casual affairs logo

Shemale Sex Stories

An Eyeful

“Mom you don’t understand and I can’t talk about it, but trust me it’s something that can’t be helped,” Erica explained to her mother.

“Honey you’re not being very understanding.”

Erica just rolled her eyes and pulled the phone away from her ear. Her mom had no idea what was really happening. She thought her marriage was breaking up over something trivial when in reality it was over the fact that her husband preferred to sleep with other women if you could call them that.

“Ok mom, I will try to talk to him and work this thing out,” she answered.

Once they hung up she was relieved. Her mom, Mrs. Conservative, would never understand what she was going through. She wasn’t sure herself. Erica knew she should be hurt and disgusted but more than anything she felt relieved like she had been given another chance. She always wondered why her husband didn’t want to sleep with her. It had gotten to the point that they were sleeping in different rooms; they really had turned into roommates. If only he had been man enough to tell her that he preferred chicks with dicks, they could have gone their separate ways a long time ago. That’s why she was really mad.

In reality Erica had only gotten married to get out of her parents’ house. She didn’t love Jim, not at first, maybe she never did. She felt affection for him but mainly she felt lust. After a couple of years of his constant excuses for not sleeping with her, she had given up and started living her own life. She knew he was sleeping around, just like he knew that she was sleeping around. It was a silent understanding that worked for them.

Erica wondered if it was other women he was sleeping with, since for the longest time she assumed he was gay. Even though he never acted gay. He would often comment on other women. Erica was very attractive and never had a problem landing a man so why would he sleep with other women and not her, unless her suspicions were true and he wanted to be with men. Something about him wasn’t right. She just couldn’t figure it out. It wasn’t until she came home early from a weekend trip with one of her “friends” that she found out the truth.

Erica looked at the calendar. It had been exactly a month ago since she drove up to the house. A white mustang took her usual spot in the driveway. As soon as she pulled up, she knew what was happening inside her home. She couldn’t be upset about it. That would make her a hypocrite. After all the only reason she was home early was because her own lover had cut the weekend short to get back to his wife.

As she approached the door, curiosity got the best of her. She always wondered what it looked like for two guys to have sex; of course she was assuming he was with a man. She had seen it in dirty movies but never in person. She wondered what her husband was like when he was in his lifestyle. Was he the bottom or the top? She had to know. He owed her that much.

Quietly, she stepped away from the front steps and walked around the side of the house. His bedroom was on the backside. Surely, they were doing it in the bed. Jim wasn’t creative or kinky enough to do it anywhere else. She crept up to the window and peeked in through the blinds. At first it was hard to see, but she could hear voices.

“Slow down baby we have all weekend,” said a voice, which wasn’t her husband’s.

Erica leaned in closer. The voice didn’t exactly sound like that of a man’s either. Maybe he was into women after all, she thought. If he was, then she definitely had to find out more. What kind of women did he like? Maybe he was into what some of the porn movies called BBW – big beautiful women. Quickly, she shook that thought out of her head. He couldn’t be into that. If she wanted to find out more, she was gonna have to get a better view she thought.

Slowly, she crept back to the front of the house. Maybe if she was quiet enough, she would be able to creep up to the door and watch them without them noticing. Erica moved through the house like a shadow. She didn’t even bother closing the door for fear of making noise.

The closer she got to the bedroom, the faster her heart beat. Step by step she crept up to the door. Carefully she put her eye to the keyhole. All he could see was his back. Spread out on the floor was his clothes along with a red dress and some very large red pumps to match. Whoever she was, she had some rather large feet. As they kissed, he could see her hands lightly scratching his back. Her fingernails were long and painted red to match the dress and pumps, how tacky, she thought to herself, and how large were her hands. It was all she could do to keep from laughing. Maybe Jim had a fetish for women with manlike features.

His head moved down to kiss her neck giving Erica a clear shot of her face. She wasn’t all that pretty. Erica was much prettier than her. She had this odd look about her. Something about her wasn’t quite right. He continued kissing down to her chest, unhooking her bra and taking her very large breast into his hands he smothered his face between her cleavages. Those had to be at least double D’s she thought, an obvious boob job.

The woman threw her head back and held on to Jim’s head as he sucked on her large brown nipples. She could hear her moan as his tongue licked all around it gently sucking and nibbling on it, something he had never done to her. Erica was starting to get mad. Here she was, more attractive than this woman could ever wish she could be and she hadn’t once gotten Jim to make love to her like that. The very few times they did have sex it was almost clinical. He inserted his cock, moved it around and was out.

