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Marie: My Friend "Bobbie"

Date: 21.10.2008

Keywords: "Bobbie", Marie:, Friend, My,

Pages:
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"*Author's note*: These stories are inspired, one way or another, by the female half of bearlee. Either something she said or did prompted me to write it. There will be several with the categories changing from time to time and, although it may appear to be a series, each story is written to stand independent of the rest. Since her name has appeared in so many stories, as a change of pace, her middle name for the main character is being used. We hope you enjoy it! "

* * * * *

Bob had mixed feelings as he knocked on the door. Fear and trepidation on the one hand but excitement on the other. The door opened and Marie greeted him. She hadn't changed much since he had last seen her in high school. Still 5-7, long reddish-blonde hair and so slender and athletically built, she still looked the cheerleader he remembered from school. Even though he hadn't seen her since high school, they had kept in touch over the years. In a way, he now wished he hadn't shared so many of his deepest, darkest secrets with her, but felt relieved that at least someone knew and besides, he felt he could trust her.

Upon opening the door, she gave him a big hug and and welcomed him into her home. "Perfect timing, just enough time to get you ready before Tom gets home," she told him.

"So, what does he know?" Bob asked her.

"Just that an old friend from high school is coming over, that's it."

"Does he know, you know, about..."

"That you like to dress like a woman and have some fantasies you want to live out...no! Just the opposite really. He thinks you're an old girlfriend coming for a visit."

The bluntness of her statement took him aback at first. "Good," was the only response he could manage.

"C'mon, Bob, let's get real. It wouldn't work if he knew and I don't think he'd go for it if he did."

"Yeah, I know, I'm just not sure."

"You'll be perfect, Bobbie... that's what we'll call you, Bobbie!"

So, Marie was going to transform him into "Bobbie" and somehow he would get her husband to come on to him. He knew the role he would play. They had discussed it. Bobbie would be a slut, but still, it troubled him. He would be dressed as a woman for the first time with another man present and maybe, if he had the courage and everything worked out as planned, he might even suck a cock for the first time. But, even as difficult and confusing as it would be, compounding it would be the fact Marie was going to be right there watching him take a cock into his mouth for the very first time. There was more he thought about doing, but this was as far as he and Marie had discussed things for his initiation into this new world he was about to enter.

Marie took her friend's hand and lead him to her bedroom. Once there, she instructed Bobbie to strip. He liked the sound of his new name, but felt a little uncomfortable with her using nonetheless. Maybe it would have been easier if she was someone he didn't know all that well, but that was an impossibility he would have to deal with now. He had prepared for the evening by shaving all of his bodily hair off. Slipping out of his shirt, he slowly pulled his pants down. Standing in front of Marie in only the silky bikini underwear he wore, he could feel his cock begin to harden. He hesitated for a moment, knowing as soon as he pulled them down, his semi-rigid cock would come popping out in front of his old friend. Of course, the hardness of his cock was evident through the tight briefs, but still, he felt the embarrassment beginning to well up in him.

"Oooh, Bobbie, I see you prepared well for tonight, but that hard cock of yours, well, we've got to do something about that!" Her quick comment only added to the discomfort he felt, but she didn't stop there and it was her next comment that floored him. "Not sure how my husband would feel about that if he saw it!" A sense of dread coursed through his veins at the thought.

"Come on Bobbie," Marie said. "You don't have to be modest with me," she added, smiling. Her hand reached over and helped him pull down the small briefs. She handed him a pair of crotchless panties. He looked at her stunned at first, but slipped them on. Pulling them to one side to conceal his cock, it popped out anyway. Marie just laughed at his predicament.

"I guess that's not going to work, is it!" she said, laughing even more. Bob could feel his face turn a crimson color. "Bobbie, sit on the edge of the bed and jack-off; make yourself come!" Marie ordered him.

He did as he was told sitting on the edge of the bed, his hand moving to his cock. Slowly he jacked off, averting his eyes from Marie's watchful gaze and looking straight down at the floor. So many times he had jacked himself off, but never with anyone watching. He felt a sense of shame with her standing in front of him. Still, he knew many people would look at all of this as some kind of perversion, but she seemed so accepting of it.

"C'mon, Bobbie, look at me!" she teased him. His eyes moved slowly up meeting her's as he continued to massage his cock. The feel of the cool, crotchless panties and the humiliation he felt in front of his former classmate now actually made him more excited than he wanted to admit or wanted her to know. In a matter of minutes, his hot cum shot from his cock.

