Chapter 4: meeting Maya

"Hey little bro! Can you come here?" Julian called from her room. She had disappeared for a vacation for close to a month and while it was nice to avoid her, she was back. "Like, now please? I have something that might help your small issue."

I could hear the snicker in her voice as I got up and made my way to her room. Slowly opening the door I was unprepared for her grip on my shirt, pulling me in and closing the door behind me.

"Took you long enough." Julian said as she pulled me her her bed. "I want you to meet your training partner, Maya."

On the bed was a full sized sex doll. Not a cheap one but a good quality custom one. She was dressed in a cheer leader outfit and had blonde hair. Around the doll was several boxes waiting to be opened. Julian slowly pushed me to my knees as she sat the doll up on the bed.

"Maya, my little bro here has a problem. He has a tiny little clit dick. Will you be willing to help him learn how to please a woman?" Julian asked the doll. Reaching behind she made the doll nod yes. "Great, but frist we need to get you ready bro. Let's see what goodies you will need for this."

She pass me them one by one and I opened them slowly. In the frist box there was several small and one large egg vibrators and tape. Next one had a pink top with the word SLUT on the front, pink high heels amd white knee high socks. Followed by a cat ear headphones and a rubber band.

Julian helped me put everything on and laughed as I flushed nearly as pink as my shirt. She had attached the smaller vibrators to be on my nipples and balls while the larger one she had pushed into my ass. Taking the remote I squealed as she turned them on.

"Julian! I'm going to cum!" I gasped out as my dick rose up, fully expecting to cum from the sensations.

"Just getting the setting right bro. Chill." Turning off the vibrations she gripped my balls with one hand. Using the other she snapped the band around my cock and balls. "There, no squirting your little juices before Maya can enjoy your manliness."

Julian laughed at her joke about my small penis. I wanted to say something to her but I was so horny I couldn't think straight. Gripping a tube of lipstick she gently applied it to my lips and placed the headphones into place. Smiling she gave me a swat on my rear.

"Go get her tiger. Remember to obey everything she says."

"What do you mean?" I asked her as she sat down on her chair in the corner. Instead of answering she pressed a button on her laptop.

"Heya sissy." A female voice came from the headphones making me jerk. "My name is Maya and I'm going to teach you how to please your partner. Now why don't you come over and give me some love..."

Julian watched slowly masturbating as I followed.the woman's instructions on how to use my mouth. At random the vibrators went off, teasing my body whenever she called me a good sissy girl. Soon I was doing everthing I could to get the doll off so I could cum.

Every once in a while Maya would let me stick my clitty into her, saying things like "oh my it's so big I can't feel anything" or "oh yes, shake those womanly hips". I whimpered as she talked about real cocks and no man would dress The way I did unless I wanted this deep down. When I did cum I had to lap it out of her pussy while begging for her wonderful gift. My ass and titties, no I didn'thave tits, hurt from the toys but Maya wasn't done. To my horror i spent most of the day being humiliated by a doll under the watchful eyes of my sister.

....

Julian smiled as she edited the videos she took of her brother making sex to Maya. Soon she would have her money back and perhaps a way to **** him at a later date.