Jackie’s Night Out free porn video

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There’s been very little playing in my life lately and I can’t believe it’s taken this long for something to happen that I feel is worth writing about.

I’ve been to only one swinger’s party with my husband in a month and a half. We’ve done normal vanilla stuff, which is fine, but I haven't even been in the mood for that and, on top of it all, the Covid vaccine kicked my ass. 

Just when I thought it couldn't get worse, I heard from Jackie. She’s featured in a few of my journal entries and she’s had coitus with my husband on and off for over a decade. She’s fun and I really like her. So, when I got a text saying she needed a favor, I waited until we were both out of work. 

I know she’s having marital problems — it’s been going on as long as I’ve known her. Ryan is a cool guy but I hope I don't have sex with him again. Not that he’s bad — he's just not that good!

But Jackie’s favor didn’t involve Ryan. She asked me to be her wing girl at a gangbang she’d set up through a lifestyle guy we know named Ed. I said I wasn’t in the mood but she assured me I didn't have to have sex. She needed somebody to make her feel safe. We’ve done it before and it always ended well but I said my guy wouldn't let me.

“Let me handle that,” she said.

When I got home, hubby asked, “So Jackie needs a wing girl again huh?”

“Yes, but I don't really wanna go.”

“You should go. She needs a friend to watch out for her and, who knows, you may get lucky, too.”

“You'd let me play?” I asked.

Hubby said he’d noticed my recent misery and maybe this was my chance to have some fun. I said I’d talk to Jackie and think about it. 

She’d arranged it for Monday at a hotel just south of Boston and I was talked into when she said, “It’s only four guys and I really need it.”

After a long boring weekend, I texted Jackie that I’d got my period. It wasn't true but I didn't want her or the guys thinking I could be persuaded to play. She seemed bummed but understood and as I pulled into the parking lot at 7pm I got two texts. The first was from my guy. ‘Have fun if you want and make sure Jackie is safe.’  The second message was from Jackie: ‘Room 416.’ 

I walked past the reception desk to the elevator with that guilty feeling of eyes on me. It was silent and the place seemed empty… until I got to 416.

Jackie was there with Ed and another guy and I said I needed a drink. The wine wasn't that good but I’d got my first glass down when two more guys showed up. “Waiting on one more,” Jackie said. 

I knew two of them — Ed and Rob, who was kind of creepy but well hung. He always wore swishy pants and paid for laser hair removal everywhere. The guys couldn't wait so they disrobed and I guess Jackie had warned them that I had my period. The average penis size looked around seven inches, maybe bigger.

Jackie is a champ. I watched her handle her business in all three holes for about twenty minutes before there was a knock on the door. I was told, “That’s Blake,” and I went to the door and looked through the peephole at a guy standing in the corridor. 

I opened the door and said, “Blake?”

“Yes. Lindsay, right?”

“How did you know?” I asked as he walked in and grabbed a beer.

Blake apologized for being late, saying he’d come right from work. “Are you playing?” he asked.

“No. My period came today.” 

“Damn,” he said. “I’ve been dreaming of it with you for a year or so.”

“You don't know me,” I said.

“I’ve been to ESC and on both websites you’re on. I’ve seen you and I think you’re beautiful.”

I thanked him. “Maybe another time.”

He went to the bathroom, turned on the shower, disrobed, and got in. Curious, I looked in and saw his perfect body and large fat cock. Yes, he was good-looking and hung like a thermos — so, he was definitely my type. But, no, I wasn’t playing.

Jackie got them all to cum but Blake really pounded her, just the way I like. I watched his cock go in every hole Jackie had and she seemed so happy. He asked me, “Are you sure?” and I told him I was sure, no playing for me tonight.

He said he hated when too many people were watching; it made him self-conscious and he couldn’t perform the way he wanted.

“Oh sure, Blake,” I grinned, “whatever you gotta tell yourself.”

Each guy gradually dropped out. Jackie seemed happy after getting up for water breaks and not being sore dealing with Viagra men. The pair that arrived together left first.

Blake finally filled his condom and was all sweaty and glistening. Jackie kissed him and I was a little jealous but he went for another shower while I sat with her. She hugged me, thanked me for being there, and said that she really needed the session. I noticed it had been just over an hour — I prefer longer!

