Rose And Gary free porn video

After Jess told me to get to know my mother-in-law’s neighbor Rose and her son Gary better I made it a point to do so. Jess also set my MIL up with another retiree in the building so I would have the freedom to do so without her being jealous or getting pissed about it.

About a week after the hot sex that myself, my wife, Jess and my MIL had Jess called me to come over to her place she wanted to show me something and I did not have to be discreet when comeing into the building. I arrived and went to Jess’s apartment. She let me in but was fully dressed. I told her I did not understand. She said we will have sex but first she wanted me to see something. We walked out into the common area and down near my MIL’s apartment. As we got near I saw an older man coming out of my MIL’s apartment. He bent down and gave her a passionate kiss and walked toward his apartment. My MIL then saw Jess and I and invited us in. We went in and she took off her robe and was naked under it. I saw cum running down her legs. She told Jess thank you for setting them up he is wonderful and has a nice large cock. Jess said she will have to try him out. At this point Jess was getting undressed and I joined her. Jess and I went back to my MIL’s bedroom. I thought my MIL was going to join us but she did not. Jess told me I am going to fuck her and then go next door to meet Rose. Jess got on her knees and sucked me enough to get me hard and then got on her hands and knees and presented her pussy to me. I got behind her and rammed my cock deep inside of her. I grabbed her hips and started fucking her hard. I did not last long and blew my cum deep inside of her. My MIL came in as I was getting dressed, got into bed with Jess and as they got into the 69 position she looked at me, smiled, winked and told me to have fun with Rose. I left my MIL’s apartment to the sounds of Jess and my MIL moaning in pleasure.

As stated earlier, Rose is my MIL’s next door neighbor. She is in her mid to late 80’s about 5’2” and maybe 110 pounds. I went next door and knocked on Rose’s door. She opened it and told me she was expecting me to come in. I went in and we sat down on the couch together. I asked her why was told to get to know her better. She told me Jess and her talked and Rose decided she wants to be with me. That is how Rose would say she wants to have sex or fuck, she wants to be with me or other guys. Rose is very proper and eloquent in her speaking. I asked her how and where she wants to start. She said we can start right now and she expects me to seduce her and turn her on as that is man’s responsibility and she will tell me if she is going to do something or not as we go.

I was wearing my usual loose fit, comfortable athletic shorts with no underwear and a t shirt and my cock was getting hard again and starting to pitch a tent in my shorts. Rose was wearing a skirt with a blouse that made it hard to tell how big her tits are. In fact that is what Rose wore most of the time as she is very conservative in the way she dresses. I put my hand on her leg and moved it up inside her skirt while I placed my other hand around her back and pulled her toward me to kiss. She leaned in and we kissed, deeply. I discovered she is a great kisser and loves it. She helped move my hand further up her skirt. My hand made it to her panties and I went to put my hand under them. She stopped me and said she doesn't want them stretched out and asked me to take them off and lifted her skirt for me. As I did so I got a great view of her neatly trimmed gray and white haired pussy. I could tell right away how clean and fresh her pussy smelled. She left her skirt on and pulled it back down and told me I would enjoy that part of her a little later and went back to kissing me. I moved both of my hands to her tits and could tell she did not have a bra on. I started to take her blouse off, which she let me do.Her tits were a very nice B cup size. I changed from kissing her to sucking and massaging her tits. She started moaning and held and cradled my head into her chest. She then started to stroke my cock through my shorts. She told me I got see her secret garden ,that is what she calls her pussy, and got to love on her boobs, that is how she refers to me sucking her tits so she wanted so see my manhood, my cock. I stood up and told her to be my guest. She pulled my shorts down. I was standing a bit close to her when she did and my cock flopped out and hit her in the cheek. She smiled, looked up at me, grabbed it with her hand and started stroking and put her tongue out and started licking it. She looked up at me again and said “mmm Jess tastes wonderful on your manhood”. She then took the head in her mouth and started sucking and licking up and down the shaft. She got me close to cumming and she backed off and said “not too soon my boy”. She then leaned back on her couch and lifted her skirt up and said she wants me to return the favor. I got on my knees and started kissing her inner thighs making my way up to her hairy pussy. I noticed her outer lips are still tight and keep her inner lips closed and hidden but as she spread her legs her inner lips look really well used like she has been fucked a lot. I also noticed her clit is very large and engorged. When I eat a woman out I usually start with my tongue in her pussy hole and I rub her clit with my fingers. This time I decided to start with sucking on her clit and shove my finger in her pussy. I simultaneously started sucking her clit and put my finger in her pussy hole. She started moaning and squirming on my face and finger. I could tell she is pretty tight. I got about a quarter of my finger in her and sucked her clit hard. She moaned and squirmed and let out a huge moan as she had an orgasm. When she was done she grabbed the sides of my face and gave me a huge kiss and hug like a grandmother would her grandc***d only she was completely topless and had her skirt hiked up and was showing her pussy. She then held me head against her chest and she said no one has made her feel that way in a while. That explained why she was so tight. She said lets go to her bedroom so she can make me feel like a man, which meant she wanted to fuck me until I came in her. As we went into the bedroom she took her skirt off and dropped it on the floor.

