I had gotten ready for an evening with Diane. We had talked that morning before work about our plans for the evening. She had asked me what I would like to do this evening and I told her that I was not going to make the plans tonight that I was leaving that entirely up to her. The only thing I was going to say was I wanted to have fun tonight and that she was to handle all the rest of the details and to let me know sometime today what I needed to wear. Later that day I got a text message on my phone telling me to wear shorts and a shirt and to be prepared to have fun.
I made the drive down to her house which is about an hour away. As I walked in Diane was already dressed in a mid thigh halter dress that was cut low to show off her 34C tanned tits. As she embraced me I reached around to her perfect round ass to realize she didn't have any panties on which usually meant she was very frisky herself and up for a lot of fun. I asked her what she had planned for us this evening and she looked and me a grinned and said:
"Jack it is time to go and you need to feed me well because I'm hungry and I think I will need a lot of energy tonight."
We pulled out of her drive way and made the 30 minute drive to downtown to eat at a very nice restaurant. The whole entire drive Diane was very frisky as she flopped around in her seat, grabbing my cock, kissing me and just very giddy. I asked what she was up to and she said nothing that she was just glad for the evening and was in a very good mood. We sat and laughed and talked and of course I kept asking what she had in mind for the evening or what she was up to and all I kept getting was nothing just to enjoy the evening. We finished our meal and as the valet pulled the car around I asked what she would like to do now. She looked at her cell phone and said why don't we find a bar and have a drink and kill a little time. Now I know that I'm not the sharpest tool in the shed but when a woman has to look at her cell phone to figure out what we're going to do I know she is up to something. Once again I ask and once again I get the same devilish grin and the same answer "nothing".
This part of the evening is pretty funny to the both of us even to this day. You see Diane is a head turner, I'm just your average Joe nothing special but Diane with her petite frame standing at 5"2" and weighing in at maybe 110lbs with a sexy round ass and those 34C tits which she loves to show off and a set of fine shapely legs. Once we were in a restaurant and I got up to go to the restroom and when I came back 2 men had come up and ask her to leave with them in that short period of time. So back to the story we drive maybe 2 miles and see a sports bar. Good place to get a drink I'm thinking, so we pull in and go to the door and there is a cover charge. I don't think anything about it because it's Friday night so might be a band playing or something. I pay the guy as I notice he's eyeing me but my mind is on what Diane is up to and she has already went on in so I follow like a dog in heat with my nose to the ground. She takes a place at the bar and I grab the seat next to her and we order a drink. I look up and scoop out the crowded bar and it doesn't take long for me to notice that Diane is the only woman in here. I lean over and tell her that tonight she is not going to be the center of attention that I will be. We both get a good laugh that we have wound up in a gay bar.
Diane looks at her phone again and gets up to go to the ladies room. When she returns she says that we need to leave. I ask her what's up and all she will tell me is that the evening is about to become a lot more fun and that she will fill me in while we are in the car.
"Jack you know that we share a lot of fantasies together right?"
"Yes we do"
"There is one that you have shared with me several times and I want you to know that tonight you are going to be able to have that become a reality and it won't be a fantasy anymore. That's all you need to know at this time and I will explain the rest to you in due time."
After about 20 minutes she tells me to pull in to this bar and we go in and take a place at the bar and order drinks. I'm a people watcher so I'm just looking around at all the people in the bar and in my mind I am trying to figure out what is in store for me the rest of the evening because my interest level is just about off the chart. After about 10 minutes I look back over at Diane and she is locked in a very passionate kiss with a very large black guy. When they break their kiss I recognize him to be a guy we had met a couple of times but it had been over a year since we had seen him. Now Robert is a personal trainer who stands 6'4" weighs around 230 with a Van Diesel type body and a cock that matches his body size. It's around 11" long and around 5" thick (that is no exaggeration). That's how we had met him off an adult site when we were looking for a very well hung black guy to fulfill a fantasy we both had at the time of me watching her fuck a big back guy.
So after their long embrace while I just sat there and watched they sat back down at the bar and ordered Robert a beer. I asked Diane what was up and she turned her bar stool around to me kissed me very passionately.
"Didn't you say today that you didn't care what we did tonight as long as it was fun and different?"
"Yes I did".
"And don't you have some fantasies that you want to have fulfilled?"
"Yes I do"
"I'm going to ask you another question and I want you give me your honest because your answer will determine the rest of tonight and what happens. Do you want to leave right now or do you trust me enough to give you what you have wanted in a fantasy tonight without knowing what it is?"
"I don't want to leave but I would like to know what I'm agreeing to"
"Yes or no do you want to leave now?" She snapped back
"I want to have one of my fantasies fulfilled tonight."
