Sherry got fucked by the Shemale hairdresser Shemale Sex Stories
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Was She Cheating? free porn video
I made the mistake of reading an article I saw online to determine if your spouse was cheating on you. The article gave nine factors to determine if your spouse was cheating on you. My interest was aroused because my wife of twenty years had been acting strange.
After I read the article, Jenny scored five of nine. Number one: suspicious calls then acting as they were nothing. Number two: numerous texts that were either denied or blown off as advertisements but when asked to see them she quickly hid her phone. Number three: unexplained absences that were different from the daily routine. Number four: diminished sexual activity (that really described the last several years of our marriage). Number five: specific interest or spending time with a member of the opposite sex (in Jenny’s case that would be Craig, our next-door neighbor and my very good friend.)
After reading the article, I believed my wife was cheating on me with my neighbor Craig. My name is Chris and like I said I have been married to Jenny for twenty years. Jenny and I have one daughter that is out of the house in college. We got married young; I was nineteen while Jenny was just eighteen. Our marriage has been good but not without problems. Our sex life had always been rather vanilla but lately had dwindled even further. I take part of the blame; I hadn’t been that active in the bedroom myself. I worked a lot and had been tired a lot of the time.
My “buddy” Craig lives next door with his wife, Molly. They were living there when we moved in. Molly and Craig are a couple of years older and are empty nesters like us. Craig and I have similar builds, both about six feet and two hundred pounds. We’ve been good friends since the day Jenn and I moved in. Golf buddies, drinking buddies and just buddies.
Molly and Jenny are also close friends but very different in looks. My Jenny is a five-foot-seven, dark-skinned, dark-haired woman with big round tits. Molly, on the other hand, is a small light-skinned blonde with small but perky tits. Their personalities are as different as their looks. Jenny is the shy reserved type but can get wild when drunk. Molly is very outgoing, the life of the party. She has often flirted with me in front of my wife, to the point of my being uncomfortable.
It was because of her shy reserved nature that it shocked me that she could be cheating on me. I knew I had been her first lover and believed to be the only one. My evidence was now telling me that I was no longer the only one to have enjoyed her sexually.
Yes, I read an article online that was consistent with my wife being a cheater, but there was more. I caught her in a lie twice. I was working late and called her not to wait for me to have dinner. The first time when I got home a little earlier than I thought, she was nowhere to be found. I watched her from the bedroom window come from Craig’s back door across their yard into ours. When I asked her where she had been, she claimed to be in the back yard working in the garden. Two days later I came home a little earlier, texted her I was on my way and watched as she exited Craig’s back door running across our yard.
I was convinced that Craig and Jenny were fucking but I had one more thing to check out. Molly is a nurse who works some strange hours. It could have been that Jenny was simply over seeing Molly, but why did she lie about it? If Molly was working, that would verify my suspicions. I called Molly, who confirmed that she had been working the nights I had watched my wife come out their back door. When I talked with Molly, I told her to have lunch with me to discuss an important matter. She tried to get me to tell her over the phone but I insisted on it being a face to face conversation.
I met Molly at her hospital the next day for lunch. I picked a table off in the corner so we could be alone. Molly seemed anxious but not nearly as nervous as I was meeting with her.
“I’ll get right to the point. I think our spouses are having an affair. I watched Jenny coming out of your back door two nights this week when she thought I wasn’t home. There have been other things but it all leads to them having an affair. I don’t know what to do, Molly. I’m sure this is all my fault for not being as attentive as I should be, you know, working all the time.”
I was astonished by Molly’s calm demeanor. I was afraid she would cry or scream or both. Instead, she very calmly asked me what my evidence was and what I thought we should do about it. I laid out my concerns and what evidence I had.
“We need more evidence, right now all we have is my wife leaving your house at odd times. I’m having a hard time that she would do it but everything points that way. We need to get some pictures or video before we confront them. Can you check to see if they left any evidence on your beds?”
