Double-Double

Double-Double

There comes a point in life where you realize the last time you had sex, might be the last time you have sex.

The problem is you never know when that last time has happened until it's too late. Which is why I was very depressed when Sheri cut me off.

For me and my situation, she was literally the perfect girl: decent figure, inventive, open-minded, insatiable sex machine, not looking for a boyfriend or a husband. I was unhappily married to a woman that had never been that into sex when we were younger and 30-plus years later, it's not as if the frequency - or openness to keeping things fresh - had increased. Now, with menopause upon her, sex with my wife was basically off the table.

I met Sheri through a mutual friend and a group night out just turned into an opportunity I didn't pass up. That turned into multiple trysts and lies my trusting wife never suspected. Sheri was enthusiastic and very orgasmic. I'm fairly certain my skills in the sack are basic - it's not like my wife was working with me to raise the bar. But like a Chicago election, Sheri came early and often, enough to make me feel like a sex god. She loved sucking cock, especially after I had pulled it from her tight, drenched pussy. She was a few years older than me, but while my wife had naturally birthed four kids, Sheri had none. The only things that had worked her pussy were other guys and toys. She was remarkably tight, wet and responsive, begged me to spank her, stick a thumb in her ass and pull out to cum on her face or tits.

My wife grimaced on the rare occasion when I would cum in her pussy and would then run to the bathroom to clean up.

Sheri fucked me in every room of her spacious apartment, blowing me in the kitchen, bending over her an easy chair, laying on her back on her dining room table, riding me in a chair by the front door, blowing me while I was on a work call (cameras off), pounding her doggy style on her sofa. She stroked my cock in the back of an Uber and allowed me to surreptitiously fondle her tits in a dark music venue during a punk rock show.

My wife grimaced further at the suggestion of us engaging in anything anywhere but our bed.

Sheri was basically a porn star, an unrealistic version of sex I happened to stumble upon and put to work for me for as long as I could. When she decided out of the blue we were done with sex, it hurt.

In a way, she had helped my marriage. I wasn't as resentful toward my wife and her empty libido when I had someone on the side who wanted nothing more than to vigorously fuck.

We still hung out occasionally with the same mutual friends that brought us together, none of them the wiser. And she once indulged me with a night of sexting while dominating my masturbatory fantasies for months. So, when she texted me out of the blue to see if I wanted to come over, I was in the car before she could change her mind.

In her apartment, she introduced me to her friend Julie. Oh, did I forget to mention Sheri was bisexual? That she would talk dirty to me while I was pounding her doggy style, telling me how she wished she had a pussy to bury in face into while I fucked her? Because she is and she did and it's fucking awesome.

But it never occurred to me I'd one day be a part of it.

I could see they were already almost done with their second bottle of wine and hair didn't look just-fucked, but slightly disheveled in all the right ways. I tried to play it cool and see how things transpired and it was maybe the most difficult showing of restraint I've ever performed. Julie welcomed me warmly with a tight hug, pressing her pendulous breasts against me and letting her hand rub my hip.

She kept her body close while pulling her head away so our mouths were almost touching as she throatily whispered, "Sheri said you were a good hugger."

Sheri took her cue and came up behind me, smashing her substantial rack into my back and said, "Ricky does not disappoint."

It was then that I felt Sheri begin to kiss and nibble on my ear while Julie softly and sensuously kissed me with a lot of tongue. I immediately reciprocated while my already hard cock was about to Incredible Hulk my jeans. Sheri slowly shifted her body around my right side until she too could kiss my lips and just like that I had two sexy, tipsy and horny women engaged in a three-way, sloppy make-out session. As our kissing continued, me enjoying their soft lips and wet tongues, I allowed my hands to explore their bodies. I knew Sheri's well, but that didn't at all mean I hadn't been craving it. I scooped her luscious ass in my right hand, while my left gently explored Julie's breasts through her blouse. I discovered she was not wearing a bra and her breasts were free to respond to my touch without encumberment. They were soft and pliable and her nipples began to strain the silk of her top. It was sexy as hell having both of them making out with me and giving in to my touch.

Eventually, we maneuvered into Sheri's bedroom where we quickly disrobed and got on the bed. Sheri and Julie began to make out while bouncing their torsos against each other, breasts meeting and pulling away, erect nipples kissing each other as their tongues did the same. I was mindlessly stroking my cock when Julie said, "Sheri tells me you love to eat pussy."

