Mike left his telescope at the window even though it wasn't used any longer; his laptop was the new tool of choice. Every night around midnight he would receive a chat request and a second later Leann's beautiful face would fill his screen. There was the usual small talk about their day as Mike stared at her pretty face.
They didn't have to talk about sex. Between her looks, dress and voice Mike always got hard. Leann seemed to be able to sense when he was ready and would start her music and begin her dance and striptease. Soon she was clad in only her lingerie and the outline of her cock was visible through her sheer panties.
Mike watched wide-eyed as she fished her erect cock and balls from inside her panties and allowed them to hang over the waistband. She then began to masturbate, and it wasn't long before Mike joined her. Together they watched each other as they pulled on their hard muscles in their hands. Leann would moan and lick her cherry red lips as she jerked off that always spurred the arrival of Mike's orgasm.
It was later after she signed off that the doubts and questions plagued his mind.
"This is sick and wrong," he would tell himself. "This is a male that dresses and looks like a female."
He vowed to himself that this would be the last time as she signed off after one of their sessions, but it never was. He even tried to ignore her chat requests, but never could.
"And she's worried about detection. If my parents find out about this they will pack me off to a shrink too," he mused after another vigorous masturbation session.
Now the girls at his Summer job at the bakery would flirt with him, but Mike wasn't interested. Oh, they were all good looking, but not as good looking as Leann. It was a few weeks after their initial meeting that she laid a bombshell on him during their nightly internet visits.
"My parents are going out of town next week on Saturday. So would you like to come over after work?" she asked.
" I'm such a mess after work that I really need to shower and change first," he told her.
"We do have running water, soap and towels here," she informed him.
So despite all the mental arguments with himself, Mike found himself agreeing.
"Don't forget to pack your silk boxers and don't forget to call before to leave your job," she said after their usual session ended.
So on the Saturday in question, Mike packed some toiletries and silk boxers in his backpack before leaving for work. Anticipation and nervousness clutched his heart and it made him clumsy and he constantly dropped and bumped into things. His boss finally asked him if he was feeling well. When Mike said he wasn't, he was told to knock off early.
Mike stepped outside the bakery and placed a call to Leann. She was delighted that he was coming over earlier than planned and told him that the side door would be unlocked. His heart pounded in his chest during his ride there and even harder when he reached her side door. He hoped that his parents or sisters weren't outside and spotted him heading there and not home.
A note tacked to the door informed him to announce himself and to lock the door behind him. It also directed him to the master bath and where her room was in relation to it. He discovered that Leann had left some soft fluffy towels in the master bath for him. So he quickly removed his clothing caked with powder and sweat and stepped into the shower.
As he showered, he toyed with the idea of running, but lust and curiosity had a hold of him so he continued to get ready. He towelled off and applied deodorant and a splash of cologne before he slid his silk boxers up his legs. A few steps later he found himself tapping on the closed door that was Leann's room.
A soft feminine voice told him to enter and Mike pushed the door open. There laying on her side on the blue silk bedspread was the object of his desire. As good as Leann looked on his laptop screen, she looked even better in person. She beckoned him to enter and patted the space next to her.
"My desktop screen doesn't do you justice," she stated as she admired his trim frame.
Mike could not believe his eyes; she was smooth and tanned all over. As he drew closer, he saw no trace of a male that she was. Her long and slender legs were covered in black nylon stockings and the black nightie that he had seen many times looked even better in person, all silk and lace.
He laid next to her and found himself staring at her. As fetching as she appeared during their chats she was even more attractive in person.