Part VII: The Next Steps
Over the next several weeks, I found many opportunities to get away either from work or, in the evenings, away from home to see Andy. In each encounter, I would continue to explore more interesting aspects of the act of sex between two men. Andy was an able teacher and the result was that I was letting him lead me down the paths and pitfalls of learning to enjoy fully the experience.
As time flowed on, I was becoming totally infatuated with Andy and feelings akin to love were rising. Each time I came close to proclaiming such fervour, I 'stepped back' and gathered my thoughts. For one thing, I was concerned about family issues (my wife and children would surely be deeply wounded to learn of the directions I had taken); secondly, Andy had never shown anywhere near that level of commitment.
One day, as we lay exhausted together in Andy's bed after a prolonged sessions of loving, Andy raised the subject of unvisited territory – anal penetration. To that time, mutual fellatio had been the primary focus of our times together. When he whispered to me as I lay in his arms that he wanted to make love to me, I was taken aback. I wasn't sure if I could stand the pain and I was also totally unsure of how one went about it. However, it was his term 'make love to me' that won me over. When I asked him what he meant by 'love', his response was that it was strictly his term for penetration. When I looked visibly unhappy with that explanation, he asked me what was troubling me.
Hesitantly, I tried to explain. I was certain that he would either laugh at me or end the relationship if I blew the next part.
"Andy, I have never been as happy as I have been with you" I stopped his interruption with a finger on his lips. "Let me try to say this. Not only have you taught me to relax with my feelings and instilled a sense of confidence that I have never enjoyed, I have also become very, very attached to you. The feelings I have scared me at first but as I started to think on it – and I have done a lot of soul searching – I have come to realize that what I am feeling is very like...ah."
"Would you be trying to say the "L" word" Andy smiled.
"If you mean love and not some other 'L' word, then I am afraid you're right. Does that mean we're over?" I fearfully asked.
"Actually, no" Andy assured me. "I have been trying to think of a way to bring up the subject myself since I share your feelings, babe"
We hugged each other tearfully and kissed as we whispered breathless words of love to each other.
"Can we seal this with a true expression of my love for you and your faith and love in and for me?" my lover asked. "I can promise that I would never hurt you; do you trust me?"
"Yes, of course. But I don't know what I need to do"
"Not a thing; just relax and let me lead the way. If I start to hurt you, simply ask me to stop and I will."
Part VIII: Love Consummated
Andy proceeded to kiss me from my brow to my feet and back again as I slowly relaxed my whole body for him. As he reached the juncture of my thighs, I spread myself wide as I have grown accustomed to doing. As a result, he gained free access to my balls and perineum; I had learned what a pleasure it was to have the latter kissed and loved and my cock reacted immediately. This time was different; Andy went further than he had done before until he was licking and circling my pucker with his pointed tongue. As his talented tongue pressed inwards on my anal ring, I pressed down to relax it and I felt the heat of his tongue invade me for the first time.
It felt wonderful and I showed my pleasure with an almost constant stream of moans and cries of "Oh yess, Baby! That feels so great!"
Andy continued to tongue-fuck me for a few moments and then, using some of my precum – I had been flowing in copious amounts – as a lubricant, he slid first one and then two fingers into my ass. Oh lord, it felt so great; I tightened my grip on those invading fingers by clenching my anal walls; I didn't want them to be freed! We had often in our times together, experienced the pleasure of digital anal penetration while we sucked each other but this was different. Perhaps, it was because I knew what was to come and my senses were highly attuned to the anticipation that those fingers would soon be replaced with my lover's cock.
As I continued to toss my head back and forth from the pure sexual adrenaline, Andy rose to his knees whilst he continued to fuck me with his fingers.
"Reach into the nightstand beside you, babe. Hand me the lube and a condom you'll find"
I followed his instructions by turning onto my side; Andy's fingers hit my prostate as I turned and I cried out in pleasure! I had a great deal of difficulty in wrapping my fingers around the objects since my mind was so out of it with the intense feeling. However, I persevered and finally drew them out and handed them to Andy. His fingers left me and I cried out with the feeling of emptiness. I craved for something to fill me up again!
