**This story is loosely based around things that really happened to me. I like to write these types of stories like a recounting of events. I believe it paints a nice fantasy and constructs a nice story. These are the types of stories I enjoy reading as well. If this isn't your cup of tea I understand. I appreciate and welcome all constructive criticism. Be kind, always**
It was a warm summer evening, I was 26 years old and in a decent enough relationship with someone I cared about.
The relationship started to take a turn after awhile. Before I knew it, after months of fighting, she started to withhold sex from me. I was chomping at the bit to get a taste of something intimate. I had no idea where this relationship was going and felt lost. My partner, no matter how many times I tried, would tell me "I'm not in the mood right now" or "I'm not feeling good/ haven't shaved." While these are very valid reasons to not want to have sex with someone I still felt compelled to cum as frequently as I could.
One day right before I started another usual masturbation session, that of which had become all to frequent at the time. By this point, I was jerking off at least once a day and if I wasn't busy some days I would go 2 or 3 times. Anyways, I was browsing the familiar websites looking and by this point I had started to delve back into transgender / crossdress porn pretty regularly.
When I say "back into" I mean when I was in my late college years, I was very into trans women.
While this may of started off as a fetish a little bit, it quickly bloomed into a preference as I seemed to really connect with these women. I found the process of transitioning to be very brave and all the women I knew cared deeply about those around them. I dated a bunch of trans women during my time in college, I was blessed to live in NYC so the environment was very accepting and I felt very much myself. I was never on the DL with these women and would frequently introduce them to my parents when they would come visit. My dad and I even had conversation my sophomore year on the topic. He told me "I don't very much understand this lifestyle but I also never was exposed to it until now." I had to explain to him the little idiosyncrasies of dating someone who is transitioning to being a woman. It was a little hard but after meeting some really wonderful people within the community he didn't need any more convincing. As a matter of fact by the time I started Spring semester of sophomore year he told me "Alright, I don't need to worry about you anymore. I've never seen you more comfortable than you are right now." I looked up at him and told him "This is who I am and thank you for seeing that." We hugged and that was kind of the end of that.
I had some more interactions with similar trans women but all of it fizzled when I left school to go after a job in a smaller city that didn't have that deep of LGBTQ scene. I ended up loving the job and settled in with my current girlfriend. Which is where the story really begins...
As I was setting up for my pleasure session, I had this epiphany to download Grindr and see if anyone was on that would want to swap pics or maybe enjoy a little phone sex. I was craving attention and had a feeling I would definitely get it on the app.
After downloading, logging in, I was able to acquaint myself with the new format of the app. A lot had changed in 5 years, I scrolled around and eventually found the section for preference for Trans and I was off to the races. Not my proudest to say this but I messaged every single MTF woman in the area. A lot of conversations didn't last long as I told them what I was looking for. Then I finally got a response from a blank profile that only had a few stats indicating they were a MTF woman.
This woman started by responding, "This is a bit odd, but your profile picture is quite cute and I look forward to seeing more of you..." to which I responded rather quickly, "well I'd like to see just one pic of you!" As I waited on bated breath, I was praying that this woman was 38 was a stunner and I would get lucky.
The picture I received was unbelievable, truly, I couldn't believe it. "There's no way that's you, must be a catfish. If that's you, you are the most beautiful woman I've ever seen!" She then quickly sent 5 more, all were quite tasteful and perfectly highlighted all of her features.
This woman was Brazilian with beautiful long dark hair, stood at an Amazonian 6'2", had a smile that could light up the room from what I could tell. Her body was also unreal, perfectly natural looking c-cup breasts, an ass that was simply perfect, and legs that seemingly went on for days... we had some flirty conversation and I was rock hard the whole time. I knew that if I cum I may not want to continue this conversation due to post orgasm clarity.
I was really enjoying who she was as a person, she told me, "...thank you for being so kind to me on here. A lot of men are just on here to show me their dicks and it turns out they become quite a big one when you don't want to play with them!" I wasn't surprised, a small market with this woman, the men on this app must be flooding her messages with lewd pictures. I offered, "If you want we can switch over to another platform to talk? WhatsApp?" She agreed and we swapped information before migrating over.
