Terri's Awaken
Chapter 1
9 Years had passed since that fateful night when Terry dressed in his sister's old school uniform finger fucked himself whilst fantasying that he was being fucked by a kid from his class Kevin Harris.
Now aged 25 Terry had a steady office job as a data analysis, which allowed him to work from home several days a week. On these home days and weekends Terry would spend the day as Terri. His female alter ego had now grown to the point that he deep down believed he was Terri and that Terry was just a cover for the really world.
At university Terry had tried to put the whole persona of Terri behind him but it was no use. He even dated several girls around campus he had a deep desire to be Terri.
His attraction to boys and men was still deep within him when ever the desire to become Terri over came him.
At 22 he came to peace with who he was and after he had completed university he got a job in a city and found himself a nice flat in a middle class area. He had visited his parent's house to collect all the stuff he had wanted to keep from his childhood and now wanted it in his new home. Each of the 6 boxes he now had in his living room had been very carefully pack so from a quick casual they would appear to be books, toys and other child hood memories. But it one had a cardboard divided and below this all the items he had colleted as Terri were neatly folded ready for this day.
That night once again in his sister's school uniform he had a wild time jerking off and fingering his hole. This time he had the urge to lay on his back and just before he blew his load he flipped his legs over his head and aimed his cock at his mouth and opened wide. Though most hit him in the face a good part of it hit the back of his mouth.
So 3 years later at 25 most of his wardrobe was dedicated to Terri thanks to the onset of Internet shopping. He also found chat rooms where made online friends all over the world.
At this point even though Terry was no virgin and was still sleeping with girls Terri's honour was still in tact. Even though her boy puss had been assault many times with the large collection of vibrators, dildos and but plugs she now owned.
He had one online friend who lived in the same city and though they had flirted online they both knew it would be no more than a friendship.
Terry meet up with Dave or when she was transformed Denise several times.
Dave went out to the TV bars as Denise regular and tried to get Terry to go along to. Terry was unsure as other than a couple of late night drives in his car had never been seen in public as Terri other than the photos he had posted online.
Dave suggested that perhaps he should go as Terry for the first time to get the feel of the scene. And he would leave his frock at home and goes as Dave. So a date was set and they went into the city centre and head for the gay district. They started off in Taurus for a couple of drinks and Terry felt strange and he felt people thought Dave and him was a couple. Dave then took him to AMX Bar, the drink was starting to loosen up Terry and he felt at easy.
In the taxi home Dave asked Terry if he was ready to trying it as Terri. As this was Friday night Terry said he would like to go as Terri the following night before he lost his nerve. Dave giggled like a schoolgirl and said it would be wonderful.
Terry awoke around 10am in his flat and noticed he was wearing his male boxers to bed something he had not done in nearly 3 years. He thought he must have been hammered not to have put on his nightie. He started to replay the previous nights events through his had as he showered and big nervous knot twisted in his stomach when he remembered what he had agreed to do that night. He reached for his mobile but stopped himself at the last minute. He was ready for this, then he felt a little excitement and when for breakfast at the corner café. He got a text from Dave asking if he was still up for it. He wrote yes and his finger poised over the send button. This is it he thought and hit send. Dave texted back that he would be round at 2 to help him get ready for tonight.
As he walked back up the high street to his building he saw in a boutique window a beautiful Greek style dress with a single shoulder strap. He could not resist and though he did most of his shopping online he as not unaccustomed to buying from shops. The lady who owned the store did not batter an eyelid as she served Terry. Gratefully for the sale of a £95 dress.
Terry was not home long when Dave arrived with a small suitcase and vanity bag. The first thing he pulled out was a bottle of wine. To take the edge off he said as he poured two large glasses. Terry showed him the dress and Dave loved it. Terry took another shower and shaved his already smooth body. Dave did the same and they sat in Terry's bedroom in the robes with Terry's hair in a towel. Drink the wine they paint each other's nails and Dave fixed Terri's hair and make up and Denise arrived shortly there after. Terri chose a strapless body suit and slipped in her breast pads and slipped on her new dress. She finished it off with matching earrings, necklace and wrist bangles. Denise wore a lacy black matching bra and panties with a garter belt with black seemed stockings on then and what she called her old faithful little black dress. A black dress that fell just above the knee and had a low cut neckline and no sleeves. She too put on some jewellery and the girls admired their handy work in the mirror. The filled their handbags with what they would need for the evening and called a taxi.
