I was nearly 19, my birthday was close. After 5 months of fucking (2 times a week, Monday and Thursday) my asshole got enough gap for Hasan's cock. He could easily shove his dick (14 cm long, 3 cm thick) up my ass with an insignificant amount of lube. We were fucking at most 3 times in a day. Finding a place was not a problem because our parents were working and houses were empty from 9 am to 7 pm. If we had examinations, our parent allowed for sleepovers. So after they left, our fun times were beginning. He was claiming to be straight but admitting he enjoyed a tight boy-pussy until finding a beautiful woman. Ours was clearly friends with benefits; we weren't kissing, he wasn't sucking my dick or licking my asshole, my cum never touched his body. I always shaved my body so he was OK to kiss my neck, bite my nipples, finger my asshole. I never complained, nor did him.
One Friday, approximately 10 pm he was calling me. From his voice, I could tell he was angry at something. I asked but he didn't tell. I asked him again:
"What's the problem? Is there any thing I can do?"
"Just pack your stuff. I have a surprise for you."
"Are you feeling OK?"
"Just do as I say and be ready for the night. I will pick you in 1 hour. My parents are out of town."
"OK, call me when you arrive."
I shaved any possible hair, had an enema, put on perfume and Vaseline to my asshole and collected my lingerie from the drawer. I was ready with my sport shots without panties. So he was, he called me, I went to his car. There was no one around, he grabbed my ass thru my shorts and fingered my ass.
"Blow me while I am driving."
"My pleasure."
I took out his dick and started my duty. He drove around dark streets to keep his pleasure going on. We were close to his apartment, he warned me
"Get up, we will continue soon."
"What is the surprise?"
"Just wait bitch, it will be long night for you."
"Threesome?"
"No. Just wait."
He kept fingering my ass in the elevator and we reached to his floor, he took his hand off. When we entered the apartment, he ordered:
"Go to my room, you will see your surprise."
There was a blonde wig, black short skirt, white tank-top, a black thong and colorful bra full of yellow and purple. It was the first time he wanted me to dress like a woman. Before our fuck sessions, he was an old friend, so I did what he wanted. I yelled:
"I am ready!"
"Good, very good."
I heard a buzzing sound. It was like a vibrator. He came into the room with his electric toothbrush in his left hand and a bag of ice. It seemed like I was going to have the night of my life. Today, out of reason, he was ordering:
"Turn around."
I did. I was close to his bed. He came next to me, grabbed my ass under the skirt and spanked my left cheek so hard, I screamed.
"What are you doing?!"
"Didn't you like it, bitch?"
"I did but it hurt a little."
He spanked the right cheek after my sentence. He changed his position. Now he was standing behind me with his right middle finger in my ass. He held me, encircled his arms around my body, started kissing and biting my earlobes and neck. I was in full pleasure, he was just tasting my body. He levitated me and threw me to his bed, my face was on the pillow. Actually it was the first time that he was acting like this. While I was getting to my fours, he spanked my ass again. This time both cheeks and it was harder.
"What the hell are you doing?"
"Shut the fuck up! I know you are enjoying every second of it!"
He was right, I was silent. He continued to spank my ass. Then suddenly he stopped, put the skirt to a side, cut the thong, split my ass cheeks and spat my on hole.
"Is this your fuckhole sissy?"
"Yes Mister."
He instantly stuck his middle finger again.
"How many cocks did you take until today to this boipussy?"
"Only one Mister."
"Whose was it?"
"My master's, Mister."
"Do you wanna take another?"
"No Mister. He is strong enough to fulfill my needs."
He was pleased with my answers. His finger was in me, now he was pumping it after the conversation. He got me on my fours this time and told me to wait. I was curious. First he got the ice pack, picked one cube from inside, started rubbing it to my ass and asshole. It was cold, giving me chills but I didn't say a word because I really loved what I was living thru. He stopped, this time his electric toothbrush was ready. He put some lube on it and started shoving it. I was enjoying the toothbrush penetration but he stopped on the half.
"Why did yo..."
He started the toothbrush. It was vibrating in me and he continued penetrating.
"Stop it! Please! Fuuuckkkkk! Please! Stop it! Fuck me instead!"
"No! I can see pleasure in your eyes. I replaced the batteries for tonight."
He was right again.
"Turn around and hold your legs."
He was pumping the toothbrush, kissing my neck, biting my nipples. My night was full of surprises and I admit I loved every moment of it.