My little Italian boy

Ann had texted the motel name, address and room number. She had been precise in her directions: “Knock on the door, enter don’t look around, don’t acknowledge me walk into the room go the window and stand looking out”

He felt hesitant but strangely aroused as he climbed the stairs.

He knocked as directed…no response…he opened the door and walked in…. the room was dark; the curtains open just a chink it took a moment for his eyes to adjust. He sensed Ann sitting in a chair in a corner. He moved and stood awaiting what was to come. The silence was agonising, minutes passed. “Take all your clothes off and move to the middle of the room…eyes down.” Ann rose and walked around Gino she carried a riding crop and used it to stroke and pat Gino’s body as she inspected her man. Gino felt very naked and exposed and wished she would talk to him but she was in character and enjoying herself. The crop was flicked lightly across his chest and buttocks. It found its way to his cock…lifting and stroking…very nice my little Italian boy…I am going to make good use of this later…

Around and around she walked…he wanted to look up but felt strangely submissive and a little afraid of breaking the tension…he did not know how to behave …he was dependant on Ann to take the lead and she seemed to be doing that just fine.

She was behind him now…standing so close he could feel her body against his…she had her lips very close to his neck and she began to speak in a whispery but strong voice…”over by my chair is a bag…. two bags in fact but only one is for now…the other is for later. I have been thinking of you Gino…. I have bought you gifts…I look after my man. Go get the black bag.” She sat on the bed and watched him…bend right over so I can see that wonderful plump little arse of yours…what have I bought you? He reached into the bag…it was the black Italian waiters’ apron she had spoken of a few times…tie it around your waist Gino…the ties wrapped around his back and doubled around and tied at the front. It was a heavy material and fell to nearly his feet…his arse was exposed.

A slight smile crossed her face as she took in the sight. A satisfied knowing smile. She came close and held him….hugging him tight….with her hands low and caressing his bare arse. He started to respond…..she stepped away briskly….You only touch me when I tell you and not before. Do you understand? She was doing this to letter and he smiled internally but whispered yes I understand I am sorry I took liberties. She softened and moved toward him again……kissing his mouth, his neck her hands moving to his cock..which was hardening she caressed it firmly then told him to sit on the edge of the bed with his knees apart. She moved to her knees watching his face…..then folded the apron neatly and revealed his now firm cock…..mmm you do know how to please me don’t you, Gino? She licked the head of his cock then looked up, their gazes met and an annoyed look crossed her face. I said eyes down…..you don’t met my eyes. You have so much to learn don’t you?

She resumed licking his cock….he tried hard not to respond….not a sound not a movement that revealed how he was enjoying this attention. Just sit there and take. He was surprised at how much he enjoyed not being the one who had to take control. Surprised at how arousing and liberating it was to be used by this woman. There was a growing understanding of why she had sought such attention in the past.

Enough of that. I want you bent over the end of the bed, feet on the floor legs open wide. Hold your arse cheeks open wide for me. He moved and felt his rigid cock against the rough material of his apron. He reached around and grabbed an arse cheek in each hand pulling apart his cheeks exposing his arse hole to her. She softly caressed his cheeks fluttering her hand over his hole….then she was on her knees licking his anal valley…..just licking over his hole…he craved a bit more attention there but didn’t dare ask. Licking up and down not stopping at any point….keep those cheeks open Gino I want access this is my arse to do with what I want today……he shifted and pulled his cheeks open more. She was getting firmer in her attentions. Licking and sucking …..opening him up……a finger was applying gentle pressure on his hole….he longed her to penetrate him. She was sucking his hole pressing her tongue in using her hands to spread him open even more…..let me do it now. Hands above your head. She was really getting carried away, nipping and sucking…….and it felt so very good.