"Good just remember you asked for this one"
Well she wasn't playing fair because the whole time she was asking these questions she was rubbing my cock and I was rock hard. We share our fantasies with each other and there are several that we had talked about but we had not acted on yet so I had no clue which one she was referring to but I was so hard that it really didn't matter at that moment. I looked her in the eyes and they were filled with passion and it really didn't matter I thought because I was game for whatever she had planned. In my mind I was thinking Griff had brought several of his buddies or another woman but I was soon to find out what was in store for me that night.
She swung her chair back around to face the bartender who was back in front of us to ask us if we wanted another round. Diane held up a finger as to say wait a minute and turned to Robert and asked a question that took me totally off guard.
She said "Robert do you think we could make Jack our bitch for the night and show him how we like to fuck?" The bartender liked to have swallowed his tongue and I liked to have swallowed my glass. Griff turned and looked me up and down and said "I'll think he'll do for one night anyway." Diane looked at me and said "now you will do as you're told when you're told and how you're told for the rest of the night since you decided not to leave."
She then turned to the bartender and said "we will have one more round." All the blood in my body I think went to my face I could feel my face turning beet red and I was in total shock. All the fantasies we had ever shared the one with me being a cuckold was way down on Diane's list of ones to fulfill. She had even told me that one would probably never get fulfilled because she only liked strong men. Boy was I blown away and embarrassed all at the same time. The only problem was I still had this raging hard on as I was trying to get my thoughts back together. Diane looked at me and said:
"I contacted Robert today and he agreed to meet me tonight which is why we are here. All day since we talked this morning the only thing I have been able to think about was having his massive cock and all that you need to do was be a good bitch and do as you are told and not to say anything unless you were spoken to."
I looked down and noticed he was rubbing the inside of her thigh with his big black hand and that he had her dress pushed up and that her hand was rubbing his leg while she was telling me my instructions. When the bartender returned with our drinks Diane leaned over and gave Robert a kiss as the bartender just looked at me and had this shit eating grin on his face. Diane told me that they would finish their drinks and when they got up to leave I was to get up and walk behind them and just wait to be told what to do. I noticed the bartender went over to I take it that they were regulars in the bar and all four of them was looking at us and laughing. I finished my drink pretty quick and was about to order another when Diane broke off her conversation with Robert.
"I'm ready to be fucked good is my little bitch up for this"
I just nodded my head and stood up and walked behind them as they were arm in arm toward the door. As we got to the door she told me to get the door as they stopped and embraced each other in a deep kiss. I held the door opened and waited on them to finish as everyone in the place was staring at us. Once we were in the parking lot she told me that she was going to ride with Robert and for me to follow behind and not to get lost if I wanted to participate in the rest of the nights festivities. It was clear who was in charge of this evening and it was turning out not to be the evening I had thought it was going to be when I had picked Diane up. I thought it was going to be a night of dinner and maybe some dancing and then wild love making. I got into my car and followed his truck out of the parking lot with him driving and her nearly in his lap with one arm around his neck and I could only imagine what the other hand was doing. We pulled onto the interstate headed north and we didn't get to the end of the entrance ramp before Diane disappeared. I was only guessing he was getting one of Diane's out of this world head jobs. We only went up one exit and got off and pulled into a hotel. They walked to the room with me walking behind them as people once again stared at us.
When we got inside the room Robert turned and grabbed Diane and pick her up off the floor and said he was going to jump into the shower and get clean and fresh for her and her bitch. She said that was fine that she needed to speak to me anyway. He went into the bathroom and I heard the shower turn on as Diane turned and said:
"I need you to get the room ready for us and fix us a drink and get naked and sit in the chair by the bed. I'm going to go and help Robert with his shower."
With that she disappeared into the bathroom. I quickly became busy with my "chores" turning the bed down, making them drinks and there was a candle on the nightstand that I lit and adjusted the lighting. I remove all my clothes and sat in the chair. I waited and waited for them to return as my stomach was churning and my dick had gone limp and after about 20 minutes I got up and went to the bathroom door and turned the handle to see if everything was alright but it was locked. On the way back to my chair I opened one of the bottles of liquor and had myself a few large swigs to help calm me down.
After another 10 minutes or so I finally heard the shower cut off and Diane came out first with just a towel wrapped around her with Griff right behind her and he was totally naked and I noticed his cock wasn't hard just hanging down in all of its massive glory. They both got their drinks and made small talk like they were in the room alone. Diane finished her drink and reached for his cock and said:
"Oh my we have a problem here you shot all your cum in me and now your love tool needs to be brought back to life."
