Bucket List Sex

BUCKET LIST SEX

It just occurred to me one day last year that there were many things I would like to do sexually that I haven't done, so I sat down and wrote out a bucket list of sexual goals, things I wanted to mark off that I had never been able to enjoy. The first thing I wrote down was have sex with a stranger I just met and will never see again. The thought was to meet someone, propose my plan, and hope for the best. I wondered if women ever had the same thoughts as me.

Well, the first five women I proposed it do didn't react well, and I was probably close to getting beat up by a boyfriend or shot by an outraged husband. I just said it like a casual interest that I thought they could easily decline, but they took it as an assault not a mere friendly suggestion. I simply said, "You know, I'd really like to have sex with you and if you have any time this afternoon we could get a room. Any interest?"

All five of them ran off in a huff as if I had demanded they take their clothes off in the middle of the street and let me fuck them doggy style in front of God and everyone. I didn't let it deter me, however, the sixth one, a redhead with a fuck-me smile and a dress short enough to stop traffic, said, "You have a place already, or do I have to wait for you to find an acceptable spot to lay flat?"

"I have a place in mind and it's real close," I said.

"Do you often proposition a stranger to fuck right out of the blue?" she said. "Name is Marcy, by the way. You should know it if we are going to copulate. Yours?"

"I am Craig, and no I never have, but I have always wanted to, so you look like you might be the kind of person who would be interested," I said.

"I look like a whore?"

"You look like someone I'd like to fuck," I said.

"I like your honesty," she said. "Most men just give you that "I-sure-would-like-to-bone-your-ass look. At least you're polite and direct. Well, I do like to fuck, and you look like someone healthy and able to do a respectable job fucking. By that I mean you look like you may have enough in those pants of yours to adequately fill my pleasure drawer. You like cowgirl, Craig? I am partial to being on top," she said.

"Top, bottom, on your knees, standing, whatever," I said. "I just like the endeavor. That is the first thing on my sexual bucket list," I said. "Fucking a stranger."

"You have a sexual bucket list?" she asked. "How totally millennial. What a modern man. How many things are on that list?" she asked.

"Twenty-two," I said, "but I suspect I will add to it. Can't tell how high that number may go," I said.

"Well, of course," she said laughing. "You aren't expecting a friendship to grow out of this are you?"

"That's part of what's on my list. 'A stranger that I never see again.' I have fantasized about it. Just thought I'd try to make it come true."

She followed me to the Hacienda Hotel, as she just wanted to drive away when we were done, and she waited in her car as I registered.

"I need to leave by five," she said. "My husband likes dinner at six, although he won't mind my afternoon of diversion at the Hacienda. We have an 'understanding,'" she explained, making air quotes with two fingers of each hand. "He has his friends, I have mine."

We parked next to one another close to the room and went right to number 38. Once in the room, she didn't waste any time and was out of her clothes in less than a minute.

"You married, Craig?" she asked.

"That's not on my bucket list," I said with a smile.

When she was nude she turned to me and said, "I hope you don't expect a lot of hugging and kissing."

"It is just an afternoon of fucking," I said. "No need to get high schoolish about it. I just want to fuck a stranger, say goodbye, and drive away."

"My kind of afternoon delight," she said.

She motioned to the bed and indicated I should get in place. I climbed on, put my head on the pillow, and held out my hands. She knelt beside me, put one leg over my hips, and slowly lowered herself down on my erect cock that stood straight up from my belly. She wiggled her hips, sliding me in, then slowly began bouncing over me, sliding my very stiff, and very eager cock up into her wet and wonderful pussy.

She might have been a married lady, but she knew how to fuck, especially cowgirl. She had said it was her favorite of the Kama Sutra, and she had studied that thoroughly. She held herself up with one hand, the other in the air like a bronc riding cowgirl. Marcy certainly knew her stuff. She fucked like a fleet whore working San Diego Naval Base.

She rode me hard like a bronc, and when she came it was with a shout, and she pushed down on me, holding my cock in her as she climaxed around my dick. When she recovered, she spread over me like a blanket, and she said, "You do a wife good. My, I haven't been that vocal for years. Nice meeting you stranger. Glad to help you on your list project," she gushed.

Number two on my bucket list said: "To be in a double." A double penetration is two men on one woman with one in her pussy while the other slides into her backdoor from above. I have seen it pictured and described in the Kama Sutra, and I have heard it talked about, but I have never done or seen anyone do it in person.

In college I heard guys talk about it, some brag they had done it, although I am not sure I believe the dorm-fuck-brag stories. Like the guy who brags he's been with lots of women but you've never seen him even talk to one.

I knew the first thing I needed to do was find a willing woman and then bring a buddy in to complete the sandwich. To find a woman who would be open to doing a double penetration I needed to do some research and talk to some people who would know.

Marcy and I had pledged to end any contact, so I knew she would not want to be involved in any way. I thought of a friend who had been in an open relationship. As far as I knew he still was. It was worth a try so I called him.

