sounds great, I reply. Even if she doesnt come back, at least I have a New Glarus waiting for me, right? About 5 minutes goes by and no return, then about 10 and still no return. I start to think that I am about to get stood up, and right as I stand up to reposition she comes back. Gary you werent leaving me were you? Oh no not at all, just stretching a little was all. I offer her my seat and I start standing, someone had taken her spot but I wasnt gonna fuss about it. She sits down and as soon as she does I realize why she had been taking so long, or I think I know. I notice she has undone her blouse and now her full cleavage is on display, and even better for me, I can see each giant tit in its glory as I look down her shirt. Her sexy lace black bra barely maintaining the ability to hold each of them up. So squished in and tightly packed together, they have to be over 36, or even 40 DD, maybe even more. My cock comes loose from under my belt and is noticeable if she looks down, luckily she is only looking up at me and not down, but I wouldnt mind if that changed… We continue our conversation. I find out her name is Brittany and while she does dress professional she usually just out comp shopping for a fortune 500 business at retail stores. Interesting. She ask about me. Im 65, dirty blonde hair, coach here and there, help people out where I can, the usual. Its nice small chat back and forth but I am having a hard time concentrating on the talking cause she is so gorgeous and I cant help but thinking about things I would do to her if I was give the opportunity. She asks me to order her another beer, her other friend is here. I agree and order her another, as she gets up she gives me a kiss on the cheek and says, dont run away from me. My pants rise and I instantly go into my head. I imagine that had I not been such a dumbass, I grab her by her waist, putting my hand on her firm ass, slapping it so everyone around me knows that I am grabbing her ass, and pull her body into mine. Poke her with my bulge in my pants, and take my other arm, gently and suggestively graze it over her massive tits, making her nipples get hard in the process and slide my hand up her neck, into her hair, pulling her head towards mine and placing my lips on hers, and kissing her as her tits squeeze into my chest. She instinctively takes her hand and grabs my bulge, and her face becomes red and she smiles, mmmm she moans, not realizing how thick and large of a cock I have for her for later. I stick my tongue in her mouth and play with hers, all while she strokes my pants up and down. I can feel her nipples starting to poke me in the chest. I grab her hand and make it to the bathroom. She adjust her shirt and her lace bra is no longer showing to everyone. We rush into the mens bathroom. I shove her up against the wall, one hand on her thigh, as her ass absorbs the wall, and the other on her neck. We start making out and she grabs my belt buckle, undoes it and starts pulling down my pants. My boxers contain my cock and they are out like a tent. She willingly gets on her knees, and rips her blouse, exposing her lace bra for me to see. I instantly take my hands down and feel them. Mmmmm they are so nice to feel. Warm and yet her nipples are hard as a rock poking out of the lingerie. She pulls down my boxers, and my cock whacks her in the face. She giggles a little then doesnt hesitate. She starts by taking my tip and just barely blowing on it. A little tease. Then she has one hand on my shaft and the other on my hip, she puts her lips around my head and then licks her lips and my cock. Mmm it feels so wet and warm. Then she slips the head in her mouth and swirls her tongue around it. A little of my precum squirts out, I think she can taste it and swallows. She looks up with big eyes, winks, and then swallows all 8 of my shaft into her mouth, with only one gag. Then she looks back up, as if looking to see if I was impressed or something [which i fully was]. I wink back at her as her hand jerks my shaft with all of her spit all over it. Feels so good on my cock. Looking down and seeing this brunette taking all of my cock, in and out, in and out, with her big fat tits out for the taking has me wanting to cum all over her face and tits. I pull out and tell her im gonna cum. She takes her tits out of the bra and tells me not yet, she begs let my tits finish you Gary. I agree and we head to the toilet. I sit down on it and shes on her knees again. Except she puts my cock in between her breast and thats when it starts happening. I can barely see my cock in between them and I am throbbing uncontrollably, until it happens. She spits on my shaft, rubs one tit alternately to the other and next thing I know Im grabbing her hair and scratching her shoulders. Jizz erupts from my cock making her face soaked, and the remainder dripping on to her tits and down into the middle with my cock. I smile. She smiles back. I grab toilet paper to help clean off her face and she thanks me, but not before she looks at her tits, and starts licking off my cum. I tell her, she keeps swallowing my cum like that, I am going to cum again. She replies, thats the point. She sticks my throbbing cock back in her mouth and sucks my entire shaft clean. She looks at me and winks, then she starts deepthroating my cock, I can hear her massive tits smacking against the bottom of the toilet and I feel her hand playing with my balls. Her other hand is on her ass, and she appears to be fingering her ass as she blows me. Seeing this and feeling her warm mouth and throat take all of me I feel it about to happen again. She starts to barely hum and next thing I know I have cummed in her mouth and gave her another facial. She gags a little on the way out, swallows, and still cant believe my cock is hard. I help her clean up, and then she shows me her thick ass in the leather skirt. Next thing I know I am back in reality and my boner has started to leak a little and I have a spot on my pants now with cum from my wild imagination. Gary, thank you for saving the spot, Im back, here is my friend...well he is actually my husband. I freak out a little in my head, oh god I just fucked a married woman in my head and have been hitting on her all night long. I play it cool or at least I try to. Hi sir, how are you tonight? He responds, Hi Gary, my wife has been texting me about you and says your a real gentleman and she thinks you are pretty cute too….I would have to agree, would you care to join us for more drinks at another table? I am taken back, but after what I just imagined in my head, I instantly agree. Buy both Brittany and him another drink, and head over to the table. Once there, I ask to excuse myself to the restroom and freshen up. Brittany walks with me to the restrooms and grabs my hand, holds it like she wants more than just talking. I start to open the door to the bathroom, when she looks at me and says, Dont worry, I can clean that up for you later, winks, and heads to her bathroom. I cum in my pants a little and head into the bathroom not sure of what is about to happen next. …… End for right now … …. Continuing…. I push the door open. What could she mean? Did she know I had a raging boner the whole time, or did she mean to say that to make me jizz in my pants a little. Either way, I slip one more look at her as she pushes the womens bathroom door open. Her ass curves are visible in the leather skirt, my cock throbs in my pants again. She must have known I was looking back at her, she flips her hair at me, licks her lips, and then closes the door behind her. I am frozen at the door and not really sure what to do. My brain says go pee and fix your throbbing cock; my cock, however, says go fuck that girl and make her man fucking jealous at how fucking deep you can fuck her and give her your load. Make her your little slut like you know she is in your pants.