“You mean like a wet spot or something? That’s a good idea, Craig would not know how to wash sheets if that’s what you mean,” Molly said laughing.
I couldn’t believe that she was making a joke. “Doesn’t it bother you that our spouses are having sex? I can’t believe you are taking this so lightly.”
“I’m sorry, you’re right. I will check. I have an idea; I will tell Craig that I have an extra long shift on Monday. You tell Jenny that you have to work late also. We will meet up to covertly watch them to see if we can catch them doing something.”
I was relieved that she was taking it more seriously but still concerned that she wasn’t upset. We talked through and agreed on a plan. Molly was going to check the sheets and text me if she found anything. She was going to text me once she had told Craig about Monday and tell me where to meet her. I would get my camera ready to take pictures of them.
That night I got a text from Molly that she checked all the sheets but found nothing. Over the weekend, Molly texted me that the plan was good to go and we would meet up at the Sonic.
Monday night about seven thirty I drove up next to Molly’s car at Sonic. She hopped in the front seat of my car. She was dressed all in black, tight black jeans and a V-necked black t-shirt with her hair in a ponytail. (We had talked about wearing dark clothes to keep from being seen.) I couldn’t help but notice that she really looked hot. Molly told me that she had left the curtains and blinds open enough to see in but not enough that Craig would notice.
I drove us to the park adjacent to their house. We figured it would give us a concealed approach. Just as it was getting dark, we made our way to their house. I had my camera with a zoom lens and Molly had a video camera. The plan was to sneak around the outside of the house looking in the windows to see what was happening.
As we walked up through the park, we had a view of both houses. Mine was completely dark while Molly’s had lights on. Slowly we snuck up to the back behind the bushes. We had somewhat of a view into the kitchen and some of the living room. Molly’s plan to leave the blinds open had worked. We could see into the kitchen and living room but the window was a little too high to see everything. We watched for about five minutes when Craig walked into the kitchen. To my relief, he was fully clothed. Molly pulled out her camera and videoed him filling two water glasses.
“Well, that was incriminating,” Molly said almost laughing. She called me over to give her a boost to see better.
I grabbed her by the waist and pushed her up. My hands were on her ass as I pushed her up higher. Her tight butt felt great though her jeans. I was a little uncomfortable with my hands on her ass but didn’t want her to fall. When I let her down, she fell into me awkwardly. I wrapped arms around her to hold her up. “Mmm, you’re strong, thanks for not letting me fall,” she leaned in close whispering in my ear. “You may have to boost me up again if you don’t mind your hands on my ass again. I liked it.”
Molly couldn’t tell where he went, but he wasn’t in the living room. There were lights on upstairs. Molly thought that the rooms that we could see that had lights on were Craig’s office and their bedroom. Both faced our house, so she suggested that we might have a good view from our second-floor rooms.
We silently made our way up to our bedroom keeping the lights off. Together we snuck up to the window. Molly opened the blinds just enough to see out. She told me to get in behind her to look over the top of her. There would be less chance of us being seen, she said. “Get in closer so they won’t see us.” Molly pulled me tight to her where our bodies were touching.
My camera was up looking through the zoom lens into their bedroom. The lights on in the bedroom gave me a good view from the darkness of our house but there was no movement.
Oh shit, I thought. Molly’s ass was rubbing against my crotch and I was getting hard. I tried to pull back; she told me to stay in tight otherwise we would get caught. Her ass felt great against my crotch. Suddenly, there was movement in the bedroom. I started snapping pictures. Craig walked in; I lost sight of him when he walked out. “He is still fully clothed,” I said to Molly.
I pointed to the room next door. Molly had said this was Craig's office. There were shadows moving in that room. The blinds were closed so we couldn’t see what was happening. There was plenty of movement in the room with the shadows moving around.
