My Journey to Becoming a Sugarbaby - Cover

My Journey to Becoming a Sugarbaby

by Nina R

Copyright© 2020 by Nina R

True Sex Story: How I became a sugar baby and found myself a sugar daddy

Caution: This True Sex Story contains strong sexual content, including Ma/Fa   Consensual   Heterosexual   True Story   Slut Wife   Anal Sex   Oral Sex   .

Hi guys,

My name is Nina. I’m 28 years old and Canadian-Lebanese and this is the story of how I became a sugar baby.

Those of you who have read my past works already know my history but for those who are new, here is a quick recap. I was brought up in a conservative middle-eastern household. My husband was the first man I ever dated and had sex with and we got married about 2 years ago. During our marriage, we would often hang out with his friends, a group of 6 guys including him, with me as the only girl. One day, my husband arranged for two of his best friends to have sex with me, a situation I very much enjoyed. Eventually, I found myself sleeping with the whole team, often doing them all together. My husband got turned on by the idea of me being a slut for his friends. Unfortunately, we failed to establish boundaries and ground rules on how far I could take this.

Our issues started when I met an older wealthy man in his late 50s named Robert who I got sexually involved with. Robert would regularly spoil me with gifts and take me to expensive places to eat and shopping sprees. When my husband found out about this, it rubbed him the wrong way. He felt I was being a gold digger and only in it for the money. Perhaps he felt insecure that he was never able to buy me the finer things in life like Robert was able to. After a huge fight, he asked me to leave our house so we could take some time apart. I had nowhere to go and so I moved in with Robert and didn’t speak to my husband for some time.

Recently, my husband contacted me and said that he would like to file for a divorce. He had also told my family about my affair with Robert and they vowed to never speak to me again. I was devastated and had nowhere to turn, especially after my parents and siblings abandoned me. I told Robert and he said he wanted to end things with me because he didn’t want to be part of something so complicated. This was another devastating blow. I’ve never worked a day in my life and have always relied on the men in my life for money - first my father, then my husband, and now Robert. I have no savings and had nowhere left to go and was essentially homeless.

I pleaded my case to Robert who agreed to let me stay and implied that in return I would have to continue to provide him with regular sex. I agreed and for the past little while, Robert has been having his way with me and is letting me stay in his home. He’s also providing me with a small amount of money so I could sustain my bills (phone, daily expenses, etc). But the dynamic between us has changed. What was once a nice, sophisticated man, has now turned into a bit of a dick, often treating me like his property and being extra rough during sex. I basically do what he wants and when he wants it, including occasionally doing some cleaning and cooking (which I did before anyways as a courtesy).

I spoke to a friend of mine and told her my situation. She suggested that I look into the “sugar” lifestyle where I would be someone’s sugar baby and have a sugar daddy (or more than one depending on my needs). When I think about it, my arrangement with Robert is no different than that of a sugar baby/sugar daddy, except we met organically rather than online. I was worried that he would eventually cut me off and knew I had to act fast.

And so I took my first steps into becoming a sugar baby. I signed up for a dating site that hooks up potential sugar daddies with sugar babies. A short while after, I started getting suggestions on who I should meet. There were several men but few stood out.

The most promising candidate was a man named Luis. Luis is 62 and lived not too far away from where I am. I did the math in my head. A man who is 56 would be twice my age. Luis is 62. Which means he is more than twice my age and would have been 34 when I was born. At the end of the day, age didn’t bother me too much. Plus I imagined that the older men have more money to spend. He’s not much older than Robert anyway.

Luis and I agreed to do a meet and greet. I was nervous. I knew I had to nail this and couldn’t afford for him to not like me. He had to be ready to take things further right away. I needed him to take one good look at me and know that I’m the sugar baby that he’s been looking for. Typically these meet and greets happen at neutral locations, but given the current situation in the world, we agreed to meet at his home.