"I very much do." It was true and I know it's starting to sound cliché, but of course my wife would never let me go down on her.

"I guess we all have that in common," she said before shoving Sheri down on her back and diving in between her legs, tongue first. Sheri started panting and moaning as Julie licked her pussy, alternating between inserting her tongue into her soaking wet hole and caressing her clit and sucking like a tiny cock. I watched for a bit before I decided to take action and got behind Julie.

With her back arched, legs spread and butt in the air, I flipped myself on my back underneath her, grabbed her cheeks and pulled her pussy to my face. She began to grind on me as my nose tickled her clit while my tongue explored her labia. The mixture of my saliva and her very wet pussy made for an amazing sloppy experience I never wanted to end.

That is, until she lifted her face out of Sheri's pussy and demanded I fuck her. Who was I to say no?

But before I did, I wiggled my way out from under and made my way to Sheri's face. She opened her eyes and her mouth to let me begin to plunder her throat with my rock-hard cock. Julie was relentlessly bringing my easily orgasmic fuck-slut to one climax after another, but Sheri still had the presence of mind to tighten her hot wet mouth around my dick and begin slurping away as I pumped in and out. The slurping noises from both women were just about the sexiest sounds you'll ever hear.

When I felt my dick couldn't take anymore and was more than sufficiently soaked, I pulled out of Sheri's incredible mouth and crawled back behind Julie. I spanked her ass and slapped it with my cock. She reached back and began fingering herself, never once even pausing from eating Sheri's box.

I then positioned myself at her tight wet opening and slowly forced my way. It was scorching hot and soaking wet and felt like a place I'd never want to leave. As I began slowly making my way back out, then in, then out, she began fucking back at me, rocking her body and hips to and fro in sync with my thrusts, all the while making Sheri thrash on the bed in a seemingly never-ending string of orgasms. I slapped her ass a few times, which only seemed to encourage her rocking until she finally lifted her head out of Sheri's pussy and screamed, "I'm fucking cumming!"

I could feel her cunt throb around my cock as the flood of desire made her slick pussy even more slippery. The feeling was incredible and hastened my own arrival. I was lucky to get my cock out in time to spew jets of cum all over her back and ass. Never one to let that stop me, as soon as I had finished painting her backside, I drove my cock back in her pussy and began to fuck through the refractory period.

I had discovered this move with my wife. As our encounters became more and more infrequent, I was desperate to make them last as long as possible. Again, when you never know if that time you're having sex is the last time you'll ever have sex, you want to leave it all on the field. This led me to hiding my orgasms from her in order to continue to fuck through them.

It was a pretty unhealthy practice and one my wife didn't appreciate once I admitted to it. Also, after cumming in a girl, even the tightest pussy can get a bit goopy. One that's been through four births loses the friction needed to sustain a post-ejaculate erection.

Julie, however seemed to revel in me pulling out to paint her with cum and then going right back in, and kept fucking back at me once I was back inside. She reached back and pulled some cum onto her fingers and licked it off. I went one further, scooping more off her ass and then leaning forward and down until I was feeding it to Sheri. I had never done that before with her and it seemed to set her off. Her eyes went from crazy wide, to a sultry rollback before grabbing my arm and demanding, "Get that cock inside me right now."

I pushed Julie forward and onto Sheri, pulling my dick out of her soaking wet cunt in the process. Julie crawled forward and put her cum-smeared lips on to Sheri's. I could see their mouths open, tongues intertwining as I positioned my dick at Sheri's opening. I'd been here before, albeit not with another woman's infinitely fuckable ass hovering at my belly.

My dick about drowned in Sheri's pussy. Between her multi-orgasmic response to Julie's mouth and the copious amounts of saliva that swabbed over everything, it felt glorious to be back inside her. I started fucking her with long strokes that I tried to increase in tempo and intensity. I'd already come once and lord knows how many time Sheri had already cum with Julie. Not only did I not need to prolong things, I wondered if I could cum again at all. It helped that while my left hand was pulling Sheri's hip into me, my right hand was grabbing Julie's ass and helping it rock back into my stomach, slapping against my skin in time as if we were still fucking; as if I was somehow fucking the both of them at the same time with two dicks. It was intense and things were starting to build in my balls.

