Our First Time: Anthology of a Menage

by Jennifer O'Donnell

  After about fifteen minutes of plowing in and out of Tiffany’s hot pussy, John spoke up for the first time, requesting a turn at fucking Tiffany’s hot pussy. Reluctantly, I released the nipple from my mouth and slowly withdrew my rock hard pole from my wife’s heavenly sheath, making way for John’s penis. I moved up to play with Tiffany’s nipples and was pleasantly surprised when she grabbed my ball sack and guided me into her mouth. Tiffany has never liked the taste of her own juices, but I was smart enough to keep my mouth shut and enjoy it for all it was worth.

  Unfortunately, this rare pleasure didn't last long as Tiffany took her mouth off my cock and asked me to get a condom for John, as she didn't want to have to worry about "accidents". I quickly got up and headed for the bedroom, understanding the importance of the matter. When I returned to the living room, Tiffany had John’s cock in her mouth. For the second time in one night she was licking and sucking her own juices off a man’s hardened meat. I handed the condom to John and told him to put it on before he entered her pussy again.

  Looking down at my wife, an idea popped into my mind that we had never discussed, but since boundaries were being crossed right and left, without any discussion, I threw caution to the wind and sat down on the couch asking Tiffany to join me. She got up off the floor and was about to sit next to me until I pulled her in front of me and told her to turn around. Instantly, she got the idea, even though it was not exactly the same idea as I was contemplating. She gripped my throbbing member and guided it into her wanton pussy, and started riding me. I called John over, checked to make sure he was still hard, and then told him to put the condom on. I grabbed Tiffany’s hips and raised her up until my cock slid out of her pussy, then grabbed my cock and moved it back and inch or so. When Tiffany felt the hard head touching her asshole, she shuddered, but didn’t make any effort to stop me. Slowly, Tiffany lowered her weight down until the head of my cock entered her tight hole. I reached around her to gently rub her clit while she continued lowering herself until my shaft was fully inside her asshole. I moved my hand down from Tiffany’s clit to part her lips and invited John to enter her pussy.

  We ran into a little problem then, because with Tiffany on my lap, her pussy was too high up for John to penetrate it very well, so we grabbed the pillows and cushions off the couch and stacked them in front of us, until John was at the right level to fuck Tiffany’s pussy. I remained still at first, allowing Tiffany to get used to the feeling of having two hard cocks in her at the same time. I decided to play with her nipples in order to make it more enjoyable for her. I could feel John going in and out of Tiffany’s pussy through the thin membrane that separated her holes, which was a new and thrilling sensation.

  When my arousal got too intense, I grabbed Tiffany’s hips and raised her up just enough for me to slowly start sliding in and out. From the way Tiffany was moaning, I thought she was finding this as exciting as I found it. I felt her muscles contract and release a few times during all of this activity, leading me to believe she was having multiple orgasms. Then I felt John start to throb inside Tiffany and knew he was about to explode, so I thrust myself into her as deeply as I could and waited for John to finish cumming.

  When John pulled out, Tiffany stood up, turned to me and whispered into my ear that her asshole was ready for a good hard pounding. Smiling like a fool, I asked her how she wanted it. She said she wanted it doggy-style, so I got off the couch and let her assume her position so that I could assume mine behind her.

  Tiffany guided my cock back into her now loosened asshole and told me to get busy. Holding her by the hips, I pounded her ass harder than I had ever done before. I was actually afraid I was going to hurt her, but she was thrusting her ass back onto my cock just as hard as I was thrusting into her.

  After all of the evening’s action, I knew I wouldn't last much longer, but I wanted to enjoy it as long as I possibly could. When I felt Tiffany’s sphincter muscles tighten around my shaft, I couldn’t hold back any more and we came together. We stayed right there, panting and sweating until my cock softened and popped out of her ass. We looked at John and realized he was about to fall asleep, so we straightened up the living room and headed to bed.