Once we got on the other app I realized we hadn't even learned each other's names! I guess the conversation was just that good, she told me her name was Sabrina but preferred Sab. I don't know why but I was infatuated with this woman only after speaking for about an hour or so. "I feel like I can really open up to you" she said, "I feel comfortably vulnerable with you, I would like to meet with you soon." I was very quick to respond, "I would love that too, you're so beautiful and such a good person." "Meet at my place around 9:30?" I jumped on the opportunity quickly let her know "Absolutely I'll be there, I'll tell my girlfriend I'm playing video games at a friends house." Before we stopped talking and started getting ready she also informed me "I don't speak good English, I've been using a translator this whole time. When we meet we may just have to use that to communicate." I was shocked at this notion of using a whole translator to communicate vulnerability, I was quite impressed. I let her know "No problem! I'm very impressed by you. I'll message when I'm on my way."
9pm rolled around and after waiting 3 painstakingly long hours, 1 of which was filled with an argument between me and my girlfriend about, "going over my friends house to play video games," she finally caved. I didn't care about this relationship anymore, I just wanted to be alone with Sab.
I got in my car and the butterflies started immediately, I had to blast some music to help calm my nerves. After about 20 minutes I finally pulled into her complex, it was pretty nice, all townhomes. I found her unit and parked in her driveway. I felt an overwhelming calm come over me, like this is exactly where I should be, I was finally in my truth again. I knocked on this door and there Sab was, standing there, drop dead gorgeous. I stopped dead in my tracks and couldn't believe it, she was more stunning in real life. She laughed before saying something in Portuguese and waving me in, we hugged tightly and she kissed me so deeply. My heart was racing, she broke out her translator and ask if I wanted a drink to which I kindly responded "Of course!" I knew I was in for the ride of my life tonight.
Using the translator app was a little odd at first but we got used to it quickly. After the typical flirtatious conversation we had finished our first glass of wine. Sab got up and got us another round and when she came back I knew I wanted to really know her. After some prompting she told me, "I decided to move here to America to help my Aunt, she was very sick and used to live here. She passed away about 2 years ago and I've been here ever since. I don't want to go back to Brazil..." after a pause she continued, "I work from home as a software engineer for a Brazilian company so I'm well financially. I miss home but my family doesn't accept my life choices, especially the men. My Aunt was always accepting and understood me. I've been so alone since she left us, I've had to resort to those terrible apps."
Mind you I'm reading all of this off of an iPad screen so as I finally look up I see she is on the verge of tears. Feeling for her I immediately hugged her and gave her a kiss for reassurance. She started to cry and I started to type. I told her, "That sounds like such a heavy life to lead, I'm sorry you've had such a rough 2 years. I want you to be assured that I am here now and I will be there for you." I meant it, I didn't give a fuck about my girlfriend anymore in that moment. She read it off the iPad and hugged me, we both were at the end of our second glasses so Sab got up with both of them and went into the kitchen.
I figured she was getting another round, while she was gone I truly felt my heart sink into a feeling like this is where I should be. When Sab, turned the corner out of the kitchen she came, grabbed the iPad and took my hand. She led me up the stairs and into her bedroom which was very tastefully done I must say. Sab had a great sense of interior design, it was a very warm home. She set the lights to dim, and started typing on the iPad. It read "I want you, I want you to take me and make me yours." I read this with a smile on my face. We started kissing deeply, she would stop kissing now and again to look into my eyes, it felt like she was peering into my soul. We made out pretty intensely and before you knew it our clothes were coming off.
I was able to finally feel that big beautiful bubble butt she had, it took my entire hand to grasp and it was still bigger. Like 2 basketballs, all natural, I was obsessed. Her breasts were perfect, she was dressed in lacy yellow lingerie for me which was a beautiful curveball as I was anticipating the usual red or black. She took off my pants and sat on the bed, kissed my chest all the way down my stomach before my dick was standing right in front of her, she had been stroking me at this point so all 7" of me was pretty hard. Sab wrapped her beautiful Latina lips right around them and made love to my dick with her mouth. I never experienced something like that, it was so wet and perfectly timed tongue movement. Needless to say I wasn't going to last long by this time. I told her I was going to cum and although we don't speak the same language she definitely got the hint and said "Okay amor!" Sab then went harder and faster on me, taking my whole shaft on every suck. I shot my first load in her mouth and she didn't stop, just kept sucking all the way through the orgasm. I was in heaven to say the least.