That's when they broke their kiss so Sheri could inquire, "Will daddy, please cum on my face?"

Holy fuck did that accelerate things. I pulled out and moved my torso up my their still kissing faces. Sheri stopped the make out to remind me, "You know how I love watching you fist your cock."

And fist it I did. No extra lube needed, my cock was soaked and slippery as I gripped it and ripped it back and forth. It couldn't have been more than a few slow, strokes before that familiar feeling started.

My left hand grabbed Julie's hair and turned her head while shoving it down until the two of them were cheek-to-cheek, facing me, inches from my bell end. I grunted loudly and lost control.

I heard the squeals and ropes of cum began to mark up their faces and hair. For having already cum once, I couldn't believe the volume and intensity. Once the last drops had dribbled out, I placed my still throbbing cock on their faces, slowly dragging it through my mess, smearing it further on their skin. They reveled in it, stealing licks of my cock as it passed their lips and lapping up cum from each other's faces. Eventually, I fell back on the bed and we shared a few moments of quiet bliss.

But then Sheri popped up and into the bathroom to clean herself up. She emerged moments later with a mostly clean face and in a satin robe and panties. I knew this drill well. Sheri loved sex, she loved men and women and had no issues bringing someone she liked back to her place for a night they soon wouldn't forget. But she also wanted them to leave when done so she could sleep. Alone.

I didn't know if Julie knew the drill, but I started to get dressed. I didn't have much to clean off myself. Julie went into the bathroom to clean herself and I turned to Sheri.

"That was pretty fucking amazing. I cannot thank you enough for calling me. How did I get so lucky?"

Sheri half-laughed, "You're easy. I knew you'd be game and Julie and I didn't want to have to work for it tonight."

I laughed. "I'll get out of here. I know you don't prefer sleepovers and I do need to get home." Then I added, "But is Julie staying?"

"Up to her, I have a guest bed. But she doesn't live far."

With that, Julie emerged dressed and honestly, not looking as just fucked as you'd imagine. "I'm heading home," she said flatly, "but that was something I could do again."

"Me too," I quickly chimed in.

"It was very fun. So enjoyable," Sheri said. I knew that tone. She was done with us.

"Julie, did you drive here? I can give you a lift if you're not too far."

"Sure, if you don't mind."

And with almost platonic level hugs and kisses, and goodbyes that didn't reveal even an inkling of a clue as to what had transpired, we were off.

We didn't speak until she got in the car.

"That was a blast. There's nothing like eating pussy while getting fucked. I absolutely love it."

"Are you kidding me? That was the single most amazing experience of my life. I can die now and it's fine."

She laughed and gave me her address.

"Honestly, I could've kept going. But I know how Sheri gets," she said.

"I would never be the person in that situation who says, 'Okay, that's enough.'"

She laughed again and gave me a bit of a look.

Suddenly we were in front of her apartment and wouldn't you know it, a parking spot was open right in front. That's when she hit me with, "I suppose if neither of us wanted it to end, it doesn't necessarily have to be over."

Well, I did not expect that. But I also didn't say no.

Like the gentleman I am, I walked her to her front door. Then I held the door open after she opened it and escorted her into her foyer. I even held her coat as she dropped to her knees, opened my jeans, pulled out my hardening cock and enthusiastically took it in her mouth.

It was the one thing she hadn't done that night and after a minute it seemed like she buried the lede. She clearly had oral skills that worked for men and women. The sucking, the stroking, the twisting, the slobbering, this woman knew her way around a cock and I was benefitting from her experience and expertise.

But then she let it drop from her mouth to say, "You can't cum again yet. Not until you've fucked me some more."

And she led me into the kitchen, pulled off her pants and bent over the table.

I dropped to my knees and buried my face into her pussy. From this angle, my nose would move from her opening when I attacked her clit, to her rosebud when I would eat her opening. She started getting louder and louder with her panting and moaning and when she begged me to fuck her, I heartily obliged by standing up and in one fell swoop, entered her yet again with my somehow-hard-again cock.

She wasn't yelling in ecstasy, but she wasn't exactly quiet. I wondered what her neighbors were going to think and how thick or thin the walls were. What I didn't anticipate was that she had a roommate.

I had both hands on her hips and was really grinding into her sex, eyes boring down on her amazingly fuckable ass, when something caught the corner of my eye.

