My Lovely Sister: Part VII: The Beginning of a New Relationship

Tuesday, July 7 th, 2009...

I had been feeling pretty down for the entirety of the following day. I knew it was all over now; no way would I be able to ever again sneak into my sister's clothes without her knowing about it. What was worse was that she held my fantasy over me, like blackmail. By the evening, I realized that I must have been painfully obvious about it, because Mandy urged me upstairs, much in the way she used to when she knew I needed to talk about something. Of course it was confusing, considering what had happened the previous night. First she humiliated me, and now she wanted to counsel me?

When we arrived in her bedroom, our parents quite occupied with a movie downstairs, Mandy closed the door and spoke candidly to me. “Okay, we need to discuss this whole situation.” It wasn't what I expected her to say, but I agreed and nodded, nonetheless. “I'm pretty sure I know what's bothering you. Am I right?”

I took a slow, deep breath before answering my sister. “You and Danielle completely humiliated me last night.”

“And you've been cumming in my clothes!” Mandy retorted harshly. I knew she would have shouted that had our parents not been home. She took a moment to calm herself a bit, then continued. “Did you ever stop to think you could have come to me about this? I mean, I'm not as close-minded as mom and dad are. If you would have told me that you like getting off in women clothes, I might have loaned you a few things.”

“Wow,” said I, honestly surprised. “I never would have thought. Mandy, I feel the need to tell you why I do it. I really admire female clothes. They look great, they feel great, and I feel great when I wear them. Plus... you're really pretty.” I had turned away with that last statement, and I'm pretty sure I blushed as well. “I'm sorry,” I finally added.

Seeing that I was nearly to tears, Mandy gently placed a hand on my cheek and turned my eyes back to hers. “It's okay, Kyle. I'm sorry about last night. Why don't we both start over?”

“Sounds good to me,” I agreed. The next thing I knew, Mandy was pressing her lips to mine, giving me a most passionate kiss. Her lips soon parted, and I followed suit, allowing Mandy's tongue to slither its way into my mouth. I returned her kiss as best I could, hoping to God that I wasn't disappointing her. In hesitation, I moved a hand upward, but stopped myself short of her magnificent body. Without breaking our kiss, Mandy firmly grabbed my hand and brought it the rest of the way, cupping it over her breast. I caressed it in kind, enjoying the soft feel of her bosom.

In the next moment, I felt my pants being undone, and I lifted my hips at the right moment to allow Mandy to pull my jeans down, along with my boxers. As I was already rock hard, she had merely to grip my throbbing cock and begin stroking. I gently pulled my lips away from hers and began breathing heavily. Resting our foreheads together, I used both of my hands to caress each of Mandy's breasts, while she continued to stroke me.

“Oh, Mandy,” I moaned. “It's actually your hand on my cock! I have yearned for this!” As I spoke, Mandy opened her own jeans with her free hand. Before releasing one of her breasts, I asked her, “Won't you mess up your panties?”

“It's okay,” Mandy assured me, moving my right hand to her pussy. “I'm wearing a pad.” At those words, I moaned a little, making sure I felt that pad of hers before rubbing her clit. “Does that turn you on?” I nodded. “You have a pad fetish, don't you?” I nodded again. “I want you to cum for me, Kyle.”

I found myself rubbing my sister with speed, while moving my hips in rhythm to her stroking hand. I could feel my cum swelling up in my cock, getting ready to fire. Not wanting to scream, so as not to give ourselves away to our parents downstairs, I kissed my sister again. No sooner did our tongues meet then I started shooting my load. Mandy must have been cumming as well, because she convulsed while trying to stifle some squeals. When it was over, Mandy began licking her fingers clean of my cum. I stopped her before she licked her final finger, and licked it clean myself.

After one final kiss, Mandy looked into my eyes and told me something that completely made my night. “You can wear my clothes anytime you want.”