My two best friends are Lisa and Rick. I still have my childhood friends, and work buddies, but these two are different. I met them many years ago. I was at a restaurant in town, and just happened to sit next to them at the “bar” in the restaurant. We began talking, and seeing each other repeatedly at this restaurant. We hit it off. We began hanging out here and there.
After I had known them about a year, Rick and I were hanging out, and he nervously asked me something that changed the way I view casual sex and friendships forever. He asked if I would join him and Lisa to play out a threesome fantasy they had been talking over for years. They had actually had a threesome when they were in college, but hadn’t done it again in all the years since then. They had been married in their twenties, and now in their 30’s, they wanted to go for it again. They hadn’t met the right person, until we met.
I was initially shocked. Granted, Lisa was hot, and Rick and her were very laid back. I hadn’t thought of participating in a scenario where there was another naked and aroused guy in the room pleasuring one woman. Even though I had reservations, I said as long as Lisa was into it, I would give it a go. He immediately called her, and we put her on speaker phone. She was enthusiastic about a threesome as well. So, we made our plans, had our threesome, and now, 20 years later, we are still double dicking Lisa every chance we get!
Just for a visual, here is what we look like. Rick is 6′ tall. He has blonde hair, he was slim when I met them 20+ years ago, and he is still pretty much the same. Lisa hasn’t changed much, either. She is a 5’9″ natural blonde with a slim, tone body, and brown eyes. Lisa has a great set of heavy B/C-cup breasts to go with that great figure. She looks stunning dressed and naked. Rick walks around with a 6″ cock that is two inches thick– you can wrap a dollar bill around it and the ends almost touch.
I am 5’10” tall, salt and pepper brown hair and blue eyes. I would consider myself normal or average. I will say, I am fit. I was in the military for 20 years, and I developed a great fitness routine. I maintain that today. I am 51. I have a cock that is not the biggest in the world, but it is a keeper! It is over 7 and a half inches long, and it is a hair thicker than Rick’s cock. The dollar bill wraps around but has more separation between the ends than Rick– Lisa did the dollar test long ago.
We have been great friends, and sexual partners for two decades! Nothing is off limits with Lisa. Rick has developed a bi side. He was bi-oral pretty fast in our relationship. I am not bi. I am not attracted to Rick. I am not afraid to cross swords with him, but that pleasure is always directed at Lisa. She loves having our cocks and cum any way she can get it. Early on we were spit-roasters, but today we are DP, cum-swapping double-vaginal loving friends. We aren’t afraid of each others’ fluids touching, etc. We have developed an attitude of “it is all about pleasure.”
It has been a few years, but on their 20th anniversary, Lisa asked me to fuck Rick in the ass. He loved to be pegged by Lisa with her strap-on, but they kept that to themselves up until that point. It was their little thing they kept between them. As their 20th anniversary approached, Lisa wanted to make it “public” between us. It was to be a surprise for Rick, and he loved it! Now on their anniversary, we would make sure Rick had me fuck his ass and leave cum inside it.
Fast forward to today, and their anniversary was approaching. This coincided with Lisa and Rick actually living in my house. They had suffered a fire at their home, and I offered my house as a place to stay instead of renting a house/apartment while their house was rebuilt.
With them moving into the house, my home became a sexual free-for-all. Now with their anniversary approaching, Lisa bought a feel doe, she and I planned to give Rick all the cock he wanted. Rick is a perv, so we knew he would enjoy every inch he could get.
The morning of their anniversary, I was in the shower, more of a shower room in my “primary” bedroom. Rick hopped in and began showering, too. After 20 years of naked fun, this is a normal thing. His dick was half inflated, and as we cleaned ourselves and talked about the day. He knelt at one point, and began sucking my cock. He stroked me, and asked if me and Lisa were going to give it to him after work. I told him he would enjoy all the cock he wanted later. He stood up, and smiled, then rinsed off. His cock was rock hard at this point like mine.
