I’ve enjoyed reading everyone’s stories here on gonewildstories so I figured it was time to give something back. It’s about the last time I saw the woman who would completely turn my entire world upside down.
I met Emily at work. We hit it off immediately. I was 30 at the time and she was 33. I’m 6’ 4” with short brown hair and gray-blue eyes. I wasn’t in the best shape of my life when I was with Emily but neither was she. She was 5’ 3” and was a bit on the thicker side. I wouldn’t say she was fat but she was kind of getting there. She had two kids from her first husband and was currently in the process of divorcing her second husband.
We had a lot in common and conversation between us came naturally. It was like we’d known each other for years. When we saw that we were scheduled together we both always looked forward to it. Eventually we started dating and it was something of a storybook romance. It was something I’m thankful to have experienced but sometimes I also feel like I would have been better off if I’d gone my entire life without experiencing it. I won’t bore you with all the details but there are a lot of memories I have of moments I shared with Emily that will forever be etched in my mind in perfect detail. This story is about the last of such memories. It’s about the the most heart-rending, intimate, intense, and painful thing I’ve ever experienced. I’ll try to do the story justice but I know I won’t be able to.
Emily and I dated for a little over a year. We had our ups and downs like any couple but ultimately she broke up with me after starting a new job. The job was dominating her time and she felt guilty that we went from seeing each other multiple times a week to maybe once every couple months. She also said that she felt like she didn’t deserve me because I was too good to her and that I didn’t deserve someone like her because she is damaged goods. We tried to stay friends but she slowly distanced herself from me and we stopped all contact.
In the years after Emily, I tried to move on and date other girls but she was the bar by which all others were measured. It wasn’t fair to the girls I dated and it wasn’t fair to me but I know that if Emily hadn’t taken that job, we’d have been married shortly after the time we broke up. I was already starting to think about proposing to her when she broke up with me and that definitely didn’t help me get over her.
It was a little over three years after we last spoke that I got a text message from Emily.
“Hey stranger!”
I wasn’t sure if I wanted to respond to it. I felt like I had just kind of started to get myself together after having my heart shattered into an infinitesimal amount of pieces when we broke up. I just kind of stared at the message at various points throughout the day. Part of me was hurt because looking at that word, stranger, made me realize that it’s exactly what we were now. I wish I could say I didn’t know what made me respond to it but it was because even after more than three years I still wasn’t over her.
I finally responded to her and we talked for a bit but she eventually asked me to join her for dinner tonight. She said was moving across country to pursue a new job and it was her last night in the area. At first I wasn’t sure if I wanted to see her again and have all those emotions and feelings come surging back to me, only to have her disappear from my life again. I decided to take her up on her offer and she told me to meet her at her place at 6:30 that evening.
Mercifully the day went by quickly and before long it was time to meet Emily. She was on the porch when I pulled up and she looked as beautiful as the last time I saw her. She had lost a decent amount of weight and she looked a lot healthier. I had lost some weight as well so we were both equally shocked at what the other looked like. As soon as I got up to the porch she came in for a hug. We stood there on the porch, in the cool night air, just kind of holding each other. When we finally pulled away, she looked up at me and I went in for a kiss on reflex. Thankfully she kissed me back.
We went inside and had dinner. It was fairly uneventful and filled with us catching up and talking about the last three years of our lives. I helped her clean up and when we were done she invited me to join her in her bedroom to watch a movie and spend a bit more time together before leaving. We both knew what was really going to happen in her bedroom. I accepted the invitation and followed her.
She always liked to shower before we had sex and this was no different. She didn’t even turn the TV on or make any attempt to hide her true intentions once we were in her bedroom. She walked straight into the bathroom and started getting undressed. I of course did the most awkward thing possible and asked her what she was doing. She looked at me like I was the dumbest person in the world and that’s when the realization hit me. She asked me to join her in the shower, which is something we’d never done before, and so I of course accepted.
Thankfully it was big enough for us to share pretty easily. We both washed the other’s body and it was incredible to have my hands on her naked body again. It also served as a hell of a foreplay session. She would wrap her tiny hand around my cock and give it a stroke or two here and there while I’d run my fingers along her pussy or lightly pinch her nipples.
When we finally got out and dried off, I picked her up and carried her to the bed. When I laid her down she looked into my eyes, almost staring directly into my soul, and said something I’ll never forget.
“I don’t want to fuck tonight. I want to make love. I want to take my time and show you how much I love you and how much I’m going to miss you and I want you to do the same. We have all night and I’m in no hurry for the it to be over.”