We got to her bedroom and she got on the bed and asked what is my favorite position. I told her with her flat on her back, legs in the air so I can kneel between your legs, holding onto them while I drive my manhood deep into your garden. She smiled, lay back and spread her legs wide with her knees bent. She said her garden is mine for the tending. I got between her legs, gently grabbed her ankles, lifted her legs, lined up my cock and sank it into her pussy with one move. She moaned and took it all. She told me to wait before I have my way with her so she could get used to my size. After a little but she told me to go ahead but be gentle because she has not been with a man in a long time. I started to fuck in an out of her very tight pussy, gently at first as she asked. She loosened up and got wetter and wetter. She was also moaning in pleasure and told me to start plowing her garden faster and harder. I picked up the pace and started driving my cock in her harder and deeper while spreading her legs a little wider. She moaned even more and was having back to back orgasms, her pussy getting tighter and tighter. I told her I was close. All of a sudden she convulsed and her pussy tightened its grip on my cock and she told me to fill her up with my seed. I spread her legs wider and started cumming deep inside her as she moaned and had her own huge orgasm. As we calmed down from our mutual sexual high I let her legs down and laid down beside her. She put her head on my chest and snuggled into me while I caressed her tits. She looked up at me and we kissed. She told me thank you she feels wonderful and fully satisfied. She told me she wants to be with me again, but without me having sex with anyone else first. I told her I would love that. I asked her about her and Jess. She told me they have been special friends for years and that Jess thought it would be a good idea for us to be with each other.

As we got out of the bed and were getting dressed I asked her about her son Gary and told her Jess suggested I should get to know him too. I told Rose I thought it meant you and Gary were having being with each other and I was going to join the two of you but I know that is not the case. I asked Rose what did Jess mean by that. Rose told me that it was not because her and Gary have been together the way we just were, but she would not be opposed to that if it were not for Gary liking yo be with men. She meant Gary is 100% gay. I told Rose I am still confused about what Jess meant by it. Rose told me when she used to be with more men in her past she would set some of them up with Gary when she found out those men also liked to be with other men. She told me when Gary still lived at home with her when he was in college she would have dates and be with the men she would meet and after she would figure out if they liked to be with other men, when she found out they did they would often go and be with Gary. She said sometimes it was on the same day or night after the man was with her. I told Rose I like being with men. Rose said she thought I did and would give me his phone number. We finished dressing and as Rose was walking me out she gave me a big hug and very passionate kiss.

When I stepped out of her door I saw Jess coming out of my MIL’s apartment and I waited for her. As we were walking we saw a woman my age coming out of the apartment of the guy that fucked my MIL earlier. I asked Jess who it was and she said she thinks it is his daughter. I smiled at her and said that is not his daughter. Jess asked me how I knew that. I told her because she is a prostitute who name is Kari. Jess asked me how I knew that and I told her because I used to pay to fuck Kari a lot and she was one of the best hookers I ever had. Jess told me she had never heard of a prostitute making house calls. I told her she charges extra for that because of the use of gas for her car. I told Jess she is really good in bed and Jess asked me if she was bi. I told her she is straight but does do doubles with her customer and another woman, just no sexual contact between her and the other woman. We caught up with Kari at the elevator and rode up with her. The elevator stopped on the floor that Kari and I needed. As we were getting off I turned, grabbed Jess and gave her a long deep kiss. Kari stopped turned around and watched us. Jess grabbed my cock through my shorts and I stuck a hand down her pants and in her shirt. We got done kissing and I turned to walk away to leave. As I did I smiled and winked at the Kari who had not recognized me yet and licked my fingers as I passed by her. All of a sudden she got the look on her face that she recognized me.

