Dueling Doubles

DUELING DOUBLES

If you ask what is my favorite thing to do, I'd have to be honest and admit it is sex. Missionary sex, cowgirl, anal, oral, shower, kitchen-counter sex, standing, kneeling, spooning, breakfast-table sex, hot tub fucking, backseat, front seat, or hurried handjobs, it doesn't matter. I just love sex of any kind. Even by myself, fantasy, masturbatory whacking off is great. I guess I am what a lot of people would call depraved, sexually addicted, or degenerate. If sex is wrong, I am flawed.

I had a lot of fantasies growing up, but the first real sexual encounter was with Darlene after my eighteenth birthday party when we adjourned to backseat of her mother's car, when she agreed to show it to me and handed me a flashlight. I was so fascinated that I didn't hear her mother open the car door. I did hear her shriek and I am pretty sure I will never stop hearing it, although now after forty years it doesn't wake me up in the middle of the night anymore.

My time with Darlene came to a screeching halt that night in the Packard, but I still remember the sight of that beautiful feature when I shined the flashlight on her prize. I think that was when I decided I would keep looking at those body parts for as long as I have my sight, which is dwindling every day now, but if I close my eyes, there is Darlene sitting on the seat with her dress up and her panties down, giving me the greatest show on earth.

My second most memorable sight was with Julia when she let me reach under her sweater and feel what filled an actual brassiere. After feeling it for awhile, she actually let me turn the lights on inside the car and take a look at those luscious orbs. They were tiny but magnificent to me, and like Darlene's muff I have never forgotten the sight of them.

I have seen a lot of them since that night, but none compare to those nubile little mounds of young womanhood and the vaginal cleft in the Packard. Julia's nipples were so small that they barely made a pump on that youthful chest. She was so proud of them, I could tell, and she took in a deep breath to show them off, to lift them enough so I could appreciate their loveliness.

When I ran into her after her third child they weren't tiny anymore. They sagged from being full of nutrient for three little people who sucked on them daily, and perhaps a dad or two, until they weren't little mounds any longer. The sight of them that first night was certainly a memorable moment.

The first time I ever actually entered the body of another person was when Linda let me take her panties off in the tack room at the stables where she boarded her horse. It went from panties off, to legs open wide, to sliding inside, actually pushing steadily until I busted through. Once inside there was not a lot of time between "I'm in" and "Oh damn, I came." I think maybe less than three minutes, maybe even less.

My first date-sex was with Sally Sue after the basketball ball game under the bleachers in the stadium. We crawled under the side where there was enough space to crawl under and I was sure she expected something to happen under there because she let me bring the blanket. We each pulled the other person's clothes off and hurried like enflamed and rutting rabbits eager to breed.

She almost fell to the ground and when she hit her legs were open wide and she was so wet I was almost vacuum sucked into her yawning cleft. I was moving my hips so fast I am surprised I lasted a whole five minutes, but I did, I think. We worried for a couple of weeks, waiting for her period to arrive, and when it did we almost threw a party.

"What are you so happy about?" my mother asked that night, happy to see me cheerful for a change.

"It is just a nice day," I said, not convincing her.

My two marriages had very different beginnings, and their endings were somewhat the same. On my first honeymoon things went to hell quickly, and the bride wasn't pleased and the marriage was not consummated for quite some time. It took one month for us to stay in the same house, as she stormed out on our wedding night because she was displeased with the caterer, and she didn't like the attitude of the wedding planner.

It seems the food was over cooked, at least the bride thought so, and the wedding planner expected to be paid even if the bride wasn't happy with the flowers. Those two things caused her to bolt and to be not seen again for thirty days. She wasn't answering her phone and not staying in our rented house.

In fact, I didn't see her for a whole month, and I was figuring the marriage was over, even though we'd said our "I do's," even kissed, although it wasn't a very warm kiss. How did I hook up with a woman so picky and hard to please? Just lucky, I guess.

