Trying To Help A Friend Out free porn video

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Sarah and I had a friend, Joe, staying with us for the weekend. It had been almost a decade since we had been in Iraq together, so he wanted to catch up. We thought it would be a good idea to invite my friend Kelly over to possibly hook up with him. Sarah didn’t always appreciate Kelly. Kelly was 5’6’’ about 130lbs with wonderful DD breasts. She was gorgeous and had a tight body from working out. Sarah believed Kelly had a crush on me, so Sarah kept her at bay.

The evening started with Joe and I grilling out back while Sarah and Kelly were inside drinking wine. Every time I came in the house, I noticed they were laughing and talking up a storm. I was very grateful that they weren’t fighting. Joe kept asking about Kelly, but he was nervous about making a move. I attempted to get him to flirt; Joe wasn’t used to talking to beautiful women.

Kelly walked out to give us beers, so I nudged Joe.

“Hello gentlemen. How is the cooking going?”

“It’s going great. Did you know Joe here served with me in Iraq. We were on many of the same missions.”

“Is that right? What do you do now Joe?”

“I work for DoD.”

“That must be interesting.”

“Yeah, I guess.”

There was an awkward silence as Joe was being shy and looking at his feet.

Kelly went inside, and I slapped Joe at the back of the head.

“You better fucking step up. Kelly is hot as fuck and has a great body. Get it together.”

Joe and I brought the food in as Sarah set the table. It was our hope that we could get Joe laid. We were going to have some dinner, wine, and then go to the basement for some Netflix and hopefully chill.

Conversation was going well between Sarah, Kelly, and I. Joe was sitting and listening without saying much of anything. Every time we tried to pull Joe in the conversation, he would say a couple words then sit back quietly. Sarah and I were getting frustrated because he wasn’t picking up what we were trying to do.

Sarah: Maybe we should go downstairs and watch a movie.

Kelly: That’s a great idea.

We have a futon in the basement that Sarah had converted to a bed. Joe was on the nearest side with Kelly and then Sarah. I saw Sarah had put Kelly beside Joe hoping the two would get handsy. Sarah started a scary movie and pulled a blanket up on everyone to possibly hide any playing that Joe or Kelly would want to do.

The four of us laid on the futon watching the movie while Sarah and I whispered to each other.

“Baby, I hope they start to play and he gets laid.”

“I know. He served with me, and he wasn’t like this in Iraq. He was cool and chill.”

“Either way, tonight I want your dick in me. I’m so horny thinking of them maybe fucking in our guest room.

About thirty minutes after our conversation, I noticed Kelly was putting her head into the pillow. I smiled thinking about how Joe must be teasing her. Maybe he was even fingering her while we were all laying there. My heart began to race at the thought of Sarah and I hearing them fuck tonight in the guest room across the hall from our bedroom.

While entranced in the movie, I heard Kelly almost squeak. I turned to look at her, and my wife leaned over to whisper in my ear.

“Baby, I’ve been fingering Kelly since the movie started. We are going upstairs. Care to join?”

I just stared at her in awe and shock. I looked over and noticed that Joe was oblivious there laying at the end of the futon. It was my wife and not him that was playing with Kelly throughout the movie. They both stood up and walked up the stairs without saying a word. Joe looked at me.

“What’s up?”

“I don’t know. Hold on. I’m going to see what’s going on.”

As I made it to the top of the stairs, I saw Kelly had my wife on guest bed and was pulling her underwear off.

“Are we inviting Joe up too?”

They both looked at me and simultaneously said no. I went back down and told him that unfortunately he was going to be alone for the night. I felt terrible, but I also wasn’t about to miss this opportunity because he was awkward as shit.

I made it upstairs in time to see that Kelly was eating my wife’s pussy. Sarah had her hands running through Kelly’s hair and was squirming at her touch. My wife looked up at me and smiled as Kelly was teasing her clit. I pulled my jeans down and started to stroke myself watching the two of them. Sarah beckoned me over. As I stepped closer, Sarah took me in her mouth. The warm sensation as the head slid through her lips was intoxicating. Watching Kelly lick my wife’s pussy as she was blowing me was more than I could imagine. Sarah was getting me harder than I thought I could be. She kept moaning around my dick. I began to slowly fuck her face when she pulled back and my dick plopped out of her mouth.

“Baby, please fuck Kelly so I can watch.”

That’s all the encouragement I needed as I moved behind Kelly. She was pushing her ass back knowing I was about to use her pussy. I stepped forward and slid my dick along Kelly’s lips; her juices making my dick glisten. I pushed forward and felt her sweet hot pussy envelop my dick. I grabbed her hips and moved with their motion. Kelly moaned and my wife wasn’t even paying attention anymore. Kelly had her to the point of almost orgasming ... Sarah was riding the pleasure as Kelly continued to lick her pussy. As I was fucking Kelly, I watched Sarah orgasm from Kelly’s tongue Sarah dropped her hands to her side and was catching her breath as Kelly laid forward and rested her head on my wife’s stomach with me fucking her from behind. My wife began running her fingers through Kelly’s hair as I fucked her. My wife and I smiled at each other as I fucked Kelly.