Kari turned to catch up with me as I was going through the doors to the outside. She got my attention and asked how I was doing. I told her good. She said she liked what she saw and asked me how good she, meaning Jess, is. I told her Jess is amazing in bed and she is a retired prostitute from Deadwood, SD where it used to be legal until 1980. I asked her about the guy she was with. Kari said he is good, has a nice cock but she thinks he fucked another woman before he called her. I told her he did, the other woman was my MIL. Kari asked me how I knew, I told her because Jess set them up and I gave her a brief description of why, how I fuck my MIL who was getting jealous of me fucking other women in the building, etc. I also told Kari that Jess asked if she is bi and I told her you are not but will do doubles. I asked Kari if she still had the same phone number, she told me she does and was surprised I still have it. I told her I will be calling her soon. We left and I went home.

When I got home I told my wife what happened and that I ran into Kari. My wife immediately got turned on because we used to do doubles with Kari. We would hire Kari to have sex with me along with my wife but my wife and Kari would not have sex with each other. I told my wife that I think Kari wants to do a double with me and Jess and maybe even me and her mom. My wife asked why me and her mom. I told her about the other guy who fucked her mom and after Rose and I were done is when Jess and I ran into Kari. I also told my wife about Rose’s son Gary and that I am going to contact him. My wife asked if Gary likes fucking women. I told her Rose told me is strictly gay and asked why. My wife told me she he looks like he has a big cock she would like to be fucked by. My wife is right, Gary does look like he has a big cock. We have met him a few times and he usually wears the same style shorts I do. Even with underwear on I cannot help but notice his cock which looks nice, thick and big. He has even gotten a nice hard on when around me. My wife told me to find out and if he likes fucking women she wants him.

I called Gary the next day and told him what his mom, Rose, told me to say to him, that I spent quality time with her and she thought I would like to spend quality time with him. Apparently it is a code they set up to tell him a guy his mom fucked is recommending to fuck him. Gary then told me since his mom is recommending me he cannot wait to get me in bed with him. We discussed what we like to do. Gary told me he is a top and said he has a 10” uncut cock. I told him the few times I have met him I could not help but notice when he has gotten a hard on. I told him I am vers and love uncut cock. I love the way it feels in my ass and asked if he fucks bareback. He said he only fucks bareback. I told him I cannot wait to take him in me. He said no one has ever been able to because he is so big. I asked if he likes being fucked. He said the only time he will ever allow another guy to fuck him is if the other guy can take all of his cock all the way in. I asked if that meant down the throat or in the ass. He said either one and stated again no one has ever been able to take his cock all the way in either. He asked me how big I am and I told him about 8” and cut. He said he would like to know what it is like to be fucked for the first time and hopes I can take all of him. We set up a date for me to go to his house. I told my wife and she asked me if I can take all of him. I told her the first guy to ever fuck me was at least 9” and the biggest cock I have ever completely swallow was 8” and as thick as a Red Bull can. She pointed out I am a bit out of practice and asked/suggested that since my date with Gary is not for another 5 days that I find as many guys with big cocks that I can and and have as much sex with them as I can as the bottom. I knew she was right and asked her to line up some dates for me while I go cruise the public areas where gay guys like to frequent along with the adult bookstore and arcade. I also told my wife to fuck other guys to keep herself satisfied.

I left the house whiley my wife got online. I drove to the adult bookstore. I paid the fee and in to the movie viewing booths. There were some guys standing in the corridor. I recognized one of them and knew he has a large cock and is a top. As I passed by him I moved close to him and grabbed his cock. I noticed he was hard and had no underwear on. I rather told him and anyone else who could hear I want to suck and be fucked by large cocks. He and another guy followed me into a room. Right away I got undressed and got out the tube of vaseline and lubricated my ass. The other two were undressing too. I immediately got on my knees and started stroking their cocks. They were well hung, but not quite hard yet. Even soft each cock was 7”, one was uncut. I took the uncut cock in my mouth first and took his head all the way down my throat and felt it get really hard. I pulled off of him and started to suck the other guy who was very hard and about 9”. I took him my mouth and started working his cock down my throat. I wanted him cum in my throat and the other guy in my ass. I stood up and bent over, grabbed the uncut cock and pulled him around behind me. He got the idea, lined his cock up with my ass and shoved deep inside of me. He was about 9” as well. It was a bit uncomfortable but I took him all the way in. I also started to suck the other guy again. I could not quite get his cock all the way down my throat. The uncut cock fucking my ass picked up the pace and was pounding me hard, he grabbed my hips, squeezed me hard ,pulled me back even harderand unloaded his cum deep in my ass. After he pulled out the other guy took his placed, slammed his cock into my ass and did not take too long to cum in me. They got dressed and left, I stayed in the room. I told them on the way out to send someone else in to the room.

