Oiled up for My Gay Femboy and Ended His Dry Spell

Be His Demonstration Partner for the "Gay Adult Toys" 😳

I felt a wave of embarrassment wash over me as I stepped up onto the small stage at the local library's book club meeting. Phillip Jacobs had insisted that I join him today, and now I found myself reluctantly agreeing to be his demonstration partner for the "adult toys for couples" segment of our "exploring homosexuality" themed meeting. My face flushed bright red as I watched Phillip enthusiastically pull out an array of colorful, somewhat intimidating looking devices from his bag. The audience of mostly couples and a few singles tittered nervously as Phillip began his animated demonstration.

"Now, this one is a couples vibrating ring," Phillip said, brandishing a small hoop shaped device. "You wear it during intercourse, gentlemen, so you can stimulate both partners at once." With a mischievous grin, he held it out to me, wiggling his eyebrows. "Want to demonstrate how it feels?"

I stammered out a "No thanks," feeling even more flustered as the crowd laughed. Phillip just smirked and turned back to his presentation, going through the virtues of various dildos, vibrators and cock rings. By the end of it, my cheeks hurt from blushing so much.

Confessions over Coffee Chat ☕️

The vibrator thing was a little intense, huh?" Phillip said with a snicker as we sat down at a cozy table in the corner of our favorite coffee shop after the meeting adjourned. I glared at him, still feeling a bit shell-shocked by the whole experience.

"It wasn't funny," I grumbled, taking a sip of my latte. "I thought book club was supposed to be about, you know, books."

Phillip's smile faltered a little and he shrugged. "Yeah, well, not many people want to sign up for 'The Really Weird and Often Really Boring History of Gay Relationships' book club."

I blinked at him in surprise. In the time I'd known Phillip, he'd always been outgoing, vivacious, almost over-the-top flirtatious. It was hard to square that with this rare moment of vulnerability.

"I started dressing more...femme, after I came out," Phillip said softly, swirling his spoon in his cappuccino. "It was like, armor, you know? A way to cover up the part of me that was scared shitless of what people would think."

I nodded slowly. "But it didn't work out?"

Phillip let out a harsh laugh. "You could say that. Friends dropped me like a hot potato. My family barely talks to me anymore."

I hesitated for a moment, then reached out and covered his hand with mine. "I'm sorry, Phillip."

He inhaled shakily and turned his hand over to squeeze mine. "Thanks. Most people don't know what to say. And it's okay, I've, uh, I've had to get used to this whole 'repelling friends' thing all on my own. But..." He bit his lip, looking up at me from beneath his dark lashes. "You've been different. I'm glad I met you."

Tipsy Visions 🍷

By the time we made it to the end of the year party at the library, Phillip was thoroughly tipsy-and getting handsy. I was glad this wasn't a stuffy, formal affair, but a relaxed gathering with snacks, drinks and music.

"C'mere, you," Phillip slurred, grabbing my arm to pull me into an alcove. "Mmm, you smell good." He nuzzled his nose against my neck, his soft lips brushing my skin as he mumbled incoherently about my "lovely eyes" and "kind heart".

I really shouldn't have let him keep drinking... I thought as I awkwardly patted his back as he clung to me. My arm around his waist, I tried to lead him towards the exit. "Let's get you home, Phillip."

"I don't want to go home," he whined pitifully, but allowed me to half carry him out to the street and hail a cab. At the last moment, just before the driver pulled away, a thought struck me. My apartment was so small, I'd never be able to get his drunken self settled comfortably. And I didn't want to risk putting him in a cab just to have him puke in the back seat, or pass out somewhere without proper supervision. It would be better if he stayed over at my place.

As Phillip stumbled a little after getting out of the cab, I asked the driver to wait a moment while I got him inside safely. Luckily, I didn't live far, so it only took a few extra minutes to settle Phillip onto my bed and start cleaning him up a little.

"There you go," I whispered as I washed the smeared makeup from his face, and helped him out of the tangled mess of a dress he was wearing underneath his jacket. "I've got you, Phillip. You're safe."

He mumbled something garbled and unintelligible but gripped my hand tightly, relaxing as he sank into my pillow. I smiled indulgently, Carefully covering him with a blanket before I went to sleep in the cramped pull-out sofa in the living room.