We had met at a house warming for my best friend and we got paired up for party games. She didn't like the hostess and decided that I was the one she needed to complain to, and like a boob I listened. I guess my listening made me seem like a good catch and we became an item, even though I wasn't sure about it.

She began planning our wedding after just a few dates. Like a chucklehead, I didn't protest and I found myself engaged before I knew it. However, the marriage fell apart even before it really started. So our wedding night never became a thing. After a month she showed up and wanted to have our honeymoon after all.

She apologized and I forgave her, we went to bed and actually made love until she found my snoring not to her liking. The marriage ended that night, as it took me two tries to find out we were just not compatible.

My second wedding went off without a hitch. I found a woman who liked sex as much as I did. Our wedding night went on until morning and we must have fucked twenty times. I was as spent as an empty fire extinguisher, and it took me two days to recover.

Not only was our marriage consummated, it was celebrated, reinstated, and silver plated. It was a sexual Super Bowl and had two winning teams. We fucked so much that neither of us could walk for two days. We did not leave the room, only calling for room service three times a day.

The problem was, there was not much other than sex. We didn't enjoy the same movies, the same food, or the same music. We didn't talk a lot, and we didn't do much together. After three years we just mutually decided to go separate ways. There wasn't any rancor, there just wasn't any good reason to stay together.

I guess that is the fate of way too many marriages, they just don't have much other than sex. The sex was good, don't get me wrong, but we just came to realize life is more than just fucking.

My first attempt at a threesome came about after two failed marriages and a stint in the army. I was at Fort Campbell Kentucky and a friend had a girlfriend who was interested in a manage a trios. She was one hot lady who he just couldn't keep satisfied. Eventually she came right out and asked him to bring another guy into their bed.

Her name was Candace and she said fucking was her favorite sport. She treated it like the Summer Olympics and was a triple medal winner I am sure. When he brought me to their place he told me I could fuck her myself if I wanted, or he would join us and we both could fuck her.

Well, I went with the threesome, since I had never done that. Candace got naked and ran to the bed. "Come fuck me," she said to both of us. She got on her back and raised her hands in the air, begging us to come to her. "Somebody fuck me," she said. "Hurry."

Her boyfriend hesitated, so I moved up to the bed. She took my hand and pulled me on top of her. "He is not horny enough," she said. "Come and fuck his girlfriend. You want to fuck me in front of my boyfriend?" she asked.

"Sure," I said taking hold of my cock and kneeling on the bed, and placing it at her pussy. She wiggled her butt, putting herself in position and working me in. My friend stood and watched, like a kid at the circus.

I fucked her for an hour and he just watched. "You don't mind me fucking your girl?" I said.

"I don't mind," he said. "She likes other guys," he added. "I don't satisfy her. She needs more than I can give. We did a threesome before and I got small before she came and she laughed and said I had a needle dick. I don't mind really."

It made me sad because he really did care, but he didn't want to tell her she'd hurt him. I never went to their house after that. I liked fucking her, but it made me sad to see him so humiliated, that he really did care. Although it started out as a threesome, it never really got to that point.

My next threesome attempt was much more successful.

My friend Marco was in a marriage looking for variety and his wife, Carly, was game. We met at his house, had dinner, then went out to their hot tub. She was friendly, even flirty, and it was clear from the start where the evening was going.

Carly was even better looking than Candace, and sex was clearly on her mind. It was also clear she wanted him involved. She was playful and bawdy, and she made it clear she wanted to be fucked by two men at once. I was certainly willing, and I was committed to doing whatever she wanted and to make it as memorable for her as I could. Whatever she wanted I would do for as long as I could and as well as I knew how. Threesome sex was something I had dreamed about, masturbated to, and hoped for for years and was determined to help her remember it for as long as she still thought about sex.

She was already on the bed when I entered the room. She was naked, sitting up, with her legs open and her knees slightly raised. Her muff was shaved and her pussy lips were splayed. I waited for her proposal, where she wanted each of us to fuck her and get her lovely lips curved around the other's cock. She indicated I should kneel next to her and offer my cock to her and let her husband have the space between her legs.

