Last night, my life changed completely. Last night was my first date with the love of my life, Anita.
Anita and I met recently at our very small local college; both of us being employees at the college bookstore. I remember being stunned the very first time I met her. With her curly dark hair, olive skin, 36DD breasts and fit figure, it was clear that any man who caught a glimpse of her couldn't help but stare. She exuded sex appeal even without trying, which resulted in numerous rumours about her previous relationships and her extra-curricular activities with her male professors.
I, on the other hand, was lanky and short compared to the rest of the guys in my year. While I wasn't particularly bad looking, I had very feminine features. Furthermore, unlike Anita, who I assumed had slept with multiple partners, I had only recently lost my virginity. Embarrassingly enough, the only person I had ever fucked was my bully, Jason, while crossdressing as my sister. A detail I was certainly going to hide from everyone else around me; especially Anita. I had just started dating her and I didn't want to ruin that anytime soon.
Tonight, as we finished restocking the store, I decided that now would be the best time to get to know her, as we were completely alone.
"Hey, Anita! You wanna hang out and talk?" I asked her, hoping that she would still give me the time of day.
"Sure thing, Joshua! What do you have on your mind?" she asked, sitting down on a box next to me. Immediately, my mind jumped to the numerous rumours I had heard about her relationships with her professors and her previous boyfriends. I tried to sweep the thought out of my mind, knowing it would only hurt me to hear about her sexual encounters with other men, but I couldn't shunt my curiosity.
"I don't know... I've heard a whole bunch of rumours about you and I was just wondering if they were true..." I fumbled. Her cheeks turned red and I could tell that I had hit a sore subject with her.
I immediately tried to deflect the conversation but she responded, "Don't worry, I don't mind answering. It's just super embarrassing to be known for things that I haven't even done. Most of those rumours aren't even true. I've never slept with a professor, that's just something that guys spread about me because I get high grades. To be honest, I have only had sex with one guy and I completely regret it."
I could tell that she was being sincere, but she had said that "most" of the rumours had been false, which implied that some of them were true. As though she read my mind, she said, "If you really want to know, I can tell you about what happened, but I won't tell you the guy's name and you have to promise you won't judge."
"Sure thing! I would never judge you," I said, knowing that I would regret it in the end but I had to know the truth.
She told me that it had all started in their final year of high school. Anita was clearly the hottest girl in their entire school, but due to her orthodox raising, she was still a virgin and had never even dated anyone. It was this fact that made her even more attractive to all the boys. It was one day after school when her ex-boyfriend, who she called Jason, came to talk to her.
Anita had heard rumours about how Jason was planning on asking her out, but she was caught off guard when he actually approached her. She had heard all about how he played with girls but she couldn't help but fawn over him. Not only was he one of the smartest students in the school, he was also, by consensus amongst the girls, the hottest guy by far.
"Hey Anita, you mind if I talk with you privately?", he said. As he spoke, she could feel her heartbeat rising and she could hear the sex appeal drip off each word. She knew that her parents wouldn't approve of her dating, nonetheless dating someone who was African-American but listening to him couldn't hurt.
"Sure thing!" she said, trying not to sound too excited. He led her into the farthest stairwell in the school and looked at her with his dark, piercing eyes.
"So, I heard that it's finally your eighteenth birthday! It's about time you joined us adults in the real world. I was just wondering if you wanted to come to a party that I'm holding today at my place? My parents are gone for the weekend. So what do you say?"
Anita couldn't help but say, "Yes!!", as quickly as she could.
"Great! I'll see you at 8 at my place. Oh, I'm not inviting some of the guys, so try to keep this between us, I wouldn't want them feeling left out." he said with a wink as he left. Anita stood there taking in exactly what had happened and then rushed to her best friend Vanessa's to get ready for the party. She called her parents and told them that she was going to be studying late at Vanessa's, knowing that her parents would never let her leave the house otherwise. When she got to Vanessa's place, she told her all about what had happened.
"So what do you think?" Anita asked her after explaining everything. Vanessa had dated Jason for a really short period of time, but they broke up quickly, although they had stayed friends.
"He's great! You guys would be perfect together! He's smart, charming and he knows how to treat women," she told her. She then giggled a little and added, "Plus, it's true what they say about black guys." She could see the confusion on Anita's face so she just shrugged it off saying, "Don't worry, it'll be fine. Here, wear my black dress and let's go have fun!".
Anita put on her black dress and stepped out. "You look amazing!!" Vanessa exclaimed, "You just need a touch of make-up, trust me, I know what Jason likes." She spent the next couple minutes putting on a little mascara and a dark red/maroon-ish lipstick. Anita looked in the mirror and even she was shocked by how good she looked.
The dress hugged every inch of her body and exposed her legs, leaving little room for imagination and her lipstick made her look sultry. The only issue, that Vanessa was quick to point out, was that her panty lines were extremely visible. "Do you have a thong?" Vanessa asked her. Obviously, Anita had never even owned a thong because her parents found them to be too provocative. "I know this is going to be a bit awkward, but it'd look a lot better if you just didn't wear any panties..." Anita felt hesitant but Vanessa quickly reassured her, "I mean, it's not like people are going to be on the floor looking up your skirt." After they both got ready, they walked over to Jason's place.
When they got to his place and rang the door bell, Jason opened the door wearing nothing but boxers. Anita's jaw dropped as her eyes drifted down his chiseled ebony abs and onto the thick bulge in his boxers. It quickly occurred to her what Vanessa had been giggling about earlier. "Sorry... were you...uh... getting ready? I guess.. we're early..." Anita stuttered hoping that he wouldn't notice her shock. He chuckled and said, "Something like that... Something came up, come on in, I'll explain it in the living room." Anita and Vanessa walked inside and found the house completely empty except for Jason.
"Vanessa, do you mind grabbing us drinks, while Anita and I talk?" he said.