"Long time no hear," Glenn said. "How you been?" We chatted about friends, caught up on stuff, and finally got around to what I'd called about. I told him about my bucket list. He laughed, said I was a "perve" and that he did know some women who were into kinky shit, but that I should go online. "You can find anything on the internet," he said.

"Google Double Penetration," he said, "or other Kinky Shit. They can find anything for you. You want pussy? Google Pussy. It will be on your screen in seconds," he said. "You can even get their emails and contacts. It's the way of the times. Just ask Google."

He certainly did sound like he knew what he was talking about. Just go on the internet. That simple. "Okay," I said. "Thanks."

"If you need a third person for your double, let me know. I love to fuck," he said. "I don't have a bucket list, but I have things I'd like to do. That's one of them," he added. "Just keep me in mind. Okay, let me know."

I told him if I found a woman, I definitely would give him a call. As soon as I got home, I got on the computer and went to Google. I wrote in Double Penetration and right away there were over a hundred sites to watch folks doing it. I tried again and wrote "women who agree to doubles."

I got a list of emails and phone numbers with pictures next to each, showing what she looked like, even a few videos of some of them in action. I took down three numbers, listed the names they gave, then emailed each one telling what I wanted and where I was. I noted that I would get a hotel room, bring in another guy, and we would pay her if that was what she required.

"Of course it's what they require," my buddy said when I told him I had written three potential double partners. "You don't think they're amateurs do you?"

Sheepishly I admitted they most likely were not amateurs.

"You got a favorite?" he asked.

"They all look great," I said, "but I'd probably pick the blond."

"Good choice," he said with a smile.

I rented a room at the local Marriott and Glenn and I arrived early enough to have an early dinner, spent some time in the room watching a game on tv and made sure everything was ready. Both he and I were excited, and neither one of us spoke about it that afternoon, as if mentioning it could jinks it and mess things up.

We were watching out the window at the parking lot when we saw her drive up. She got out of her car and walked toward the registration desk. She was tall, lean, and dressed in more than you'd expect for a Marriott afternoon. She had on a short, loose skirt, fuck-me heels, a low cut top showing far more than the hotel staff deserved, and had a sexual air about her you could see from a blimp.

After about six minutes, there was a light tap on the door and Glenn and I looked at one another and smiled. When we opened the door she asked if anyone here was interested in the services of a talented modern woman with "exceptional skills in the pleasure giving department."

"Right this way," Glenn said, stepping back to let her in.

"I'm Samantha," she said, "and I give pleasure really well."

"I'll bet you do," I said.

As I shut the door, Samantha began removing her clothes. "So, you want a double?" she said.

"That would be nice," Glenn said.

Samantha then told us the position each of us should get into, explaining just what would be called for. She had me get on my back on the bed, with my cock pointing up, with her kneeling over me with her ass in the air. Glenn was to kneel behind her with his stiff cock between her ass cheeks, inserting the tip at her anus and moving it in and out, alternating with me, going in as I came out and so forth.

I got on my back as she suggested, my cock sticking up and she bent over me and took me into her pussy, her hands on the bed on each side of my head. Glenn got behind her and slipped his dick in her ass as she had instructed. She had made sure he was lubed up good, coating his cock with Astroglide, then once she was in place he slid it in nice and slow, steady and smooth, pushing in with one motion.

I waited for him to slide in, then when he was pulling out I pushed my cock into her pussy. We alternated. As he pushed in her ass I was pulling out of her pussy, back and forth, in and out, just like the movement of a machine. A fucking machine.

We fucked her in each of her holes for forty minutes, then we all rested until she said, "I can take each one of you separately for the same price. We had never talked about what it cost, but she held up five fingers. "My ass and pussy will cost you five bills," she said, "whether it is only once, or if you each do me twice. Your choice. It's like a sale."

Glenn fucked her first, then I let her climb on me and ride me cowgirl until I came inside her. I don't think she ever came that night. She is a pro and probably gets herself off with her finger at the end of each day.

After she left I crossed off Double Penetration from my list and said goodbye to Glenn, then I drove home. The image of us both fucking Samantha has stayed with me and has put me to sleep for weeks now. It was a great item on my bucket list, and I am so glad I put it there.

The next thing I had written down was "threesome." I had always wanted to do two women at one time. I told Glenn about my number three and he said I should call two of the women he knew were pretty liberal with their sexuality. Liberal is the euphemism for sexually loose. He thought Karen and Marsha would be perfect.

"So for a threesome not a double?" I said.

"A double may be a little too libertarian for many women," he said. "I know they do threesomes, but I don't know about doubles," he said. He gave me both of their phone numbers. We thought emails were not the way to go. Far too impersonal. Too formal.

I called Marsha first. I told her I was a friend of Glenn's. I explained about the sexual bucket list, and how he had told me she was a "modern" woman. I said I was interested in a threesome and I was told she might be willing, especially if there were another woman she knew. I mentioned Karen and she said she and Karen had done threesomes together before.