Get up and get onto the bed. Lie face down. As he lay there he could hear her moving around the room…..He sensed she was taking her clothes off. She climbed onto the bed. His face was in the pillows. He felt her straddle him sitting at the very top of his legs. She applied some cream all over his arse…..rubbing it from the outer to the inner…..massaging firmly. Running her hands up his anal valley….stopping at his arse hole…..on each stroke up she penetrated him with her thumbs……in large circular motions deeply massaging his muscles then coming up and entering his arse. Slow and insistent……then she held his cheeks open and fucked him with her thumb…in and out……not stopping fucking……..then she must have added another finger …opening him up …..he began squirming she stopped and slapped his arse very hard…..he was so surprised…she had said there would be no pain and yet here she was slapping him. You need to learn how to behave for me…..don’t you Gino? You behave or there will be more pain and I know you don’t like pain do you? He murmured his agreement.

She was moving over his body now….he could feel her large tits being rubbed over his back then down on to his arse. She moved in big circles rubbing and slipping her tits off the side of his body …rubbing her tits up his arse …….then she started a fucking movement……her cunt against his arse. She was asking would you like me to fuck you arse Gino? Fuck you like a man would…..he whispered yes. Fuck you gentlely could you take it Gino? Could you? Again he whispered yes. Would you like it hard….would you take it up your arse? Would you yell out if it hurt would you Gino? I would try not to he said. Good ……we will see won’t we? We will see just how obedient you can be. We will see just how far you can take this game. I hope I won’t be disappointed Gino. Do you think I will be? His head was spinning …so many questions and he was concerned if he could in fact take what she seemed to be suggesting.

Sunday afternoons bit.

As if she realised how his head was spinning she stopped, rose from the bed, leaving him lying wondering if he should move……she said in a firm voice just stay where you are my Gino…have a rest….regain your strength for what I demand of you next. He could hear her moving around the room, picking up some clothing, then putting the kettle on to boil……the woman was going to drink tea….in the middle of such a session she was going to drink tea!! Would my Gino like some tea? She asked. He did indeed feel like a break, He went to rise but she told him not yet…stay where you are. When I am ready for you you will move not until then…. she busied herself with tea making. All right get up. He saw her sitting back in the armchair her legs crossed and teacup in hand. Your tea is on the bench…get it then some and sit at my feet because that is where you belong don’t you Gino? She uncrossed her legs and made room for him…he sat between her legs on the floor with his back to her. They drank tea. As he drank she began to rub his shoulders…. massaging them. He learnt back and enjoyed the attention. With a light slap he knew rest time was over.

There is another bag…i know you noticed. Are you curious? Go and get it Gino…see what I have bought you. He had an idea of what was in the bag and he was not sure he really wanted it. The idea fascinated him but would the reality be too much. As he reached into the bag he was surprised there was not the strap on he was expecting but there was something silky and lacy. He pulled out a very feminine pink lacy thong. Just a triangle of lace with a strip to go up his arse but that was not all…. a pair of black stay up stockings. What was she thinking? He would feel so silly wearing such things he was hoping they were for her but was soon to hear just to what purpose she intended.

Put them on Gino…first the undies…. pull them up, tuck your cock and balls in. pull the strip tight up your arse so you can feel it. She looked on with a delighted look as he attempted to tuck his cock and balls into the tiny triangle of fluff. The satin and lace was taunt and the he was aware of the thong up his arse. Very nice, now the stockings….he was about to argue …he felt silly he had never worn stockings. He was not one of those sort of men. A look of annoyance crossed her face, is there a problem Gino? No he murmured as he began to tug at the stockings. She laughed and said sit on the bed I will dress you. She bent down in front of him and rolled up the stocking and pulled it over his foot then slowly up his leg …running her hands up and down the silkiness first one leg then the other…she was in tactile heaven his legs smooth and silky, his manhood encased in tight silk…as he sat on the side of bed she stood between his nylon clad legs ….he reached up to touch her and she did not pull away…she bent to kiss him full and passionately. Then she pushed him back .