Gay Sex

Transforming into Heather, Part 1

A 7-part storyline chronicling the origins of "Heather."

Spankmasters
May 27, 2024
9 min read
mmPt. 01Becoming Heatherblowjobgayhandjob
Becoming Heather, Pt. 01
Becoming Heather, Pt. 01

Transforming into Heather, Part 1

Stepping out of the shower, I grab a large white towel and begin drying off my wet limbs. I aim to get only moderately dry before wrapping the towel around my body, then flipping it over my head to cover my backside. Grabbing another towel, I dry my hair, although it's not as thick as it was in my youth. Assuming my role is crucial.

Reaching for a razor and some shaving gel, I sit down beside the bathtub. I don't fully dry my legs to ensure a smooth shave. Applying the gel, one leg at a time, I commence the task of shaving. My legs are my favorite part, the sensation of smooth skin(1) is so pleasurable. Although shaving my chest is less enjoyable, my beard grows back much faster than other areas. As I reminisce, I ponder how this transformation began, what led me here.

Did I become bisexual during a sexless relationship? As a young man, sexual urges are all-consuming. We use crude jokes about sucking another man's dick or pulling your dick out to tease each other. Sometimes they even jack off, claiming not to look and accusing those who do of being 'gay'. I recall fondly(2) playing with one another's cocks, but it was never sexual.(3) No handjobs, no soil. In fact, I'm not even sure I was hard on those occasions.

But then, one night, Yahoo chat rooms beckoned me. My girlfriend at the time(4) had a child with me but rarely worked, spending more time with her boyfriend than with me. I was bored one night so I joined the chat rooms, initially 'Youngstown Hot Women And Couples'. Few people were talking, that is, until I moved to 'Youngstown Bi Married Men'. 145 members! I entered the room, chat lines flooded with obscene requests:

"Suck my dick?"

"Fuck my ass?"

One after another, I read as men sent picture after picture of their cocks. My body responded, growing hard from the vivid descriptions. Having never considered or attempted these activities, they struck me as foreign(5). Still, my arousal was undeniable. Utilizing my finger, I began rubbing myself, simply fascinated by the idea of a mouth and tongue desiring(6) to pleasure me.

A deluge(7) of messages followed, each identifying themselves by their names, then asking me questions about my own sexuality and desire to engage them in sexual acts. Though I never publicly identified myself as bisexual, I couldn't ignore the clarity of my desires. I blankly stared at my screen, while stroking my aroused cock, conscious of my guilt and shame(8).

Distanced from these thoughts for a few weeks, I occasionally jerked off, fantasizing about how this mysterious man would service me as described online. The yearning for companionship led me back to the chat rooms. Though 'Ohio MILFS' and 'Ohio Sluts' were bare, "Ohio Insecure Bisexuals" had a vibrant community. The online interactions left me puzzled, confused by my ever-evolving desires.

Overwhelmed with lust, I responded to the flirty chat messages from curious bi men about my personal experiences and interests. They were kind, understanding, and eager. My correspondents described scenarios where we would run our tongues up my shaft, licking the pre-cum from my head, playing with my balls until I came in their mouths. The idea was intoxicating.

Two nights later, I hesitated to enter the chat rooms, but my loneliness compelled me to join again. I chatted with a man applying the same strategy as before. The erotic imagery(9) consumed me, arousing my vigorous curiosity(10). Eventually, I responded to their requests, feeling no hesitance but answering truthfully about my sexuality.

(1) Smooth Skin

(2) Rekindling Memories

(3) Playing with Cocks

(4) Secret Relationship

(5) Desire Towards Men

(6) Unusual Attraction

(7) Flood

(8) Crawling with Guilt and Shame

(9) Pornographic Erotic Imagery

(10) Aroused by Explicit Descriptions

I joined the online chatroom only to receive more of the same. Married men sent me their dick pics, or just random guys asking for sexual favors. Messages came in requesting photos of my genitals, pleading with me to suck on them. Then I noticed a familiar chat name...

"Hey! How have you been? I thought I scared you away"

It was the same person who messaged me a few weeks back.

"No, just something I've never done before. I got embarrassed." I responded.

The conversation became more relaxed, asking about my background, what I do. He was a 39-year-old guy who had recently gone through a divorce because his wife discovered he was bisexual and was repulsed by it. I told him I'm from Youngstown.

"No way! I'm from Niles!" He exclaimed.

Oh no, only ten miles apart.

"Would you like to meet?"

I was terrified. Never feeling more reluctant. But after some hours of just chatting, we both got aroused. The curiosity got the best of me. I agreed to let him come over. But as I stood to get ready, fear flooded through me.

Once he left without coming in, I felt horrible and disbelieved my actions.

The next night, he was back in the same chat, apologizing for frightening me.

"Sorry about that. Just got caught up in the moment. No hard feelings?" He asked.

I admitted my fear and confusion.

"Oh that's okay. So, have you ever wanted to suck a cock?"

He asked, and I lied. No, I'd never considered it before. But my arousal grew. We chatted more, agreed to meet again.

A knock at the door interrupted me. I recognized it immediately; my heart raced as I hesitated. I felt trapped and couldn't move, but he kept knocking. He drove off after a while, and I shut down the chat for the night.

The next day, I tried to avoid him, but he appeared again in the same chat.

"Hey, I see you're avoiding me now. Are you still scared or cold feet?"

I expressed that I was nervous and hesitated because of a feeling of vulnerability.

"Oh that's okay, I understand."