She looked at me sitting in the chair and ordered me to get up and to bring Griff back to life for her. I was astonished at the way she had been talking to me as she is normally a very shy conservative woman who was not very forceful but tonight she was barking out orders like she was a drill sergeant in the army. I asked what she wanted me to do and she said that I needed to get down on my knees and suck Griff till he was good and hard for her again. I asked her how I was supposed to do that and she said she didn't care but that she needed to be fucked and for me to figure it out on my own. She said that I needed to learn to suck a real cock and for me to hurry up that she was very horny and cum was dripping out of her and she didn't want to waste a drop.
I knelt down in front of Griff which made his size that much more intimidating and grabbed his cock and just starred at it and decided to start stroking his man hood until it came back to life. Luckily for me it didn't take but about or 8 strokes until he was back to a full hard. I'm kinda of a big guy with big hands but even my hands wouldn't close around his cock when it was hard.
I rose up and walked over to Diane and started to put my hand between her legs when she stopped me and told me that all a good bitch like me got to do was sit in his chair and watch and do as he was told. I tried to whisper in her ear and ask if he had cum in her but was told to get back in my chair. Robert asked if I shouldn't clean her up and she said yes I think that would be a good idea. Now one thing you need to know about Griff that I had learned in out meeting with him a year ago, I have never seen anyone put out the amount of cum that he does. She dropped her towel to the floor and laid on the bed with her knees up in the air and said:
"Jack I need you to clean me up so Griff will have a clean pussy to fuck."
I knelt down between her thighs and even though they had just got out of the shower cum was running out of her love hole like a river. I lapped up all the cum and dove my tongue into her love canal when she grabbed my head and said that was good enough to go sit back in my chair and watch and learn.
I sat back down in my chair as Robert positioned himself between her legs and he looked over at me and asked me:
"Do you know what had happened on the ride over or in the shower?"
"No but I had a pretty good idea" I said
"You just don't know what my little white slut had done to me".
"On the ride over she worked my cock with her hand until I was hard and then she pulled it out of my pants and as you probably noticed she had began to suck on it as they drove from the bar to the hotel. Coming up the expressway she swallowed my cock and brought me to the brink of an organism when we pulled into the hotel."
"When I got into the shower I was expecting to wash real quick for my whore and then all of a sudden she pulled back the shower curtain was totally naked and said hey big boy I need a real cock and just wanted to know if I could join you and make sure your clean"
"I held out my hand as she stepped in and got on her knees and devoured my big black dick like the pro she is. Do you know why I liked Diane better than all the other white women that I have been with?"
"No" I replied
"Because she is the only one that likes to fuck and will fuck my cock till I say stop. She grabbed my ball as she was sucking my cock and was messaging them and played with my ass. Then she stood up and turned around and put her hands on the tub and said now big boy fuck this sweet white pussy and what ever you do don't be gentle because I want to be fucked by that big fat cock of yours. I stuck this big fat cock at the opening of her sweet wet hole and rubbed her clit with this big black head of mine as she moaned then I stuck it in her to part those sweet lips and do you know what she did to me?"
"She reached up under me and grabbed my balls and tried to pull me in deeper. That's why we were in the shower so long because she was hungry for some good ole fucking. I plunged my cock deep into that white pussy and drove her up against the wall and I fucked her hard and fast. I grabbed her hips and pounded that pussy till I felt it tense up and with the water hitting me in the back I felt her cum all over my black cock. I kept pumping here until I unloaded inside her and you should know how much cum I can unload. So if you were wondering why we were gone so long that was it. We only spent a couple of minutes washing each other."
He said all this to me like I was a cuckold or something and I have to admit I was feeling a little left out but I looked down at my cock and he was standing at attention. Griff held his massive rod at her entrance and asked her if she was ready to be fucked again and she looked up at him and said:
"I think we should let Jack see how I loved to be fucked with a real cock".
With that he pushed his 11" into her as she raised her hips up to meet his cock. At first he was stroking her slow and began to pick up speed with each stroke as she wrapped her legs up around his back as she stated screaming
"Fuck that pussy, Damn that feels good, OMG I'm Cumming"
Her head was thrashing from side to side and I knew she was having a massive orgasm.
After she calmed down he rolled her over with his cock still impaled in her. They were engaged in a very tight embrace with their lips pressed together and their tongues entwined. They were talking to each other in a very low voice that I couldn't make out what was being said. He reached over on the night stand and picked up a camera that I hadn't noticed before and looked over at me.
"Hey little white boy do you think you could take some pictures of me fucking your girl friend."
I replied that I thought I could, feeling more like a cuckold with every passing moment. He said be sure to take plenty of pictures and to be sure to get close ups of his cock buried deep inside her. Boy here I was thinking I was going to be getting laid tonight and now all I'm getting to do is take pictures of them.
He pulled her up onto her knees until she was sitting on his face as she grabbed the head board with both hands.
"That's it Robert taste our juices, let that talented tongue of yours bring me to another orgasm, do you like that white pussy "
She turned her head toward me.