Before long another guy came into the room. I could tell he had never been in an adult book store before and was not expecting to find me naked, he was also really nervous. I asked him what he wanted. He told me a blow job. I was sitting on the futon and told him to stand in front of me and pull down his pants. He did so and out popped a nice hard 8” cock. I started sucking him and before long had him all the way down my throat. He did not last long and unloaded his cum in my throat in no time at all. He pulled his pants up and left. I got dressed and walked out into the hall. No one else was out there and no one was in any of the rooms. I went home. My wife asked how it went and I told her. She told me she has a date lined up for me the next day with a 9.5” cross dresser at his/her house. We had a hot session of sex before we went to bed that night.

I went to the CD’s house the next day. She answered the door in nothing but a bathrobe. When I went in I could tell she was more than a CD, she was a transgender. I immediately started to embrace her and pull the top of her robe open to get at her tits. She let me and told me that my wife told her why I need to have sex with big cocks and wanted to retrain me on how to take a big cock. I was sucking her tits and kissing her neck. She took me in her strong arms and kissed me deeply. She led me back to her bedroom, took off her robe, got in bed and lay back and told me to suck her cock. Her massive dick was laying there against her leg, still soft. I got between her legs and started licking and sucking it. I started to take her in my throat and started to take her down. But just past her uncut head she was too big and I could not relax my throat enough to take her all the way. She started to massage my neck and shoulders to relax me. I took a little more of her cock in my throat. She kept massaging my and I took her even further down. Then I had her entire cock in my throat. It felt wonderful. I started bobbing my head up and down on her massive shaft. She was not expecting this and started moaning in pleasure. As I sucked her cock I stroked her shaft. She started humping into my throat and I could tell she was getting close to cumming. I wanted to taste her load. I kept up the pressure from my mouth and throat and as she started to cum I pulled my head back and took about half of her load on my tongue and then shoved my throat all the way down her cock and took the rest directly down my throat. After I swallowed her cum I pulled off of her cock and lay down beside her. She told me that was the best blow job she ever had and wanted to give me something to make me feel good. She had me lay on my back and got between my legs with her big tits and started to tit fuck my cock. She alternated between tit fucking me and sucking my cock. She told me she did not want me to cum in her mouth or on her tits. When she got me really hard she sat up and straddled my cock and sat her ass on it and started riding me. I had never been ridden by a transgender before. She was really tight. As she rode me up and down I was mesmerized by her huge cock bouncing all over the place. Pretty soon I told her I was close to cumming. She increased her riding motion on my cock. I grabbed her hips, thrust my cock upward to get it as deep inside her as I could and let loose a torrent of cum filling her full. She loved it. When I stopped she pulled off of me and had me roll over onto my stomach. I knew she was going to fuck me with her big dick and I wanted to feel every inch of it in my ass.

What she did next though surprised the heck out of me. She started to lick and rim my ass hole.She was using copious amounts of saliva as she rimmed me and stuck her tongue up inside my ass. I was enjoying it and pushed back against her mouth. During this she lubricated my ass with vaseline and got in position with her cock and when I pushed back with my ass her big cock head slipped in and right when it did she grabbed my shoulders, put her weight into me and sank her huge cock all the way to the hilt. The sensations to me were incredible. There was a lot of pressure from my anal cavity being widened by her, there was a deep warm feeling, the feeling of both me urinating and cumming at the same time. I found out later I was cumming from the pressure on my prostate. Even though I had been fucked twice the day before at the adult bookstore by a couple of nice sized cocks her cock filled me even more and I took all of it without any pain. She then proceded to fuck in and out of me increasing her speed and pressure as she did. I really wanted to feel her cum pumped into me. She started getting closer and closer. Then she drove her cock deep into me and filled me full of her wonderful creamy cum. After she was done she pulled out and I could feel her cum running out onto my legs and ran down them to my cock and balls when I was getting dressed. I did not wear any underwear so when I put my shorts on there was a wet spot and you could smell the cum. Before I left she told me she was coming to my house the next day. I left and went home and my wife asked me how it went. I showed her the wet spot and tooky shorts off.