In a rare moment of that post orgasm clarity I mentioned previously, I looked at the clock in her room and it was already 11:30 pm. My first instinct was I need to go home, but then looking down at this beautiful woman I knew in my heart I wasn't going home that night. I didn't care anymore that I wasn't going home, I wanted to be with Sab.
She stood up, sat me down on the bed and put in her translator "I want you all night, please don't leave." I read this with butterflies in my chest and started typing, "I'm not leaving, I may never go home. I'm loving this and you too much." As she was reading I could see a smile start to form on her face and before she was done I was hugging her bringing her in for a kiss. We kissed deeply for a couple of seconds before I tossed her on the bed and started removing her underwear.
She revealed a massive dick, I mean blew my size out of the water. She was 9 inches and girthy, I was so turned on. Sab looked at me for reassurance that it was okay, without hesitation I laid between her legs and began sucking. Back in the day I was pretty good at giving head but I definitely was a little rusty and this was a massive dick to take my first time back. Regardless I slapped myself in the face a few times before starting down the head and the shaft, I gagged a few times on the way down but I persisted! I was able to take about 7 inches of this monster before I physically couldn't go any further. My dick was rock hard listening to Sab moan so loudly, she kept moaning "Meu amor" over and over, i was definitely ready to make love again.
After about 10 minutes of vigorous oral activity she had to physically pull my head off, I was fully in the zone on this Brazilian member. I must of looked insane when I came up for air. I could feel the drool coming out of my mouth and my eyes were definitely watering, I didn't care. "Porra" she said and waved me to move for a second as she got into doggy position. This was the moment I was waiting for, I saw her take the popper off the night stand as I positioned behind her. I slowly inserted myself and the moan she let out was all the signal I needed. I started thrusting slowly and began to pick up pace. Sab's ass was bouncing so much I truly felt like I was in a porn video. Our balls were also bumping against eachother after each hard thrust which unexpectedly really turned me on. I knew I was not long for this position, her core was so strong as she would thrust her ass back with each pound. Her ass was so tight, I could feel her flex every time I slid it back in.
After about 12 minutes I was going to cum, I fully made the executive decision to cum inside her. I wanted to make Sab mine that night. After a few more thrusts and moans I released a gigantic load, she got off her hands, sat up and leaned her back into my chest back as I was still inside her. She took her hands behind her head, grabbed me by my face, turned hers around and kissed me. This kiss was different, this kiss was her telling me, I'm the one.
After a few moments I pulled out and she was able to turn around. We made out for a minute or two before she went and got the iPad again. "You should leave your girlfriend, I want you. You just came inside of me, I want to feel your babies inside me every night. I want to get pregnant with you every night." I was a little shocked reading this, but also loved how forward she was being. "This is my last night in a relationship with her, I'm done. I want this, I want you. I can't believe I'm typing this but I think I might even love you." She took the iPad and covered her mouth in shock. She slowly looked up and kissed me again with tears in her eyes. I took the iPad back and began to type, "Leaving her leaves me homeless, can I stay with you until I find somewhere?" She nodded in agreement. We both knew I wasn't ever going to find anywhere else to live.
After a minute or two of gathering ourselves I asked to shower and Sab showed me where it was and signaled she wanted too as well. I motioned for us to do it together and she smiled. It's amazing that we both don't speak the same language and are fully able to communicate. It almost felt destined, I couldn't wait to learn Portuguese so I could get to know her even more.
We started the shower and I got in first, Sab wasn't far behind. We lathered each other up and both found ourselves getting hard, only this time I knew I wanted her to cum as hard as I did. I slowly started stroking her soap covered monster before I got on my knees, rinsed it off and took it in my mouth. All 9 inches, no problem. I guess having some practice earlier really paid off! I once again found myself lost in this huge dick, she had her hand on my head forcing in my mouth. In this moment I was her slut and wanted to prove it even more. I finally came off of it and started coughing and gagging. I stood up quickly, which I think she was confused about because there was a concerned look on her face. Little did Sab know what was in store for her...
She was close to cumming and I knew it, I wanted her to cum inside me as well... but just in a different hole then my mouth. I grabbed the body wash for lube and grabbed her huge dick and positioned it in front of my tight hole. It had been forever since I'd done this and never with a dick of this size, but hey the things we do for love right? She slowly slid it in and I was moaning as this huge dick was filling up my hole. She finally got about 5 inches in before I screamed in pain, she pulled out a bit to let my ass breath before going back in. She started thrusting slowly and my ass finally was opening up and relaxing. She was able to get deeper and deeper before I knew it I turned my head around and she was fully in. I was in ecstasy seeing those wide Brazilian hips and beautiful smile pump back and forth behind me. She started picking up speed and my legs were hanging on by a thread. My dick was the hardest it had been all night, I was moments from cumming. Right as I was about to cum, I felt her hands on my hip grip tight and her dick start throbbing, Sab was going to cum. We both came at the same time, it was beautiful, a symphony of moans under the hot water could be heard.