He assisted me to roll over and placed a couple of pillows under my hips so that my ass was invitingly high. I rested my head and shoulders on a couple of more pillows and, although I felt so open and on display, the level of excitement fought with a serious case of nervous shakes. I heard Andy lube his fingers and a moment later, my frustrations were relieved as his fingers, now fully lubed, reentered my ass.
The coolness of the lube as it hit the heat inside me was a shock and my hard cock flagged somewhat. But, as I Looked back and watched Andy tear of the end of the condom cover with his teeth and throw the foil away, I was entranced as he rolled the condom down the pulsating length of his shaft. I could see through the thin film the veins that carried blood to the ends of that great cock I had learned to love and I was instantly hard all over again. Andy pressed my head to the pillows telling me to try and relax but to tell him if he was hurting me.
I took a deep breath and almost forgot to exhale as Andy reminded me that I had to keep breathing – he wasn't prepared to lose me yet. Then, I felt the first pressure against my puckered star: I had never experienced such feelings in my life! My lover was going to take my virgin ass after all these years of waiting. Andy gripped my hips and slowly pulled me towards him; he assured me that once he had gained entry he was going to let me set the pace. When I was ready to take more of him, all I had to do was push back a little more. With an audible pop, his domed cock head slipped past the outer tough ring of my ass and I yelped with the sudden pain.
"Do you want me to pull out?" he asked me with concern
"No! Just hold there for a moment; let me get used to the feeling and, WOW! You are so big!"
Andy laughed softly and told me that my ass was so hot and it was all he could do to hold off cumming. With that assurance, I leaned back onto him a little and I could feel another inch or so slip easily into me. The major pain was the first entry but it was really feeling great now! With one motion, I pushed myself backwards until I felt his balls slap against mine and the head of his cock rub my prostate. My cock was jerking under me against the pillows and I could feel my precum flowing constantly.
"Oh, babe! Please fuck me slowly and deeply! It feels so good! I never would have believed ..."
My words were cut off as Andy pulled his thinly protected cock almost all the way out and then ever so slowly slid it to the bottom again and again. I was crying out now and felt that I was going to cum at any moment. But there was one more thing to make our first time more memorable; I wanted him to be facing me so we could kiss while we came together.
As soon as I voiced this desire, he slowly pulled out of me (his face was contorted as he tried to control the very strong urge not to cum as the glans was squeezed by my ring as he pulled out). Together, we threw all but two pillows onto the floor; one went under my hips after I had turned over and the other under my head to lift me up. Once I was comfortable – but urging him to hurry – Andy lifted my legs to his shoulders and thus raised my hips to a perfect alignment with his pulsating cock.
Since my ass was already well lubed – both from the AstoGlide and my natural fluids – Andy's cock slipped easily all the way into me and our balls slapped together once more. When I reached up and wrapped my hands around his neck, Andy dropped his face to mine and we kissed lovingly. With him that close and the different angle, the penetration seemed even deeper and the feeling even more intense. He started to stroke faster and harder as we continued kissing.
I reached between our sweaty bodies to reach for my cock since I was so close to cumming and I wanted to finish myself off at the same time as my love. Andy pushed my hand away as he got to his knees and drawing one of my feet to his mouth, started to suck on my toes. This sent electric shocks through my body since I have always had sensitive feet. With his free hand, he gripped my steel-hard shaft and only had to stroke me twice until I exploded with such force that the thick cum hit my forehead, chin and chest before slowly ebbing. As I came, I started to tightly milk Andy's cock from deep within and he screamed out as his orgasm hit and I felt him fill the condom!
The swelling of his cock as he came filled me so much and the look of true rapture on his face resulted in me cumming again although no way near the force of the first. However, it was the first time either before or since Andy that I had ever experienced back to back climaxes; and it was wonderful!
Andy collapsed on top of me and, although his cock was still inside me, I could feel it softening. As much as I was going to miss the feeling of that fullness inside me, I knew that there would be many more such experiences for us together.
As his cock plopped free, Andy reached down to remove the condom and drop it in the wastebasket by the side of the bed. He rolled over into my arms and we exchanged kisses for what seemed an eternity. Words of love passed between us until, slowly, we started to drift off to sleep. The last thing my consciousness registered was reaching down to pull the sheet over us and the scent of my lover as I snuggled into his side with my head on his chest. The sound of his steady heartbeat was my lullaby.
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