This really turned her on and she got down in her knees and started licking the cum from my groin, cock and balls. She then have a great blow job but before I could cum she got up, turned around dropped her shorts and bent over. I plowed her pussy from behind noticing she had already been cummed in. I asked her who the lucky guy was and she told me the same other guy who has fucking her mom. She went over to see her mom and walked in on them as they were finishing. She said she got a great view of his big cock and his cum running out of her pussy. She said he left while her and her mom visited. Her mom told her what apartment he is in. After she visited with her mom she went and knocked on his door. When he answered he was naked and sporting a semi hardon. My wife invited herself in, dropped to her knees and started sucking his cock enjoying her mom's pussy juices on it. He then laid back so my wife could ride his cock. She did so and he filled her with cum then came home and waited for me. When my wife already has cum in her pussy she is extra wet and juicy but tighter than normal. It was this tight juiciness that put me over the edge and I blasted a load deep into her hot pussy.

We then talked about the transgender woman coming over the next day. My wife and her set it up because they wanted to turn me into what they call a fuck meat sandwich. I had an idea on what that meant because I had been the "meat" between a guy I was fucking with my cock and another guy who was fucking with his cock. I asked my wife whom am I going to fuck and whom is going to fuck me. She said first I will suck and swallow our transgender friend's cock because I need to practice for taking Gary in my throat. Then she, my wife, will spread her legs wide for me to fuck her pussy and our new transgender friend will fuck my ass with her cock. My wife said they want to time it so I cum in her at the same time our TG friend cums in me. My wife then told me our TG friend wants to eat her out, then fuck her and then I will suck and swallow her one last time. The day after is when I am to have my date with Gary.

The next day came and my wife and relaxed, naked in the house until our TG friend got there. She wore a very short mini skirt without any underwear and no bra. Her cock was already pretty hard where if she moved or sat a certain way the tip of her cock would easliy stick out. There was little to imagine with her huge tits showing from inside her low cut shirt. I wasted no time in reaching under her skirt to stroke hey cock. My wife took who was naked took the TG's shirt off and stared sucking her tits. We made our way to the bedroom and they both sat on the bed and made out while I switched from eating my wife's pussy to sucking the TG's cock. Each time I would go further down on her cock. I finally just sucked on the TG's cock only and with one big relaxing swallow took her cock all the way down my throat. I massaged her cock with my throat and my moved head up and down on her cock. She laid back and I could just see my wife straddling her face with her pussy facing toward me. My wife grabbed my head and started moving my head for me. My wife started to orgasm on her face, while she was the TG blasted her first load down my throat.

My wife got off of the TG, the TG sat up, I stood up and the TG finished undressing while took my clothes off. My wife laid back and spread her legs and i got on top of her and drove my hard cock deep into her. The TG straddled my legs and hips and started rubbing her cock between my ass cheeks. Each time her uncut cock head would pass my tight opening I would thrust back to get her to shove it in my ass. I would also tighten me ass cheeks around her thick shaft to try and guide her into my hole. I continued to fuck my wife who was moaning loudly while the TG's cock rubbed along my ass crack. The TG told my wife to hold my ass cheeks open while I fucked her. She reached around and did so. I could feel the TG moving with my fucking motion with my wife. All of a sudden I felt her cock entering my tight ass the combination of my fucking motion and her hard pushing caused her cock to enter me. Once she was all the way inside she wasted no time in beginning to pound my ass hard. The combination of her fucking my ass and me fucking my wife really got my wife's pussy super wet. My wife told me to stop moving and let the TG to do all of the moving. I stopped.loving and the TG started fucking even harder. Her fucking action caused me and my cock to fuck in and out of my wife's pussy. I was getting close to cumming. The TG picked up on this and started to increase her fucking in and out of my ass. Before long I started cumming deep in my wife and as I did the TG blasted her load in my ass. After we came down from cumming the TG got off of me and I rolled off of my wife. We laid there with my wife between the TG and I.

Before long my wife sat up and straddled the TG's cock and got it hard with her pussy. She then took into her pussy and started riding the TG. The TG told me to straddle her face with my ass, facing wife because she wanted to try something. I did so and the TG drove her tongue into my ass, and sucked my balls. My cock got really hard. The TG then grabbed her tits and pushed them around my cock, but I had to move down a little bit. Once she had her tits around my cock I started fucking them. My wife was having orgasm after orgasm from riding her cock. This brought me over the edge and I blasted a huge rope of cum between the TG's tits and all over my wife's pelvis and abdomen. The TG then filled my wife's pussy with her load. When she was done cumming my wife climbed off and bent me forward into the 69 position on the TG. The TG took my cock in her throat and I easily swallowed her tasty cock, coated in my wife's pussy juices. My throat was getting more and more used to her big thick cock. We sucked each other for a bit until I was the first one to cum in her throat. She wanted to taste my cum on her tongue but I would not let her. I did not let up on the pressure from my hips and started fucking her mouth until my balls were empty. This was easy because I was on top. After I finished cumming in her throat she then started to cum in my throat but I wanted to savor the flavor of her cum. I pulled my head back and left the head of her cock in my mouth and took her cum that way, suck her uncut head as she filled my mouth full of her creaminess.