He entered her in one quick motion, pushing deep and bringing a sigh to her lips. Then those same lips curled around the tip of my erect cock and took it to the back of her throat. He began to repeatedly move in and out of her pussy, picking up the pace steadily.

She started moving her head back and forth, bring a smile to my face and accelerating my breathing. She tightened her lips around my shaft and increased the speed of her head. It may have been the best blowjob I'd ever had. Her hands went to her husband's hips to steady him as he fucked her.

As I approached my orgasm I remembered her words about letting her taste me, and I was determined to come in her mouth as she had asked. Marco and I began to come at the same time, so as I filled her throat her husband filled her pussy and she smiled as she swallowed my seed and took his into her from below.

After we had all recovered, she asked if I wanted to change places with Marco and fuck her as she sucked him to his second orgasm of the night. Of course I did, and I quickly got into place between her thighs. Marco knelt beside her, his stiff cock pointing at her chin. Without delay, she took him into her mouth and let me push into her. "Two men at one time" was her mantra, and Carly played her part to a T.

I came, her husband came, and she did as well. My first threesome turned out to be a bust, but the second was worth the wait. My threesomes with oral stopped with that one, but I am still hopeful. Carly and Marco were still good friends, and I thought maybe we would hook up again, but we hadn't made any plans.

What I wanted to check off on my sexual bucket list was what I have heard called a "double penetration." That is where two guys fuck one woman at the same time, one in the front and the other in the back. I wasn't sure how to make that happen, so I contacted a few people I thought might know. Of course I thought of Marco and Carly. I also talked to a few others who might have some ideas.

One of my most sophisticated friends regarding sex was Anthony. I asked him if he'd ever heard of a double penetration. "Of course, man, who hasn't?" he said. "You looking for one?"

"I have been thinking about it," I said.

"I know a couple of ladies who enjoy it," Anthony said. "I could put out the word and see if one of them is interested," he added. "It is a great sexual experience. Every guy should try it at least once."

After I talked to Anthony I got a call from Marco. He said he and Carly were interested, that they had talked about doing a double and if I was interested they would be game. Two possibilities in two days. Dueling doubles. I could compare what I did with Anthony and his prospect and Marco and Carly. It excited the hell out of me. For the next few days that was all I could think about.

On Friday, a week later, I got a call from Anthony that it was all set up. That he and Francine would have a room in the Best Western on Melrose ad they would meet me there. She had done a number of doubles and was eager to show me the wonders of double penetration sex. After I got off the phone with Anthony, my phone vibrated in my pocket. It was Marco and he said they would be available on Sunday at their place if I was free.

I told him I was cheap and free. He said Carly liked the idea of doing a double with me. "She likes you, dude," he said. So I had the possibility of doing a double on Friday night and another one on Sunday. Life is good.

Friday night I met Anthony and Francine at the Best Western restaurant and scooted into the booth with them. He introduced me to her and we ordered coffee and a piece of pie each. Francine was the picture of sex, with a tight, short dress, fuck-me high heels, and a smile that said, "Do me." She scooted out of the booth beside him and slid in beside me.

"So, you're interested in doubling your pleasure," she said.

"Sounds fun," I said.

"I can make it real fun," she purred.

When we finished our pie, we hotfooted it to the room they had rented, and after Anthony opened the door with the keycard we hurried in. Francine was taking off her clothes as she walked in, even before I had closed the door. By the time we all got inside she was nude and heading for the bed. There was no smalltalk with Francine. She was ready for fucking before the pie was cut.

Expertly, like she had done it many times before, she detailed just who should be where and where she would be positioned so we both could enter her at the same time. I would be on my back, she suggested. She would squat down and take my cock into her pussy, and Anthony would kneel above and behind her and slide into her ass.

She said to coordinate our entries so I would be pushing in as he was pulling out. That way there would be room in her for both cocks at once. I got on my back with my boner pointing straight up and she leaned forward and took me into her. Anthony got behind her and put his cock head at her anus, which she'd lubed, and he slid in.