My cock was fully rigid in my pants rubbing against Molly’s ass. I was concentrating hard on looking through the viewfinder of my camera hoping my cock would calm down. I was relieved when contact between Molly’s ass and my crotch stopped. I was so caught up in looking through my camera that at first, I didn’t feel the sensation of my zipper going down. It wasn’t until Molly had unbuckled my pants, pulling them down that I realized what she was doing.
“What the fuck are you doing, Molly?” She had turned around and was kneeling on the floor in front of me. My pants and boxers were down to my ankles and my cock was in her hand.
Molly looked up at me, smiling. She told me to keep quiet or we would be discovered. Molly opened her mouth guiding the head of my cock in.
I knew I should stop her but it felt so good. Jenny hadn’t sucked me in about six months. Damn, Molly was good at sucking. She had half of my cock in her mouth stroking the rest with her hand. I was afraid to look down, keeping watch on the window.
I finally sat my camera down to hold on to the window sill enjoying the blowjob I was getting. I impressed myself that I was able to hold out as long as I did. Finally, my balls were about to explode and I figured I should warn Molly.
“Molly, I’m about to cum,” I said in a whisper.
Molly squeezed harder and wrapped her lips tight around my dick. I exploded streams of cum into her waiting mouth. She swallowed it down before standing up. “Whew, I glad you came. My mouth was getting tired.”
I came to my senses, “What the fuck, Molly? We were supposed to catch them cheating, not cheat ourselves.”
Molly just looked at me grinning. “It was good though, right? We had better get out of here before your wife comes home.”
We snuck out the back running over to the park, hopping in my car. Molly looked at me as I parked next to her car. “It wasn’t a total failure. At least we had a good time.”
I didn’t know what to say; I was in shock. I was trying to catch my wife cheating on me and the wife of the “buddy” who I think she is fucking sucked my dick. I couldn’t make any words come out.
She kissed me on the cheek, “Don’t forget, you and Jenn are coming over for dinner Friday night.”
I sat in the parking lot for another thirty minutes before I headed home. The lights were now on in the house. Jenn was in the kitchen when I walked in the door. She greeted me with a kiss (which was unusual) and asked me how work was. I gave non-descript answers before quickly going upstairs. I told her I wanted a shower before going to bed. I didn’t want to have any scent of Molly on me.
I had just lain down in bed after my shower when I felt the bed move. Jenny’s arms enveloped me with her kissing my neck. I quickly realized that she was naked with her hand in my boxers. It wasn’t that long ago that I emptied my balls in my wife’s best friend’s mouth but my cock sprang to life. Jenny slid my boxers off then took my cock in her mouth. Her sucking didn’t last long before she rolled to her back asking me to fuck her. I couldn’t help but notice that her pussy was soaked when I guided my cock into it.
It was the best sex we’d had in a long time. Jenny came hard before I shot my load into her. It wasn’t till the next day that I wondered if my Jenny’s pussy had some of Craig’s cum still in her when I was fucking her.
I was in a daze for the next two days. Molly texted me on Wednesday night, asking if I wanted to try and catch our spouses again next week. She put two smiley faces on it. I wasn’t sure if she was being serious or wanted to suck my dick again.
Thursday at dinner Jenny commented that I had been very distant the last few days. She reminded me that we were having dinner with Craig and Molly Friday night and didn’t want me to be working late. I almost said something to her about Molly’s blow job but I couldn’t get the words out.
Later that night I texted Molly that I was going to tell Jenny and Craig about what happened at the dinner planned for Friday. My plan was to ask for their forgiveness. I even told her I would take the blame. She texted me back that she would support me in whatever I decided.
Friday night I was still in my daze getting dressed for dinner. As I finished getting dressed, I went over in my head how I was going to confess that Molly and I had cheated. I hoped it might make them confess their affair. If they did, I didn’t know where that would take us. The dread I was feeling was making me nauseous.