We got out of the shower, and Lisa entered the bathroom, and smiled at us and said to Rick, “Trying to get a jump on some cock?” Then she laughed. She then said, “I love I can walk into a room, and both of you have hard dicks. Save those things for this afternoon and evening.” She hugged her husband, kissed him, then stroked his cock for a couple of minutes. She motioned to me, and I came over. She frotted our cocks together and stroked us as one shaft.
Rick was so excited, he blew his first load of the day. He didn’t announce he was going to cum, just blew. Lisa was on his shooting cock fast. She held us together, but instead of stroking our whole shafts, she concentrated on rubbing the bottom side of our tips together to keep Rick’s sensations heightened and his cock pumping huge gobs of jizz all over our cocks and Lisa’s hands. We all had big smiles and were laughing as he blew. He was excited!
Lisa loves cum, and when he was done jizzing, she split our cocks to play with the cum and get some cum strings clinging between us, but then began rubbing his cum into us. Once we were coated, she began sucking our cocks clean. She lapped up every drop, and by the time she cleaned us up, I was fully engorged, but didn’t want to let loose a load.
When we were clean, she made out with both of us, and then hopped in the shower. She motioned for me to jump back in with her. I did. She bent over, and pulled her lips apart as the water ran over her back and ass. I moved in close to her, positioned my tip on her open lips, and began working my cock inside her wet pussy.
As we began moving on each other, her pussy quickly opened up and lubed itself. We were slipping and sliding on each other in no time. I grabbed her hips, and began hard pounding her– she loves to be pounded from behind! We kept going at each other until Lisa told me to hold my cock inside her. I pushed as deep as I could inside her, and she began moaning loudly as she began to cum. Her pussy bucked and squeezed my cock as I held myself deep inside her.
She pulled off of me and made me sit on the shower floor with my back against the tiled wall. She quickly straddled me, and guided my cock back inside her wet pussy. She began whispering in my ear– “I want your cum…… let me have it.” I looked up and Rick was back in the shower. He made a “V” with his fingers and then tongues the “V”. I knew he wanted to eat her creampie. I concentrated on cumming and in no time, I was blowing a load deep into Lisa.
Rick slid a finger into Lisa’s ass, and could feel me cumming in his wife through her vag/anal wall. When I was through cumming, she slid off of me, put a hand on the wall above my head and stroked my cock with the other. Rick moved in and began eating her pussy and continued to finger her ass. He rubbed her clit with his other hand as he ate and ass-fingered her. She loved it. As she stroked my cock, if some cum was milked out of me, she swiped it up with a finger and sucked the cum off of it and swallowed it.
Rick ate her to another orgasm, and then the water went cold. That was our cue to get out of the water, quick!! Lol. Lisa hugged and kissed each of us. Her wet body and warm mouth/tongue felt fantastic pressed against me and in my mouth.
We kept our hands and genitalia to ourselves, got dressed and headed to work– well, me and Rick left the house. Lisa is a real estate agent, so she pretty much is always at home working. It was late morning, and a text came through on our group text. It was a picture of Lisa’s fully shaved pussy and the strap-on she uses on Rick to peg him around her waist. It was a hot picture– particularly due to the fully shaved snatch. Lisa always has at least a triangle of hair or a landing strip.
A few minutes later, Rick answered with a picture of his pants pulled down, him bent over spreading his cheeks, and his balls hanging. I didn’t send a pic, I wasn’t alone at work, but they egged me on to send a pic. I added a semi flacid shot of my cock to the text string, eventually. A few hours later, Lisa sent out a short video. This one was her stroking her strap-on with one hand and thrusting a vibrator in and out of her pussy with the other. She got quick responses from both of us. She quickly replied that she was going to fuck Rick’s ass and have me inside her at the same time.
The hours passed like what seemed like months. Finally, I got to the end of my day, and headed home. I drove faster than usual. Rick texted he was on his way, too. When I got home, Lisa met me naked in the garage door entrance to my house. We made out, and she told me to hit the shower. Rick got home about 20 minutes later. Lisa sent him to the shower.