I was overwhelmed by this encounter and wanted to forget it all, but my curiosity got the best of me once again. I decided to follow through with our plans.

I shut my computer and waited for his knock on the door. When he arrived, he stood face-to-face with my bare ass before making his way inside. Eventually, we both sat down, and he reached out, stroking my penis.

I stood up, ready to undress. Unbuttoning my pants, my seven-inch hard cock revealed. Feeling self-conscious, I'm always embarrassed to be naked in front of others. Curse you, high school locker room days! Teammates and standing naked together. This time, absolutely no hiding, I was standing naked in front of a stranger. He grabbed my cock, stroking it as he leaned over and kissed the tip.

My head swam. I wanted him to cum but was equally terrified of this. I sat back down, and he continued to stroke my penis. I was scared to combine arousal with this person, my heart racing, fearing he'd want more than sex.

We remained in silence, when he inquired if he could see my penis, I agreed, careful not to wear underwear. I kneeled down, revealing myself. He looked up, striking me with a glance, reaching for my member. We were both silent, stroking each other while I lost myself in the moment. The realization of this man's intent dawned on me—an uneasy feeling.

The strangeness and discomfort of the situation were evident, but there was something else—a sexual curiosity that overpowered my fear. We agreed on another meeting, making sure we watched less movies, to be prepared for more intimate encounters. But, by the time he arrived again, my fear multiplied; I was frozen.

I hesitated at the door, my arm weakened by uncertainty. How did I end up here? Now I have to let him in. I couldn't refuse; I needed to follow through. I opened the door, watched him come inside. He sat next to me and touched my member, and I was instantly aroused. So big, dark, and irresistible it could make a straight man bend. I slowly sat down, unable to ignore his touch.

Moments later, the urge for release approached, causing me to shake. He leaned down, sucking the tip of my penis, tasting the pre-cum. "Mmm, that was good." Without thinking, the unexpected kiss intensified. More temptation, more stimulation, and more arousal. Despite his experience, I was nervous, deeming all this uncharted territory. Before I realized it, he quickly climbed onto me, our cocks touching, quickly thrusting.

The pressure mounted. I felt horny and exposed. I pushed him off, sat down, and we continued to stroke each other. I enjoyed how his sexy body pressed against me. Unable to withstand the sensations coursing through my body, I grabbed him, turned us around, and pinned him down against the couch. As we jerked each other off, I sensed success was near. I kneeled down, his warmth seat on my leg and stroked his softening member. My member was hard, so he decided to stand up, moving in for a kiss.

I couldn't utter a word. I was reclining backward, gazing at the ceiling. He leaned over once more and slid my penis into his mouth. Moving it up and down so lightly yet firmly at the same time. Wow, how wonderful that felt. This is how a blowjob is intended to feel, I thought.

He reached down, cupping my testicles. He caressed the length of my penis a bit. He must've sensed that I was about to climax, so he stopped and rejoined me.

He started to unzip his pants. He pulled his trousers down and, for the first time since I was in the bathtub, I saw the first member that wasn't mine. It wasn't as long as mine, perhaps 5 inches, but thicker than me. He started to stroke himself lightly.

He inched closer. There was a hard cock mere inches from my face. I couldn't tear my gaze away from it. I wanted to touch it but I couldn't. I wanted to put it in my mouth, but I couldn't. He shifted slightly and began rubbing me once again. I looked at his cock again. So hard. The head was so filled with blood that it turned purple.

Then, I don't know what took hold of me, but I reached up and felt his cock. So hard, yet soft at the same time. Warm. Was my dick that warm? I started to stroke him. Slowly at first. Then a little more quickly, imitating what he was doing to me. My testicles started to tighten as I neared climax.

He stopped and put his mouth over my penis, moving it up and down a few times until it was wet. He appeared to be signaling that he wanted me to do the same. I sat on the couch as he stood there, hard penis in one hand, my penis in the other. Gently stroking. I leaned forward just a bit.

His cock so close to my face, I can smell its scent. But I just couldn't summon the courage to follow through. My own orgasm was fast approaching. He stopped touching me and brought his hand lower to my testicles, confirming that I was close.

I started to actively jerk him off now, attempting to climax through him. I leaned back on the couch as my penis was almost ready to climax, removing my hand from his dick. He began to stroke me harder and harder as his other hand was on his own.

His strokes grew faster and faster as my penis prepared to climax. He struggled to breathe while continuing to stroke me and himself. My penis began to ejaculate. Spurts after spurts. It appeared to last forever.

The only sounds I heard were "Wow. Oh My God."

I opened my eyes and looked down, noticing my entire penis was covered in my own sperm, his hand coated with my semen. I don't think I've ever climaxed so much before.

He grabbed some paper towels and cleaned up his hand. He dressed, walked over to the door, and left.

Nothing was said between us, and he left without a word. I never saw him again, either in person or in the chat room. I've been wondering what happened to him ever since. I never got his name. He definitely enjoyed himself. I think. But he just vanished. Maybe he altered his username...

...I completed shaving my chest and retrieved the lotion. Every woman knows that lotion is necessary to moisturize. It soothes and nourishes your skin and prevents irritation. Nothing is worse for freshly shaved skin, especially legs when you want to show them off. As I smoothed the lotion onto my legs, I couldn't stop thinking about him. I doubt we would have ever been a couple. I didn't want that anyway, and maybe he felt the same. Maybe that's his nature. One and done. Not desiring a relationship. Will I ever know? After applying the lotion, I retrieved my box of nail polish and exited the bathroom, turning off the lights.

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