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A big dick made me [f] break my date rule of no sex until 6th date
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calthrowaway234 is a female
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This is not about my slutty phase. This is about breaking my rule of no sex until the 6th date.

I lived in San Francisco for almost 6 years, and I have met a few techies - you know… tall, slim, sexy, and most importantly nerdy men. For some reason, I am very attracted to these qualities, even when most of these techies are socially awkward and perhaps even in the autism spectrum, which isn’t a problem to me at all. I feel that I have come to understand these qualities, and I see the good in the nerdy techie men that I meet. People have told me that I am easy going.

This story is about a neighbor, just right across from me. We met via a couple dating apps, Fire and Bee! I wasn’t seriously looking, but just had these apps available in case there is someone who catches my attention and usually I only respond to authentic messages - messages that have substance, that show that they actually tried. I swiped right on someone who caught my attention, let’s call him Luke - I like that name. He was handsome, tall 6’3”, smart - he went to Stanford for his graduate degree. He worked at one of the streaming platforms and started transitioning to a new job in AI. So he just moved to the neighborhood. What caught my attention the most was his About Me section: he is bold and daring, “looking for a woman to have children with.” This is very rare on the Fire dating app, usually it is for hook-ups (now has transitioned to more serious dating). We flirted back and forth, and then even FaceTImed - funny that I was a student in my scrubs, no make up, hair was not perfect, a little exhausted but still smiling.

We only Facetimed for only about 5 minutes, because I was at a clinical rotation. We exchanged compliments, something along the lines of “you look great.” We continued our flirtation and banter, but he immediately wanted to meet the same day. I told him that I like to get to know people first before actually meeting them in person. It is also a safety thing for me, I rarely go out at night and almost never immediately meet someone over the internet and other apps. He understood, and informed me that he was willing to wait and go at my pace. These are the kinds of things that attract me.

We continued our flirtation and banter, with a few FaceTime conversations. This continued for 3 weeks until I finally felt comfortable to meet. Yes, it takes me this long to actually say yes to a date with someone. He invited me to his place to have a drink, but I told him that I was dating with intentions to make a connection and not just a one time thing. He must have liked that because he made more of an effort in terms of planning a date. At first, he told me to tell him about my ideal date… coffee in hand, walking along the beach, good conversations. I told him that I am not going to tell him my ideal date, because I wanted him to plan something that he thought of himself.

Even with agreeing to meet, I was still hesitant and didn’t really care. I was looking for a connection that is meaningful, someone that invests the same effort and time that I would do for them. So, when a person doesn’t try… I usually flake. I flaked a couple times. One morning I told him that I went out and was hungover, and he offered to bring me some gatorade. I said no, because I don’t want him to see me hungover. But, these kind gestures easily get me to agree - especially when they are my type. He is exactly my type. I delayed meeting him, because I wanted to make sure that this will be something more that a hook-up (very common in SF).

The next morning, my plans were canceled. I told him that I was free, and I told him I can meet him now (11am in the morning on a weekday)! He told me that we could grab lunch at a Thai restaurant during his lunch break. I liked his flexibility, and I could not flake another time. Plus, for him to completely change his plans… I thought he was trying. Pro-tip: make an effort!

So 11 am came. I wore my favorite red dress and took my time to make myself look good. I walked a block to the restaurant, and he was waiting right in front. We both smiled, and then he came closer and I hugged him. Again, we exchanged compliments and went into the restaurant. We asked each other multiple questions to get to know each other. I felt like we got along well. The food was delicious! I think we spent about 2 hours in the restaurant. I couldn’t finish my food, so I took a to-go box. I asked him when he needed to return to work because 2 hours is a long time for a lunch break. He said that he was enjoying his time and techie schedule is flexible, and he would like to continue the date. We agreed on walking to a park nearby, but first I had to put my leftovers in the fridge.

I didn’t want an incident where I invited him over for a few seconds and it would lead to something else. Trust me, the physical attraction was there! He was making me feel some type of way, he made my pussy quiver the first time I saw him in person. He must have felt the same, because he was wearing shorts and I could clearly see an obvious outline of how big and hard he was. I wanted him right there, but I didn’t say anything. I had discipline, but I was all smiles, because I am a certified size queen.

