The morning following my first night with Meghan, we both agreed that it would be best to have an off day after a night of pleasuring her. Meghan's body was sore and tired from the powerful orgasms, and my tongue was sore from our long session.
On off days, when Meghan got done with her concert, we would hang out in the living area and talk. I learned about her background and her rise to fame. Meghan was a sweet girl who was very positive about life, which had to be useful in such a negative business.
One particular night, she explained her lingerie obsession to me.
"Growing up my family was pretty conservative. When I began to develop, my mother took me to Sears in the mall and we bought my first sets of bras. As you can imagine, they were some very plain cheap looking bras, but just handled the job. When we would change for P.E. at school, all of the other girls would have on cute bras and panties from stores like Aerie and Victoria Secret. I was jealous because my mom would only buy me plain white bras from Sears. She told me that they didn't need to spend lots of money on things no one would even see. They told me that all of those other girls would be the ones that got pregnant because they were probably sluts.
"My parents wouldn't let me have a boyfriend while I was in school, because they were afraid that I may start having sex. But, like any kid at that age, I wanted to do what my parents told me I couldn't. My senior year of high school I started dating a boy from school without telling them, and would 'go over to a friend's house to work on homework' a lot. They thought I was an angel, but really I was making out with Billy Martin in his basement.
"Billy was a nice guy, but like any teenager was super horny. He always was touching my boobs as we kissed or grabbing my ass. He one day convinced me to get naked with him in the basement. We took turns removing items of clothing until we were both naked.
"It may have just been me, but I thought when I took my top off that he wasn't as excited to see me in my bra as I expected him to be. I blamed it on that plain ugly bra from Sears, even though in hindsight that was probably all in my head.
"The most Billy and I had ever done was get naked with each other, so I thought that was the hottest thing in the world and was ready to try it again when I could get the opportunity. Billy was a star football player, and I already thought he was out of my league, so I was very self-conscious of how he thought of me.
"That next day I took some money out of my piggy bank and took the city bus to the mall after school. I sheepishly snuck into Victoria Secret; like I was afraid someone would throw me out if they saw me. I had just turned 18 at the time, but I was frightened to be seen there nonetheless.
"I browsed through the collection and finally found a sexy red sheer lace bra with matching G-string. I grabbed a set off the rack and quickly checked out before anyone else saw me. It cost $60, which seemed like a fortune compared to the cheap pairs my mom would buy me.
"I threw the lingerie into my backpack and headed to Billy's house. When I got to his house, he wanted to head to the basement, but I asked him if I could use the restroom before I met him downstairs. When I went into the bathroom, I slipped out of the gross looking white bra and into the sexy get up I had just purchased.
"A few issues arose, though. First, I hadn't realized that the bra and panties were sheer while I was at the store. When I put the bra on, I noticed that you could visibly see my large nipples clearly through the fabric, which made me a little self-conscious. Similarly, when I put on the panties, my trimmed pubic hair poked through the small holes in the fabric.
"Secondly, the bra and panties I had chosen were not the right size. I hadn't wasted time looking at the tags, but instead just grabbed the first ones I found and got out of the store. The bra was fortunately the correct size just a cup too small. The thong was also a size too small and rested low on my hips and firmly against my body. It was not remotely comfortable, but when I looked in the bathroom mirror, I finally felt sexy.
"I put on the rest of my clothes and went down to the basement. It didn't take long until we were making out like usual. My breasts were pressing out of the cups, but I could tell through my shirt that the bra made them look even bigger than normal. I stopped our kissing and asked him if he wanted to get naked again.
"He ecstatically agreed. My one condition is that he would get completely naked before I started to strip. He quickly removed his clothes and was sporting a major erection. He looked down proudly at his erect dick, which I had seen the day before. It was the first penis I had ever seen, so it seemed big at the time, but I now realize it was on the smaller end.
"He then looked at me and I smiled as I began to take off my shorts, giving him a first look at the new G-string.
"'Oh wow,' he stammered as he couldn't stop staring at how my ass engulfed the small red string.
"I then slowly removed my top, showing off the sheer bra which was barely containing my boobs. When he set his eyes on my bra his mouth hit the floor. I had been nervous to wear something that seemed so slutty to me, but his reaction gave me all the confidence I needed. I twirled and seductively showed off my body, like I was walking a runway.
"I walked up to him and asked if he wanted to touch, which he nodded that he did. He placed his hand on my chest and rubbed my breast. It was then that the excitement got to him and he shot a hot load right onto my belly as I stood in front of him.
"He was embarrassed that he couldn't control himself any better and ran upstairs toward the bathroom, leaving a small trail of cum in his wake. We were both inexperienced teenagers and he thought I would think less of him, but the whole experience had been such a turn on for me. I was rebelling against everything my mom had taught me and I enjoyed it.
"Billy and I broke up before we ever had sex, but that memory of getting blasted with his cum, just from how sexy I looked in my lingerie was enough to change me. I got a job not long after that and spent a lot of my money on sexy outfits and lingerie from the mall. All of the girls in P.E. would stare at me as we changed because I would be wearing some of the sluttiest underwear they had ever seen. I had to find creative ways to hide them from my mom, but it was totally worth the thrill I got out of looking sexy.
