My name is Zak and for years I thought I was straight, but I was following the social norms and, over time, I changed. Looking at pictures of females in lingerie such as stockings and a garter belt, thongs, and push-up bras drew my attention. There was a powerful attraction to ample breasts and long, shapely legs.
During my early years, I refrained from being sexually active. I explored my fantasies and satisfied myself through masturbation, using pictures. There were times I would see someone on the street who appealed to me, and I had that mental picture as I stroked my dick. There was always an explosive ejaculation with my cum shooting from my hard dick. It was a sweet and intense release. There was the powerful temptation to taste my cum, which was sticky and salty.
Things changed as men who I knew would ask me to come to their apartments. There was a fear of what would happen, and I declined. We would talk and they would rub my ass through my clothes. There were moments when I felt the temptation to give in to my curiosity. It was hard to visualize having a meaty hard dick invading my tight anal opening. The fear of the unknown kept holding me back.
Upon entering the military, I experienced being exposed to naked males with dicks of all shapes, sizes, and colors for six weeks. The opportunity in the open bay showers gave the open viewing of the guys washing their dicks as they lathered and pulled their dicks like they wanted to jack off. There were some who did not care, and they turned their backs, and I could see their arms going back and forth as their hips gyrated. Once, a guy looked over his shoulder and saw me looking at him.
Late one night, I was in the shower with another guy who was busy masturbating. I could hear his hand going back and forth along his hard shaft as his breathing increased. He turned and faced me and said, “This is for you.” There were two rapid streams of cum squirting from his dick. The sight caught me off guard and it was speculator and I got hard. The guy had droplets of his cum on his fingertips. He approached me, extended his fingers, and rubbed his cum across my lips and said, “You keep quiet, this is our secret. I may let you suck my dick.”
He walked out of the shower, and I stood there licking my lips, enjoying the taste of his cum. This was my first time tasting another guy’s cum, and I wanted more. We would pass each other, and he would wink and smile. There was never an opportunity to get to taste his meaty dick.
When I masturbated in the dark, I had the visual of being on my knees with his dick in my mouth. I would cum while he would shoot his cum down my throat.
The thoughts about social norms faded, and I started purchasing my clothing: miniskirts, minidresses, thongs, and bras. Once I started taking pictures of myself, I wanted to take more. There was never an outside audience to see my sexy body. Each time I dressed up, it resulted in an intense masturbation session and cuummiinngg hard. There were fantasies of being caught by a guy while I would massage my cum along my dick to make a sticky mess.
Where am I now?
There is an opportunity to follow through on another fantasy which has presented itself. Locking in my thoughts are the words which I heard Margo say, "Oh gawd Zak, oh fuck I can't hold back I am cummiiinnnggg!! UGH...UGH...UGH...UGHHHHHHHH FUUUCCCKKK!! Eat my cum baby."
To be honest, I wanted to scream after being with Margo. The realization of what had been missing that I was avoiding all the years. If something feels good, why not take advantage of it?
The time for a decision is now. I have another date with Margo to continue with a fantasy.
Margo is a beautiful transgender person with a remarkable personality. Her physical assets are amazing. We are both attracted to each other and can explore our sexual desires with no limits.
I contacted Margo to meet at her apartment. On the drive, I was thinking about the evening and the possibilities.
Margo greeted me at the door with a kiss. She was wearing a red silk robe. We walked to the bedroom; candles were lined along the windowsill. The aroma in the room smelled of lavender. She untied her robe, and it dropped to the floor. Standing before me was a beautiful woman wearing a matching red bra and panty set. The garter held up her black stockings.
Margo’s bra accentuated her ample breasts, and she possessed beautiful, long, slender legs. There was a slight bulge in her panties.
In a low voice, she whispered, “You can remove your clothes and get comfortable.”
I did not have to be told twice and within seconds I was naked, and my dick was semi-hard.
“My, you look delicious, and I want to get my lips around your dick. Come closer baby.”
Margo was sitting on the edge of the bed. She reached out to cup my balls. I stepped between her legs and felt her soft hands massaging my dick until it was erect. I watched as her tongue was moving around the head of my dick to taste my dripping lubricant.
“Agghh. Oh, that feels so good. I want you to suck me, honey. “
“I have been thinking about your dick ever since we spoke on the phone. I have a surprise for you, so do not get too excited and shoot your cum in my mouth. I have a favor to ask of you.”
“It sounds like we are going to get naughty.”
“I have wanted something for a long time and since meeting you, I want you to penetrate my virgin ass. The thought of having your dick pushed into my tight hole has been driving me wild.”
“I was hoping we would do that. It has been a thought of mine. You have pretty cheeks and I want to play with your tight hole before I stick my dick in.”
“Have you ever fucked anyone in the ass before?”
“No. I have watched videos of guys having anal sex. It was hard to tell if they enjoyed it because they seemed to be rough.”
I had Margo lie on her back, and I positioned myself between her legs. I extended my hand to hold her semi-hard dick.