I didn’t invite him to my place to drop off my left-overs. Instead, I asked him to wait for me outside my building and I will be quick. We walked to the park and spent some time there under a tree. Again, getting to know more about each other and we were getting closer and closer to each other. He started to lightly touch my legs and I did the same, this went on for what seemed like hours, and it definitely was. It was between 5-6pm that we were touching each other, and he asked if he could kiss me. The moment was right, so this is the first time that I broke my dating rule. I kissed him on my first date, something that I have never done in my life! The kiss lasted for about 30 minutes, with tongue, it was a really good kiss, if not the best. I almost forgot that we were in the park as I was lost at that moment. I verbalized that, and we both agreed to walk back to his place.

He held my hands on the walk back. It felt nice, really nice actually. I felt wanted, I felt safe. He made me feel these things. As we get to his place, it is literally right across the corner of my building. We entered. And I was smiling, because the front desk said hello… little did he know Luke and I were in a hurry to continue what we started at the park.

We barely made it to his apartment. As he opened his door, everything went completely blurry. There were no alcoholic drinks, but I was so focused on him, this intense kiss, the very hot/warm sensations, the intimacy… that everything around me was a blur. We went into his bed and started to cuddle. I was ready right there, but he reminded me he wanted to respect my request of taking it slow. I was sad inside, but we continued kissing anyway. We were all over each other, and we actually dry humped until 730 pm because he had dinner plans with his friends. He walked me over to my building and we parted. As I was mid-way from the gate to my room, I get a text that he had a great time and he would rather spend more time with me. That was really sweet, but I didn’t respond until next morning.

I did have fun. I was imagining if it could have led to more exploring of each other’s bodies. I could not stop thinking about it, and I could not sleep. I almost responded that night. But I set a boundary for myself, because responding would have led to me inviting him over and more heat, both our bodies rubbing against each other.

It was two days from our initial date that we met again. I planned it this time. Dinner, a comedy show with alcohol, and then exploring our naked bodies begins.

We were kissing, taking each other's clothes. He told me he could not stop looking at how big my breasts were, and my brown skin against his white body. He was fondling my breasts and kept telling me how big they are. Meanwhile, my hands were still exploring. He was slim and definitely warm. I like to feel men’s arms and their abs, but my hands were interested in something I saw 2 days prior. I could feel his huge bulge under his shorts. It was very hard and long. I was trying to estimate, and it could have been easily 7.5in and very thick like the regular costco water bottles. I couldn’t wait any longer. As much as I enjoyed Luke fondling, kissing, sucking and nibbling on my breasts… I was ready to see what he was unsuccessfully hiding. Or was it intended? He must have known that size does matter, especially for me as he saw how happy I was. My mouth opened with, because my hands could barely wrap around his girth. I went up and down with my hands, but he was already at his hardest… I kept doing this until I saw a glistening, sticky drop of fluid leaking out of his urethra. It was almost immediate.

Without asking, I kissed the tip of his penis, licked it off. It was so intoxicating, that feeling that this man wanted me. It tasted amazing, sweet with a hint of saltiness. It was intoxicating! It was intense. Animalistic. Primal is a better word. Most of the time I was down there, he kept moaning telling me how he felt amazing. I went ahead and started sucking him. It barely fits in my mouth. I could feel his girth, I could feel his veins as I was able to go about 3 inches into my mouth. I tasted more sweetness and slight saltiness. And that was it. I knew I wanted the challenge. Unfortunately, I was only able to handle about 4-5 inches. I sucked, slurped, licked with my hands going up and down. I felt his hands grab my hair and he took control of my movements. Slow. Fast. Slow, pushing my head down deeper each time. My hands were behind him, on his buttocks almost forcing him in as well. It was a team effort. This went on for about 10 minutes or I don’t know how long, but it was quick. And he let out a loud moan… as he pushed my head down his shaft. The deepest I could take. I could feel every pulsation as he exploded in my mouth. It must have been about 8 pulsations, my mouth filled with the third explosion, so I ended up swallowing some. I didn’t mind because it tasted amazing. I loved every second of it. I could still remember that night vividly. It was amazing.

We both laid there, in bed. Silence for about 5 minutes. And he said he was sorry that he came too quickly. He kept telling me that I was amazing, that he has never felt that before. I giggled a little. It is nothing I haven’t heard before.

He said it was my turn. He went down on me. He wasn’t the best at it. It is rare to find someone who knows what they are doing. There were only 1-2 men, including my recent connection with an Abercrombie model. So I faked it. I know. I know, this happens a lot. But, it was getting late, and I had an early shift at work the next morning. Plus, I am more of a pleaser… and pleasing someone makes me feel so good. And I faked it to make him feel good about his effort.

