My start into being a cuckold husband

This story comes in many parts, this is part one

A little background before we get to the main story.
Ashley, my wife of four years is a slim twenty-eight year old. She is a brunette and stands at just five feet five inches tall. She weighs one hundred and six pounds and goes to the gym, two evenings a week, she has shoulder length, naturally wavy hair, her slender body gets a lot of admiring glances, especially at the company where she works as an office manager for a tourist attraction.
Our sex life is pretty normal, although, I am not very big in the dick department and; I only last about three to four minutes. We usually fuck about three times a week and she has always been open to trying new ideas in the bedroom, I know that I leave her frustrated every time we fuck and she tries so hard to bring some lust into our sex life. My biggest fantasy, much like most men is for her to have sex with another guy but, so far that hasn’t happened. We talk openly about our likes and dislikes, we talk openly about everything, especially our fantasies and one of her biggest fantasies is to be spanked, she’s often said that; to be spanked by another guy would turn her on immensely. We have often used spanking in our role play, I would spank her cheeks and even her breasts, sex after that has always been lame though, solely due to my inability to last any longer than four minutes.
Ashley has always wanted to play the guitar and has tried many on-line tutorials but she has never mastered it. One evening when she came home from her workout at the gym, she was excited to tell me that, David, a guy who she has gotten to know at the gym; plays guitar in a group.
She started telling me that she mentioned to him that she has always wanted to play the instrument, she even bought a guitar last year and, it sits in the closet.
He offered to teach her how to play it. I asked her what this guy was like and she described him to me, emphasizing on his good looks and muscular body. This got my mind racing and I told her to take him up on his offer, expecting him to come to our house to teach her. She told me that he lives about thirty minutes from us and she would like to go to his home after her next gym session, if that was okay with me?
I told her that I would like that for her and, she said that it would make her very late home. Her workout usually ends around seven thirty, the drive to David’s house, followed by her guitar lesson and then the drive back home, wouldn’t get her home until after ten- thirty.
I told her that was fine and she was delighted, sex that night was a little better as I fantasized about her and this guy.
She very seldom wears jeans, even though her ass looks so good in them, she’s always wearing a dress or skirt and top and, she changes at the gym into her ski pants and vest then, showers at the gym and changes back into her normal attire.
A few weeks passed, she went to his house every Tuesday and Thursday after her gym workout; she would tell me how her lessons were going and how she enjoyed them. I noticed that whenever his name was mentioned, she started to blush and I noticed that on the gym evenings, she would make an extra effort to look even sexier than she usually does. Sex was even better than before she started her guitar lessons and I was enjoying things even more now.
One night, while we were in bed, I happened to mention her spanking fantasy and if she would like David to spank her? She got so horny when I said that and teased me by saying that she’ll mention to him that she likes to be spanked.
Two weeks later, she called me at ten- fifteen to tell me that she would be late home because David was teaching her some new chords to try. I didn’t think anything of it and simply waited for her to get home. It was almost midnight when she finally arrived home, I was already in bed. She apologized for being so late and started to strip naked for bed. I noticed that she kept her back turned away from me when she removed her clothes, she slid into bed and we started to make out. One of her favorite positions is the doggy style and I asked her to get on her knees so I could fuck her from behind. She was reluctant to get into that position, asking me to just fuck her missionary style. I started to lick her freshly shaved pussy and moved her legs over one another, making her turn over. Her cheeks were reddish in color and, I could definitely make out the shape of a big hand print on them.
“Have you been spanked?” I asked, “I can see hand prints on your cheeks.”
She turned over and told me to lie next to her, I did and she held my hand tightly.
“Last week, when I was at my guitar lesson, David and I started talking about life and things in general,” she told me, “He told me how pretty I was and that I must have many men chasing after me.”
“Go on,” I said.
“We started talking about relationships, he told me that his long term girlfriend died in a car wreck last year,” she said with a few tears in her eyes, “Anyway, he told me that they were so much in love and how great she was in bed.”
I wanted to hear more.
“He told me that they would try something new every week and, he asked me what my biggest fantasy was,” she said, “Without thinking, I told him that I like to be spanked!”
“You must have felt comfortable then,” I reassured her, “its okay, I am cool with him knowing.”