When he toweled off, she sat us on the couch. There was a bottle of lube and her strap-on on the coffee table. She was stroking and sucking both of us. She had us lean into each other and sucked both our tips at the same time. Then she took me by the hand, and pulled me off the couch. She had me enter her from behind while she kept sucking Rick’s cock.
As I was working my cock into her, she asked for some lube. I picked up the bottle and dabbed some on her awaiting fingers. She lubed her fingers up, and went back to stroking and sucking his hard cock. She began sliding her fingers into his ass. He was all smiles and loved it.
I lubed my cock up and slid straight into Lisa’s pussy. She let out a gasp as my cock opened her up and slid deep inside her. I began slow, but got into a good rhythm giving her a little force when I bottomed out in her. I know she was loving the stretch from my cock, being filled by my head and shaft, and my balls hitting her clit when I bottomed out inside her. She came hard on me with her husband’s cock in her mouth and her fingers in his ass. She moaned and moaned as she came. Rick held her head to keep her mouth full of dick.
After she came, she pulled off of me, and fed my cock to her husband. Rick hungrily slurped and sucked my tip. As he was sucking me, Lisa began to ask her husband, “Are you ready to have this cock fill and stretch your ass?” Rick pulled my cock out of his mouth, and said, “God, yes!” Then he and Lisa started making out– Rick stroked my cock as he kissed her.
She stood up, and guided me to sit on the couch. I thrust my hips forward to give Rick a good “platform” to mount my cock. Lisa lubed my cock from tip to base, and coated my balls, too. Rick straddled me reverse “cowgirl”, and began sinking on my cock as Lisa held it straight up. Ricks rosebud resisted my tip, but his pressure forced it down on me. As my tip began slowly penetrating him, I could feel his tight anus move down me like a tight ring. He slowly worked his way down my shaft. Then I felt him relax, and that tight ring began to give. He continued working down on my member, and pretty soon, he was sliding up and down my shaft. “Oh, Fuck this feels good,” he moaned. While he rode me, Lisa was stroking his super hard cock.
It wasn’t long before he said, “I just can’t hold it anymore, I’m going to cum and explode!” Lisa tightened her grip and stroked him faster making sure to run her thumb under the sensitive part of his tip.
Rick exploded. His first volley went over Lisa’s head. The second and third shots hit her in the face. As he continued to pump jizz out his cock, I was balls deep in his ass. It felt awesome to feel his cock flex and spasm with every volley he shot out of his love pole.
Lisa was all smiles. She loves cum, and to be covered in it was heaven for her– she got her reward for turning her husband on, and pleasing him. Our jizz is a reward to her in this regard.
Rick was on the road to have a multi-orgasmic experience. He rarely had me in his ass, so it was a total turn on to him. His cock did not deflate at all. He remained hard as a rock. He pulled off my cock, Lisa grabbed a towelette and cleaned me up, then re-lubed my cock. Rick laid on his back, and Lisa quickly climbed on his cock cowgirl on the floor. They both motioned to me to get back in Rick’s ass. I quickly got back inside his now open ass. Rick held his legs up and wide exposing his ass to give me better access. Lisa had half his cock in her, and I could see that Rick was sucking and massaging her breasts and nipples.
With me fucking his ass, and her shallow strokes, Lisa came on his cock and kept riding him. It was a hot view to see her pussy stretched around his cock. His ass took every inch of my thick shaft, too.
After about ten minutes of plowing his ass, he announced he was going to cum again. I buried my cock in him anticipating feeling his cock buck on mine as he shot his load into his wife. It was hot to feel and see his cock unload into his wife. He was moaning loudly, and Lisa, was talking dirty to him while he came……. “Give me your cum, baby……….I love feeling you cum in me…….you fuck this pussy so good…….you like that cock in your ass….”
I sat there with my cock in his ass, and we all remained still. Rick rotated his hips to grind on me and do short thrusts in his wife. His cum began oozing out of her between his shaft and her tightly stretched pussy. Again, a hot sight to see. Lisa pulled off of him, and immediately began sucking and cleaning his cock. She grabbed his shaft tightly and began hard stroking his cock. She looked at me and asked, “Do you feel the root of his cock pushing on yours inside him?” I nodded a “yes” to her.
