THE JACKS IV
"I was an altar boy and in the dressing room with another one, changing into street clothes and I asked him what Father O'Toole was talking about when he was lecturing us about the sin of masturbation. What's masturbation?" I said. " Oh that's old fashioned stuff. I'll bet he does his tool all the time. You know, it's when you play with yourself 'till you cum."
"I told him I still didn't understand." "So are you having wet dreams yet?" He said. "Oh yuk! Is that when I wake up with gooey sheets?" I said. "Yeah. You're old enough to be making sperm now and that's natures way of unloading it. When you masturbate you're helping Mother Nature and it will stop the wet dreams. Would you like me to show you how to do it?"
"I said yes and he went over and locked the dressing room door. When he dropped his pants he was fully erect and my weenie followed suit. It was quite a charge to see somebody else's boner for the first time. Anyhow he stroked himself off and I almost came watching him spurt. I didn't wait 'till I got home, I went to the men's room, locked myself in a stall and did myself. I'll never forget my first awake orgasm."
I drove her home, got a big hug at the door, tried to kiss her but she smiled and said, "Nice girls don't kiss on the first date."
Two days later went to a movie and afterwards to the same Italian restaurant for a glass of wine. "It's funny, my mother didn't say a word when the cummy sheets were no more but she obviously figured out that I'd discovered the joys of self abuse," she said.
I told her I'd been thinking we were a remarkably good fit. She was entering the world of dating as a trannie and I was just learning my gay side, but I figured maybe I was bisexual because I liked girls. The way they looked, acted, dressed, talked and felt about life, but I was hooked on erect penises and hey, she fit the bill. That night I got a kiss. Not a wet one, just a long nice one and I could feel her hard dick against my leg.
There was a nice bar in town with good food and a trio to dance to and that was our next date. I don't know how she had learned to dance but she was good and again I told her we were a good fit. That night the goodnight kiss was long and French and again I could feel her woodie against my leg. She asked me to come over on Saturday night to sample her cooking. Saturday took forever to arrive.
"Oh how sweet, you brought the wine and how did you know I love yellow roses?" That got me a hug and a kiss. She had on a white blouse and hmm, no bra strap. I poured the wine and she put the flowers into a vase. Dinner was cooking so we sat on her love seat and cuddled. I told her her boobs fascinated me when I met her at The Jacks. I said truthfully I'd never seen adolescent boobs before and I asked if I could kiss them. She thought for a while, shrugged her shoulders and took off her blouse. They were as pert as I remembered. Oversized nipples with prominent puffy areoles. I asked if I could kiss them and she nodded yes. I kissed one, licked the nipple and it swelled so I sucked it.
Her head was tilted back, smiling, and she said, "I never guessed that would feel so good." I dropped my hand and felt a very hard dick. She got up, put her blouse back on and said, "You pour the wine and time for me to get back to the cooking."
Dinner was good now back on the love seat. She had been talking about her feelings and how good it felt to have a relationship as a trans woman for the first time and I pitched in with my feelings about my first relationship as a gay man. We snuggled and she said, "You seemed to be interested in my clitoris. Would you like to touch it?" Guess my answer. As she doffed her skirt she said, "And I'd like to touch my first penis, especially belonging to someone I care for." Guess how long it took for me to depants!
Her boner was as lovely to feel as it looked. I fondled her oversized balls first, then began to gently stroke her clitty and her hand felt terrific on my woody. "I want to orgasm, but I want to concentrate on how it all feels so I promise I'll do you afterwards but I want to really concentrate on my own clitty." She didn't have any lube but hand lotion worked and I gave her a slow, tender whack job. Without warning she came. I let go of her tool and watched it jump and spurt. A lot. I asked her how she liked it and she didn't say anything, she just pulled my head down and gave me a long wet kiss. There was a box of Kleenex on the table next to the love seat so after
I tasted a glob of her splooge I wiped her off.
She didn't ask if I wanted to be greased up, she just repeated my job. Damn it felt good! I didn't last long before I told her I was almost there. "Oh so close now. Oh God I'm gonna....CUM !!!
TO BE CONTINUED
"The danger of communication lies in the assumption it has been accomplished." G B Shaw