Tim managing to locate my hole with the tip of his dick said, “I don’t need any lube, Jerry split you wide. I’m only a little bigger so relax.”
As he starts his entry I continue protesting, “No, it will hurt me. You need something on it.”
Fortunately, the desensitizer was still effective and there was a measure of lube around the hole as it had built up during Jerry’s session. Tim advanced his cock its full length before resting atop me.
His penetration wasn’t as deep as Jerry but he was a little wider. Forcing my legs further apart with his, Tim started humping fast and hard into my ass. I can only groan as Tim’s actions are much harsher than Jerry’s.
As he squeezed my ass cheeks he proclaims, “Oh you have such a fine ass. Tight, hot and just begging for a cock.”
Realizing I have little choice I now hope to get into a more comfortable position.
I ask, “Would you like to do it like Jerry? Or maybe another position?”
TIM: “No, no. I got you right how I want you. As tight as you are, it won’t take me long but I’m gonna fuck you hard until I explode.”
In hopes of expediting his orgasm, I start urging him on at the he risk of more pain in my ass, “Come on baby, give it all to me. Fill my ass with you hot cum.
You can do it; pound my backdoor with that hard cock.” I simultaneously was squeezing my muscles around his dick to milk it. Whether it was anything I did or just his time, I don’t know. But about a minute more he is humping me franticly and saying, “Oh shit, I’m cumming. I’m cumming.” And then I feel his hot seed entering my ass and mixing with Jerry’s. As he slows, I tighten my ass in an effort to eject his softening cock.
Once out, he falls on the bed next to me breathing hard.
TIM: “See that wasn’t so bad. Jerry opened you and I closed.”
LILY: “You’re an SOB. I wouldn’t have done you except you forced it. Jerry was the one I wanted.”
TIM: “Well you got double for your money.”
I rolled away from Tim and headed to the bathroom. Locking the door behind me, I sit on the toilet to let the loads drain out. In reality, as a girl I actually enjoyed both ass fuckings and was quite aroused.
Knowing I had completed the five tasks, I also know I will be restored as a male. I would probably include more ass play as a guy but limit it to either self-pleasure, with a kinky girl or maybe a Domme. As I think about things, my hand drifts down between my legs and I slip my middle finger into my pussy. I was amazed at my wetness and started rubbing myself with increasing pressure. In moments, I am in full masturbation mode.
One hand is rubbing my clit while the middle finger of the other is pumping into my pussy. As I start cumming, my ass is squeezing out the globs of sperm. As my pleasure subsides, I lick my hand clean. After washing up my sex holes, I return to the bedroom to dress. Only Jerry is lying there and I ask, “So where’s the bastard that forced himself on me?”
JERRY: “I’m sorry, but usually I’m the one that gets second fiddle and I never force it.
Most the times the girl’s willing to do two guys.
LILY: “Had you asked, I might have been willing to as well. But there’s something about a cock being shoved into your mouth or ass.”
JERRY: “I’m sorry. Is there anything I can do for you?”
LILY: “No, I’ll just go.
And for what it’s worth, you were the better lover.”
Jerry smiling: “Thanks.”
I caught the trolley back to the French Quarter and chuckled to myself about what a relief it was that I didn’t immediately revert back to a guy after completing the five tasks. Walking the few blocks back to the hotel, I passed the bar where I met Tatyana. When I see her from the door, I step inside.
When she spies me, she comes over, gives me a hug and a kiss and says, “I didn’t think I would see you this quick but you are resourceful. Why don’t you come by my place tomorrow evening and we can visit.”
LILY: “Sure. You free all evening.”
TATYANA: “For you babe, I’ll be free all night.”
LILY: “I’ll see you later then.”
After a quick kiss good night, I make it to the hotel. As usual the lobby is buzzing with the return of the late-night revelers.
Fortunately I don’t see Bob but decide it’s time to turn the tables on him. Taking a chance that I catch Bob at a time he is busy or better not at the hotel, I ask the desk clerk if I can leave him a message. Smiling, she hands me some paper and a small envelope.
Knowing he is full of himself, I leave a long note saying,
Don’t know if we will get back together, maybe Monday.
I still have that itch that you can deliver the cure on.
Met a girl the other day that would really like to meet you.
I think you would enjoy meeting her too.
Her names Olivia and she works at the adult boutique in the 600 block of St.
Charles
She would love to see your sexual prowess and likely invite to her home.
Your room service hottie
I slept in Sunday not having anything left to accomplish. I thought about visiting Olivia again but didn’t want to get tied up, so to speak, and miss my rendezvous with Tatyana. Instead, I decided a nice, long soak in the tub was warranted. As I enjoyed the warm water and fragrant bath crystals, I let my hands drift over my body. I was amazed at how my body felt as a woman.
I touched different areas such as my breasts, applying different pressures, touches, and squeezed, marveling at how enjoyable it was and piquing my arousal. Forgoing touching my womanhood, I let my fingers play with my rosebud. I enjoyed rubbing my finger across it as it flexed. Turning my finger inward, I pressed just the tip into my tight hole. I retreated and then pressed several times with each press advancing further into my ass.
With about an inch in, I paused, squeezing my muscles around the index. It felt almost as if my muscles were drawing it in deeper rather than expelling my finger. Before long I was wiggling the entire length inside my butt. I slid the finger in and out wiggling it every direction loving the sensation it presented to my ass. I was getting more turned on by the minute. It was only a matter of time before my hands made it to my vagina.
I explored it tenderly, feeling the folds of my labia, tracing the hood discretely hiding my clit, and exposing my clit to the warm water. I knew my touching would create a hunger within my pussy but in a cruel self-inflicted punishment, I resisted immediate self-satisfaction for the sake of slow investigation. Eventually resistance was futile. One hand began rubbing my clitoris feverishly while the other pumped two fingers into my pussy.
The water was splashing everywhere but I was oblivious as I rocketed toward an orgasm. When it peaked, I clinched my legs together, holding my fingers deep within. As it subsided, I relaxed and laid in the tub letting the water soak my skin. If this is how women enjoy bathes alone, I can understand why they take some long ones.
I slipped out for a late lunch and returned to my room early evening to gather the clothing I had taken from Tatyana’s place.
I was not sure what the evening was to hold and the waiting was beginning to play on my mind. Was Tatyana going to snap her fingers and turn me back into a guy? Was she going to deceive me and leave me as a woman? The original transformation took many hours, was that going to be the case tonight? The only thing I was reasonably sure of was that Tatyana and I would have more sex regardless of whether I was a man or woman.