Old Friends - More Benefits

Old friends - more benefits

This is a continuation of the adventures of Amber/Jeremy and his friend Alex. This story contains consensual sex between two adult males, one of whom is currently dressed as a woman.

When I turned to the oven to take out the lasagna Alex gave me a friendly slap on my ass. When I returned with the dish in my hand, he caressed my butt and said 'smells good' as he leaned in and gave me a gentle kiss on my neck.

'Talking about me, or supper?'

'Yes,' he said with a smile.

I put the dish and bread on the table, Alex was a gentleman and helped me with my chair as I sat down.

Over a glass of wine with our supper we chatted.

I was stroking the stem of the wineglass as suggestively as possible. Our conversation turned to things we have done, and things we wanted to do. I informed him that in some respects I was still a virgin, and hoped he was more than a one trick pony - as I worked my hose covered foot up his leg toward his crotch.

'I'm far from a teenager, I might need some encouragement'.

Help me clean the dishes and then let me see what encouragement I can offer.

I bent over at the waist to load the washer; he approached my behind from behind and started grinding his crotch into my ass. I responded by flexing my butt muscles, encouraging him to move our hips in unison. He slipped his hands under my skirt, revealing my garter and stockings over a pair of specially modified panties.

He gave one of the garter straps a gentle snap.

'More please'

And more it would be. He started rubbing my ass, which I was obviously enjoying. Turns out he wasn't rubbing to please me; he was trying to find the perfect spot to land a more than gentle swat. That both surprised and aroused me as he resumed rubbing my panties.

'Just one?' I asked as I looked over my shoulder.

He moved to my side, one arm holding my hips tight, the other feeling my ass, searching for the tender spots. When he found the appropriate target, he started spanking, gently at first. As I nodded approval he increased the power, giving my ass a proper spanking - I loved it. He stopped spankjng and started caressing what was undoubtedly a red spot. I spread my legs and nodded. He resumed spanking, this time hard enough to make me squirm. I was about to ask for a reprieve when he stopped and moved behind me. This time caressing my ass with his crotch.

I relaxed and let him lean into me his cool jeans against my warmed bottom felt amazing, pretty sure I could feel a stiffy in his jeans. I turned around, wrapped my arms around his neck and pulled in close for another kiss. He responded by grabbing my ass with both hands and pulling our groins together. Yes, I could definitely feel a stiffy, in fact, between us we were fielding a pair of hardons.

'Guess I found one form of encouragement' I said as we broke our kiss.

'Lets go watch the game'.

I grabbed our drinks, he grabbed my ass, and we headed to the living room to catch the game.

We tried a couple positions on the couch, before settling on some spooning - his arms around me while he was casually caressing my stomach and falsies.

At the first intermission we took a bio break and returned to the couch, this time he sat, and I laid in his lap. I worked his dick out of his pants and undies so I could show some affection. He stripped from the waist down and returned to his seat. I took advantage by caressing his balls and taint during the game. On commercial breaks took a more oral approach coaxing an ever-increasing erection.

We continued this teasing through the third period as the Preds skated to an easy win.

I moved to the floor, kneeling between his legs to get a better position to entice his cock. I looked up into his eyes and asked, 'do you like 'easy?'.

'What do you have in mind?'

'Fuck my ass' I answered.

'Hmm... those three little words every man wants to hear'.

I stood and turned, bent over and flipped my skirt over my back, presenting him with my ass. He reached between my legs and started fondling, eventually finding the strategic hole I added to my panties, making them assless so there was no need to remove any of my lingerie for the activities I was interested in.

I stood and started walking to my bedroom, he followed, his hands still in the back of my panties.

We were both a bit nervous, not entirely sure how to proceed, but both wanting more. I removed his shirt, he returned the favor, leaving him naked and me with an assortment of lingerie. I reached into my nightstand and grabbed a condom and lube. With shaking hands, I rolled the rubber on his erection, added a couple generous squirts of lube, and started stroking him, warming the lube before I put it to its intended use.

He laid down, his erection pointing toward the ceiling. I positioned on top, fishing the head of his cock into the hole in my panties. I slowly impaled myself as I relaxed to take his size into my virgin rear.

Over the years I have put may things in my ass, dildos, vibrators, butt plugs, cucumbers - many of them larger than Alex' cock - but never the real thing. I was amazed at the difference, the heat, the firmness, the contact, the fact he was caressing my hips and belly as I sank down on his cock. Everything about it was just better.

When he was completely inside me, I leaned forward so I could start fucking in earnest. He reached his hands under my bra and played with my tits, rubbing my nipples. I leaned on his chest and proceeded to pinch his nipples. He took the hint and pinched my nipples, hard. When I started twisting his nipples, he reciprocated, but harder. He had me right on the delirious edge of pleasure and pain between working on my nips and fucking my ass.

The pleasure was building, and I started moaning- not a fake moan like in the videos - a moan of exquisite pleasure. He released my nipples and clamped on my hips, started grunting and pounding his meat in my ass. I felt his body tense and knew he was close, so I opened my eyes and watched him as he let out a grunt and smashed into my ass one final time, holding me tight, his only motion was his cock spurting inside me.

His breathing slowed, his grip relaxed, and his cock subsided.

I leaned in and kissed, not caring about my hardon - perfectly happy with the knowledge that I just gave a man, my friend, to an incredible climax.

I climbed off, grabbed a towel I had under my pillow, just in case, removed his rubber and sucked the remainder of his jizz from his cock as I tossed the messy stuff on the floor.

I climbed into his arms and gently ran my fingers through his chest hair and asked him if he would spend the night. I added 'please', and he responded with some gentle snores. I pulled the covers over us and joined him in slumberland.