He went in, then I slid in as he was pulling out. The feeling of his cock sliding passed mine with just a thin wall between her vagina and her rectum was incredible. It didn't take long, with so much friction for me to be ready to come and the same, it seemed, for Anthony. Francine, on the other hand, was an old pro and could go like that all night.

Neither of us wanted to come, but I was way passed stopping. She had had her tubes tied, so she doesn't worry. She was obviously an old hand at fucking, so she was totally prepared. She left Anthony and I spent and happy. We managed to recover enough to do her again an hour later.

When I left the Best Western I could barely walk, but I think she could have danced the night away. What a woman. I began to think I may need more time between Marco and Carly and Francine, but by Saturday night I was raring to go for my second double in two days. I called just to make sure the plans were still on and my favorite married couple said they could hardly wait.

I arrived at their house at six, as they had suggested, and I rang the bell. Carly answered the door in Baby Doll pajamas and a big fuck-me smile. She kissed me at the door, giving more than a little tongue and took my arm. Marco was sitting on the couch with a shit eating grin on his face. The kind of grin a guy might get if he was about to let another man fuck his wife.

Carly was the perfect hostess. She served me coffee, asked if I would like dessert before or after, and gave me a smile that warmed my heart to molten lava temperature.

I said dessert should be after the main course and our main course was worth waiting for. She blushed, took my hand, and led me to the bed. "We were thinking you should warm me up before we try two at a time. Maybe some oral hors d'oeuvres before the main course," she said with a wonderfully naughty grin. "You like eating cherry pie?" she asked with a straight face.

"I love it," I said. "It's my favorite food."

She took off the Baby Dolls and led me to the bedroom with Marco following like a puppy. She then climbed on the made bed and looked up at me with a "come to mama" gesture. She opened her legs and looked down at her pussy as if to say, "What are you waiting for?"

I waited no longer and knelt on the bed, then I crawled up between those luscious thighs and put my lips against her puffy pussy lips. She sighed and put her hands on the top of my head in a 'go ahead' single and put her head back.

I kissed her pussy, then I swiped up her groove with my tongue from the tasty, moist opening to her clit. It twitched as I touched it and drew up a smidge. She tasted salty and slightly lemony and I continued to lick and suck her as she twisted in front of me. She moaned and said my name and rocked back and forth, breathing rapidly and holding her eyes shut.

As I ate Carly's pussy her husband came to the bedside and stood there telling me how much he loved watching her be eaten and fucked, explaining why he liked it so much. "I love seeing her so excited and pleased," he said. "Eat her good," he added.

I silently vowed to do just that as I dined on her delicious quim. She finally pulled her knees up and came with a shutter then a groan. I continued until she pushed my face away from her pussy because it was so terribly sensitive.

I pulled away and she slept for awhile and then raised up and looked over at the two of us. She smiled then asked if we were ready for our double. Marco and I looked at each other and then eagerly started toward the bed. She began giving directions about who should be where. She told me to get on my back, and she told her husband to kneel behind her.

When she and I were in place, Marco got on his knees and carefully slipped his lubricated erection into her puckered rear orifice. She bounced on me, and Marco timed his insertions to match my pulling out. Our dicks passed one another just a thin layer of membrane apart. We both sawed in and out of her and her squeals began to get louder the closer she got to coming.

When her orgasm burst from her like an eruption from a volcano, her body went stiff and she trembled, then collapsed like a house of cards on a shaky table. I got up and showered with Carly, and we had a real piece of cherry pie and ice cream and finished off the day like people at a church social. At the door she kissed me and thanked me for helping them with their latest double.

I have learned to love couples with an open attitude about sex. There is something special about a woman who likes sex so much she wants from more people than just one. I also have come to appreciate a man who is willing to share his wife with me. It just seems so unconditional, so honest and free. If sex can be enjoyed as a recreation, then why should we limit the number of people who relish it at the same time? If a woman truly loves fucking, then she should be able to have it with as many people as she wants. I am not sure if my marriages would have worked better if I'd have been secure enough to share my women with other men, but it would be possible.