Tuesday, 22 November 2011

MY 1st time with a Man

My first time with a man was with my Grandmothers neighbour Geoff not long after my 17th birthday, he had known about my dressing secret for some time and while i was helping him with a few odd jobs he started to talk about it and confessed he liked what he saw and suggested i visit him and dress for him which i did and after the initial shock i enjoyed it. As i was leaving he suggested i come back fully made up where he could treat me as a girl should be treated then he kissed me on the cheek and wished me goodnight.

The next day talking to Geoff i told him my Gran was away and could come round that night.

Excitement and nerves filled me as I prepared myself and dressed for him, black bra, panties, stockings, suspenders, shoulder length wig, full makeup, little black dress and heels.

I went round to his house and as i entered he lightly kissed me on the lips and complimented me on my look. Closing the door  he took me by the hand and led him into the living room, he pulled me into his arms and kissed me deeply and passionately, he smelt divine,  he again complimented me on my look and told me he had known for sometime about my dressing and that he had wanted me on more than one occasion but was worried about my reaction. He pulled me close again his arms round my waist. I could feel his cock getting hard, pressing against my tummy he could sense my nervousness and guided my hand to his bulge and using my hand to rub his hardness it felt weird touching another man. Then he took my hand and led me upstairs to the bedroom once inside, he undid his belt and trousers and slipped his jeans and boxers off, he his shirt and socks followed, now standing there completely naked, his cock erect, the pre cum already starting to seep from the end, he reached for me and pulled me close again kissing , his hands running over my dress and up my thighs, coming to rest on my bum where they began to squeeze gently, slowly guiding me down onto my knees he rubbed his cock around the outside of my mouth i pushed him on to the bed and with my hand, caressing the tip of his cock with my thumb, his body jerked and his head fell back, my fingers closed around the thick shaft and with a gentle grip and release motion I massaged his throbbing member, his head came forward and he rested it on mine, his breathing becoming laboured, taking his right hand with my left, I placed it where my other hand had been and guided it so he was now playing with himself, standing once again, I stepped back, slowly unzipped my dress letting it fall to the floor, his eyes never leaving the sight that was unveiling before him,  i then slid my panties down and stepped out of  them my cock was erect,his hand was wanking his cock his hand movements grew faster as i watched, the tip of his cock glistened, he reached out for me but I stepped back  and, every muscle in his body was tensed, his eyes met mine in an intense gaze as if pleading with me, I motioned for him to lay back on the bed which he did, I climbed on the bed beside him, I took both his hands and raised them so they were beside his head and pressed them down into the pillows, giving the silent order to keep them there, gently I let my nails graze over his shoulders and chest and down, taking great care not to touch his cock as I passed it to continue the journey down his legs, when they stopped my tongue continued the journey back up again, when he felt my breath against his balls he reached out to grasp my shoulders but I pushed his hands away, my tongue flicked across his sack and his knees drew up, very very slowly I licked his length and encircled the ridge with my tongue then back down again, soft little moans were now escaping from his lips, gently cupping his balls with one hand and the base of his cock with the other, I took him into my mouth and sucked him hard, keeping in rhythm with my hand that was wanking him, his balls began to tighten and he was moaning i am going to cum , releasing him i whispered fuck me, he had it all prepared the condom and lubricant. He gently opened my ass with his fingers then i felt his cock, enter me, he was soon deep inside me thickness of him felt incredible and he gently fucked me for what seemed ages. Then i felt him cum the warm feeling inside me. We lay there he was holding me  then he guided my hand to his cock i started fondling it and soon was erect again  i slid down and went to work on his cock one hand wrapped around the shaft wanking it into my mouth and my other hand playing with his balls soon he was saying  im cumming mmmmmmmmmmmmmmmmmmm it was out of this world, thick warm cum hitting the back of my throat, he pulled out i felt another load hit my face i wiped the cum from my face with my finger and licked it clean. I ended up staying the night and having more fun in the morning.

2 comments:

  1. Congratulations, Trudy and what a hot account. Thanks for sharing and for this almost painful erection you've just given me. xoxo Caramel

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  2. Thank you Trudy for sharing that wonderful occasion of your first encounter. It was a sif I was there watching you. XOXO Tony

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