I am a 45 year old man and my wife has recently discovered my interest in being a cuckold. She is only too happy to take me there and beyond.
She appeared in my vision like a redheaded angel. The sun was shining through her glorious long curly red hair. She has the soft pale skin that all redheads seem to have with full pale lips that usually had red lip gloss on them. Her name is Kate, not Katie, Kate and she is my niece.
We have always had an interesting relationship. Even when she was very young we would have staring contests and tease each other continuously. It wasn't a touchy-feely kind of thing. She didn't jump in my lap or run to give me hugs. It was a bit stand-offish. But, there was an understanding between us. She knew how much I adored her and I was always willing to listen to her when she wanted to talk, which was often, she is a talker!
She is headed into back to school soon and her body is starting to fill out. She already has some decent sized breasts, which isn't a surprise considering her mom's bust size. Her butt is getting nice and round and she exudes confidence that comes with being a bit taller than most of the boys her age and a fairly good athlete. Softball, mostly. Unfortunately I don't get to see her play as much as I would like. We don't live too far away, but my schedule doesn't really allow us the ability to get to her games. Her smile is what always makes my heart skip a beat; however. Her straight white teeth seem to glow and her eyes display an innocence and deviousness all at the same time. Kate and her mother were at our house recently and we were able to send some time together talking. As I said, I always give her my attention when she wants to talk. This time, she seemed a bit flirty and kept pulling on her dress as he kept one foot up on a chair seat as we talked. She was showing lots of thigh and it seemed like she was practicing her flirtatiousness on me. I was thrilled to be on the receiving end. I even happened to sneak a few upskirt videos as we talked. I enjoyed them very much, seeing her little striped panties against her mons. They appeared to be a thong, naughty girl!
I stirred from this vision to the sounds of "Uncle Chris, Uncle Chris" coming in a soft whisper. I opened my bleary eyes to see the glowing face of my niece and as my brain wakes as well I understand she isn't saying "Uncle Chris", but "Uncle Sissy"!
"It's time to wake up Uncle Sissy", says Kate. Giggling, she says "Those are some nice panties you have on, Uncle Chris, oops Uncle Sissy!"
I quickly realize that I am on the couch in a fetal position with some pink satin panites my wife put me in the night before. You see, I am a sissy cuckold for my wife and daughter. More on that in a minute. "Oh, Ugh... I, I mean we.. your Aunt Teresa was just..ugh.."
"It's okay Uncle Sissy, she told me to call you that (laughing), and she explained most of what is going on. Actually that's why I'm here today, I am Sissy Sitting!" She says, smiling and clapping her hands together. "We are going to have some fun! And don't be scared, I have my baby sitting certification, although I'm not sure it's the same for Sissy's. Aunt T said just to treat you like a little girl and it would be fine. She also said that I could use you to explore a little bit. It was actually Jenny's (my 16 year old daughter) idea that I come look after you. I had texted her asking if we could have a talk, (whispering) you know, about sex stuff. We had lunch earlier this week and she was very helpful, as well as telling me about you guys and the fun you are having. With mom having to deal with dad and his drinking and her working so much, I didn't want to bother her. Besides, we've always had fun together Uncle Sissy! If I had known before, we could have been playing dress up together" she says with glee.
So, a little bit about me. I am your average 45 year old white guy. A bit taller than average at 6'2, and a bit on the heavy side at 245lbs. My wife and I have been married for twenty-one years and we have a beautiful 16 year old daughter, Jenny and she did not get my height at 5'3 and around 110lbs. She is small breasted at maybe a B cup, but has nice curves and a round butt. She is all smiles and joy, but I have recently learned has a bit of a sadistic streak. My wife, Teri, is a MILF, at least I think so, and so do some of Jenny's friends, as I have seen. She is around 5'8, and carries a little extra weight, but it's in the right places. Her boobs and ass. She doesn't have a belly, but extremely large breasts, I believe she is 36F, sitting above her narrow waist.
Our sex life had always been a little rough. She carried some issues from a previous boyfriend and I guess my expectations were more porn-like than she was interested in. We came to a seemingly good balance for a few years, but the last 3 or 4 have been a wasteland in bed. Until about 3 months ago. I have always had an interest in porn, surfing it often to fulfill my masturbatory needs. She always hated porn and it would generate a massive argument whenever she found it on the computer or my phone. However, several months ago she found some websites I was reading involving cuckolding. It has become my dominant fantasy, outside of Kate, that is. The history would show stories from the more mild versions of the wife sleeping with other men and sharing the stories with her husband, to the more FemDom variety with a bi-cuckold serving his wife and bull like a slave.
Without my knowledge she discovered my lengthy history showing my interest in this subject. She tells me she was furious, then sympathetic and then curious. Curious as to what I would get out of her sleeping with a man (usually black) with a large cock and humiliating me in the process. She made the decision to explore this new lifestyle and started reading up on what a cuckold relationship is all about. She knew that I loved her, and wanted her to be happy. So from interest in cuckolding she saw this as an extension of that.
