Reader Confessions: Thursday Edition

MY FIRST TIME

About two years ago, I was going through a rough time on many fronts. I wasn't happy in my job, and I wasn't happy in my marriage. My wife had made a new female friend at work and was always out. When she was home, she was uninterested in seeking any type of satisfaction with me, physical or mental.

I was feeling alone, unattractive, and depressed. Then on one of those lonely nights browsing online chatrooms while my wife was off with her new friend, I met Mike. Something about him was comforting. I enjoyed our chats and opened up to him. During the course of one of these late-night heart-to-heart talks, I confided that I had long fantasized about what it would be like to be with another man. He suddenly became extremely interested. He told me he'd love to help me explore this side of myself. I told him I'd have to think about it.

Two weeks went by and the subject wasn't broached, even though Mike and I were chatting almost every night. Then, as I sat at home one afternoon, I got a message from Mike. He was online much earlier than usual. He asked me if I was sitting at home alone as usual. I told him I was. Once again, my wife was off with her new friend. He asked if I'd like to come over and meet him in person.

I agreed and drove over to his house. He greeted me at the door with a warm smile. He was very tall and very fit. Better shape than me, as I was on the stockier side, and taller than me by a head, probably 6'5" to my 6'. He was dressed in a t-shirt and shorts and probably in his late 30's or early 40's. He had short dark hair with a moustache and beard.

He offered a firm handshake, and I entered his home. We had a few beers as we sat together on the couch. The conversation eventually turned to my revelation from two weeks prior. He then told me he'd be more than happy to help me with a bit of exploration. I didn't know what to say. I think he could sense the trepidation in me. He reached out and took my hand. There was a quiet calm to his every motion, and I found myself slowly helped off his couch and led to his bedroom. He wrapped his arms around me and hugged me warmly, tightly. I had to admit that it was comforting. I was hurting inside, and it just felt good to be touched.

I hugged him back and soon felt his lips softly kissing my neck. He gently guided me to sit on his bed, facing the foot. He sat behind me and began to rub my shoulders and back. His hands glided up and he ran his fingers through my hair, massaging my scalp. He reached around me and unbuttoned my shirt, then pulled it off my shoulders. His hands were so warm as they ran over my bare back massaging the muscles. He pulled me back on the bed to him, my back against his chest. His hands worked around to my chest and his fingers ran through the dark hair sprouting there. He kissed my neck and up behind my ear. I was melting.

He nudged me to lean forward and moved from behind me. He eased me down onto my back on the bed and walked to the foot of the bed. He slowly untied my shoes and removed them, along with my socks, then proceeded to massage my feet. He complimented me on how soft they were and then brought a foot to his mouth. His warm tongue flattened Out against the bottom of my foot, and he licked the length of it. Instead of tickling, it sent a warm feeling up my thighs, directly into my loins. He sucked each toe, then did the same to the other foot.

He moved around to the side of my bed and reached down to unbuckle my belt. He undid my jeans and I found myself lifting my hips to help him remove them. Then he began to massage my thighs. He bent down and whispered in my ear, "Roll over on your tummy, big guy." I did as I was told. I felt him straddle me and begin to give my back and shoulders a proper rubdown. After about 20 minutes of this, he moved down to my thighs and calves. Another 20 minutes ensued, culminating in him sucking my toes and licking my feet once more.

Then I felt his fingers hook into the waistband of my boxer-briefs. He slid them down my legs slowly until they were completely removed. His hands went to my ass, each taking a cheek, and massaged it deeply. In the process, I could feel him repeatedly pulling my cheeks apart. I felt him slide his hands between my thighs and push my legs apart as far as they would go. Then his warm finger slipped into my crack and he traced it all the way down to my puckered anus.

He massaged my virgin rosebud, and I couldn't believe how good it felt. Then he continued down my swollen ridge until he reached my dangling scrotum. My large balls rested on the bed, and I felt his thumb and fingers slip around my sack and begin to fondle the source of my manhood. At this point, a moan slipped from my mouth. In a low voice he said, "Your guys are huge. I've never seen a pair this big." He slipped his palm beneath my balls and cupped them in his hand. I was enjoying it and my body was taking over. I felt my back arch and my hips rise, lifting my balls off the bed as best I could, giving him more access. He rolled my balls in his palm and tugged gently on them, desperately trying to keep my sack from tightening as it always did when I was horny.

It was a fruitless attempt though and soon my manhood was packed tight at the base of my hardness. He nudged me to roll over to my back again and I complied. My cock had hardened to its full seven inches, and the bulbous head was leaking precum. In fact, I had left a puddle of it on his sheets while on my stomach. He massaged my chest and stomach. His hands followed my happy trail down into my thick dark pubic bush, and he massaged my pelvis without touching the most sensitive areas.

He sat next to me on the bed and smiled down at me. He spoke softly. "Looks like we've got you almost totally relaxed." He softly patted my balls, still sucked up close to my body. Then his index finger softly traced its way up the middle of my hard shaft's underside. My hips bucked and I gasped.

"Let's see if we can get the tension out of this guy, too." His warm hand softly wrapped around my hard shaft, and he slowly began to stroke me. I moaned. He bent down and softly began to kiss my lips as he stroked me. His pace never quickened, and his grip never changed. It was a satisfying gentleness, and it was driving me crazy. As we kissed, my hips began to buck. I could feel it building. His other hand cupped my balls and massaged them. His eyes were trained on my throbbing sex.

Suddenly, I cried out and bucked hard. He pointed my cock straight up towards the ceiling, and his thumb rubbed the underside where the rim of the head met the shaft and where the head split into the slit. A thick, white rope of my essence exploded from me, shooting a good three feet up into the air. His calm demeanor did give way to a bit of surprise when he saw the size of the load he had coaxed from my balls. I kept spurting as he eased my cock back down towards my body, and I ended up shooting three more thick streams all over my own chest and stomach. After about 30 seconds of intense shooting, my stream began to subside to more of a constant drool. He continue slowly milking my cock as his free hand gently massaged my hard-working balls.

When he was done, I was coated in my milky essence. He disappeared into the bathroom and returned with a warm, damp washcloth and gently, lovingly cleaned me off, taking special care of my exhausted sex organs. Once I was clean, he laid next to me and held me, kissing my neck and softly fondling my spent, soft cock. Eventually, I found myself growing hard again. Unfortunately, it was getting late. I softly nudged his hand away, and was able to gather myself enough to get off the bed. He came around to my side and hugged my naked body to him.

By this point, I had a full blown hard-on once again. He dropped to his knees and took me into his mouth. It was so warm and wet, and he worked it expertly around my cock. Somehow, without me noticing, he had managed to lube up his index finger, and now he slid the slippery digit easily into my virgin rosebud. I ran my hands through his hair and threw my head back, moaning loudly in surprise. Almost immediately, I gave him another huge load, shooting this one directly down his throat. This time, he had surely emptied my heavy balls. He licked my cock clean to ensure not a drop of my spunk had been wasted, and then walked around the bed to get my clothes. As gently as he had undressed me, he redressed me. Once I was dressed, he took me by the hand and led me to the door. He hugged me once more, and this time we shared a deep French kiss. I knew we'd do much more than just chatting from that point on.