# # # #

The Best of Both Worlds

3766 words | 1 |4.43

A night with my wife was great, but it just made me crave my man!

My wife and I have been married for over 18 years and we have never had a good sexual relationship. When we were dating we did but like a lot of marriages, the things she used to do in the bedroom went away as soon as she had that ring on her finger.

We had reached a point where we were only having sex 2 or 3 times a year. This was one of but not the main reasons I began cross dressing and eventually finding the man in my life, Dave. My wife and I got along for the most part, she just didn’t have much of a sexual appetite.

We were attending a family gathering this past summer about an hour away from home. We brought the kids and did the whole family garbage. We actually had a good time and I as always had my share of beer and food but to my surprise my wife had even had a couple drinks. She wasn’t much of a drinker and when she did it only took 2 or 3 to make her tipsy.

We were having a good time, and had just finished eating, the kids were running around out in the field somewhere and my wife was just staring at me from across the room. She didn’t say anything and when I asked her why she was staring at me, she just smiled and changed the subject.

When we finally left, it was late, 10 or 11pm. We started down the long dark highway home and within minutes, both kids were sound asleep in the backseat. Upon noticing that, I also noticed my wife was staring at me again with a drunken smile on her face.

“The kids are passed out.” She whispered

“Yep.” I answered. “Why are you staring at me?” I asked

“I’m super horny.” She confessed

“Really? I suppose it has been about 5 months since the last time.” I said sarcastically

She scoffed at me and went into her usual routine about how our work schedules were different and the kids and blah blah blah. I had heard it a thousand times and had no interest in hearing it again so I just ignored her for the most part.

A few minutes later she placed her hand on my thigh and began rubbing.

“Wanna hear a secret? If you took your dick out, I’d totally play with it right now.” She whispered in my ear.

I’m not a fan of distractions while driving, but in 20 years she had never said or done anything like this. Our sexual encounters are always planned out and robotic. The same positions every time, with absolutely no creativity. So, that being said, I gave a quick check to see if the kids were in fact sleeping and unbuttoned my jeans without saying a word to her.

She reached across and held my dick in her hand, softly stroking it up and down. I was in shock! I didn’t think she was seriously going to do this! Before long she had spit in her hand and began stroking me harder and faster until I eventually shot cum all over her hand and myself.

“Wow!” She exclaimed “..as soon as we get home, you put the kids to bed and I’ll get ready. I’m gonna ride you like a never before!” She whispered

We said almost nothing for the remainder of the drive. I watched as she had her hand between her legs and was rubbing herself outside of her jeans. As soon as we got home, I did what she asked. I carried the kids to bed and tucked them in.

I know how my wife gets when she’s had a few drinks. She’s fun to be around but as soon as she’s in bed, she falls asleep. I was fully expecting her to be passed out in bed and truth be told if she was I didn’t really care. I had already gotten a pretty nice hand job.

When I got in the bedroom though, she was on the bed completely naked and playing with her pussy. I have to say, the best thing about my wife is that her pussy gets so unbelievably wet! Even though she was just gently rubbing her clit, I could her the stickiness of how wet she was. I clicked off the light and removed all my clothes and jumped into bed with her.

She wasted no time with foreplay or anything like that, I had been laying down for all of 5 seconds and she was on top of me. She grabbed the base of my shaft, pressed it against her soaked pussy and sat down on it. She let out a loud moan and slowly began to grind on me. I reached around and grabbed both of her ass cheeks and assisted her grinding. Her tits bounced in my face and I sucked on her nipples every time they got close enough. After a minute or so she started panting and moaning louder.

“Don’t stop! Don’t stop!” She cried out as her body tensed up and her toes curled.

She let out one more moan and then buried her face in my neck.

“Oh my god! That’s exactly what I needed!” She exclaimed while desperately trying to catch her breath. “..did you finish?”

Usually I cum when she cums. The lack of sex has made it very difficult to last much more than 2 or 3 minutes and my wife is sexy as fuck when she cums. She’s loud, wet and happy, so when she cums it’s hard for me to not get so turned on that I explode with her.