  Tiffany and I were snuggling in bed, talking about how everything had rolled out, when she told me that she would have thought John had been a virgin if it wasn’t for the fact that he was married. I asked her what caused her to have those thoughts and she told me how he was too rough when eating her and fumbled around when he was trying to enter her pussy. That she had to guide him into her pussy every time he went to enter. Then she confided that she had an intense anal orgasm at the end of our session, and went so far as to say she wouldn’t mind taking me in her ass again, right then---if I could get hard. I told her that if she took me into her mouth, I felt fairly confident I could get hard for her. Laughing, she let me know that I might have been lucky enough to have her suck my cock after it had been inside her pussy, but I wasn’t going to get my cock sucked after it had been inside her ass. "Go wash up!" she ordered.

  When I came back, with my cock cleaned off, I found Tiffany laying across the bed with her head hanging over the far edge. She had placed her favorite toys in the bed beside her. When I had reached the edge of the bed, she took me in her mouth, and started to use the toys on her pussy and clit. I looked up and realized she positioned herself so that I could watch the toys going in and out of her pussy in the dresser mirror. Tiffany knew how much it turned me on to watch this and I was hard again almost immediately.

  Then, Tiffany spit my cock out, gave my balls a quick suck then got on her hands and knees, offering her ass to me. I noticed there was some cum that was still oozing out of her ass as I prepared to enter her yet again. When I was completely inserted into her ass once again, she told me to wait a minute. Then she grabbed her vibrating eggs, slipped them into her pussy and switched them on. The vibrations felt great against my cock and they had her moaning like crazy. I gave her ass one nice spank then went to town fucking that ass for the second time in one night. Tiffany came twice before I exploded deep inside her ass.

  We fell asleep that night buck naked, snuggled up and fully satisfied. I remember lying in bed thinking that things had gone so well, it would probably be something we would do again. Then I wondered about John, fast asleep in our living room, and how he would feel about the evening’s escapade when he got up in the morning; would he regret the part he played, or not? Was it going to affect our friendship or how we worked together? Then I began to wonder, if we could get his wife involved with the three of us? So many thoughts were racing through my mind that I could hardly sleep. I was far too excited, yet nervous to face the morning after.

  Chapter 5

  A Steamy Winter Night

  By Jennifer O’Donnell

  Jennifer and Mike found themselves home alone on one of the coldest nights of the year with nothing much to do. Their children were away at a slumber party and they had the marvelous luxury of time on their own. After nineteen years of marriage, their sexual relationship had become somewhat stale. This is not to say that they never had sex, but it was always a routine, scheduled sort of experience. Every now and then they would attempt to add excitement with a little role play, or changing the sequence of activity. Once or twice they had even attempted anal sex, and it was OK--- sort of--- but nothing that they found all that satisfying.

  An evening apart from the kids was a luxury that came about unexpectedly. There wasn’t that much on television and both of them were feeling a little horny so they started to talk about having a roll in the sack after dinner. They were even starting to look forward to it, despite Mike’s comment to the effect that their sex lacked spontaneity. Jennifer agreed with him, but added, “Well, then would you like to have sex later on, or not?” He wanted to, so he stopped talking.

  They had just seated themselves to dinner, which featured broiled pork chops with basil butter, summer squash and applesauce, when they heard a loud banging at th
e door. Annoyed, Mike went to the door, and encountered his friend, Steve standing there shivering. “Shit…Steve, get your butt inside. What are you up to? It can’t be more than twenty degrees out there.” “Look Mike, Adelaide and I just had some words and I had to get out of there cause I’m really irritated with her.” Steve removed his coat. Mike led Steve into the kitchen and handed him a beer, “Well, what was it about today?”

  “I constantly have to pick up after her and clean up her disasters. She’s worse than a kid. Tonight she came home from work, exhausted as hell, so I asked her if she wanted me to fix something for dinner and she says, ‘NO! I’ll do the fixing.’ She did all right, but there wasn’t anything for me to eat and she left the kitchen a royal mess.” Steve sat himself at the table and made himself comfortable. “Come to think of it, I’m starved and those pork chops look pretty good.”