Inevitable Surrender to Gay Boy 💗

Waking up mid-morning the next day, it took me a moment to remember why there were unfamiliar - but pleasantly feminine - curves and a soft face on my pillow. My eyes widened as Sunday's events came rushing back. I looked over at Phillip, letting out a small sigh of relief at his even breathing. At least he seemed to be sleeping peacefully...

Slipping out of bed, I left Phillip to rest as I got the day started - coffee brewing, toast popping in the toaster. Taking care of myself and my guest seemed to come naturally to me. As I set down a steaming mug of coffee on the bedside table, Phillip stirred.

"Mmph, smells good," he rumbled, blinking blearily open his dark eyes. I smiled a little self-consciously at him. "There's toast too, if you want it. How are you feeling?"

When he didn't immediately respond, I followed the direction of his gaze down my body with consternation. It was only then that I realized what I was wearing - or rather, not wearing. In my haste to get Phillip settled in last night, I hadn't stopped to change out of my loose boxers. And him being in my bed, so close... It seemed inappropriate, somehow.

cles and curves breasts. When he looked back up at me, his gaze was heated. "I feel like I want you even more than I did after our book club meeting," Phillip said quietly. "Can I kiss you?"

I swallowed hard, nodding mutely as he reached for me. His lips were soft but firm against mine, his hand cupping my cheek as he deepened the kiss. I couldn't have resisted him even if I wanted to.

Phillip climbed on top of me, straddling my hips and tangling his fingers in my hair. His own hair was mussed from sleep, but that just made him look even more... desirable. I hardly recognized myself in the way I felt, the way my body responded to Phillip's touch. When he rubbed his ass against my swelling cock through my boxers, I groaned.

Moaning, I rolled us over and pinned Phillip beneath me. "God, you're so fucking sexy," I breathed against his neck, dragging my lips across his sensitive skin. He smelled like my laundry detergent and something uniquely him.

My hand slid down his body until I could wrap my fingers around the smooth hardness I found there. Phillip let out a sharp gasp, his hips jolting forward into my touch. Taking that as a sign, I stroked him firmly, rolling my palm over the head of his cock and teasing that bundle of nerves beneath it.

"I want to suck you," I heard myself say, my voice rough with desire. Phillip whimpered in response, his legs falling open further. I couldn't decide if I wanted to take my time with him, or just ravage this beautiful boy right then and there.

Nestling my head between his legs, I darted my tongue out to give his balls a long, slow lick. Phillip keened softly, arching his back as his hands fisted in my hair. Encouraged, I swirled my tongue around the leaking head of his cock before taking him into my mouth.

"Oh fuck, oh god, your mouth..." Phillip panted, his head thrown back as he thrust shallowly into my mouth. I hollowed my cheeks and sucked him with abandon, taking him as deep as I could. The sounds Phillip made, the way he writhed beneath me-it had my cock leaking precum in my boxers.

I released him just long enough to shuck my boxers off, positioning myself between his legs. He looked up at me, eyes wide and jaw slack with lust. "Want you," Phillip whispered. "Need you inside me, please..."

Swallowing hard, I grabbed the bottle of lube I'd stashed under my pillow and coated my fingers. Phillip watched me intently as I worked a slick finger into his tight heat, pressing in until I felt his muscles spasm around me.

"I- I'm ready-" Phillip gasped out, his cheeks flushed a pretty pink. I nodded, ignoring the way my hands were shaking as I lined myself up. "Breathe out," I instructed.

Phillip did as I said, and I pressed forward steadily, watching his face intently for any sign of discomfort. But there was none-only pleasure, as far as I could tell. By the time he was fully seated on my cock, we were both panting heavily.

I began to move, starting off slow and shallow. But Phillip's legs wrapped around my waist, urging me deeper, harder. I obliged him, my hips snapping forward powerfully as I thrust into his welcoming body. Our groans and moans filled the air, broken only by the slap of skin on skin and the hiss of the mattress springs.

"Fuck, you feel so good," I grunted, my movements growing more erratic as the pressure built at the base of my spine. Phillip whimpered, his eyes rolling back as he trembled beneath me. I could tell he was just as close.

Reaching between us, I circled my fingers around his straining cock, pumping him in time with my thrusts. The added stimulation had Phillip coming undone, his back arching as he spasmed and spurted his release all over his stomach and chest. The feeling of his walls contracting around me was too much-I followed him over the edge, painting his insides with my own seed.

I collapsed on top of him as we both came down from our high, our sweat-slicked skin sliding together as we tried to catch our breaths.