Rick slowly slid off my cock, and they both went to cleaning my cock. Once cleaned Lisa and Rick began passing my cock back and forth each sucking and trying to deepthroat me. Lisa stood us up, and made out with each of us, going back and forth. Rick’s cock was coming down. Lisa began stroking me, and said he needs some cum in his ass.
She dropped to her knees and began sucking me again. Then she stood up, took both of us by the hands and led us to the dining room table. She bent Rick over the table. Quickly grabbed the lube, and slicked me up. She kissed me, then guided me into her husband’s ass. She climbed up on the table, and positioned herself at his head so he could eat her pussy while I fucked him from behind.
We all got down to business. Lol. The dining room was echoing with Rick and Lisa’s moans. I have to admit, Rick’s ass felt good as I plowed it– pussy is better, but who doesn’t want their cock in a hole. Rick started asking me to fill his ass with cum, Lisa echoed his desire. She moaned, “Fill him so I can watch your cum leaking out of him.”
I concentrated on the sensation of the feel of his anal walls and his sphincter gripping my cock. It wasn’t long till I was there. I buried my cock as deep inside his ass as my cock would go. I announced my orgasm, and Lisa rolled off the table, and raced behind me and hit her knees. I began to blow in him, and she knelt to watch my cock pump my first load into his ass. Rick propped himself up on his elbows, and just moaned. He looked back at me and then Lisa, and said, “Jay……it feels awesome! I love you cumming inside me…. I can feel your cock bucking inside me.” He was on cloud nine! “Happy Anniversary, friend” I said as my cock was nearing the end of orgasm #1.
I slowly pulled out of him, and he slid off the table and stood up. Lisa popped up to her feet quickly, and they began making out. Rick’s cock was growing. Lisa began stroking him, and then spun him around and bent him back over, she watched my cum running out of him and fingered his ass. She stood him up, then hit her knees again and began sucking his cock and she continued to finger his ass. Her finger would emerge with cum on them, and she would jack it into his cock and keep sucking his tip.
She had him ready to fuck in no time, but he wasn’t going to fuck, but be fucked. She pulled him by the cock to my bedroom. I was in my bathroom cleaning my cock. She laid him on his back, and got another bottle of lube. She retrieved her feel doe, lubed it up, turned it on, and slid it into her pussy. She then lubed the shaft, and on cue Rick lifted and spread his legs exposing his ass.
Lisa positioned the tip on his relaxed anus, and began to press in to him. He moaned as she pressed into his ass. She also had a wave of pleasure roll over her face, too. The feel doe was doing its job. She began fucking him and stroking his cock at the same time. Rick was on cloud 9. I was now clean, and Lisa looked like her legs were going to buckle. Rick opened his mouth and motioned for me. I climbed on the bed and fed him my dick. He readily sucked and stroked me.
Lisa could tell Rick was close to cumming again by how engorged his tip was, and how hard his shaft was in her hand. She began edging him, but at the same time I could tell she was about to fall over. She was holding her breath, and then let out a huge sigh, and just started moaning like she was on the edge of cumming. She blew, and as she did she forgot she was edging Rick and just started stroking him fast and hard. He started turning his head back and forth from the pleasure of his cock about to cum and blew a huge load as she stroked him. He covered his stomach and chest in cum.