  Jen only grinned, looked at Mike and nodded her head to convey that Steve was more than welcome for dinner. It was implicit that Steve would have to clear out afterwards so they could mess around. Mike understood and told Steve to help himself.

  Steve wolfed down a chop and some of the applesauce as if he hadn't had any food for a month. Then he went through a couple of cans of beer and everyone was feeling pretty good. “Hello, don’t you two have a Jacuzzi? I guarantee that on a night like this, a Jacuzzi would be fantastic!”

  Jen sighed. Mike chimed in, "Hello, yeah, tonight would actually be an ideal time. What do you think Jen? Do you want to relax in the Jacuzzi?"Jen looked resigned. “You guys go in and have a soak. I’m not up for it.” Then she mumbled, “Well, there goes our make-out session.”

  Mike and Steve cleaned the dinner table, got a few more cans of beer and sat indoors while the Jacuzzi heated up. As soon as it was ready and the jets were shooting away, Steve asked for a bathing suit. “It isn’t like I brought one with me.”

  Mike retorted, "Heck, I don’t have another suit, but who cares. We’re grown men. We’ll explore the NUDE TRUTH!"Both of them roared with laughter, but realized they’d started to strip without even thinking about Jennifer, who was still seated nearby---not that it was the first time that Steve had come to the house and got naked in the Jacuzzi.

  There was the time Steve and Adelaide partied with John and Cynthia, and they all stripped and got in the Jacuzzi. It was innocent entertainment, but right after everyone left the house, Jen and Mike had a great evening of sex, both of them horny from seeing their friend’s nude.

  The men jogged over the freezing porch toward the Jacuzzi and immersed themselves, beers in hand. Jen feigned shyness and pretended that she wasn’t staring, but enjoyed a peek at Steve’s bulge.

  They’d been outside for about ten minutes when Mike came inside to use the restroom. Before long it was Steve’s turn. Jen had been watching television when Steve walked by with his hand covering his penis and announced, “I am a gentleman and will not show myself to the woman of this home.” By now he was pretty drunk, and Jen thought he was hilarious. On his way back to the Jacuzzi he repeated the same shtick and Jen retorted “Don’t be such a prude. I’ve already seen it.” Then Steve exuberantly revealed himself and walked back outdoors. Jen started whooping.

  Soon Jen stuck her head outside and asked them how everything was going. Mike asked for more beer. She grabbed a few cans, and put them in a cooler recently purchased at Wal-Mart. Then she took it outside with the lid open and glass in hand. “Care if I join you guys?” Mike started to give the OK when Steve chimed in, "Are you sure you can cope with both of us?" Jen giggled, “I am a brave, decisive lady, and I can cope with whatever and whoever. I’ll be right back.”

  She went indoors, and took off her clothes except for her bra and thong then went back outside, poured beer into her glass and was about to jump into the Jacuzzi s when she noticed the expression on Steve and Mike’s faces---complete disappointment. They looked like they just got pink slips from work, or were about to be deported to a non existent planet. "What's wrong?" She asked them, really not aware of what was upsetting them.

  "You’re not naked,” complained Mike. “You have your clothes on,” added Steve. “We’re nude, why aren’t you?” Jen gave it no thought, she just complied. She wasn’t altogether positive that it was the right thing to do, but remembered she had been nude in front of Steve once before. She didn’t want to over-think the situation or make a big deal out of it. So she removed her bra and threw it alongside the Jacuzzi, then removed her thong, and tossed it on the frozen deck.

  “THAT'S what I'm talking about!" bellowed Steve. Jen slipped into the Jacuzzi, and they all sat back and started talking. Occasionally one of them would get up and make a visit to the facilities. Finally, Steve brought up the thought that they had probably been in the Jacuzzi long enough. “Don’t take this the wrong way, I’m having the best time ever, but don’t doctors suggest limiting time in the Jacuzzi?”

