The events of this story are based on true events however all names are changed for the privacy of all parties involved
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Amy Loves Money - Part 1:
"Heyyyy Tom. I hope you don't mind, I met a new friend a few minutes ago and told her to come meet up with you at Meadows Pub." My friend Layla excitedly proposed over the phone.
"Uh, sure that seems fine. Who is he?" I was expecting it to be another boyfriend she wanted me to meet.
"Her name is Amy, but you have to promise not to fall in love with her, I can't have another friend of mine falling for you yet again." She said with a repremansive tone. Shocker. Didn't expect a girl.
"Haha! Okay, sure, I promise. See you soon!"
That was a lie
I hung up with Layla, not knowing who she was about to introduce me to would become my future wife.
Layla was a great recent friend. Her and I met earlier this year and oh man, did I have the hots for her. She was 22, a 5' 10" tall fiery red head with slender yet perky figure. However many advances I made with her, she was only ever interested in just being friends as I wasn't her type. Layla's 'type' was older guys with money. Layla was a charming airhead with a lot of potential to be a creative, however she made her living as a stripper, specifically a lap dancer as she danced at a special type of strip club that was geared towards finance guys meeting the 'girl next door' type of girls. They'd just flirt and do very hands on lap dances at that club called GND. So no stages, no poles, just girls, couches and private rooms, where the very imaginable activities that would happen in a private room like this, would happen.
I had dated Layla's neighbor for a bit, as well as a coworker of hers. This is why she made me agree to her disclaimer that I couldn't fall in love with her new friend.
Already three beers in, wondering already what was taking Layla so long, I suddenly felt a tap on my shoulder.
I spun around in my bar stool to see Layla, looking hot as ever in a tight black, sleeveless cotton dress.
"Hey Layla, you're finally here!"
"I know, I'm sorryyy I took so long, Amy and I spent a while chatting on the walk over.... Oh, Tom, of course, this is Amy..." Layla motioned towards this other girl.
My attention turned to my left to see behind Layla, a stunning little hipster girl with immediately eye catching perky tits.
"Hi, I'm Amy! I heard only great things about you on the way over!"
Amy was immediately to me what one would describe as eye candy. She had these incredible small green eyes behind big hipster frames. A dyed red mod hair cut, to match her adorable face shape. She was wearing a complimentary yellow dress that on most other girls would look boxy, but her figure made it just so busty. Busty was an understatement. Amy was likely 100lbs tops, and I swear most of that was tits. I don't think I ever seen such perky tits outside of a porno, if that. Her legs were so long, toned and smooth. Man, this girl was hot.
"Well hey, I'm Tom." We sort of hung there just looking in each others eyes for a minute, so excited to have just met. "It's really a pleasure" I said, breaking the silence.
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Well as the drinks flew by, our sexual tension grew. From locking eyes, touching hands, to a hand on each other's leg, to sneaking off to kiss, and eventually back to the guest room that my friend Jeff let me crash in while I was between apartments.
We got into the room late, and in a lustful rush, started peeling off each others clothes.
As Amy's top came off I thought to myself "You did it man, you really pulled a chick with perfect tits. The kid in you would be proud, Tom!" These titties were so plump and proud. Her small nipples located in the exact right spot. So soft and so much fun to maul as we swapped spit.
"Oh my god I'm so embarrassed. I never go home with someone the night I met them. Do you do this with every girl?" Amy asked, looking for some reassurance that I wasn't a player.
"Honestly no, I have before, but this isn't common for me at all." I said as I resumed twisting our tongues and holding Amy by the small of her back. "I don't know, there's something so irresistible about you, how could we not go home together"
"I feel the same way." Amy confirmed as she started taking down my jeans at the edge of the bed. I found my opportunity to ask.
"Oh man, would you... you know, blow me?" Head is my favorite sexual act ever.
"Hehe.... Sure... although I warn you I don't have a lot of experience giving blowjobs...." Amy flirted.
"It's okay, I'll show you what I like." I assured her. She then proceeded to kiss my 7" shaft all over.
"Like this?" She sheepishly asked, looking for some sort of direction.
"Umm, try opening your mouth, I'll show you" I then grabbed by the hair and pushed the back of her head fully down on my cock.
"Gluuuuuuuuuuck, MMMMMMMPH"
I stared using her head as a personal fuck toy with one hand as I fondled her perfect tits.
Amy pulled back gasping for air. "Oooooh wow. Okay... I think I can get the hang of this! Try again?"