He walked me back to my apartment again. He did this because I told him that I do not walk alone at night. Very thoughtful that he walks me home.

We flirted, sent each other photos and videos - sexy ones at times, and we would casually talk about what makes each other feel good. I told him that I tend to be more submissive. He grinned. He tells me that he likes to be dominant, to be called daddy and to make his princess happy. My imagination ran wild.

It was on a Sunday that I broke my rule of not having sex until the 6th date. This is the 3rd date. I was coming from church (I am Catholic) and he invited me over because he wanted to make me his favorite pancakes. I didn’t have any plans, so I went over to his place. We watched Netflix, talked a little because he was making his pancakes. It was good. It had cherries, which are not my favorite. But, he didn’t know that. I had a couple bites, and I told him I wasn’t that hungry.

We continued watching Netflix, feeling each other up, kissing and not paying attention to whatever was playing. About 20 minutes of this, and he grabbed my arms and led me to his room. He took off his clothes. My god! He’s such a sexy man - tall, handsome, nerdy with a BWC. I’ve been lucky. He pushed me on his bed, held me down, ripped off my dress. And the primal, animalistic behavior of a dominant man towering over me, holding me down was exciting to me. He kept saying “you like this?” I didn’t respond, but let out a moan. I just let him do whatever he wanted.

He started by going down on me, but I grabbed his head (you know why) and guided him to kiss me. Meanwhile, I was touching him, his shaft very hard and thick… I could feel my pussy quivering, and my hands guided his penis to my labia. It was slippery. I got nervous, but I told myself don’t back down now. I quietly asked him, “please be gentle…” and he agreed, calling me princess, baby - it turns me on so much! I barely had an inch, but I was moaning so loud. He put his hands over my mouth. And he was gentle. He kept telling me to relax. He continued kissing me, placed his hands over my neck, almost lightly choking me. Still, I could not take more than 1/3rd until I start to feel something really good. He was hitting something that made my pussy wetter and wetter, and every time he pushed in, I would let in a few more. I ended up taking ¾ of his penis. My vagina felt so stretched. It felt so hot, and it was hot in my vagina almost feeling like my insides were being stretched. I could feel the pain, but it felt so good.

Wow, he was making me feel so good. As he held me down, he kept going in and out. I yelp, faster! And he did as requested. Again he asked, “you like this baby girl?” I just kept moaning, I was in heaven. I was in ecstasy. Sweaty, hot… “You are so small, so tight…” “It feels so good,” “you are so big,” “I love this so much,” “I am so lucky,” “You are the biggest I ever had.” These phrases were repeated several times that night. And then he says, “you are so tight baby, the best pussy I ever had, what are you doing so differently that it feels so good, you are so tight….”I am going to cum!” I grabbed his buttocks, and pushed him down deeper inside me. Again, pulsations feel amazing. He was so thick that I could feel the pulsations. It felt like I was being stretched more and more as he shot his cum inside the walls of my vagina. Only 6 pulsations this time. He laid on top of me for a few minutes, silence. And then told him he was so thick, so big, that felt so good, that he was a sex god. As he pulled out, very thick, white cum gushed out of my vagina. His penis covered with juices as well. We were so sweaty, so wet - a mixture of sweat, saliva and our juices.

We repeated this 4 times more. He came quickly every time, less than 15 minutes at most. With these attempts, I still could not take all of him. At the end of the night, he told me not to worry, because he will train me to take it all.

This went on for about 9 months. The last three months, he became busy with work. And a little distant. Maybe I was making assumptions, but I couldn’t bring myself to ask. So I started to date someone new, but almost the same (but he works at the company that Luke came from)… 6’3” nerdy, slim, and a little more handsome, to me at least. He is last person I dated, not a hook-up or FWB. I ended up just focusing on this new person, because when I date someone… it is just one.

He kept trying to reconnect and invite me out. I told him that I started dating someone. Sex was also good with this new guy (Luke) gave me such an amazing experience that I became more open and actually had sex with new guy on the first date), and we ended up spending about 1 year together. But, I think I must have made a mistake. A story untold.

I am currently enjoying my single life. I am in my slutty phase, and I am unapologetic about it. I have a successful career and I could travel while working. This was my dream. I feel so free. I don’t feel stuck. I do meet men during my travels, as you see in my RAOBJ posts. Sometimes successful, today is a little boring in Oslo. SORRY FOR MY RAMBLING. Maybe some of you may enjoy, maybe some will have something negative to say. I honestly live freely, and I do not listen to people who do not fill me (lol, pun unintended).

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