"I hate to sound superficial," she said, "but could you send me a photo of yourself, maybe to my email?" I quickly sent off a photo of myself, the best I had, in my opinion. An hour later I got an email that said, "Karen and I would love to make pleasant memories with you. Call my number if you are still interested."

I called and we chatted like old friends. She asked me about myself, my occupation, where I was from, and whether I had a family. I told her I only had a mother and a father, two sisters, and a brother, no wife.

"So, do you just wank it?" she asked boldly.

I told her I got along, and she said, "Oh, yeah, your list. It's refreshing," she said, "when a man just comes out and says what he wants. If he wants to be fucked, to just ask for it."

"Well, all women aren't so willing to hear honesty," I said. "Many get offended. They take it as a personal affront. They think it's brutish, caveman like, depraved. Yes, it is refreshing to hear a woman say that," I said. "I'd rather say, 'Let's fuck. And have her say, 'Not now.' Than have to hint around about it and have her say, 'I didn't know.'"

"That's why honest communication is better," she said. "You don't waste all that time trying to guess what someone wants."

"So let's fuck," I said.

"Okay, when?" she said.

"My place, at six, bring a friend," I said.

"Love to," she said. "Email the address."

Marsha and Karen arrived at 5:59. Their knock was a friendly seven rap item that said, 'Let's play.' When I opened the door one of them said, "Anyone interested in a threesome?"

"You've got the right house and the perfect attitude," I said. "Come in, ladies, and take your clothes off."

"We'd love to," said the one I found was Karen. They came in, I shut the door, and they both began getting naked. "Don't see any reason to waste time," Marsha said removing her blouse, which had no bra under it. Karen slipped out of her skirt and I was pleased to see she wore no panties.

As soon as they were both nude, they began working on me, undoing my belt, taking off my pants, and pulling my growing cock out of my shorts. "My, how manly," she said holding my already stiff cock in her soft hand.

"I think we can find a warm place to put this hard thing," Karen said.

"Two warm places," Marsha corrected. "I've got one and you've got the other."

"And two tongues to lick it clean," Karen said. "I wanna taste that big boy," she said."Do you want to be fucked, honey?" she said.

"I thought you'd never ask," I said sporting my full on raging hard on.

"Why don't we flip a coin to see who gets him first," Marsha suggested.

"Don't have a coin, but rock, paper, scissors should do." After three rounds, Karen won me with a rock. She crawled on the bed and opened her legs. "Get up here," she said, "and slide that baby in me."

"He can finger me as he fucks you," Marsha said.

"Or you can squat over my face and let me eat you while he fucks me," Karen said. "And you can kiss him at the same time."

"That sounds marvelous," Marsha said.

Karen got on her back and I climbed between her legs. I inserted my erect cock into Karen's pussy as Marsha kelt over Karen's face. Karen began eating her friend voraciously as I fucked her, using quick, short thrusts into her.

Karen must have been wonderful at pussy eating because Marsha began to come shortly after I started fucking Karen. She stopped eating Marsha soon after and began to come herself. I continued to fuck her, but she put her hand on my cock to stop my movements into her, since she was too sensitive for me to continue.

We all were breathing hard and fighting for a breath. I resumed going in and out of her after a few minutes and fairly quickly she began once again matching my pace with a movement of her hips. Marsha also put her pussy back over Karen's mouth and my fuck partner began eating her friend once again.

We must have continued like that for another thirty minutes until we changed places and I began fucking Marsha. This time she climbed on top of me and I began fucking her cowgirl. Karen stood with her feet on each side of my head, facing Marsha. She started to come a few minutes later.

"Oh, baby, yes, eat my pussy good," she said hoarsely, her voice deep with arousal. "You always eat me good," she yelled. "Suck on my clit like you do," she said. "You are so good with my pussy in your mouth. Oh, god, yes."

Her voice brought me close to my orgasm and I was close to filling Marsha with my cum. She had told me it was fine because her tubes were tied, so when I began I just let it go and shot stream after stream into her eager, willing pussy wet with my precum and her love juice.

Her fists clenched as she accepted my semen, and I could see her bite down on her lower lip. Her brow tightened and her eyes closed, and squirt after squirt of my cum shot into her splayed, pink, and extremely wet pussy. Her muff was a soggy mat of damp hair, soft and aromatic as an unsullied sponge.

Karen moved her pussy away from Marsha's mouth and sat on the bed. As I moved out from under her the women came together and began to kiss. It was a tender, erotic kiss that made me smile and relax against the pillow to watch. It was as good as any porn I'd ever seen.

I watched them for maybe thirty minutes, and then they both collapsed on the bed. It was a great evening of sex and certainly worth a check off on my bucket list. The number on that list has grown to thirty, and if you're interested, I'll tell you about the others as I cross them off. It was a great idea to make a list, and marking them off has been a blast.