She pulled her huge dick out and it felt like a void was left. I was fully in love with this woman, we kissed intimately and turned the water off. I finally got ready as did she, I grabbed the iPad and said, "I'll be back tomorrow with some of my stuff my love. I can't wait to see you again." She read the message and began typing, "Okay sounds good let me know when your coming back, I will be waiting for you my love." And with that we shared a final kiss before I got in my car. I checked the time again and it was 2:30am, I said to myself, "Well I guess I should have said, I'll be back in a few hours."
I chuckled as I reversed out of her driveway and made my way. The car ride home felt strange, I knew I was about to go into my apartment to someone who I didn't want to be with anymore. What I just did was objectively wrong and I knew it. Although I knew this, I didn't feel an ounce of regret. I finally met someone who could satisfy every bit of who I am, it didn't matter we spoke different languages or that there was an age gap of about a decade or so, Sabrina was the one.
I opened the front door and there she was, laying on the couch crying. Before I could utter a sentence she started yelling and screaming "How could you, you were never at your friends!! I drove by the house because I knew something was up, when I didn't see your car I knew it! I even went to his door and spoke to him, you never even texted him! You fucking lowlife dirty cheating liar!!!!!!" And then she threw a few pillows laying next to her at me. Everything she just was right, "You're absolutely right, I didn't go there. I never had intentions to go there..." I knew in this moment I didn't want to lie anymore, "... I went on an app and found someone to fuck. And truthfully it was incredible, it made me realize I don't want this anymore with you. We aren't good for each other."
I never raised my voice because I knew what I did was wrong, I was owning it but I also knew what path was ahead of me. "I'm leaving you" I said, "I'll be back to grab my things this week while you are at work. I'll leave my key on the kitchen counter." I was pretty cold in this moment but, I knew it was necessary. She looked up and said to me, "I've been fucking your coworker, Stephen for months. He fucks me every lunch break he's not in the office." I was a little taken back but not surprised, if I wasn't fucking her, someone had to have been. I didn't even know if it was true, I didn't care. I told her, "Well now we don't have to hide anymore..." I followed with, "I'll text the day I decide to come." And with that I grabbed a small bag with a bunch of my smaller things, toiletries, some clothes, and left.
The exchange wasn't very long but it was about 3:30 in the morning. I got in my car and prayed Sab was still awake. I called and she answered in very broken English. I just said "Translator" she said okay and we hung up. I texted her, "It's done, I'm fully yours and you're mine. Can I come back?" I waited maybe 10 seconds before I received a text, "In bed, waiting for you to come get me pregnant." I was rock hard and knew I made the right choice. "Okay, on my way." I drove all the way there with no music and my windows down, I was free again.
I got to Sab's house and walked in, up the stairs and there she was, completely naked spread eagle, ready for missionary position. Being already hard I took off all my clothes, walked over and positioned myself in front of her. She was quite lubed up which was great, that meant we could fuck hard from the start. I slid myself in and started pounding, after a few minutes I realized I want this to last so I slowed down and was able to start stroking her to match with every thrust I took.
Her dick looked huge in my hand if I'm being honest, it only made me harder. Sab was moaning so loud in her native Portuguese, I had no idea what she was saying but it was hot. After a bit of stroking she shot a huge load all over my hand and her stomach, when she looked up at me I took my hand and sucked every bit of cum off of it before dumping my load inside of her. She smiled so big when I came and exclaimed "Eu estou apaixonado!!" I didn't know what this meant at the time but it translates to, "I'm in love!!" And to be honest I was too, still am.
I collapsed on top of my Amazonian goddess and we cuddled until we fell asleep. The next morning brought more fun sexual adventures. My new life change was sudden and definitely irrational but I let my heart guide me. I don't regret it one bit.
If you want to hear more adventures with Sab let me know. I could probably develop a whole series on this relationship. Like I said this is loosely based on my life and the names have been changed to reflect that.
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