Jim moved down the woman’s stomach. It was flat as a board. Erica had to at least give her that. The woman was in great shape. Of course, if she paid for the boobs, she probably paid for the flat abs too. She resisted the urge to burst into the room. Something made her hold back. When Jim got to the woman’s panties she gasped. Erica moved around to get a look but he was in the way. She couldn’t see, but whatever he was doing she was certainly enjoying it.

She placed her large hands on the back of his head and pushed him into her. He probably needed a little help finding the right spot, Erica thought. Jim’s head started going up and down like he was sucking on a lollipop. What the hell is he doing to that poor woman she thought at first. Slowly he moved, giving Erica a good view of what he was sucking. What she saw next Erica was not prepared for, not in a million years would she have been prepared. Jim was going down on a rather large and thick cock.

Erica pulled away from the door, shook her head and looked again. She couldn’t possibly have seen what she thought she had. Erica looked back into the keyhole. Up and down Jim’s head went his hand wrapped around the base of her cock. The she had a thing! She was a guy! Erica was flabbergasted. No wonder Jim wasn’t into me, she thought. She didn’t have the right equipment for him. Quickly, she covered her mouth to keep from laughing she still could not believe her eyes.

“Oh yeah you know how to suck that cock so well,” the “woman” moaned.

Jim just shook his head and kept on sucking. Erica was certainly getting an eyeful. The faster Jim sucked the more the she-male bounced up and down, her large breasts bouncing. Watching it was mesmerizing. Erica wondered who would get fucked. It had to be the she who got fucked or was Jim lubing up her cock so she could pound into him. Erica remained frozen to the keyhole. After several minutes the woman started shaking and screaming.

“Oh Fuck, Oh Fuck,” she screamed.

Jim pulled off her and finished her off with a hand job. Cum shot out of her in big spurts landing all over her chest. Jim’s hand rubbed her breast coating them with her cream. He then bent down and licked it off her. When he was done he got up and walked over to the dresser. He was rock hard, harder than she had ever seen him. He reached into his drawer and pulled a condom. She smiled and rolled over sticking her round ass cheeks into the air and waited for him to return.

He slipped on the condom and got on the bed behind her. Smacking her hard on the ass he pressed his body down on top of hers. His cock slid in between her cheeks while his hands slid underneath her taking a breast in each hand. As he fucked her he squeezed her making her scream out either in pain or pleasure or both. Erica couldn’t help but get aroused at this. What she wouldn’t have given to have him make love to her like this. He fucked her with desperation grinding into her with everything he had. Never had Erica seen him this passionate.

When he screamed out the woman screamed out as well. Together they both shot their loads. When he finished grinding into her he laid down on the side of the bed. He pulled her with him, cupped her and spooned her the way Erica had always wished he would do with her. Her vision got cloudy. She tried to push back the tears but she couldn’t. Without caring about noise she got up and ran out of the house. Her hands shook as she tried to insert her keys into the ignition.

As she drove away she looked back to see Jim running out of the house after her. That afternoon she drove for miles. Her phone rang several times but she never answered. She had a lot to think about. Jim left endless messages, which she never returned.

After a couple of days she finally returned home to find his stuff gone from the house. She knew he was moving out. He had said that in one of his messages, but still it was sad. The night she came back she called him and he came over. They talked for hours, sorting through everything. Together they decided they would divorce and that she would never reveal the reason why. After all they had nothing binding them to each other except the five years of marriage neither one would ever get back.

A tear fell from her cheek bringing her back to reality. She looked away from the calendar. It had been a month today. She had no reason to be sad. Things had ended before they began she thought. Annoyed with herself for feeling this way she pushed her thoughts aside. What she needed was to call Ben. He had been the only one who was there for her after she found out the truth. Erica got up and walked over to the phone dialing without looking at the numbers.

“Hello,” answered a deep voice.

“Hey you busy?”

“Never for you beautiful.”

“Can you come over?” She asked quietly

“I’m on my way.”

She hung up and jumped in the shower. More than anything she needed to feel like a woman tonight.

More Shemale Sex Stories

1 2 3 4 5 6 7 8 9

Story Types

Lesbian    Exotic Erotic    Romance    Shemale    Oral Sex    Group Sex    Exhibitionism / Voyeurism    Bisexual    BDSM    Gay   


If you are looking for Casual Sex, Swinging, Threesomes, Group Sex Parties, 1 on 1 Sex, Oral Sex, Wife Swappers, Milfs, Horny Housewifes, Nymphos then do yourself a favor and join both of Australia's leading Adult Dating Sites.




© casualaffairs.com.au 2017