We took the short walk across the front yard up to the door. Jenny didn’t knock; she just opened the door pushing me ahead of her. I passed the threshold to the shouts of “SURPRISE”. The lights came one to show about twenty-five of my friends surrounded by party decorations. A banner hung from the ceiling: “Happy 40th Birthday”. With everything going on, I had forgotten my fortieth birthday was next week.
It hit me like a ton of bricks: my wife hadn’t been cheating on me. She had been planning a surprise birthday party for me.
I put on my happy surprised face, letting everyone congratulate me on my birthday. I made it through the party and really had a good time. At one point, Molly came up to me, whispering that she had already given me my present but would give me another if I wanted to sneak away. I told her to stop and it wasn’t funny. Thank God Jenny didn’t hear her. My wife was strutting around all night bragging that she pulled off the surprise without me knowing. After the presents and cake, Jenny announced to the few still at the party that she was going to take me home to give me the best present of the night. Everyone hooted as we walked home.
As we walked in the door my wife grabbed my hand, “Let’s go, big boy. I’m taking you upstairs to give you the best birthday fuck you’ve ever had.”
She stripped me naked before stripping herself. My cock was in her mouth but she told me that I was not to cum in her mouth. My cum was reserved for her pussy. I couldn’t help but think that just a few feet away was the spot where Molly swallowed my cum.
Jenny spread her legs, telling me to fuck her pussy hard. She told me to get my birthday cock inside her My shy wife had never talked to me like that and I loved it. I fucked her hard and just like the other night she came before I did. Exhausted from the sex, the party and mainly the stress I had been feeling the last few days, I fell asleep before Jenny came back to bed after wiping my cum from her pussy.
When the sun shone through the curtains my wife was spooning me. “Good morning, birthday boy. I hope you enjoyed your party.”
“Yes, it was great. The after party was even better.”
Jenny looked into my eyes. “I can’t believe you thought I was cheating on you.” I looked at her, shocked. “Yes, I know. Molly told us about your plan to catch us. It was a good plan if we had been cheating. We turned it into a good cover for the party making it that much more of a surprise.”
I stammered a few times that I was sorry.
She stopped me. “Look, I gave you a bunch of signs. We had gotten a little stale; I would have thought the same thing. I get why you thought what you did. Oh, by the way, Molly wasn’t working those two nights you caught me coming home. She was at home helping us with the decorations.” Jenny leaned over kissing my shocked face. “I really loved how she said you took the blame for my perceived infidelity.”
I stammered some more till I finally got out some coherent words. “You knew I thought you were cheating and you didn’t say anything?”
“That would have spoiled the surprise. Molly made it up to you, didn’t she?” Jenny asked with a sly grin. My jaw must have been on the floor, I was so shocked. “That was my idea too. Well, Molly brought it up as a joke but I told her to do it and Craig agreed.”
I really didn’t know what to say. “Wait, you knew that too? Oh shit, I’m so sorry, it was happening before I could do anything about it. I know I should have stopped her but I just didn’t. I’m so sorry it happened.” I looked Jenny in the eyes who was just smiling at me. “Wait, I don’t understand. Aren’t you mad?”
Jenny put her finger to my mouth, “Stop, she had my permission to do it.” She looked at me with her strange grin, “Craig and I weren’t sure she would go through with it. She texted us afterward that she had surprised you with it. God, I don’t know why but I was turned on when I got you in bed that night.”
“Yes, to be honest, I wondered if you had been with Craig before me that night.”
Jenny leaned over to kiss me again. “She also told us how you said you were going to confess to us last night at dinner, even taking the blame. Very chivalrous.”
“Can we back up, are you really telling me you aren’t mad that your best friend sucked my dick?”
“Nope.”
I lay there for a few moments with my mouth wide open. Not only did my wife know her friend gave me a blow job but she encouraged it. In my shock, I hadn’t noticed that Jenny was up getting dressed. She had pulled out her phone typing on it.