To say I was thrown off would be the understatement of the century. You see, Emily is a fiercely independent women. She has been a single mother to her two children since the day they were born. She has suffered through so many things, any one of which is more than enough for one person to endure, that she has built up this hardened exterior. Even when our relationship was at its peak I never really felt like she was letting me in. I felt like she cared for me but never really loved me. We used to say it every day but part of me always kind of felt like she only said it because she didn’t want it to be awkward when I said it to her.
As a result, sex with her was never really gentle. We never really made love. We always fucked instead. She always wanted it rough and it seemed like nothing I did ever seemed like it was even remotely enough to push her to her limit. I remember one particularly intense night in which I choked her so hard that her whole face turned a deep red. I stopped immediately because as soon as I saw her face like that I got scared. She asked why I stopped and when I told her she just laughed. She said “Well yeah. You were choking the shit out of me.” She said it in such a matter-of-fact, painfully obvious way and she wasn’t phased by the fact that I probably could have killed her. She would routinely dig her nails into my back and leave me with scratches. Bite marks, primarily on my shoulders when she would orgasm particularly hard and need to silence herself so she didn’t wake her kids, were also not uncommon. I could go on and on but I think you guys get the idea.
Instead of the barely restrained sexual fury that I normally found in her eyes when we were both naked together, I saw something else. The look in her eyes was one that I saw when she would talk about her kids. It was the first time I genuinely felt like she loved me. It felt like her hardened exterior was gone and like she was letting her guard down with me. She was completely baring herself to me, not only physically but mentally and emotionally as well. I would do anything to go back to that moment in time and spend the rest of life experiencing it.
I leaned down to kiss her and it was so intimate and soft. We spent such a long time just kissing and it was absolutely wonderful. Eventually she broke the kiss and said, “Make love to me baby.” I would nod and slowly spread her legs. Directing my cock at her dripping pussy, I pushed in and she sighed deeply. She wriggled back and forth a bit and moaned, “God. I’ve missed your cock so much. No one has ever filled me up so perfectly.”
I slowly start making love to her, pushing in deeply and slowly pulling back out until I’m almost out of her before pushing back in. We effortlessly find a rhythm together, her pussy squeezing my cock as I pull out and relaxing as I push in. I sort of drift off on the ecstacy of her exquisite pussy massaging my cock. I’m starting to get close and I let her know.
“Not yet, baby. Please don’t cum yet.” she says as she entwines her fingers in mine and pulls me close. I push into her until I’m balls deep and we start to make out. She gently squeezes her pussy around my cock as we kiss. My orgasm starts to subside and so the cycle repeats for about an hour.
I get close again and she just wraps her legs around my waist. “Cum for me, baby. Fill my pussy with your seed.” She knows I’ve always had a bit of a breeding fetish and this sends me over the edge almost immediately. I start to paint the inside of her tight hole with my cum and she pulls me into her as deep as she can. When I finally start to come down from my orgasm I just kind of collapse onto her. That’s when I feel her body shaking. I mistakenly think it’s her orgasm washing over her but that’s when I hear her sob and sniffle a bit. She’s crying. It catches me off guard. She has always taken pride in the fact that she has never cried in front of anyone. I hug her tightly and ask her if she’s okay. Through the sobs and the tears she whispers this response.
“Thank you so much for tonight, baby. Thank you for loving me throughout our entire relationship, even when I tore your heart out by breaking up with you. I love you so much and I will never forget you.”
We both just kind of lay there, our sweaty bodies pressed into each other, and enjoy the moment. Eventually my cock goes soft and unceremoniously falls out of her. I push myself off of her and find her asleep. Her face is streaked with dry tears and her face looks a little puffy. She has always had trouble sleeping so I don’t bother to wake her. I put my clothes on and for one last time I admire her body. I take time to look at all of the flaws and imperfections. The scars from cutting when she felt like she was worthless and like everyone would be better off if she was dead. The stretch marks on her stomach and thighs that serve as proof that she has brought life into this world. In that moment, all I see is perfection and I’m overcome with emotion. I start to cry. I turn away and walk out of her house.
I don’t hear from her again until it’s almost six months later. It’s a picture of an ultrasound with a baby clearly visible. The text that accompanies the image is as follows.
“Her name is Kaitlyn Elizabeth. She’s due in three months.” I break down in tears on the spot.
Source: reddit.com/r/gonewildstories/comments/8y40c3/mf_the_last_time_i_would_see_her
Please tell us you’re moving out there to be with your new family…
This story hurts so much but it’s so beautiful. I hope something can work out between you two in the future!
I’ve never been so moved after a story on this sub. I really hope things will go well for you. You seem like a very nice guy. Cheers from France man ?
This was a great story. It’s nice to have a little change to the way they normally are. Thanks OP and good luck with your daughter.