I didn't need to be asked twice as I resumed fucking her tiny mouth. Lipstick smeared on my cock and masquera rolled down her beautiful face through her tears of effort.
"Fuck, I want to be inside you." I moaned.
"Mmmmfmmmm...." She pulled my cock out from her mouth. *POP* "Do you have a condom?" I love the sound of a beautiful girl's lips coming off my cock.
"Uh.... Yes, yeah, in my bag I think? Are you... not on birth control?" I had to check, rubbers suck and if I didn't have to wrap it up, I wouldn't have.
"Sorry darling, no I'm not. Grab it, quick!"
I ran to my bag and found the pack of unopened condoms I carry around with me, just in case. I tore one open as fast as I could and dove back onto the bed. Pinning Amy down on her back.
We made out furiously and looked in each other's eyes with much passion. My kisses began to trail down her petite body down to her hips. As I stated to pull her cute panties down and kiss the top of her shaven pussy, she stopped me.
"Wait, I actually really don't like that."
"What?" I was shocked.
"I just, I don't like it. Do you mind coming back here and putting it in me?"
"Haha. Okay, not at all."
My cock still stiff as all hell, pressed up against her. Amy was tighter than she appeared she would be, and that's saying something. Being so wet, I was able to squeeze into her in a few slow and steady pumps before I picked up full speed and her legs wrapped around my back. Our lips never stopped smacking as I repeatedly thrust into her.... This went on for what felt like forever before I blurted out
"FUUUUCK, I'm about to.... Ugh quick get on your knees"
"Wait what??"
"I'm going to cum on your face, quick flip over!"
Amy awkwardly scurried out from under me and hastily landed back in the position she was just face fucked in. I simultaneously ripped off the condom and as I was spinning around to be able to bust on her beautiful face, I already started spraying the bed in ropes of my cum.
Amy not knowing what to do put her mouth quickly put it on and off my cock and eventually just sat back and giggled as my cum went from landing on the sheets, to her tits, lips and finally hair.
We fell back sweaty and exhausted.... Then began round two, followed by round three, and so on....
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To summarize, we ended up falling for each other that evening. We had a drunken first hookup, and the next morning when she called a car, she, like a dork blurted out "I love you". Needless to say I was hooked on Amy.
Fast forward a few months after the night we met. Our young and broke asses were madly in love and living together in a tiny bedroom rented out from an older gentleman, Gregg, who minded his business. Amy and I didn't have much to our name but we both did our best to pay the bills and still have some spending money. Living in the city wasn't cheap.
Well, it's fair to say I was doing a little better financially as I was a carpenter with semi-steady work. Amy on the other hand was working at a second hand retail store and she wasn't thrilled with her income. This was a major stressor on our relationship.
On the side, because Amy was so damn good looking, she aspired to be a model. She didn't have much professional experience but she did have an Instagram full of amateur portraits of her. It wasn't uncommon for photographers to stop her on the street and ask to take pictures of her, or have local photographers reach out about photo shoots. Sometimes she made $100 here and there for these and this was supplemental income that she also prided herself on. She loved getting paid for being beautiful.
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Continuing our story, Amy had met a really charming woman a bit older than her while at work, Sarah. She was sort of a role model to Amy due to her successful modeling career as well as her exquisite taste in fine wines accompanied by the bank account to back her taste.
While out for a few drinks without me around, Sarah planted a seed that forever changed the direction of our relationship.
"Amy, you know darling, you are far too good looking to be working retail still! What is up with that?" Sarah intrusively questioned.
"Oh, well... you know I'm new to the city still, and as much as I try I haven't gotten a manger or anything to help with my modeling. I feel really stuck... but I do love working retail! I get to take home so many outfits and I have very cool customers as well!" Amy defended.
Sarah looked as though a lightbulb went off in her head as she said "Darling, I have an idea. I have this friend of my husband, Daman. Daman is so sweet, you would LOVE him, I have to introduce you two! I'll reach out right now, I do not know how I did not have this idea before!"
Sarah was moving so fast on her own plan, but Amy interjected as she was texting "Oh, who? Who is Daman? Wait why are you texting him?"
"Amy, listen. Daman is a very successful financial advisor and investor. He can give you loads of tips on investing your money, plus he's a hobby photographer who loves to do photo shoots. I'm sure he would pay too! He's a VERY generous man, you know!" Sarah's tone was very sincere but clearly there was an elephant in the room.