“No. I finished in the car, remember?” I replied.

This time I wasn’t thinking too much about her. I was, one, thinking about how I had completely shaved my entire body for Dave and was desperately hoping my wife wouldn’t notice. When Dave and I began having sex, I thought my days of having sex with women were done. I was so entrenched in being Dave’s woman that I lost interest in pussy. This encounter with my wife changed that.

“Really? You always cum with me. Well, how do you wanna finish?” She asked

I didn’t respond with words, I just pushed her off me, positioned myself behind her and grabbed ahold of her hips. I pressed my cock against her dripping wet pussy and slid it inside her. She let out another moan as I began to fuck her from behind. Being that I had already shot that first east one in her hand 20 minutes ago, I was doing great! I was thrusting and fucking her like I was 20 years ago when we met. The whole time I was thinking, damn, I wish I could fuck like this all the time. I even made her cum again.

“Oh god, what’s gotten into you?” She cried out

I again, didn’t respond. I just kept thrusting in and out of her determined to make this last as long as I possibly could.

“Oh fuck! Make me your bitch!” She screamed as I pulled her hair. “..you have no idea how good this feels baby! Don’t stop! Don’t stop fucking me!” She cried out

My wife is a moaner and is pretty loud in bed but I had never heard her talk dirty like this. I was amazed at how hot this was! However, as soon as she said I had no idea how good this felt, I lost it. That made me stop thinking about lasting longer and start thinking about being fucked doggy style by Dave. I do know how good it feels! I wanted to scream that out but of course I didn’t. Within seconds of her screaming, I let out a grunt and shot my hot cum inside her drenched pussy. She reached back and grabbed my hip pulling me in as deep as I could go. I just sat there for 30 seconds or so balls deep inside her feeling spurt after spurt of cum escape my cock.

When I finally pulled out, I collapsed beside her on the bed. We’re in our early 40’s now and we were completely gassed and out of breath.

“Holy shit! We haven’t.. had sex like that.. in years!” She said out of breath

We barely said a word beyond that as we both just fell asleep.

The next morning I woke up still naked, my wife was already up making breakfast for the kids. As I stumble downstairs and greet them all in the kitchen, my wife, just wearing her robe, flashed me. When the kids were distracted, she quick opened her robe revealing her tits to me. I smiled, and smacked her gently on the ass.

“Way to go last night.” She whispered in my ear.

“Thanks. You were damn hell ass awesome as well.” I responded

As we all went out separate ways that day I began thinking about everything that happened the night before. I began thinking about what made me cum. Thinking about Dave!

I sent him a text and asked him what he was up to that night and unfortunately he had to work. Dave is a busy and successful lawyer and doesn’t have a lot of spare time so finding time for me was a priority for him but one of many. We agreed to get together the following day though and I was ecstatic. All day I was playing with my cock in anticipation.

That same night, I was downstairs in my man cave just hanging out and texting back and forth periodically with Dave and playing video games when my wife comes strutting down the stairs and around the corner. She’s got nothing but her robe on again and again, she flashes me a glimpse of her tits and does the “come here” signal with her finger as she turned and went up the stairs. I eagerly chased her up the stairs. In the living room, she turned around to see if I was following her and when she saw me moving faster than she expected, she ran up the second set of stairs to our bedroom. Halfway up though, I got a handful of her robe and pulled it off. Watching her run naked down the hall laughing was weird. It was like we had gone back in time to when we were in love.

We had sex that night and it was good but not to the level of the previous night. Once again we fell asleep naked next to each other.

The following morning was another nice one as we quietly joked about how we had sex twice that weekend and casually fondled each other when the kids weren’t looking. I had to go to work so I had to get ready. As I was in the shower, my wife popped in and peeked her head on the other side of the shower curtain. This was the first time she had seen me naked in the light since I removed all my body hair, but to my surprise she didn’t even notice!

“Mmm.. that dick!” she muttered as she pulled her head out as quickly as she put it in.