After She was done cumming I got off of her and we started talking about my date with Gary the next day. The TG said she knows Gary and has had sex with him before. I asked why or how she was not able to ever take him fully in her mouth or her ass because she is clearly capable of doing so. The Tg told us Gary is a bit of a jerk and an asshole when it comes to whether or not others can take his big cock. He likes to “change the rules”. One thing he does is if you can take him fully in your ass and then expect to be the first to fuck him he will say you also have to take him in your throat, or vice versa. Or if you do take him in your throat first and you then try to take him in your ass Gary will do things when he fucks you which makes it hurt to the point you have to tell him to pull out. She said his cock is big, sexy and beautiful with a natural curve which turns most guys on but he uses the curve in his cock when he fucks a guys ass and tends to ram it really hard making it very difficult to keep taking him in. She told me she is going to be there at Gary’s with me tomorrow. He already knows she will be there but does not know that we know each other. The TG said she has every confidence that with my practice and training I can take Gary no matter what he does and she will be there to make sure he holds up his end of the bargain and takes my cock as his first in his ass. She also said I may only be 8” to 8.5” but to Gary it will feel like he is being fucked by a 10” cock. She also said when I am done with him she is going to have her way with his ass. She wants me to prepare his ass for her cock. We then asked my wife what she is going to do tomorrow. She said she is pretty sore and tired from all the fuckig she has done and is going to stay at home and rest. Our TG friend told me if I can to have a cock fuck me the next day before we go to Gary’s and she left after agreeing to a time for her to pick me up the next day. My wife and I had sex one last time and after I recommended that she call Brian and see if he has any friends that want to fuck a woman for the first time. Brian’s cock is not that big and his friends probably are not either. She said she will because she would like some more your cock that can cum very quickly and we went to bed.

When I woke up I heard the sounds of sex coming from our guest room. I went in to find Brian standing there with three of his friends on the bed with my wife. One was fucking her, the other two were geteting sucked and stroked by her. Brian saw me and smiled. I motioned for him to come with me. He followed me into the master bedroom. I sat him on the bed, got between his legs and swallowed his hard cock. I barely got him in my throat and he started cumming. After I swallowed his load I got up, got on the bed on all fours and told him to ram me hard. He gladly did so. While he was one of his friends came in. He got on the bed and I could tell it was the one who fucked my wife when I went in the guest room. I took his cock in my mouth and sucked my wifes pussy juices off of him. This brought Brian over the edge and he filled my ass with his hot, young cum I told his friend to take his place and fuck me. He did and after a few minutes he filled me full. By then it was time for me to leave and I got ready and went outside to wait for the TG.

The TG arrived and we went to Gary's. When we arrived we knew to go in because he already told the TG his door will be unlocked. He was in his living room, naked with his cock almost completely hard. He was surprised to see us come in together but did not know we drove together. The TG had on loose silk pants and top and no panties or bra, we could tell her cock was flopping around and getting hard and her tits were bouncing around with her nipples getting hard. I had shorts with no underwear on and a t-shirt on. The TG and I started undressing.

After we were naked I dropped to my knees in front of Gary and grabbed his cock and started licking his shaft. Before Gary knew what was happening I had most of his cock in my throat. I heard Gary tell the TG I am good and may be able to take all of him. The TG said she hopes so because she wants me to suck her and wants Gary to break me in for her. Gary did not know I had already been fucked and had sucked the TG. Gary said let's see how much I can take and started to fuck my throat. I knew this was coming and relaxed my throat and took his entire cock down my throat. I then started massaging his cock and bobbed my head up and down on his massive dick. He had my throat at it's max because he is thicker than the TG. I sucked and stroked his cock at the same time. He started getting close to cumming so I backed off. In started again and edged him. I let him get close four or five times and he started getting frustrated. I finally let him cum but backed my head off so I could taste his cum on my tongue. He was good, thick and creamy. When he was done cumming I stood up and saw he was giving the TG a blow job. This got me really hard and I moved behind the TG and used some of Gary's cum from my mouth as lube on my cock. I plunged it into her ass and started fucking her hard. It did not take long for me to cum in deep inside her. She then unloaded her cum down Gary's throat. Gary then said he is ready to fuck me. I laid down on my back, spread my legs and handed the TG a tube of Vaseline that I brought so she could lube my ass. I did not trust Gary to do it because of what the TG said about him. She lubbed me up very well. I told Gary I was ready.