“You will get your chance at that confession tonight. Craig and Molly want us to come over to polish off the left-over food and alcohol.”
I lay in bed while Jenny went downstairs. I was so confused; I had convinced myself that my conservative wife was having an affair with my friend. Now I was going to be the one to admit in front of my wife and friends that I was a cheater. I still couldn’t understand how my conservative wife wasn’t mad that my dick was in another woman’s mouth. I also didn’t know how I would face Molly, much less Craig, but I was resigned to make it right. I wanted to be open and keep everything honest between us.
During the day, Jenny was poking at me, asking if I had my speech ready. I was nervous taking the short walk across the yard to Craig and Molly’s with my wife. Craig met us at the door with a hug for Jenny and a bear hug for me. “Oh man, that was a great party last night, buddy. You were so surprised.” I thanked him. “It was worth all the work we all put into it,” he said with a wink emphasizing the word 'all'.
We had a couple of beers before dinner then moved to the living room after we ate. All their eyes were on me knowing I had something to say. I stood up facing the three of them and took a deep breath.
“First of all, I want to thank you all for a wonderful party. Yes, I was completely surprised. I need to make apologies now. I am very sorry that I thought Jenny and Craig were having an affair,” I said looking at Jenny then to Craig. “I jumped to some conclusions that I shouldn’t have.”
Craig jumped in, “Hey, buddy, we led you there, so we have to take some blame too.”
“Thank you, Craig, that makes me feel better. This is the hard part.”
“Oh, and yes it was,” Molly chirped.
“Dammit, Molly, this is serious. I don’t want this to cause us a problem. Molly and I had oral sex.”
The three of them looked at each other grinning. Craig spoke up, “Yes, we all know and I think you know we all agreed to let her do it to distract you.”
“Well, it did. Is that it?”
“Hmm, the more I think about it, I guess, buddy, you owe me a blow job.” The women laughed and echoed his comment.
I was taken back, “What? I’m not sucking your dick, Craig.”
Jenny helped me out, “Yeah, I don’t think anyone wants to see that.”
“Not that I have anything against those that do, but I wouldn’t want to see that either. Maybe your wife needs to repay your debt,” Molly said.
There was silence in the room with all three of them looking at me. It dawned on me for the first time that they may have planned this. I was speechless staring a hole into Jenny. Molly broke the silence, “Honey, help me get a fresh round of drinks in the kitchen.” The two quickly walked into the kitchen leaving Jenny and me alone.
I looked at Jenny, who had a shit-eating grin, “Do you want to suck Craig’s dick?”
“Maybe,” she said coyly. Jenny slid over to me wrapping her arms around me. “I don’t have to, Molly thought it might be fun. She said it would add a little spice to our relationship. I have to admit I was turned on that night your dick was in her mouth.”
“So, what are you guys proposing?”
“I don’t know that we are proposing anything. We knew you were going to confess to us about Molly’s blow job. Molly said she wouldn’t mind if I did the same for Craig, Craig said it would be appropriate payback.”
“Wow, I can’t believe you're suggesting this.”
“Oh God, you’re right, we shouldn’t do this, let’s just stop right here.” Jenny looked down at my lap seeing the unmistakable outline of my hard cock. She patted my crotch, “I think you like the idea though. I would be fine if Molly does you again or if you wanted to return her favor.”
“Are you sure about this? What if we get carried away?”
Jenny kissed me and squeezed my crotch, “That wouldn’t be all bad, would it?”
I pulled Jenny close to whisper in her ear. “Are you saying what I think you're saying about getting carried away?”
Jenny pulled back looking directly in my eyes, “Only if you are okay with it. It could be fun and it has spiced things up our last two times.” Jenny looked me in the eyes before kissing me on the lips. “But just know that I love you and I don’t want to do anything that will mess that up.”