  Mike and Jen agreed that half an hour was probably going over the line. “This nude moment is so frickin' awesome. I feel like I’m crashing the party,” Steve confessed as he climbed out. They all trekked indoors where Jen passed out towels. "Do you want to know something, Mike," she stated while giving him a towel, "Who ever said this 'nude moment' has to come to an end? What the hell, let’s stay this way. The house is warm and we have to dry off to put on our clothes on anyhow."

  Steve simply grinned and nodded his head. Mike looked like he thought it was a great idea, and opened his fourth can of O’Doul’s for the evening, telling himself it was low alcohol content. Then they sat around laughing and joking with each other.

  After a while, Mike looked directly at Jen and exclaimed, "Well, what you think of Steve's dick? Would you say that his dick is larger or smaller than mine? It seems to me that he’s a little larger.” Jen was caught off guard. Did Mike realize she had been looking at Steve’s dick or was he just being mean? Or, maybe he was actually curious? She breathed deeply and sighed, "Well Mike, you both look almost the same, exact length, but I can only assume that from where I’m sitting."

  Meanwhile, Steve was taken aback by Mike’s question, but acted fast. “Well, if we both stood up and you came near, you could probably satisfy both of us.” Then he caught what he had said, “I mean---you could satisfy us with an HONEST ANSWER, you know, let us know how we really measure up.”

  Everybody laughed. Jen gestured them to come closer. They both stood up and stepped in front of her with their cocks looking a bit shriveled. "They’re shrunk" offered Mike with no hesitation as Jen examined them. "It may be warm in here, but those moments out in the cold only..."Jen interrupted him, "Uh-huh, right."

  Grinning, she stared at their privates more closely, and then she did something that caught them off guard. She reached up and started to feel both of them, and sensing their surprise, she lifted her head and let them know what she was thinking, "Hello, if both of you actually want to know the answer, I must examine you correctly."

  To begin with, she grabbed both of their soft penises and compared and contrasted how both of them fit inside of her hand. Then she moved her fingers underneath and started to play with their balls, hoping this would make them erect, and it worked; however, Steve got hard a bit faster than Mike. As soon as they both had boners, she measured their shafts using her fingertips as a unit of measurement. She discovered that both of them protruded just a little bit beyond the last fingertip unit, however she eventually determined that Steve as the winner. Mike wilted, Steve's face lit up.

  "Hello, I apologize," she stated to Mike. You aren’t THAT MUCH smaller than him, grin and bear it!" Then she tilted forward and put her lips over Mike's now stiff cock. A few small pulls with her mouth and she got up. Now, Steve seemed torn. "Hello, I‘m still here, and I might not be your husband, but I did put a lot of effort into the competition." He seemed to have no clue whatsoever as to what he was talking about, and if he’d known better he probably would have just stayed quiet. Jen turned to look at Mike’s face. Surprisingly, he bobbed his
head and gestured for Jen to go ahead and give Steve a blowjob.

  "Alright champion, you receive the reward for first place." Then she took her seat again and started to suck up Steve's larger penis. Steve was somewhat nauseous, because of the drinking, and maybe somewhat because he just couldn't believe what was occurring. The spouse of his friend was sucking him up and his best friend was not simply ALRIGHT with this, he stood there watching the show. Finally he blurted, “Hello Hustler, I never ever used to think your notes were real although after......"

  Mike stood watching them, stroking his dick while Jen utilized her mouth with expertise on Steve. Jen was watching Mike from the corner of her eye, reached up, and started to caress Mike's balls, moving her fingers up beyond his trace (one of the things Mike has best enjoyed from that moment forward.) Then she let go of Steve and stated, "I’ll be back (imitating the intonation of Arnold Schwarzenegger in The Terminator)"

  She moved over to the side so as to position Mike right in front of her face and began to run her tongue over his dickhead. She kept a firm, but soft grip on Steve, caressing him gently while she gave Mike a blow job. After a little swallowing on Mike, she tugged off, gave Steve a small kiss and slid her tongue all the way down over his cock. Finally, she planted kisses all the way back up to the top of his dickhead. She looked up at them, who were both standing still with most foolish smiles on their faces.