I talked to Ed while he dressed and I heard Blake call out, “Is there any chance one of you is going North of Boston? It’d help if didn't have to take a uber or the subway.”

Ed was local and Jackie said, “Sorry, south shore here — but Lindsay is North.” 

I asked Blake, “Where ya going?”

“Revere.”

It’s a city I drive through to get home so I agreed to give him a ride. After we all said our goodbyes, Blake walked to my car and told me exactly where he lived and we chatted and laughed on the way. He was cute and I asked how old he was — and he was three years older than I imagined. 

I asked if he smoked weed and I pulled out a joint. “But I don’t smoke in my car,” I said.

He said we could smoke in his driveway. I was impressed that he lived on the beach and not in the gross city. He’d moved in a few months ago and, after I’d parked and we’d smoked, he said, “You might as well come up to my place.”

We took the stairs up one floor and his home was clean and I complimented him on it. He said he'd dreamed of having me in his place.

“Oh, really, why?”

“I’ve chatted with you on AFF and I always masturbate.”

“Oh my god,” I said. “I know you now.”

By now, we were stoned and he offered me a drink of bourbon. We clinked glasses and he said, “I need another favor. May I kiss you goodnight?”

The fact that he’d asked, made me somewhat horny — and he was a great kisser. He looked me in the eyes, held me tight, and said, “God you’re so beautiful,” and squeezed my ass while kissing me again. 

It was enough to make me whimper and I pulled back from the kiss and said, “Blake, I lied.”

“About what?”

“I don't have my period.”

He stared at me, then picked me up and kissed me all the way to his bed. I straddled him and we made out like teenagers, undressing each other. We locked in a sixty-nine and my jaw ached to suck his cock. I hoped it would still taste of Jackie but, of course, it was clean from his shower. 

I moaned as he did a great job licking and fingering me. He pushed me off, sat on my chest, and said, “I know you like this,” and fed me his cock. He told me I was beautiful before raising my legs high and driving inside me.

“You’re on Viagra, aren’t you?” I said.

“Yes, I am,” he admitted and really fucked me harder and faster than he did with Jackie.

I wanted him to last longer but he pulled out and came all over my stomach and tits. It felt so good to cum and make somebody cum like that. It was just what I needed and he hoped we would play again. I took his phone and put my number in it.

On the drive home, I blasted loud music as I was still stoned. I told my husband what'd happened. “I played for ten minutes with someone good,” I said, “but the ending was too fast.”

He laughed and after I showered, we made love while I thought of Blake. I wanted to be fucked not made love to. Well, let’s see how I feel in the morning… 

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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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Death Knights

On the edge of the galaxy an interstellar species known as Terrans continued to explore and expand their reach. Calling themselves the Steel Empire, or SE for short, they have vast technology, and ambition. Their home world now known as Steel Crown, is the origin of the Death Knights. Gifted among the Terran People for their ability to manipulate the fabric of the universe. Only one in a hundred thousand Terrans are born Death Knights, and they form the ruling class of the SE. The Death...

2 years ago
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Her Late Night Hotel Outcall

It was Em’s last night in Paris. Tomorrow she was going to be on a plane home after a whirlwind business trip. She’d had no time to herself at all, not even for the nice hot massage she always liked to reward herself with on a long-distance trip. She was basically packed for the journey. She didn’t want to go out. It was already seven o’clock and chill outside.  Her plan was to eat in the hotel and then return to her room and have a nice hot shower and go to bed with Vic. Vic was her lovely...

2 years ago
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Her Late Night Hotel Outcall

It was Em’s last night in Paris. Tomorrow she was going to be on a plane home after a whirlwind business trip. She’d had no time to herself at all, not even for the nice hot massage she always liked to reward herself with on a long-distance trip. She was basically packed for the journey. She didn’t want to go out. It was already seven o’clock and chill outside.  Her plan was to eat in the hotel and then return to her room and have a nice hot shower and go to bed with Vic. Vic was her lovely...

