Stepson’s first time

PART ONE My young stepson and his friend Ian’s initiation to anal sex.

Maddy and her two young teens twins, Ian and Sallie were visiting for the weekend. Stevie and Ian were planning a weekend of golf. Stevie’s friend Ian, although young, was a bit of an effeminate teenage. They were visiting with Mum Maddy. After their golf and after dinner, I had left my wife and Maddie having their usual lesbian session. I had gone upstairs and had caught the boys playing together in Stevie’s bedroom. Ian was the young son of Sally’s best friend Maddy. I had heard Maddy telling Sally that her son was well endowed and for a young teenager he had a really impressive big cock, all of 7+ inches and at least 5-inch girth. He had a lovely smooth young nubile body and a lovely tight little arse, along with Sallie his twin sister.

Today, I was finally going to achieved my fantasy of many years. I had promised my wife of taking my young stepson’s still virgin anal arse hole while she watched and joined in. I said that I was going to fuck him and take his anal cherry and send pictures of my cock in his arse to Tony, his real Dad. To tell him what he would have been missing as I plunged my cock into his tight virgin puckered ring as I took his cherry. Sally said she would love to see the look on her Ex’: husband’s face!. Sally was so well up too it and she was as kinky as me. Sally said she would like to watch me fuck Stevie’s arse and then join in by sucking his teenage cock! Stevie was only six years old when I first met him and his Mum. Over the years I had watched him grow up, even helping Sally to bath his young effeminate young nubile body.

As he got older, Stevie still loved having Sally and I bathing him. He surprised me one day. Sally had to go downstairs to answer the phone leaving me alone for the first time with Stevie in the bathroom. He was standing up legs apart, while I was washing and tickling and fingering his cock and cute tight little anus and rolling back his tight foreskin back of his penis, he enjoyed this. “Gordi,” he whispered. “Can I kiss bite and suck your nipples and suck your cock just like Mummy does to you? I have spied on you and Mummy doing it lots of times. Fuck me surprise or what! “Yes,” I just love having my nipples kissed, sucked and bitten, also loved my cock being sucked. This goes back to my younger days with my Mum and Sister when they both used to play with them!

Then, before I knew it, we were kissing like long lost lovers. I embraced Stevie, running my hands up and down his smooth young lithe back as he leaned his weight into me. God, it felt so good to kiss this young teen boy. I felt like a young teenager again. Memories of all of those teen girls and boys I had played with in my younger days came flooding back to me.

I stroked Stevie’s smooth body. My hand moved up and down his perfectly smooth back, then slowly over his pert effeminate boyish arse. I then ran my fingers down in-between his wet arse cheeks. Memories of when I was a boy growing up came flashing back to me!

“Fuck Stevie, you’re so fucking pretty.” I said softly. “Your breasts look better than I thought they would.” My little stepson was so pretty and sexy, his little tits were perfect, and his naked skin was silken, his tan skin was flawless. Stevie knew what he was doing! He leaned forward to kiss me as I leaned in to give him a chaste kiss, but was surprised to feel his tongue penetrate my mouth in a passionate kiss. I started to kiss back. “Shit! I’m kissing my young Stepson! God, I love it!” My brain screamed out as Stevie and I made out like long lost lovers was doing, as I dropped my head down to his tits. “Oooohh Daddy, I like that, suck on them like you did with Sally, my Mummy,” he moaned. “Suck and bite me hard Daddy”!

Wowee, where the fuck did that come from! What a surprise this was. “OK darling, I think you will like it, just like Mum likes.” He also, like Ian, he had a smooth looking young lithe body. I was going to turn this nubile teenage youngster into my little fuck slut and show Tony, his real Daddy what he was missing. I think that it was time for my young little stepson Stevie, this little boy was perfect for me, and I wanted to cherish this relationship between us. God, he was going to take my cock often, just like his Mother did, nearly every day, that I was sure of.

It wasn’t long after I mentioned to Sally of my intention knowing she was up for it. Whenever we were on our own and he was at school Sally would put on one of his schoolboys’ shorts and shirt and school tie pretending to be him. She would bend over the arm of the settee encouraging me (Daddy) to play with her tight little arse hole and then begging Daddy to come and fuck her. We both got turned on by this!

I suddenly realised that Sally, with just suspender belt and lacy top stockings in four-inch heels, was watching in the bedroom doorway frigging her clit while pounding her cunt with her favourite 8-inch black dildo. She smiled and I knew she was planning to join in with us.

I moved again, and this time I sat in front of Stevie my legs apart, so he was between them. “Take hold of my cock Stevie. Stroke it slowly. Put your other hand on my balls. Yes, like that. Feel them.” “They are so big Daddy. And you have a lot more hair than me.” “Yes, a real straight man’s big cock. And I think you like that very much, don’t you?” Stevie didn’t answer and kept looking at my cock, stroking it and playing with my balls. “You know, I have something to tell you.”

He started to remove his hands, so I kept them in place. “No, no. Continue what you’re doing while I talk to you. Yes, good boy Stevie.” I whispered. I put one of my hands on his face and the other in his hair as if I was protecting him. I almost whispered. “I’m going to teach you everything I know as I promised Sally, your Mum years ago, you understand, Stevie?” “Yes, Daddy.”

“I’m going to be the very first to have my cock up your tight little arse and take your anal virginity? So, I need you to trust me Stevie and do whatever I tell you to do.” “I do trust you, but I don’t know Daddy, I’m scared that it’ll hurt.” Calling me Daddy, I found it exciting and a little perverse! “Shh, Daddy told you to trust him, didn’t he? We will take as much time as it needs, but Daddy will make it fit in your little arse darling, okay?”

“O-Okay Daddy.” God, I loved his hesitation and his clueless behaviour. I hoped he would moan when I would be inside him. “Now, get on all fours in front of me, facing me. I want you to keep your arse up in the air and your back arched.” “Yes, Daddy.” I waited until he positioned himself and put my hand behind his head. “Now take my cock in your mouth. Watch your teeth. Start slowly.”

Ian was watching, slowly wanking his nice erect cock and eagerly waited his turn.

PART TWO TO FOLLOW

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