“Yes baby. Fuck Kelly for me. Giver her that nice dick. You want to cum in her pussy for me?”

Kelly reached up and began playing with Sarah’s nipples as I was fucking her, and I couldn’t take anymore. I thrust forward and came hard in Kelly’s pussy. I was so upset. I wanted to last longer and fuck both right after each other. The girls didn’t help.

“Ray, did you just cum in me?! Already?”

“Baby, I wanted some dick too! I didn’t mean to cum in her now!”

I climbed on the bed beside my wife. Sarah reached out and lifted my now limp dick up. Both of them were pouting and looked pissed.

“Okay ladies. I’m sorry you were so hot I couldn’t help it. I do have a solution. Joe can come up here and play. I know he’s been awkward, but we all called him donkey in Iraq. It’s at least 9 inches.”

Both of them lit up at the idea of having 9 inches. Sarah handed me my phone and I text Joe to come up to the guest room.

Sarah and Kelly switched places so that Kelly could have an orgasm too. I scooted over to the far corner of the bed against the wall so I could watch. My wife knelt and began licking Kelly’s pussy lips. She was teasing her as Joe stepped into the room. He began undoing his pants and Kelly reached out her hand to get his dick.

“My god you weren’t kidding. It’s huge.”

I smiled down at Kelly as she was shocked by the size. My wife hadn’t even looked up from Kelly’s pussy yet to see it. Kelly took as much of his dick into her mouth as she could. Joe is at least 9 inches and very thick, so she hadn’t got all of it in, but I could see his dick impression moving in her throat as he was deepthroating. She would pull back to breathe every couple of strokes as he was now fully hard. I knew she was having fun, but I wanted to see him fuck my wife.

“Go ahead Joe. Fuck my wife’s tight pussy.”

Joe’s eyes were sparkling as he positioned himself behind my wife. Kelly was pulling Sarah’s head into her pussy grinding her clit against my wife’s face. I couldn’t see Joe entering my wife, but I knew when it happened because Sarah gasped and lifted her head up.

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I had been hanging out drinking with a friend of mine, and his girlfriend at their home one day. They're were sitting on the couch, and I was sitting in a chair almost directly across from them, and we were watching a comedy special. We were all a little buzzed, and they had began to makeout. I was trying to act like I didn't notice, and just pretend to watch the show, but it was turning me on.She was so sexy, Skinny waist, and big tits with a pear shaped ass. I watched as my friend slid his...

4 years ago
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Friend to crush to friendzoned cuck part 8

It didn't take much to turn me on. Before I knew it, I was jerking off again for the third time that day. I was looking at a pic of Sarah and Rachel together. In my state of horniness, I texted Sarah."So I thought about it, I'm okay with you telling Rachel about me being your cuck," I typed.What I got back was a much longer response than I expected."Are you sure? I don't want to make you feel obligated. I really care about you and I don't want to ruin our friendship with this. I want to tell...

2 years ago
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Girlfriend Flirts with Boyfriends Father

I was living at home right after I graduated from college and I was dating this girl Brittany at the time.  She was a little wild though and I had a hard time dealing with her. This one time, my mom was out of town visiting her sister and Brittany came over to visit and have some beers.  It was a hot summer day and we were drinking by the pool and my dad was in his lawn chair, reading the paper under a shady tree nearby.“It’s so nice out, I want to go swimming,” said Brittany stretching...

Cuckold
3 years ago
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Tales form Portsmouth

I have been ever so lucky and met some very nice people from here and through other websites, and I would like to tell you about these people, and how we met, and some of our adventures. For obvious reasons I have changed their names, but the events are how they happened are retold as they happened. This is about let’s call them Eamon and Ruth. I live near to Portsmouth on the south coast of England and Portsmouth being a naval base has a lot of sailors posted in the area. Eamon was in the army...

1 year ago
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Tales form Portsmouth

I have been ever so lucky and met some very nice people from here and through other websites, and I would like to tell you about these people, and how we met, and some of our adventures.For obvious reasons I have changed their names, but the events are how they happened are retold as they happened.This is about let's call them Eamon and Ruth. I live near to Portsmouth on the south coast of England and Portsmouth being a naval base has a lot of sailors posted in the area. Eamon was in the army...

3 years ago
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My Girlfriends Gum A Witchy Girlfriend

My Girlfriend's Gum (A Witchy Girlfriend) By: Boredsitting This story is heavily influenced by the story A Force Of Habit by Jessica Drew. I read the story a long time ago, and it is still one of my faves. There's also some other influences in here, as well. I just hope that it is as good a read as hers. Also, I tried to change the story about midway through to avoid copying her directly. The first half is a tribute to A Force Of Habit, but the rest needed to be my own. This...