Straight Sex
3 years ago
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Silver KnightsChapter 4

By the time Hank got back to the site of the accident, Jean had called 911 to ask for an ambulance and a policeman. One of the first things she said was “This is a call from the Silver Knights.” The dispatcher had been warned of a possible call from one of the kids, and that she was to take any such call seriously. She had no trouble taking seriously a call about a Hit-and-Run accident and a child with a compound fracture in one leg and a simple fracture in the other leg. Jean had already...

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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  • 13
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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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Nightlight

Hi! Let me introduce myself. My name is Rory and I’m eighteen. My brother is Derek and he’s seventeen. Actually, I’m almost two years older because he just turned seventeen a couple of months ago, and I’ll be nineteen in less than two months. I was nine and Derek eight when our father was killed in a car crash. They said he was drunk, and I can believe it. He was drunk a lot of times. He didn’t have any insurance, and we’d never had much money anyway, so we were in kind of a tight place. In...

Taboo
4 years ago
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ACTION IN THE DUGOUT

Frank was going to the ball field for a little practice with his old teammates. He looked around the kitchen to make sure nothing was left turned on. When he was satisfied everything was in order, he put on his team cap and left for the field.The ongoing rivalry between him and his younger sister made him decide to walk to the ball field; otherwise he would have to ask his sister Trish to give him a ride. Frank and his friends couldn't help noticing Trish. She had become quite a cocktease. She...

1 year ago
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The Dugout

"Why the hell did they pull me up from Toledo if they didn't intend to use me?" Steve Strathmore sat on the bench in the dugout at Comerica Park in Detroit, watching as the fans slowly filed out of the ballpark. He'd been called up from Triple A Toledo for a month while one of the Detroit Tigers' star players recovered from an injury, and since his arrival two weeks ago, he'd played exactly two games. He loved the game, had since he was a kid. This was his shot at the big...

2 years ago
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Stranded in the Outback

It was supposed to be a graduation present to Jack – a family trip to Australia. Since Jack was little he was always fascinated with the "Land Down Under". He used to watch "Crocodile Dundee" over and over and he would read many books about Australia. Therefore, his parents promised him that upon graduation they would take him on a month long vacation to that distant country.Jack graduated and the date for the trip was set. Jack's parents, Tim and Joanna, decided to do the trip in August – the...

2 years ago
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Outback

Forward:I am a great fan of Bill Bryson. Having read his book entitled, Down Under, I was intrigued by a passage in his book that dealt with his journey from Sydney to Adelaide. During the excursion, he visited a town named Young, also renowned as the cherry capital of Australia. While in this town, he encountered a store that doubled as the local pet store and porn shop, one all the most unlikely and unusual combinations you could imagine. He didn’t elaborate too much about the place but went...

Gay Male
2 years ago
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Outbreak

First let me say thanks to my volunteer editor KJ plotts for putting up with me…I know I can be a handful. This is a long story about some fairly dark subject matter so if that’s not your thing I can completely understand that but you should think about another story then. Otherwise I hope you enjoy it and make sure to vote. The Second Coming Turning and turning in a widening gyre The falcon cannot hear the falconer: Things fall apart, the centre cannot hold, Mere anarchy is loosed upon the...

2 years ago
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Wanted Dead or AliveChapter 2 Indian Outlaw

Riding into St. Johns, Hoyt had a good feeling about himself. For the first time since he was old enough to do a days work, he didn’t have a real job. Yet, he’d made more money this week than he’d made in any three years of his life. At the courthouse, he met with Apache County Sheriff, Braden Wills. “Hoyt, I got one here for you that I’d like to get cleaned up as soon as we can. This’n is gonna to be a tough one, but from what Marshal Freeman told me, you can get the job done if anyone...

3 years ago
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Adam Knight AbbyChapter 4 A Night In Heaven

When I opened my eyes again, I was back in that foggy, white place I had been right after my car accident. 'Oh goody! Here we go again, ' was my first thought. A second after I arrived, the light flared into existence. Again it was a few feet in front of me and hovering at chest level. My eyes seemed to adjust a little quicker this time. "We have called you here to tell you we are pleased with your performance thus far." "Thank you," I said. "Are you willing to answer some of my...

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