Wells leaned in closer, his blue eyes searching mine. "Maybe... we should explore that together?" he suggested, his voice quiet.
I swallowed hard, my mouth suddenly dry, "Yeah, We should."
"Shall we go to the bedroom?" he asked.
I nodded and followed him as he led the way into my room.
As we entered the bedroom, a sudden shyness overcame us both. We stood there, awkwardly shuffling our feet and avoiding eye contact. Slowly, we began to undress. Wells chuckled, "Why are we being so weird about this? We've already blown each other, for fuck's sake."
I laughed, "You're right. This is stupid."
With newfound confidence, we closed the distance hands roaming over our naked bodies as we fell onto the bed, a tangle of limbs as we writhed around until we settled into a 69 position. I eagerly took his cock into my mouth, as he did the same to me.
After a few minutes, Wells pulled away, asking, "Do you have any lube?"
I nodded, reaching for the bedside drawer. "Yeah, here."
Wells took the bottle, coating his fingers, "I want to try," he whispered.
My cock twitched at his words. He leaned back, spreading his hairy thighs. I watched as he reached behind himself, working a finger into his tight hole. I leaned forward tugging on his dick as he worked, after a few moments he said, "Okay, I'm ready." and rolled onto his front.
I positioned myself above him, the head of my cock pressing against his slicked entrance. Slowly, I pushed forward,
"Fuck," he hissed, his body tensing around me.
I stilled, allowing him time to adjust. "You okay?"
He nodded, taking a deep breath, "Yeah, just... go slow."
I pushed forward again, the pressure building as I eased in deeper. As my helmet pushed inside, Wells let out a shout of pain and pulled away, causing me to pop back out. "Shit, you alright?" I asked, concerned.
I placed a reassuring hand on his lower back, feeling the tension in his muscles.
Wells nodded, his breath coming in short pants. "Yeah, just... it hurt more than I expected."
I patted his back with a teasing grin. "Take a deep breath, buddy. You know, just try to relax. Lucky for you I'm only packing 6 inches."
He shook his head frustrated. "I don't know if I can. Maybe, you should go first."
I paused, then smirked. "Alright, since you're obviously a pussy, I'll go first."
I got on all fours. "Alright, let's see how it's done," I said, reaching for the lube. Wells watched me closely, his eager eyes following my every move as I coated my fingers. His stare was intense, and I felt myself turning hot under his gaze. I slowly, hesitantly, pushed a finger inside me, feeling the strange new sensation invade my body. It was tight, awkward, and so different from what I expected.
"Fuck," I whispered, the strange feeling making me gasp.
Wells watched intently, his eyes dark with arousal. "How does it feel?"
"Weird," I admitted, working my finger deeper. "But... not bad." I could hear the surprise in my own voice.
I felt my body gradually relaxing. I added a second finger, wincing slightly, but pushing through the discomfort as it gradually began to fade. It started to feel good, great in fact. "Oh god," I moaned. Wells licked his lips, reaching out to stroke my thigh. "I think I'm ready, Do you want to try?"
Wells nodded eagerly, reaching for the lube, adding some to his dick as he positioned himself behind me. I felt the blunt head pressing against my entrance and took a deep breath, trying to relax.
"Go slow," I reminded him, gripping the sheets. He pushed forward, the pressure building until suddenly, the head of his cock slipped past my tight ring, my body instinctively tried to pull away.
I panted and reached back to grip his hip. "Wait... give me a second."