She collapsed on him. The feel doe slid out of her, but it remained in his ass. They pasted their bodies together with his cum, and made out. I was more than half hard, so I straddled Rick’s legs, grabbed Lisa by the hips, positioned her ass, and then began feeding her my cock. The residual lube inside her allowed my cock to slide it, but with some resistance– she wasn’t totally wet anymore, and my cock needed to harden some more. Harden it did. Like it had a brain, and was being fed– as my cock began sliding into her, it woke up and began to harden and open her up. We kept a slow pace. She softly moaned, smiled and softly gasped at the feeling of me sliding in and out of her. After 10 minutes of making out with her husband, her pleasure started to rise. Her pussy got wetter, instead of me pulling her ass to me, she began lifting her ass to meet my thrusts. Then it was downward facing dog, ass in the air, pussy wet, and stretched around my cock easily sliding in and out of her. Then she was on all fours thrusting back in my cock. We ended up with me pulling back hard on her hips and thrusting forward hard with my cock. She loves to get hard pounded from behind, and she was moaning and screaming, “Fuck Me…..Keep Fucking My Pussy……Harder……..Make Me Cum….”. And she did. She had me keep pounding her as she blew through her orgasm. It was hot to see my wet cock stretching her lips. I loved watching them stretch outward as I pulled out of her for the next thrust, then they would press back into her as I thrusted my cock into her hard and deep. I loved watching those stretched lips.
She came hard on me, then collapsed back on Rick. I dropped myself back on the bed next to them. They maneuvered around me so one was on each side and took turns cleaning my cock with their mouths. Then Rick straddled my legs, and laid his cock on mine. Lisa began stroking our frotted cocks as one.
We talked as she stroked us. Rick was loving the ass hammering he was getting. Lisa loved fucking him, and being fucked. They thanked me for the indulgence. I thanked them for the ass and the pussy to put my cock into. We continued relaxing and Lisa continued stroking us. I was hard already, and Rick soon recovered.
We all got up and headed for the kitchen. We poured ourselves drinks. Lisa kissed us, stroked us, and fondled us. We rubbed her body up and down. Massaged her ass and breasts and rubbed her pussy. This was a brief intermission with some necking and petting. Rick said, “We need to get your strap-on in my ass, and Jay in your pussy at the same time.” We all agreed that would be a fun next step.
We finished out drinks, and Lisa retrieved her strap-on. Lisa had me lay on the living room floor, and lowered herself on me reverse cowgirl. It took her a few strokes to get wet again. I always am in awe of her ability to get wet and stay wet– even after lots of fucking. She rarely gets worn out.
As soon as she was wet and gliding on my cock, she spread her legs more and leaned back, supporting herself on her hands. Rick positioned himself to back up onto her strap-on. She held herself with one hand, lubed and guided with the other, and in no time, Rick had her balls deep in his ass. He got in a rhythm, and so did she. She rocked her hips, and he was moving to meet her movements. She didn’t have a hand free, so he stroked himself as we all fucked. We were a triad of pleasure. Probably a site to see, too. We fucked like this for 10 or 15 minutes, and then Lisa asked if she could set us up how she wanted.
He pulled off and she stood up. She disappeared into my bedroom and came back with a double dong– it wasn’t very thick on one head, but thick on the other. She asked if he and I would ride it while she had us double vaginally on top. Why not?
She lubed us up and gave me the thinner end. Then Rick moved in on the thicker end. His open ass took it like a champ. I have had toys in my ass before, and this wasn’t so big it was uncomfortable. I knew when we came, we would both have long, intense orgasms (anal toys do that for guys).
We got into the “X” or King of Clubs position with a double dong filling our asses, and then Lisa stroked and sucked us a bit. She lubed us up, and positioned herself to take both of us in her pussy. I held our cocks together at the base, and she at the tips. She slowly stretched and worked us into her pussy. She lost her grip, and Rick began to slide into her, but my cock was deflected back to her anus. She didn’t stop, but went slow. I held my cock at the base, and as she pressed, I guided my tip through her “dirty ring” to enter her ass. It was hot to feel her sphincter stretch and spread around my fully engorged tip, and the tighten down on my shaft once my tip was inside her.
She began riding us slowly until her ass began to relax. As she rode us she knew what we were feeling. She asked us, “How does it feel to have your dicks rubbing together against my wall.” We laughed and said “Fucking hot!” She loves us filling her up and getting her from both sides. She was full of cock. Not the exquisite stretch of a double vaginal, but it was fun and felt good, nonetheless.
