Written by jason

TV
1 Dec 2013


hi i am 28 6ft tall and slim. i recently took up cycling to keep fit. until recently i have always been straight but have had the odd fantasy about tranvestites but never acted on it. anyway i was cycling my local park one afternoon when i came across a man in his 30's at park bench fixing a flat tyre on his bike so i pulled over to lend a hand seeing as i was new to cycling and thought maybe i could make a friend to cycle with. little did i know how my life wud change after this. anyway his pump had broke and asked if he cud borrow mine so i gave him mine and when he bent to pump his wheel up i noticed he had shaved legs something ive thought about doing as i hear most cyclists do but anyway not only were his legs shaved but i noticed he was wearing tan tights as i looked higher i noticed a glimpse of stocking top showing at bottom of his shorts. for some reason i started to feel a little turned on. anyway he turned to catch me staring and smiled at me. so after he got his wheel sorted we chatted for a while i explained i had just started cycling and he went on to say that he had been doin it for years which to b honest was obvious because he had such great legs better than most womans in fact. he said i was a bit over dressed for cycling to which i said it was getting a bit cold for shorts to which he said nonsence feeling the cool air on shaved legs is wat its all about. i was a bit taken back at his fowardness but anyway i went on to say i had thought about shaving mine but didnt no if guys who cycle shave them with an electric shaver or with razor like woman and how does he reach the back of them. he went on to tell me that he shaves his every night with a razor and that the back was a bit tricky. im sure he knew i noticed his stockings but i was too nervous to mention them. he asked if i wanted to cycle with him for company so i agreed as we wer cycling and he was just infront of me i cud see the tops of his tan hold ups again and it was if im honest making me hard i dunno if he noticed but im sure the bulge in my jogging bottoms was noticeable. after about 30 mins of cycling we found a main road he said that his house was 10 mins away if i fancied a cup of tea so not to b rude i accepted following him along the road all the time staring at his stocking tops and shapely nylon covered legs. once there he showed me his other bicycles and cycling gear just to let me know wat i wud need if was thinking of getting into in a big way i thanked hom and followed him into his house. he showed me into the living room then went and put kettle on. he returned with the tea and sat on chair opposite me now his stockings were on full view and i was rock hard. out of nowhere he said i c u like me stockings very much and that he noticed me admire them earlier. i didnt know were to look im sure my face was bright red with embarassment as i had never been in this situation before. all i cud mutter was a nervous yes. he said no need to b nervous he went on to say that he is a tranvestite and dresses at night. all i cud say was oh right and tried to change subject by asking him wat he does for living but he changed it back to shaving legs and asked was i still thinking pf doing mine i said i wud think about it . with that he excused himself and said he wud be back in a minute. well 20 mins later he still didnt come back so i finished my tea and sat it down as i sat back the door opened and in he walked fully dressed as a woman and very convincing too. i was in shock he asked wat do u think of my outfit. i never spoke and he said no need to b nervous i seen u looking at my legs earlier and by the bulge in ur joggers u liked the view. i told him i was straight and felt a bit awkward to which he said well u obviously like wat u see as the bulge is back. to b honest he did look convincing and hot he was wearing a tight red mini dress, black stockings with suspenders and very high stilettos, long blonde wig and full make up. i plucked up the courage to tell him i thought he looked very convincing and that he had better legs than most woman and that i liked stockings and heels. he then asked me if i had ever thought about dressing or wearing hoseiry to which i had replied that i had fantasised about transvestites before but never met one . he got off his chair and walked over to me and put his long nylon covered leg on the sofa beside me and said that i shud feel how smooth his leg was. being a bit more relaxed i put my hand on his ankle and run it up side of his leg it was first time i had ever felt stockings and it was nice and very smooth. he said that smooth legs felt sexy and nice while cycling and when paired with stockings while cycling feels amazing in the cool air. i asked how long it took to shave them and he told me it didnt take long and asked if id like to feel mine shaved and that i shud try it that i wud love it. i told him i wud like to try it just to c how it feels . he disappeared again and returned with a shaver a bowl of warm water shaving foam and a new razor and said y dont u shave them here and see how it feels when i leave. i refused at first but insisted that i did he asked me to take off my jogging bottoms and socks and that he wud show me best way to do it. so here i was in a complete strangers house in my boxers in front of a man dressed as a very convincing woman with a huge bulge in my boxers. he looked at my bulge smiled at me and cheekily said still enjoying the view i see. i thought to myself sod it ive went this far now mite aswell continue so i told him yes the views very nice. he turned on the shaver and said watch and il show you how to do it and started shaving my legs from my ankles up. i have to admit it felt nice then he reached my boxers and stopped i looked down i have to admit it felt good having shaved legs. i thought that eas it then he asked me to take off my boxers