He got on top of me, lined up his cock and pushed it in. He stopped about half way when he realized I was taking him just fine and tried to change the angle he was penetrating me at. I did not let him and pushed up and pulled him in with my legs and handa, very hard and seated his cock all the way inside of my ass. I then started bucking my ass on his cock. Gary looked very surprised at this. The TG was behind him and rubbing her cock on his ass crack saying "he has taken all of you in his throat and ass and after you cum he is going to fuck your ass and take your anal virginity and then I'm going to fuck you!" I started bucking harder what caused Gary to fuck me harder and before long he unloaded his cum deep in ass. He pulled out and looked worried. The TG and told him not to worry it will only hurt a little and we will be done quickly. Of course we were not telling him the entire truth.

I had Gary lay flat on his stomach while the TG lubbed his ass with Vaseline. When she stuck her finger in him she was not slow or gentle and he kind of jerked a little, she then added a second finger and started fucking his virgin hole with her hand. She then stuck a third finger in him and really started reaming his ass. I straddled his legs by then and the TG grabbed my hard cock with her other hand and quickly removed her fingers from his ass and guided my cock into him. I easily pushed passed his rectal sphincter and pushed all the way into him. He groaned loudly and tried to move away. But I had his arms pinned down. The TG told him to stop moving and take it all because it will feel better soon. I started fucking him hard. He was very tight as we knew he would be because he had already cum in my throat and when a guy cums his ass can get tighter. He was so tight it did not take long for me to get close to cumming. I had to back off because I wanted to enjoy his virgin ass more. I started pounding him again, got close, backed off, and started again. I intentionally edged myself a bunch of times. Gary was moaning in discomfort and some pain, but the TG kept him distracted by putting her cock down his throat. All of a sudden I could not hold back any longer, rammed very deep into him and unloaded my hot seed into his bowels. By then he had gotten used to it and moaned in pleasure as the TG pulled her cock out of his throat. I stayed in him while the TG got in position to take my place. She had not cum yet in his mouth because she wanted to cum in his ass. When I got off of him she took my place. He protested and said wait a minute she had not earned the right to fuck him because she has never completely take his cock in either her throat or ass. As she lined her hard cock up I told him she is going to fuck you because the times when she tried you would change things up to prevent her from being able to do so sucessfully because you did not want to be fucked. He knew I was right and he also realized the TG and I knew each other. As she shoved her big cock in him I told him she had fucked me deep and I took her cock more than once in my throat a few days before we came to his place and that is how I was ready to take you. I also told him we are going to put the word out that for anyone who is going to have se with him we can help break them in and get them ready for his cock so they can fuck you. I also recommended he stop being such a jerk and asshole to other guys when it comes to sex. I also had an idea he had not had a lot of sex the past few years becuase the way he treats others. As I was saying all of this the TG was fuckind him deep and hard. He moaned and groaned because she is almost as big as he is. The TG did not edge herself and came deep inside of him. When she pulled out of him a lot of cum came pouring out. He sat up on the bed with the two of us. He looked at us and had a humble look on his face and told us thank you. He feels better and is going to change and treat his gay lovers better but he is concerned that his recent past lovers will not want to be with him any more. The TG told him not to worry she will help him with it.

As the TG and I were getting dressed he asked me how I liked his mom. I told him since the first time I had not been with her. He told me she has been asking about me and wants to be with me again. I told him I have every intention on fucking his mom more. The TG told me I was lucky because his mom is only into men. I asked if she has met his mom, she said yes ad his mom is OK with her being a TG and being with Gary but does not want to have sex with her. I told Gary I am going to call his mom later and set up another time to be with her. The TG and I left and she took me home. After she dropped me off I went in and found my wife in our bedroom with Brian laying beside her sleeping. She woke up and smiled at me. I smiled down at her and asked if she wore the k** out. She said he is young but goes so fast he burns his energy out pretty fast. She said his friends left earlier and she had a great time. I told her I had a great time and the TG and I deflowered Gary. Brian woke up, say me and said he was sorry. I told him not to worry, I know my wife can wear men out. I asked if he wanted to stay for dinner. He said sure.

