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PROLOGUE I still remember her firm teen, her lips around my penis, her tight hairy vagina and her pants, which she wore to the school next day, still having cum strains from last night. Annie, my first love, my high school sweetheart.
STORY Life recently has taken an extraordinary turn for the better. I just finalized a big deal, selling my tech company to a billionaire investor for fucking $7 million. And I just bought a beach side five-bedroom estate, with sweeping views of the ocean. Now, I await the arrival of my beautiful fiancƩe Grace, who will move in with me upon her return from her book tour.
It was my first day in the house, relaxing on the patio as I watched the sun dip below the horizon. Then I saw her from a distance, sitting at the beach far away, as fit and sexy as she had been all those years ago, my dear Annie. I recognized her instantly, even though more than two decades had passed. My heart began to race, and within moments, a flood of memories came rushing back.
I went inside, opened my laptop, and, for the first time, mustered the courage to search her name online. Two profiles down, there she was with 17 mutual friends. Most details were private, but a man stood beside her in the photo. Married? I told myself he could be a distant cousin, but who was I fooling? Of course, she was married. Still, my hands moved on their own. Request sent.
Around midnight, I got the notification: Request accepted. Moments later, she sent a āHiā with a smiley. We chatted all night. She was marriedāto the guy in her profile pictureāand worked as a nanny a few houses down. She agreed to visit after work the next evening.
Next day, I was ready - fresh flowers in case, an expensive bottle of wine, everything perfect. She arrived at around 7, hugged me and we talked for hours until her phone rang at about 9, her husband was outside.
I walked her out and met him, Jake. Short, overweight, balding, with rotten teeth. Why was she with him. I forced a smile as he joked about her never mentioning about me her ārich friendā. Pathetic.
Next few days, Annie I and texted a lot, the spark was still there. I jerked off to her pics in her profile, a little cleavage in those cheap dresses Jake might have bought for her. It was obvious that she and Jake were having serious financial issues. She invited me over for dinner at her home.
Oh what a pathetic neighbourhood, I thought, as I rang the door bell. I hope itād be Annie, but a disgusting looking short fat girl opened the door. And then came Annie running from behind, this is my daughter Gia, she said. How? Must be Jakeās pathetic dumb genes. Not even a percent of Annie in that ugly looking girl.
For Annie, I entered that shit hole, greeted Jake. We all chatted for an hour and I realised that Jake was actually a very dumb person. Itād be easy to take him out of picture. And so was Gia, ugly and dumb. The food was served, which was surprisingly good. Jake asked me to have some whiskey with him while Annie cleaned up the table. Well, I had no other option.
Jake started pitching his ridiculous investment ideas. What a cheap move, I thought. After a few too many drinks, I couldnāt tolerate his nonsense. Annie should get his IQ tested. Fueled by cheap whiskey, I told him outright I wouldnāt give him a cent. His face fell, almost in tears. Then he confessed they were drowning in debt and would do anything for cash. Sensing his desperation, I knew I had him. I said,āI want to sleep with her." There was silence. Shit. I immediately got up and left.
Next morning, the doorbell woke me up. It was Jake, had he come to pick a fight? Oh no. I opened the door, bracing for a punch. He said,āYou can fuck her for $8000 cash. But thereafter, youāll never see her againā. Before I could say anything, he said,āCome home at 5ā. Okay, is all I said.
Took half tablet of viagra, dressed up well. Reached their house 15 mins earlier. Jake was sitting outside, I handed him the cash, he said, āShe is waiting upstairs, donāt tell this to no one.ā
As I entered the house and walked up stairs. All those memories, of us fucking everywhere, in car, in restaurant washrooms, in empty classrooms. I was so hard. I opened the door. The light was dim.
As I walked in, what the actual fuckā¦..
It was Gia standing there in a lingerie. I froze for a moment and then I had realisation. Jake, you stupid man, by his girl I meant Annie while he thought I wanted his daughter.
Gia started taking off her panties. Oh no, I stopped her. I told her I donāt want to fuck her and there has been a misunderstanding. Just as I was about to leave the room, she started crying. She said they really needed that money, Annie had cancer, she needs treatment at an expensive hospital.
I asked her if she could bring some of her fatherās cheap whiskey. She came back with it. I poured a drink, while watching her standing in a red laced bra without any panties. Iāve never been with an ugly fat girl, but I must appreciate that they have nice tits and ass.
I opened my zip, took out my dick, Gia came and without a word started sucking it. The way she used her tongue, reminded me of her mother. So this is what she inherited from her, I guess. After some good head, I threw her on bed. Ready to enter between those thick thighs of hers. I opened them and there it was, her hairy vagina, just like Annieās. I took the whiskey bottle, poured some of it on her pussy and started eating her. She was moaning in her sweet voice.
After a few minutes, I stopped and she already had tears of joy. Oh no, I forgot the condom, I told her. Just pull out on time, she said. Well I am not going without fucking, after having paying so much. As I was about to put my dick inside her, she told me that it was her first time. I smiled, kissed her gently. And then pushed my dick inside her with all I had. She screamed like a bitch. I pounded her like a whore that her father made her.
I pounded inside her for 20 minutes, while she screamed, those tablets work real good. As I slowed down, about take my dick out, I saw towards the side table. There was an old picture of Annie holding Gina. I forgot to pull out and came inside Gina. My cum was all in her with few drops coming out. Gina held me tight and gave me a big smooch. Disgusting.
I got my clothes and immediately came out of the room. Jake was standing outside, donāt tell Annie, he said as I walked past him.
I came back home. Blocked Annieās number and her profile. Annie, my first love, my high school sweetheart. What the fuck did just happened?
AN EXTRA CHAPTER A few weeks had passed since that day. I broke my engagement with Grace. I still couldnāt get over of what happened that evening.
Itās around 7 in evening, the doorbell rang. It was Annie, crying as she leaped into my arms as soon as I opened the door. I tried to comfort her.
I got her settled in the living room, she revealed that Jake had hit her. That bastard.
She said heād always been a liar and a scammer, and her life was falling apart. Heād bought an $8,000 TV, and when she asked where the money came from, he became violent. Now, sheād decided to leave him. She sent Gia to Annieās parents home, but had nowhere else to go herself.
Was that the money I gave him? What the hell?
As if that wasnāt enough, she cried and told me that Jake had told Gia that Annie had cancer and forced her to do odd jobs for money. I became numb. How could he do that? Did she know about Gina and me? Probably not, or she wouldnāt be here.
I led Annie to the guest bedroom to rest, then stepped outside for a breath. My mind was still reeling from it all.
EPILOGUE A few hours later, Annie emerged from the room. I was sitting on the patio, staring out at the ocean. She joined me, sitting quietly at my side, and thanked me. I couldnāt help but notice the cheap metal ring I had given her back in school still on her finger. I gently took her hand, kissed the ring, and asked, Do you still have that tattoo of my initials under your left breast. She smiled, took off her T-shirt. She wasnāt wearing any bra. Her nipples were pierced. She lifted her firm big breast and said, there it is. I started sucking on her breast. We kissed. I opened the button of her jeans. Unzipped my pants. Oh no, I forgot the condom, I told her. She laughed and said, you always do.
As I was about to enter into her hairy heavenly vagina. She stopped me and softly said, "My love, thereās something Iāve longed to tell you all these years. Gina... sheās ours."
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