so he could finish my thighs so i obliged and dropped them to the floor the whole time i cud see him looking at my hard cock licking his lips. he got to it and shaved the rest of the way up and around my ass cheeks then asked me to open my legs so he cud do my inner thighs i noticed as he deliberately touched my balls and cock which are smooth by the way as i always shave my pubic hair and balls. he then got the shaving foam and sprayed it onto his hands and started rubbing it on my legs starting at my ankles again and working his way up this time he got more forward and when doing my cheeks rubbed some into my ass crack which felt nice then he cupped my balls i jumped a bit then he said he needs to shave everything if im to experience it properly i didnt argue i was starting to enjoy his attention and i did like looking at his sexy legs abd heels. so he set about shaving my legs with the razor first shaving up my legs then down to get a close shave then he done my cheeks and asked me to hold my cheeks open so he could shave around my virgin hole then my balls and pubic area. the whole time my hard cock pointing to his face i just wished he wud grab it and wank it but he didnt. he then dryed me with a towel and left again then came back with moisturiser and started to rub it on my legs when he reached my cheeks he put some on his middle finger and rubed it onto my virgin hole he took a little longer this time i even found myself bending a little to make it easier for him i was enjoying it that much. then he massaged it onto my balls before putting some on his hands and for first time he finally put his hand around my cock and wanked the cream onto it i nearly exploded but he stoped and sat on the sofa next to me and suggested i walked around room to get them to dry quicker when happy that it was dry i sat down and felt my legs god they were smooth and he was right it was a very sexy feeling. we chatted for a while by now i was so turned on i wanted him to keep going. he sat next to me and rubed my leg then his and asked me to do same. he then said now dont they feel even sexier with nylons to which i had to agree. he then asked if i wud like to wear nylon to feel the cool air on them i told him wasnt really my thing but he disappeared i knew exactly wat he was going to get he returned with a whole box full of stuff he pulled out a pair of tan stocking and started and put them on me. they did feel amazing i have to admit. then he got a suspender belt i steped into it then he lifted it up my legs brushing over my hard cock then fastened them up to the stockings then he pulled out a pair of black stillettos and put them on although a bit tight for me still wen on. he asked how i felt i had to tell him i felt amazong i loved the feel pf the stockings and suspenders on my shaved legs. he then knelt in front of me and started stroking my legs to feel how good a job he had done he ran his hand up and grabbed my cock and started wanking it he was massaging it nice and slow i was in heaven i soon lay back and closed my eyes in enjoyment then i felt his tongue touch the tip then soon my whole cock was in his mouth then he was bobbing his head up and down and really goin for it slurping on my cock and spitting on it god it was the best blowjob i ever had. he motioned me onto the floor on all fours it felt very horny in stockings and heels he knelt behind me i froze i thought he was gonna put his cock in my virgin hole but he didnt i then felt him spread my ass cheeks and then his tongue on my hole id never felt anything like it it was amazing he got up and walked around front pf me and lnelt down and put his cock to my lips i opened my mouth and for first time i was sucking a cock. he then got on all fours and i licked him. he gave me a condom and told me to fuck him i didnt need told twice i was soon balls deep in a transvestite hole and picked up pace and started pounding his hole before shooting the biggest load i ever have into the condom. it felt great fucking while wearing womans lingerie and heels. we fell on floor beside each other kissing and rubbing our nylon legs together it felt amazing. it was soon dark iutside and i told him i must go i was starting to take stockings off when he told me to leave them on and because it was dark he told me just to put my boxers on and we wud cycle back to the park to my car so i cud feel the cool air on my legs. anyway he stayed dressed and i followed him to the garage watching as his sexy butt wiggled as he walked in his heels. he took my shoes and jogging bottoms and put them in the saddlebag on his bike. i kept the stillettos on and we sat off on our 20 minute journey back to my car i have to admit it felt amazing cycling in stockings withe the suspenders moving on my freshly shaved legs and the heels felt amazing. we soon reached my car so i packed up my bike and put his on my bike rack too and we went for a short walk in heels so i cud get used to walking in them properly. we found a park bench and sat down he took my boxers off and gave me another amazing bj for the road i returned the favour and we walked back to the car and set off to drop him off driving in high heels was a bit of a challenge but it felt great driving in stockings. we became regular cycling partners after that day cycling every wednesday, saturday and sunday both in stockings and suspenders and sometimes our heels and having lots of horny fun wherever we can i even lost my anal virginity and have my own wardrobe full of mini dresses and stockings and heels. i am completely shaved now and addicted to dressing as a woman as well he does my make up and we get fully dressed after our saturday cycles and head out together to the kremlin in belfast to find more sexy tranvestites to play with and some men to use us as the sluts we are. and thats how i became a tranvestite slut. sorry for the length of this .


Comments