Marie moved her hand quickly as he squirted, cupping it over the head of his cock. When his orgasm subsided and the last of his cum was spilling from her hand, she wiped the thick, white residue on his lips and pushed her fingers into his mouth. "Taste it, Bobbie," she chided him. "Learn to love it!"

Things moved so quickly he wasn't completely sure what was happening. She helped him, pulling his shriveled cock down slightly forward and to the side along the front of his upper thigh fastening it securely with some kind of wrapping tape and gauze.

"There you go, Bobbie, if you don't get real hard, that should hide it for you!" Marie said, laughing again.

She continued to dress him putting on a lacy, foam filled bra, white frilly blouse and a ruffled skirt. Some make-up and a wig were added and when he looked at himself in the mirror, he smiled for a moment before turning back to Marie. In a feminine voice, he told her he thought he made a "passable Bobbie." She agreed and this time they shared a laugh together.

They heard the front door open. Marie put her fingers to her lips signaling him to be quiet. For his part, he stood frozen in fear. He knew the moment of truth was coming.

"Anybody home," they heard Tom call out.

"Be down in a second, honey!" Marie yelled back, her deep blue eyes lighting up at the prospects of the night ahead. "By the way, Bobbie, my friend is here," she added, calling down to her husband.

Marie gave him some final instructions. "Listen, we'll go down, say hello and he'll go up to take a shower. When we hear the shower running, we'll come back up. You wait in the bedroom and I'll hide in the closet. Then it's up to you."

Going downstairs together, Bob was thankful Marie had let him wear flats. At first she had insisted he wear pumps, but he had had enough trouble walking around the bedroom with them on let alone trying to make his way down the stairs.

"Honey, this is Bobbie, my friend from high school," Marie told her husband as they got to the bottom of the steps. Marie gave her husband a loving hug, then breaking away, Tom's hand extended to Bobbie to shake hands.

He wasn't sure why, but as their hands touched, he felt a spark of electricity race through his body and a slight tugging feeling against the tape on his leg. Tom was good looking and now, Bobbie, wanted the man standing in front of him.

"Listen, girls, I'm going up and take a quick shower," Tom said. "I'll be down in a bit. Nice to meet you, Bobbie."

With those words, Tom made his way up the steps. "Do you think he knew or suspected anything?" he asked Marie, his voice sounding both excited and anxious.

"Not at all...nope, not at all, Bobbie!"

They waited patiently until they heard the shower start. "Let's go, Bobbie!" he heard Marie say enthusiastically. Now, he was just as ready as she was even though he still didn't know exactly what was going to happen or how far he would go, if at all, when the time came.

Marie quickly moved to the closet, leaving the door slightly ajar. They talked quietly while the shower continued to run. So many questions raced through Bob's mind. Would anything happen at all? Would he suck the man's cock? Would he let Tom fuck him in the ass? No, that was probably out of the question. He believed he would give himself away for sure if that happened. It didn't matter anymore. The shower stopped and Marie signaled him to be quiet and wait.

Tom walked in the bedroom, a towel over his head drying his hair. Bob looked at the naked man. Tom was not immediately aware of the presence in the room. Bob stood quietly, trying to be confident, self-assured and exude a sexuality foreign to him. The towel moved from Tom's head and all of a sudden he saw Bobbie standing there.

"Shit, what the fuck..." he started to say.

"Shhh, it's okay!"

"Yeah, but Marie might..." he started to say in hushed tones.

"She had to run to the store to pick up something extra for dinner and asked me to let you know. I'm sorry, I didn't mean to startle you."

"No, it's okay, I guess. I mean, well, I would have put something on if I'd have known you were going to be in here."

"Marie said it was okay, that sometimes you guys do some swinging and it probably wouldn't bother you."

"Marie said that?" he asked, a devilish grin appearing and pushing his lips up at the ends.

"Yeah, she did." Bobbie smiled back at him and then quickly looked around the room. He saw a robe lying on the floor just behind him and turned to pick it up. "Here, you can put this on if you're embarrassed," he said to Tom, giving the man a peek at the back of his thighs and bottom of his panties as he bent forward, certain the cock taped to his leg was hidden and praying it was.

Pages:
1 2 Next

Keywords: "Bobbie", Marie:, Friend, My,

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