I thought about what I should wear. It had to be sexy but also not too urban or casual. I couldn’t afford to play games. I knew I had to show off the goods. And I thought about my go-to outfit when I want to look my best. My pink bodysuit and my white mini skirt. Yes, it was very revealing and yes it was risky. Yes, the top barely covered anything, was too tight, and rendered my backside completely naked. Yes, the skirt was a size too small and slightly see through and I would flash others in it whenever I sat down or bent. But at the end of the day, I had to make this work and dressing this way would be give me my best shot at this.

I did my hair and makeup and put on the outfit. I didn’t wear a bra and my nipples were poking through the top’s thin material. My bodysuit doubled as panties, so it looked like I was wearing a pink thong under my skirt. I put on a black coat, called an Uber and made my way towards Luis’s home.

Luis’s home was like Robert’s but slightly smaller. It was outside of the main city in a peaceful neighbourhood. On his driveway he had 2 beautiful vintage cars parked. I always like to see what sort of car a man drives. I rang the doorbell as I felt a knot form in my stomach. I was nervous as hell. I started to second guess myself. Am I doing the right thing? Am I wearing too little? Maybe I should have dressed more modestly. Luis answered the door.

“Hi,” I said nervously.

“Hello,” replied Luis, a balding man, average build and a warm smile. “Please come in.” I walked in nervously, shivering slightly from the cold and the nervousness I felt. Luis offered to take my jacket. I turned around and he took off my coat, revealing my naked back. He paused for a second, undoubtedly caught off guard by the view, before removing the rest of my coat and hanging it in the closet. He led me to the den and offered me a drink.

“Do you drink alcohol?” he asked. I nodded yes. He poured me a mixed alcoholic drink and brought it to me. I took it from his hand and he motioned me to sit on the couch. I sat across from him as my skirt rode up, revealing my pink underwear to him. I saw his eyes glance towards the space between my legs for a moment. I purposely gave him a couple of seconds to look before I crossed my legs to conceal some of the mystery. “So, tell me about yourself,” he said.

I took a sip of my drink to calm my nerves. I was cold and my I felt my nipples poking through my top. “Well, my name is Nina, as you know. I’m 28...” I continued to tell him about myself.

“This is your first time doing this, isn’t it?” he asked.

“Is it that obvious,” I asked smiling.

“Well, most women are a bit more ... conservative and held back in the first meeting.” I shifted nervously in my seat and started to regret my outfit. Was I showing too much? Was I giving off the wrong impression? I’m not a hooker. That is not the vibe I wanted to give off here.

Luis relieved my worries when he continued. “Don’t get me wrong. I’m glad you’re not held back. You’re confident and you’re presenting yourself to me as you are. I like that. Don’t be nervous. You’re doing great.” I smiled back. He continued, “Let me tell you what I’m looking for. I’m running my own business and life is busy. It’s tough for me to maintain relationships because of my schedule. But I want to have someone who makes me feel young when I’m away from work and gives me the relief I need after a long workday. Does that make sense?” I nodded. “In terms of how I see our arrangement working, we would preschedule all our meetings, but sometimes there may be last minute changes because of my schedule.”

I listened intently. Luis continued, “In terms of allowance: I don’t like paying up front. Like I said, my schedule is hectic and there may be stretches when I don’t have time to meet. So I would rather give a small allowance after each meeting. I was thinking something in the range of $300 or so.”

This wasn’t enough for me. I had to make him go higher. I uncrossed my legs to reveal my bright pink thong. “I don’t know, Luis. You live a bit further from me and my Uber was quite expensive. That amount doesn’t work for me. Do you have a little more room?”

He smiled, glancing down between my legs and up at my chest. “Okay, okay. $400 allowance each time. Does that work?”

I grinned. “Perfect!” I said.

“Great,” he replied. “Well let’s make it official then. I think this can work very well for both of us.” I nodded in agreement and started to wonder if I could maybe get paid today. I had to try.

 
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