She leaned against the doorjamb in the tightest camisole tank top that was basically see through from years of washing and wearing. Her panties were a pale pink and her right hand was deep inside of them, delicately rubbing herself while her left hand pulled on each nipple that poked into the fabric, alluding to impressive thickness and length. We made eye contact and I motioned her over.

Considering the hard-core fucking going on in her kitchen, she almost coquettishly floated to me like a teasing waif. However, her coyness dissipated as she pressed up against me and mashed her open mouth on mine, her tongue aggressively invading my mouth. I put up no fight as I grabbed her ass, fondling each succulent cheek before reaching under, pulling her panties aside and began fingering her pussy.

I mean, what in the actual fuck is happening this evening?

I pulled out of Julie and told her to roll on to her back. She wordlessly complied and spread her legs as she saw her roommate sucking my face off. I grabbed the thick hair at the back of roommate's head and pushed her down into Julie's snatch.

I'll probably never know what kind of relationship the two of them had prior to that night, but I can tell you based on her enthusiasm and Julie's cries, this was not her first pussy. At this point, I was punch drunk from a night that could never be duplicated and was honestly toying with my own sense of reality. So, without pleasantries or ceremony - or even bothering to introduce myself or find out her name - I pulled the roommate's panties down and started fucking her.

I mean, why not? This is the new normal. I go to a girl's house and simply fuck every girl there. That's apparently my life now.

And she was definitely down to fuck, bucking and grinding against me like Julie had hours earlier, even though moments ago she was just passively taking my cock. I mean, I get it. Julie was horny, but also exhausted, whereas this girl was like the closer coming in and throwing 102mph fastballs in the ninth inning. She's fresh out of the bullpen and fucking back at me like the world was ending in 20 minutes, whereas Julie and I had already participated in more than an hour of spirited group sex.

But like I said, if this is going to be the last time I ever had sex, I was going to make it memorable to the point of unbelievability.

So I buckled down, buoyed by the sounds of both Julie moaning and whimpering at her roommate's ministrations, and the roommate, who was now adding dirty talk into the mix.

"God, I need that dick. I need that dick. Fuck me. Fuck me. Fuck me."

Sure, I had cum twice this evening. But in less than three hours I went from a lifetime of no threesomes to an evening with two. I rose to the occasion.

I spanked her ass and began to more forcefully assault her pussy. She met my intensity and fucked back at me with even more gusto. At this point, I couldn't imagine making a wrong move. Everything was going my way. So, I reached forward and stuck my thumb in her mouth, hooking her face back a little bit toward me and pulling her cheek. Then I removed it, covered in her saliva and jammed it into her ass.

As per this evening, this move was met with much approval.

"Don't tease me with your thumb. If you want to fuck my ass, then fuck my ass."

Of course.

Moments later, I was buried to my balls in the snug sphincter of the nameless roommate of a woman I had only met tonight while having a different threesome.

At this point we had passed all absurdity and I just went with it, plundering her back door with aplomb. She yelled with delight, called me daddy and told me I had better not stop until her ass was full of my cum. All the while, still licking Julie's clit and finger blasting Julie's cunt.

I wondered if I should find a place open to buy lottery tickets on the way home, but feared I'd just end up fucking the cashier.

With Julie and her roommate spouting filth and moaning while my cock kept fucking, I finally felt the seemingly inevitable third load bubble up and spurt into roommate's rectum. I spanked her ass once more and fell backwards, losing my balance and the ability to stand, hit the wall and slowly slid down to the floor.

With surprising dexterity, Julie extracted herself from the table, got down behind roommate and started slurping my cum from her ass.

Because tonight, right?

After getting all she could, Julie stood up and asked if I was okay. I said I was better than okay, but also in disbelief and wondered if my legs still worked. She chuckled and then emitted a small burp that I could only assume smelled of cum and ass. Without a word, she and roommate picked up clothes and left for their respective bedrooms.

I was still on the floor, but mustered up the energy to dress, pee, steal a bottle of water from the fridge and quietly leave the apartment, making sure the front door locked behind me.

I don't remember the drive home or getting into bed. I only remember my wife scolding me for staying out, oversleeping and being late for work. I called in and said my alarm didn't go off then jumped in the shower. It was then my wife came in and calmly said, "Scrub well, you reek of sex," before walking out of the bathroom.