“What’s gotten into you all of the sudden?” I asked soaping up my balls and legs

“I don’t know. Just craving sex I guess.” She answered taking another quick peek in the shower. “..yeah! I want some more of that!” She added as she left the bathroom immediately after.

All day at work I thought about her and Dave. I couldn’t focus on anything I had to do that day and I’m positive I made a bunch of mistakes. I sent my wife a text saying that I was gonna stop at Dave’s and have a couple beers and watch the game. She replied with a picture of her pussy. The caption said: Don’t stay too long, my kitty needs petting.

Christ! I was so torn in what to do!

In an effort to make more time for everyone, I left work an hour early and headed over to Dave’s when I got there, he like always, greeted me with a quick make out sesh in the entryway. I was so excited to see him in that moment completely forgot about what awaited me at home.

Despite feeling very much like a man over the previous few days, I was itching to get into my women’s clothing. I kept all my clothes at Dave’s house and would go into his second bathroom, what he now called my bathroom and get ready. Dave made us dinner while I got dressed. My hair was nice and long now and I quickly styled it the best I could, applied some makeup, which I was getting very good at, and got dressed. I put on a pair of white cotton panties, a matching bra, a pair of tight jeans and a cute little sweater that Dave got me that day.

“How do you like it?” I asked him as I walked into the kitchen.

“It’s adorable. It fits ok?”

“Perfectly! Thank you.” I answered kissing him afterwards

We sat down and had a nice meal together, nothing spectacular but it was good. Afterwards we retreated to the couch and cuddled up and watched a show on Netflix we had been watching together. We were both so turned on and eagerly anticipating that night that we couldn’t keep our hands off each other and we missed most of the show.

When we couldn’t take it anymore, Dave stood up and escorted me to his bedroom. He shut the door and immediately unbuttoned his shirt and threw it in the dirty laundry bin. I approached him and untucked his undershirt and lifted it above his head and threw it in the laundry bin as well. I immediately began kissing and licking his hard nipples and running my fingers through his chest hair.

Dave helped me remove my sweater and bra and returned the favor by licking and biting on my nipples as well. I was so hard and so was he! Our cocks were pressed firmly against one another with only our jeans between them.

I unbuttoned Dave’s pants and pulled them down aggressively. His 9” cock popped out of his tighty whiteys and stuck right in my face. He sat on the edge of the bed and I positioned myself on my knees between his legs. I grabbed a handful of his dick and put it in my mouth. Dave let out a moan. A moan that said, “oh god I’ve had a long day and needed this”

I felt Dave’s entire body relax as I slowly bobbed my head up and down on his massive cock. I hadn’t seen him in over a week and missed his cock like you wouldn’t believe. The way it smells is unreal! It drives me wild! The taste of it is like nothing else in the world! It’s so hard but so soft at the same time!

Dave has a thick patch of pubes just above his cock and shaves everything else. I had to suck his balls too! They were unbelievably perfect! They had a salty taste as I could taste the sweat from the day! I stroked his fat cock and sucked his balls for over a minute before Dave popped up to his feet and helped me up. He undid my jeans and reached inside and grabbed my cock as well, returning his lips to my nipples. I moaned softly as he gently but my erect nipple.

Dave pulled my pants and panties down and laid me on his bed. He got between my legs and started sucking my cock!

“Sorry I haven’t shaved in a couple days.” I mumbled as he sucked away

“It’s ok.” He said laughing a bit then returning to my cock.

Dave then lifted my legs in the air and got down and started licking my ass hole. I had been begging him to do this to me for weeks now! He had always said he wasn’t into it despite losing his mind when I lick his!

“Oh fuck! Oh god that’s amazing!” I cried out

Dave’s tongue swirled around my anus and even went inside just a tiny bit as he also continued to stroke my cock.

“Fuck me! I want you to fuck me so bad!” I moaned

Dave kept my legs in the air as he sat up and got between my legs. He spit in his hand and stroked his cock for a second and then pressed his tip against my asshole. In the beginning of all this I was so slow about taking his cock and it would take me a few minutes to relax enough to handle Dave’s 9” dick but I had been getting so used to it that I was a champ at it now. Also, I was so unbelievably turned on in that moment that I could’ve taken two cocks.