She rode us slowly, then held still, and let us thrust upward into her. She started asking for cum. “I want my pussy and ass filled with my boys’ cum,” she purred. “The sooner you fill me, the sooner you both can be in my pussy.” We held still and she started riding us harder. About 5 minutes later, Rick announced he was going to cum (I love how Rick can cum, but then recover quickly and cum again).
He began pumping cum into her, and she instantly got hotter, and closer to cumming. She held still and enjoyed feeling his cock unloading inside her. I loved the feeling, too. I could feel him pulsing and shooting into his wife’s pussy. It was my turn next. She held still, and I pumped her ass until I, too, blew deep inside her ass. As my orgasm built she came, too. We were almost spot on together. It was hot! She and Rick stopped moving so they could feel me cumming inside her ass and her pussy buck as she came. It was hot and felt great to feel her PC muscles working hard on us.
She didn’t immediately pull off. We actually just stayed plugged into each other and enjoyed our little movements with post-cum sensitivity. We were a real love triangle. Me and Rick were connected as the base of the triangle by the double dildo, and our cocks were the other two sides connected by Lisa’s ass and pussy.
As we softened, she slid off of us, and we walked to the bedroom, she collapsed on the bed, and we hit the bed on either side of her. It was a blissful moment. She alternated kissing us, and we gently rubbed her from head to pussy.
We needed something to eat, so we got dressed and headed to a local hole in the wall. After a few beers and a steak, we were ready to get home and double vag Lisa. As we drove back to my house, she hopped in the second seat with me, and we began to strip. Rick adjusted the mirror so he could watch.
I crouched down on the floor to get at her pussy. I ate her used pussy all the way back to the house. As we pulled up to the house, we separated and headed inside. When we got in the house, Rick pinned her against the wall, dropped his pants and entered her pussy from behind. She tugged on my cock as he fucked her. We then moved to the bedroom, and she threw me down on the bed, straddled me cowgirl, and I slid right into her pussy as she lowered herself into me. She was open and ready for another cock. Rick stripped and quickly straddled my legs. He lined himself up, pushed his tip against my shaft and her lips. Her pussy felt fantastic stretched around my cock, but when Rick’s tip popped into her pussy past her lips, she went from fantastic to phenomenal! The stretch! I love the double vaginal stretch! It feels like her pussy is so stretched it is going to rip, but pussies are amazing things– they are made to stretch, and they do, perfectly. Then you have a warm cock moving against the sensitive side of your cock. She is getting stretched and can feel every little movement, and me and Rick are getting squeezed and stimulated.
I anchored in, and Rick pounded her. His cock along with the stretch felt phenomenal! It wasn’t long and Rick announced his orgasm. He felt awesome as he came. Her pussy was flooded with warm cum, and his cock pulsed against mine. Then, he anchored in, and I began to pump her stretched pussy. I let it go, too– this wasn’t a marathon, but a cumfest. I blew inside her, too. Rick yelled out, “Yeehaw!” As he felt me cumming in his wife. Our jizz mixed and began to ooze out of her around our shafts.
Lisa told us to hold still, and she pumped her pussy on us, and drove herself to a huge orgasm! She came hard on us, and her stretched pussy bucked and bucked on us drawing our cum into her uterus. She moaned and gasped as the pleasure sensations hit her. Then she collapsed on me, and Rick on her. His cock slid out of her and they rolled off of me.
We crashed and slid into sleep. It was a hot anniversary! Everyone’s asses got something. Lol. I have a shower room, so we all got up at the same time and hopped in to clean up. We each got a breast and an ass cheek to clean. There was some heavy petting between Lisa and us guys. We didn’t have sex, just a fun start to the day.
Rick left a well-satisfied man. He said thank you many times for giving him an actual warm veiny cock in his ass. Lisa expressed how hot it was to watch him getting fucked.
Rick headed out to work, and I took the day off. Lisa stayed at the house. I took her out to breakfast. She thanked me for fulfilling his fantasy every year. To thank me, she stayed at the house, and let me use all her holes any way I wanted. She wanted to give me a workout, too, after helping out with their anniversary, but that is another story.