15 minutes later the moment had come for Terri to go public. She nervously got into the back of the cab and was glad when the driver in a matter of fact way asked where too. Cannel Street Denise said and they were off. Terri relaxed a little more when they were clear of his suburb and in the city centre. The cab dropped them off and they were soon inside the first club with a drink in the hand. Terri felt a few eyes on her in the first few hours and even had one guy try and chat her up. He was middle aged and thought that as he put it any tranny out in a club was looking for a cock to ride. Terri politely declined as Denise told him to piss off. In the second club there was a better atmosphere and the girls enjoyed a dance. Around 10.30 Denise had attracted the attention of a nice looking guy in his early 30's and they were starting to get it on. Great taking a taxi on my own to night Terri thought.
She had just got herself another one for the road drink when she felt a tap on her naked shoulder and a mans voice say Terry isn't it. She froze and slowly turned round to see none other than Kevin Harris. He beamed at her. Long time no see and you look great. Terri smiled back in mild surprise and asked what he was doing in a club like this. He said that he was admirer since his university days when a group of his friends went to a T-girl bar as part of fresher's week. He found it a big turn on and has been visiting them whenever he could.
Terri and Kevin took a corner booth as Denise was sucking the face off her man.
With their knees touching Terri and Kevin got to know each other again over bottle of wine. The DJ started to play the slower songs and Kevin took Terri's hand and led them to the dance floor. Terri put her arms around Kevin's neck as he took he waist and slid his hands over her butt. They looked into each other's eyes and Terri though this is it as Kevin leaned in to kiss her. Terri's lips parted as Kevin's tongue entered her mouth. They danced the rest of the night away.
All too soon the DJ was calling time to proceedings and Terri noticed Denise had already gone. She laughed to herself more than likely getting pounded by her fella.
Her attention turned to her own fella. She wanted to take it further but was not ready to sleep with him and hoped he would understand. She explained that she was a virgin and was not ready to go all the way yet. He understood and was little surprised when she invited him back to her place. He promised not to try anything and they were soon in a taxi heading to her flat. Terri was floating as Kevin held her like his girl.
Soon they were back in her flat and she opened another bottle of wine. After some small talk Terri started to kiss Kevin and took the bold move of rubbing his cock through his trousers. Soon it was rock hard. Terri broke their kiss and told him tonight you can have my mouth but you'll have to wait for the rest. Kevin nodded as Terri opened his trousers and fished out his cock. It was the first time she had held another cock and gently kissed the tip. She then kissed it from the tip to the base as her hand cupped his balls.
Soon she was at the tip again she gave it two quick kisses and took another step into womanhood and opened wide and swallowed the 8 inch beast to the base. Years of deep throating her dildos were paying off as she bobbed her head up and down his shaft. Kevin called her a beautiful cocksucker. She tickled his balls and gently rubbed his arse and she feasted on his meat. This was sending Kevin in to seventh heaven and by the tensing of his thighs knew he would unload in her mouth soon.
Terri quickened her pace as Kevin screamed out her name and dumped 6 long and large ropes of man juice into her mouth and throat. She kept sucking as she swallowed his load and finally slowed to a halt and let it pop out of her mouth.
She crawled up the sofa and cuddled her man. That was fantastic he panted as he came down. Terri felt bold enough to ask him anything.
She asked if Kevin would help her live out her first fantasy and proceeded to tell him about the fantasy of him taking her dressed as a schoolgirl in uniform. As she told him the details she saw his cock twitch. He even liked the idea of him putting on his old uniform in order to for fill the fantasy. Soon his cock was fully erect and Terri gentle stroked him making sure he would agree to her little game. She had needed not worry we loved school uniforms and fucking a t-girl in one would be a dream come true.
To seal the deal she left the room and headed to her bedroom and 5 minutes later returned full dressed in her sister's old uniform. She again knelt between his legs and took his cock into her mouth and milked him dry.
By Brenda Chaplin
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