1 year ago
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Girlfriend Her Bestfriend First Time

I sat down and turned on the movie as the two girls got the food ready. It was still early in the night and we had nothing really planed. Sara, my girlfriend, sat next to me and handed me dish of food. Amanda, Sara’s best friend, sat on the couch across from us. We had a few beers each as we ate and watched the movie. Time moved on and the events of the night took an unexpected twist. Before we continue let me describe Sara. Slightly darker skin, about 5’5 with shoulder length black hair. Her...

Lesbian
1 year ago
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Friend to crush to friendzoned cuck part 7

When I woke up I helped clean Rachel's a little bit so the whole place wasn't a complete mess. Eventually Sarah and Mark came out of the room. It was awkward with other people there, and no one really said anything. I felt like everyone kinda knew I was a cuck, even though Sarah and I weren't together. I knew I had been in love with her, but she just fucked one of my friends. My two best friends were fucking each other and I was stuck masturbating.Eventually Sarah asked me to drive her home....

1 year ago
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My Friend My Friends Mother Me Have The Time Of Our Life

I waited outside the door waiting for her to open the door. Soon I heard footsteps and the door opened. It was her mother. For a moment I was awestruck. This was the first time I had seen her mother and she was beautiful. She must have been around 40 but she had a very firm pair of breast. I could see that she was not wearing a bra or anything. So her tits were just bouncing around when she walked. I could even see her nipples. Suddenly I had an urge to touch them, but I contained my self and...

First Time
4 years ago
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Boyfriend Helps In College Assignment

Story line - A boyfriend helps his girlfriend in a college project. She needs to get human reaction to a shock factor in life for her thesis. The boyfriend (already a closet crossdresser) helps by wearing a bra in public under a shapely feminine top and ends up loving it and wanting to wear all "the" clothes forever. Chapter One "Sally what are you doing for your college thesis paper?" Mary asked. "I don't know, I can't figure out a thing to do for that shock factor assignment...

4 years ago
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Bestfriend Jack and girlfriend Kaylin Caught

Jack and I were hanging out at my house one day in the summer. We went outside to find something to do so we went into my barn to work on my four wheeler. We started to work on it and got all greasy and dirty. We started talking about my girlfriend Kaylin and he asked if she knew I fucked men. I told him she didn't know. He then asked about my other men I have fucked and asked about mine and Kaylin's sexual relationship. I told him about the other men. I then told him that me and Kaylin fuck...

2 years ago
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Trying on Panties With my Bestfriend

I had always known I was different. Since I tried on my sister's panties one day in the 4th grade, I had known. I had been with my best friend and I put on my sister's panties and my friend Chris had put on a pair of his sister's. I was really embarrassed that day because I got a little hard on when I was wearing the silky panties and bra, and I didn't know why. I didn't put on girl's clothes again until middle school. I had been watching the baseball game on TV and went to the...

3 years ago
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motel blackout

I always enjoy my sales trips. The trips fit into my crossdressing lifestyle and the thrill of being in a different town and different people.After a long day on the road, I had just checked into a motel just about 30-miles outside of Nashville, TN. For my overnight trips, I always bring my special suitcase that has my “girly stuff” (panties, dresses, makeup, lingerie, etc.). Sometimes I would just dress up pretty and cam or play with myself. On a very few occasions I would run into a very...

2 years ago
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Motel Blackout

I always enjoy my sales trips. The trips fit into my crossdressing lifestyle and the thrill of being in a different town and different people. After a long day on the road, I had just checked into a motel just about 30-miles outside of Nashville, TN. For my overnight trips, I always bring my special suitcase that has my “girly stuff” (panties, dresses, makeup, lingerie, etc.). Sometimes I would just dress up pretty and cam or play with myself. On a very few occasions I would run into a very...

2 years ago
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  • 22
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Motel Blackout

I always enjoy my sales trips. The trips fit into my crossdressing lifestyle and the thrill of being in a different town and different people. After a long day on the road, I had just checked into a motel just about 30-miles outside of Nashville, TN. For my overnight trips, I always bring my special suitcase that has my “girly stuff” (panties, dresses, makeup, lingerie, etc.). Sometimes I would just dress up pretty and cam or play with myself. On a very few occasions I would run into a very...

4 years ago
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  • 33
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SPH III The Return of Santas Perverted Helper

For the third time that cold December afternoon I tried to adjust the digital binoculars on the house across the street but I was unable to focus them. That was because my young assistant had succeeded in removing my yule log from its confinement and she was doing her best to grow it to its full holiday dimensions with her small, warm hands. “Susie, if you keep that up then we’ll never be able to accomplish this mission,” I told her, hoping it would stop her from what she was doing though...

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