Teri works at a large insurance firm. She is not oblivious to a sexy man, and immediately thought about Eric, an attractive black man that works on the same floor, but in a different department. They would see each other often at lunch, and she suspected that he changed his eating habits to be there when she was. They would sit together and chit chat, maybe some mild, harmless flirting. At the time she had no intention of taking it anywhere, but her perspective had changed a little bit with her new knowledge. She ramped up the flirtation to a new level, to see how he would react.
Nothing outrageous just a little bit shorter skirts, and more of them. And she would unbutton an extra button to show some cleavage right before she went to have lunch with him. He didn't waste any time and suggested that maybe they go out to lunch the next day. He told her he knew a great spot, not far and offered to drive. The next day they went to a small Italian place a few blocks from the office, and set towards the back where it was a little bit darker. He told her that he noticed a change in her outfits lately, and that she was always gorgeous but was really playing up her sexy body.
Teri blushed at the compliment, and felt herself get a little bit damp at the idea of possible sex with this hunk of a man. Eric was a large man, and former college football player. He was over foot 6'4 and about 250 lb of bulky muscle. His head was shaved bald, but he had a neatly trimmed close cut beard. Is that close to her in the booth and she could feel the heat from his body and smell a manly scent on him. After the waiter took their order he turned slightly and put his hand on her thigh. "So tell me, what has brought about this delicious change in you, Teri"?
"Oh, I don't think.."
"Now, Teri, this lunch will be much more productive if we are honest with each other. You have been dressing to get my attention, correct?"
Looking down at the table she hesitantly says, "yes".
" Well, you have it. Now I want to you to get up and go to the restroom. And come back with your panties in your hand for me. Don't hesitate, or I will leave. Do it now." She didn't allow herself to think about it, she got up and headed to the restroom, she was in there less than a minute and was headed back to the table. Eric was standing waiting for her, he had dropped cash on the table. He held his hand out and she took it, then he walked her out the door. They got in his car and he pulled it around the back side of the restaurant. Without saying a word he pulled his cock out of his pants and looked at her. "Suck it."
Teri looked at him for a second, torn between her desire for his massive cock, easily a think 9 inches, and black as night. She had never wanted anything more than to have that talk anywhere he wanted to put it. As she hesitates, he reaches to put it back in his pants, she puts her hand on his and stops him. Then leans over and takes the head of his cock in her mouth.
The head filled her mouth, and she loved the heat and his smell. She knew instantly she would not stop sucking him until he flooded her mouth. Without him even asking she tries to get as much in her mouth as she can, aggressively sucking on his cock like she has never done to anyone before. Her hand felt his heavy balls and caressed them as she sucked. With their size, she briefly wondered how much come could be in there?
"That's it slut, suck that big black cock. You wanted this for a while, haven't you?"
"Mmmmmm", was all she could manage. She could feel the heat and moisture in her sex. Wetness dripping down her legs. " Get up on your knees." She moved her knees up on her seat lifting her ass high in the air. Eric pulled her dress up so her ass was exposed and gave it a firm smack! She was so horny, she nearly came from the sharp pain so close to her throbbing pussy. Again, smack! "Unghh" she groaned around his cock. He moved his large and to the back of her head and grasped her hair, forcing her to accept more of his cock in her mouth and throat.
"That's it slut, take that cock! If you do a good job and swallow that nut, maybe I'll let you cum." Actually, he had no intention of letting her come today. Tomorrow was friday, and he wanted to make sure she needed it bad.
Eric held her and used her mouth like he was masturbating with her head. She was able to grab air thru her nose periodically, but was still feeling a bit dizzy. She wasn't sure if that was the rush of this massive cock in her throat or the lack of air. She jerked her hand furiously to help him along, she craved his cum, she needed it! How did she get here, she thought.
He groaned and said, "Here it comes, don't lose any"! His hips thrust upward and he held her head in place. His cum exploded into her throat, and she didn't even have to swallow as it entered her stomach, then his hand eased off and she accepted the rest of his load in her mouth. She always hated cum in her mouth, almost never letting her husband finish from a rare bj, but she couldn't get enough of Eric's, and at this point she was desperate to cum herself. She reached back with her hand knowing any contact to her clit would send her over the edge, but he smacked her ass again and said, "Don't you dare!" She groaned in frustration and disappointment. She really wanted to cum as he filled her mouth.
He let up the pressure on her head, but still held her in place over his cock. " Okay gentle now slut, massage it softly with your mouth and tongue and get all that nut. That's a good slut" he says. She shivers a bit at her new moniker. She blanched when he first said it, but now she was enjoying how it made her feel.
"Well shit Teri, it's time to get back to the office. I guess you're going to have to wait for your satisfaction. That's all right, the anticipation will be good for you."
"But Eric, I'm so close, it would only take your touch to set me off! Please!" She pleaded with him. In response, he put himself away and zipped up. He put her panties in his pocket, and started his car to head back to the office.