I stood up and called Craig and Molly back into the room. Each was holding drinks for us. Before they could sit down, I grabbed Craig’s hand shaking it. “You’re right, I owe you a blow job but I hope you’re not offended that I don’t want any part of your dick. My wife has graciously agreed to be my proxy if you will accept.”
Craig looked at his wife anxiously. It was obvious that they all thought this was a joke and I wouldn’t go for it. “Uh okay, if that’s alright with Molly.”
Molly laughed and nodded. “One thing, I really don’t want to watch if that’s alright.”
Craig again looked over to his wife, “Sure, I guess I can take Jenny upstairs or something.”
Molly went to her husband kissing him on the cheek. “You take Jenny upstairs to get your blowjob and stuff.” She put emphasis on 'stuff'. “Don’t worry about us. I will find a way to keep Chris entertained while Jenny is taking care of her husband’s debt.”
Jenny looked over to Molly grinning, “You know, I think he owes you a debt too.”
Molly laughed, “Your husband has a lot of debts to be paid. I think we can get them worked out.”
Jenny and Molly hugged with Molly whispering something in Jenny’s ear. Jenny giggled then took off with Craig upstairs.
“What was that all about?” I asked Molly.
“I just told your wife to take her time and enjoy herself. I would keep you occupied for the time she needed to do the job.”
“Really, you think Craig will last that long in my wife’s mouth?”
“I don’t know how long it will take Jenny to pay off your debt. We will have to think of a way to keep ourselves entertained.”
“What did you have in mind?” I asked.
“Hmm, we could play cards or a board game.”
I really thought she was serious. “I don’t think I could concentrate on a game while our spouses are doing, you know, doing what they are doing.”
Molly scooted over next to me putting her hand on my leg. “I was going to suggest that I give you a blowjob but we’ve done that.” Her hand went on my crotch, “I think I have a better idea. Chris, you want to go up to our guest bedroom and fuck me?”
She squeezed my hard cock in my pants. “Molly, do you think we should go that far? Craig and Jenny are just doing a blowjob.”
Molly opened my pants, reaching in, grabbing my dick. “Chris, I lied to you before. When I whispered in your wife’s ear, what I told her was that she had my permission to fuck Craig as I was going to fuck you after they went upstairs.”
“Is that why she giggled?”
“Yes, let’s go listen at the door to see if we can hear them fucking.”
“You think they are upstairs having sex right now?” A wave of anxiety came over me. My cock shrank in Molly’s hand.
Molly sensed my distress. “We can try to stop them.” Molly released my dick, ready to go upstairs.
I stood up just as quickly grabbing Molly’s hand. “No, I agreed to this. Let’s go upstairs and see if I can hold up my end of the bargain.”
I pulled my pants up so they wouldn’t fall going up the stairs. We did stop at the bedroom door, putting our ears to the door. At first, it was hard to tell what they were doing. But when I put my ear to the door, the grunting and the squishing sounds were clearer. It was obvious that sex was happening in that room.
Molly pulled me into the bedroom hugging me tightly. Her hand slipped down to the front of my pants to find that my cock had recovered. In a quick move, my pants were at my ankles with Molly stroking my cock. I grabbed her hand, stopping her. “Molly, you need to stop that before I make a mess on your hand rather than somewhere else.”
A big grin crept across her face. She quickly stripped her clothes off and jumped on the bed. I dd the same ripping my shirt off and kicking my pants away. Molly’s legs were spread, giving me a wonderful view of her glistening pussy.
Once over the top of her and my cock lined up, I shoved. It was our turn to grunt and moan. There was one thing for sure, we weren’t making love. We were fucking.
I was pounding her hard when she pulled my head to hers pushing her tongue in my mouth. I was surprised that we were kissing but I didn’t stop her. Molly stopped kissing, putting her mouth to my ear, “Oh fuck, I’m coming.”
I shot my load as her pussy contracted around my cock.
As we caught our breath, we lay next to each other in silence. Finally, I looked over at my wife’s best friend. “There’s no going back now.”
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