“Get it in me!” I demanded

Dave pushed the tip inside and then slid his cock about halfway in. I moaned and told him to fuck me! Dave looked surprised a bit at how quickly I had escalated the situation but it didn’t slow him down at all. He began thrusting inside my. His 9” piston pumped in and out of my hole. Dave still had draped my legs over his shoulders and had a firm grip on my thighs. His cock slid in and out of my ass and was so big and forceful that it made my cock bounce up and down and you could see my insides moving with each thrust.

Dave spit some saliva down on my cock and he began stroking me as he thrusted. Seconds later I exploded cum all over my stomach and chest.

“Bend me over and fuck me!” I ordered

Dave slid his cock out of my ass and I quickly popped up on all fours. It took him less than 5 seconds before he shoved his member back inside my stretched out asshole. He plunged it in and pulled it out then in and out again and again.

“Stop playing around and fuck me!” I demanded

Dave, perhaps taking it a bit personally, shoved his dick as far inside me as he could. I could feel his balls slapping against mine with each thrust. How thrusts were aggressive and purposeful but that’s exactly how I wanted it!

“Pull my hair! Make me your bitch!” I screamed

Dave grabbed a handful of my hair and pulled. He pulled hard!

“Yes! Yes! Yes! Yes! Oh god oh god oh god, fuck my little ass!” I screamed out!

All I could think about was the night earlier when I was behind my wife fucking her and how she told me I had no idea how good this felt. Man was she wrong! I knew exactly what it felt like to be fucked and dominated by a man! Dave was really rising to the occasion as well. He was pounding my ass so hard! Like porn movie hard!

“I’m gonna cum!” Dave grunted

Dave pulled my hair harder than ever with one hand and squeezed my hip holding me in place with his other as he shot a hot load deep inside my ass. I felt each little spurt of cum hit my inner ass. It tickled a bit. Dave smacked my ass a bit after letting my hair go, and then pulled out of my ass and sat back on his heels. I turned around to face him, he had beads of sweat dripping down his forehead and nose. That sexy beast of a mustache glistening with sweat! I leaned in and kissed him. I noticed there was still small drops of cum trickling from his cock so I leaned down and licked the tip slurping up the leftovers. His cum poured out of my ass and down my legs and onto his sheets. My cum and sweat still stuck to my chest and stomach! It was awesome!!!!

Laying there covered in cum and sweat I heard my phone go off. I sat up to check the message and noticed it was later than I had thought. My wife sent me a text saying the kids were in bed, and so was she *wink wink*. I couldn’t come home smelling the way I did so As we always did, we retreated to the shower afterwards however this time I didn’t have time for our usual activities. Normally, I’d let Dave piss on me and I’d suck him off one more time in the shower but I had to get home. My wife was waiting for me.

I explained to Dave that I had left work early and had to go in early the next morning to catch up on the work I missed. That was a lie but it wasn’t going to hurt anyone.

I cleaned up, and raced home to find my wife sprawled out on the bed wearing a piece of lingerie I had never seen before. It was a red one piece lace thing with straps clipped to a pair of black stockings she had on! I had been with my wife for 20 years and seen her in lingerie all of 4 times.

“Wow! You look incredible!” I said as I started to remove my clothes

I jumped into bed and we had a third consecutive night of amazing sex! We had sex more times that weekend than we did the whole year and a half prior.

Despite being completely spent and I mean completely spent! I laid awake that night with a real dilemma. What was I going to do with this? If my wife was going to start having a normal sexual relationship with me, I couldn’t keep going with Dave. What if this was just a fling with my wife and she’d return to normal next week and I broke it off with Dave? I had to balance both of them. I don’t know how, but I have no choice. I mean.. I have the best of both worlds!

Please, Rate This Story:
1 Star2 Stars3 Stars4 Stars5 Stars
(average: 4.43 out of 7 votes)

By # # # #

1 Comment

  • Reply Danny1003 ID:1en1ek48dh2y

    I think your wife would be open to fucking you with a strap on