My wife made dinner while Brian and I talked. I asked him if he wanted to have sex with an even older woman than my wife. He asked with whom. I told him about my MIL. I told him I have to go to her building the next day to help a friend of hers named Rose but she will want to have sex with someone as well.

I called Rose to set up the date to be with her the next day and then called my MIL and told her I have a young man who would like to fuck her while I am with Rose. He asked where they live. I told him and then asked if he wanted to spend the night with us as we sat down for dinner. He said sure but had to call Cassi. She asked if she could come over too, My wife and I told Brian that is OK. Cassi arrived after dinner and said she would like to be my dessert. I took her into the bedroom and we wasted no time getting naked and getting in bed. She did not want to be eaten out or to give me a blow job. She got on all fours and presented her pussy to me. I got behind her and shoved my cock in her pussy. I rammed in and out of her hard and it did not take long for me to empty my nuts in her. She felt like she had not been fucked in a while. When we were done she told me her and Brian had not had sex since that day they were with my wife and I. I asked her why and she said Brian has been having sex with other women and his guy friends. She is OK with that but has not found anyone she wants to have sex with. I told her I can help her with that. She asked if I meant me only or other guys. I told her both. I told her what is going to be happening the next day and told her I know of a guy who would love to fuck her. I got up to go see where my wife and Brian were. I found them in the guest room having sex so went back to the master bedroom and Cassi and I went to sleep. I woke up to Cassi giving me a blow job. Then she lay on her back and I mounted her on top and pounded her pussy until I came deep in side of her. We got up and took a shower together where I fucked her again from behind. We finished and went out to the living room where my wife and Brian already were. We went out to breakfast and after The four of us went to my MIL’s building. I took Cassi to the other guy that was fucking my MIL while my wife took Brian to her mom’s apartment. After Cassi went into the other guys apartment I went to Rose’s while my wife went to see Jess.

Rose opened the door and was completely naked. I went in, took her in my arms and started kissing her. She kissed me passionately and started stroking my cock. She then dropped to her knees and started giving me a wonderful blow job. I started getting close to cumming and expected Rose to back off. Instead she stopped, pulled off of my cock, looked up at me and told me she wants to taste my seed and went back to sucking my cock. It did not take long and I started cumming. She swallowed every drop. When she was done, she stood up spit some of my cum into her hand and rubbed her pussy with it. She then said it is time for me to tend to her garden. She wants my seed planted deep inside of her. We went back to her bedroom, she got on the bed on all fours and told me she spoke to my MIL about me and my MIL recommended presenting to her and told her how to take me. I got behind her, lined my hard cock to her pussy and pushed in with one smooth move. Once all the way in I pulled back and fucked into her again, but a little harder. She started moaning really loud and told me to take her hard. I grabbed her sext hips and started ramming in and out of her. Pretty soon I unloaded my cum deep in her pussy. When I was done I pulled out and we collapsed onto her bed. She curled up into a fetal position and snuggled into me. I held her in my arms while she sighed contently. She said it has been a long time since a man has made her feel that good. I asked her about her sex in the past. She told me her and Gary lived in a small rural town. She was not a prostitute but was the woman the men would come to when they wanted something extra or on the side, even if they were married. She was also the woman who the men would bring their young sons to for their first time. She said most of the young boys she had were 16 and 17. She said back then this was accepted compared to today and no one complained or claimed she was m*****ing teenagers because the people in her area saw her as something that was necessary. She was the woman everyone knew existed in town but no one talked about what she did for the men and the young boys. I got up to get dressed and I texted everyone else who was there and they were all done.

We all met in the common area along with each of our sex partners, said our goodbyes and left. We went back to our house and I noticed running down Cassi’s legs was cum from the guy who fucked her. You could smell the zex in our vehicle. After we got back Brian and Cassi went home. My wife and I went in and did not even make it past the living room, we just started taking our clothes off and fucked right there on the couch.

After that I have had sex with Rose a few more times. I have asked her if she wants to be with other guys. She told me she is very happy with me but did recommend I get to know a woman everyone in the building calls Sister. I asked why people call here Sister and Rose told me I will find out and she will talk to Sister to ask if she would like to meet me. After one of our sex sessions Rose told me to call her in a few days regarding Sister because her and Gary are going on vacation.