"My little white bitch have you enjoyed your evening so far, You know you had a pretty good idea here, I've gotten to have a real good time while you have had to watched me being fucked and sucked by this big black stud and right now I can feel his and my mixed juices running out of me down into his mouth. What I need you to do now is make sure you get good pictures of your fantasy, oh and by the way be sure to get good close ups of that big black cock stretching my pussy out. Oh and one other thing Jack would you be so kind as to hold Robert's cock and make sure that it enters me like I like it.
I leaned over the bed while she scooted down over the massive body under her and took the enormous cock in one hand and aimed it for the opening it was after. I noticed while doing this that she was right, for the first time tonight I saw cum running out of her red swollen lips. Her pussy was gapping open or I guess a better word would be stretched from the assault she had received in the shower from Robert. I snapped a couple of pictures of Robert's dick entering her. She sat up onto his man hood and began to grind her hips.
"Robert" she said: "your cock feels so damn good inside of me, I love the full feeling I have when you're fucking me, do you feel the head of your cock hitting my cervix"
"Does my little white slut like that black dick"
"Ummmmmm you know how I like to be filled up and fill me up you do"
"Jack are you getting pictures of that big black cock in my pussy"
She rocked back and forth on his cock and then began to pump him like she was riding a stallion. She threw her head back as she shouted.
"I cumin all over your cock, you fuck me sooooooo good"
With that she fell down onto his chest with her hips still pumping on him and their lips locked and their tongues inviting each others lust. He was pushing up against each stroke she was giving him. I could see his cum soaked cock and could here the sounds now of some sloppy sex.
"That tight white pussy of yours is pushing me over the edge" Robert said
"Cum in me, fill me up again with your black seed"
"I'm cumming in you"
With each thrust he unloaded into her. They laid in each others arms for a while kissing and catching their breath. All this time all I had done was take pictures and sit in my chair and watch the two of them fuck each others brains out. He rolled her over and pulled out of her. He told me to light her cigarette that after that orgasm he knew she was going to need to smoke. She rolled over unto his chest rubbing his upper torso then down to his now flaccid cock. I lit her cigarette and handed it to her as the two of them laid there petting all over each other, him fondling her tits and her his cock.
"Robert your cock is all covered in cum"
"Hey little bitch" she commanded "Robert's cock is all covered in cum and what I need you to do is to clean him up. Would you be a dear and come over here and lick his cock clean for me. I don't want you to put his cock in your mouth but what I want you to do is lick him like a lollipop.
At this point I didn't know what to do. I had never even held a cock before tonight now I was being order to lick one. I was hesitant and didn't move when she said:
"Did you hear what I said"
I moved up unto the bed and bent my head down as she was holding his cock up for me. I began to lick this massive black cock like a lollipop like I had been instructed and to be honest was getting a hard on for the first time in a while tasting their two juices. She instructed me to move down to his balls because they were covered in cum also which I did. My hard on was getting more intense by now when all of a sudden it was like she poured ice water on me.
"Jack stand up over here and take a picture of yours and Roberts cock together."
We stood together cock to cock in my own hand and she took pictures of out two cock together and needless to say mine was the smaller of the two.
"Good now I something to compare the two of you together"
I just went over and sat in the chair now humiliated and totally frustrated in how the night had shaped up. Diane was looking into the mirror as she sipped her drink she had picked up when Robert moved behind her and bent his knees to insert his cock one more time into her.
"Damn baby your wet"
"I know I am cause all your spunk is inside of me" she laughed out
He was stroking her slow at first and as he picked up speed his balls were slapping her ass as I snapped off one picture after another. He fell onto the bed behind him as he pulled her over on top of him with one of his hands rubbing her clit as he continued to stroke her pussy. She was having one orgasm right after another until he unloaded what I had counted to be his third load inside of her. She turned over onto him as they kissed and held each other very passionately for 20 minutes or so. They began to whisper ito each others ear as I was sitting there waiting for my next instructions.
Diane got up off the top of him and went into the bathroom. She came out with her dress on and told me to dress that it was time to go. I looked at my watch as I put it on and it was 4am. They kissed good bye and we left the hotel and got into the car.
We didn't say anything as we left and she put her head in my lap as I drove home. She was asleep in a few minutes as I made the hour long drive home. I woke her up when we pulled in the driveway and let her know we were home.
We went inside as we both took off our clothes for bed. After we got under the covers she put her arms around my neck and asked me if I was mad. I said:
"Hell no you put on one hell of a show and made me a cuckold for the night."
She said: "Now it"s your turn because I know how you like sloppy seconds but you may be to late for seconds but 5ths or 6ths may be even better"
My cock was hard as a rock as I slid into her with a mountain of warm cum and I didn't touch but damn was that one sweet pussy I had that night.
May 7, 2018 in cuckold