She squeezed my hand and said, “He said that was interesting and he might punish me if I mess up when I am playing the chords on the guitar.”
I was getting hard as she explained.
“What did you say when he said that?” I asked.
“Nothing, I think I blushed and smiled,” she replied, “I may have said something like, oooh.”
I begged her to continue.
“Tonight, when he was trying to teach me a tune to play,” she said, “I messed up the chord and he said, if you mess up again, you get punished.”
“Wow,” I said, “Carry on.”
“Well, I messed up the same chord!” she told me, “He told me that I have a punishment after the lesson now.”
She told me that she tried so hard to get the chord right but, messed it up three more times before she finally got it right.
“When we had finished the lesson,” she said, “I placed my guitar in its case and, he sat on the armchair.”
“And…” I asked.
“He told me that now I must take my punishment for messing the chord up!” she explained, “I looked at him and he told me to lie over his knee because he was going to spank my ass five times for every mistake I made!”
Ashley has very shapely legs and her dresses are always pretty short, they hang about six inches above her knees.
“What did you do?” I asked.
She told me that she laughed and told him not to be silly but, he insisted that she accept her punishment! He told her that a deal is a deal and she must accept her spanking.
She told me that she walked to him and lay across his knees and he spanked her cheeks fifteen times!
“Were they soft spanks?” I asked.
“No, they were dang hard spanks,” she replied, “Half way through, he rubbed my ass and told me to get ready for the second set.”
I asked her if she still had her dress on and, she told me that her dress was on!
I could tell that she was feeling horny telling me what happened because her nipples were the hardest that I have ever seen them. She asked me if I was mad at her and I told her that I was delighted that she accepted her punishment!
The following Tuesday, she sent me a text message at nine thirty, telling me that she’ll be late home again. I got excited thinking that she was going to be spanked again. I was in bed when she got home at a quarter after midnight. She got naked and got into bed and I asked her how her evening went? She said that it was a good lesson and I asked her of she had received any punishments?
“I messed up a lot of times tonight,” she explained, “I got thirty spanks on my cheeks tonight.”
I asked her to turn over to let me see, her cheeks were very red tonight and, I asked her if she had enjoyed her spanking?
She told me that she did but, he had told her that because she messed up so much, she has a double punishment and that the second part wouldn’t be told to her until. I couldn’t wait until Thursday!
I couldn’t wait for the next day to pass, Thursday was just two days away and I was as excited as she was to find out what the second part of her punishment was to be. During the next two day’s I told her time after time that, I am cool with whatever they do, hoping that they would go all the way and fuck.
On Wednesday evening, he sent her a text and it said, “You may want to wear a skirt tomorrow.”
Finally, Thursday had arrived and we were both looking forward to her guitar lesson after her gym workout. As advised, she wore a short pale blue skirt and a white shirt over her little white bra, and matching thong.
Thursday evening seemed to drag for me as I wondered what my wife was doing with her guitar teacher; I jerked myself off two times before going to bed around eleven o’clock. She sent me a text at eleven- fifteen, telling me that she will be late home again. Half past twelve, I heard her arrive home and she came directly into our bedroom, she stripped naked and got into bed with me. Her ass looked very red and the tell tale red handprints told me that she had endured a good spanking.
The first thing that she did when she got into bed was to kiss me then, she moved her head down to my dick and sucked feverishly for at least five minutes; when my dick was good and hard, she sat up and told me about her evening.
She told me that after gym, she followed him home and, as soon as they got into the living room, she started to unpack her guitar. He told her to wait a minute because he had some things to tell her.
I asked her if she was feeling nervous at that moment and she told me that she was a little apprehensive but excited at the same time.
“He said to me that he would like a kiss whenever we see each other,” she said, “he said that he would like a kiss whenever I see him and a kiss when we part.”
I asked her she gave him a kiss?
“I did; a kiss on his lips, it only lasted a second or two but, I did,” she explained, “Then he told me that he was going to explain my second punishment for messing the chords up on Tuesday.”
I asked her what the other punishment was and she clenched my hand as she explained.
“He told me to take my skirt off!” she said, “I said; what! And he said, you heard me, take your skirt off.”
My dick was harder than ever as she continued her account of her evening.
“I asked him, why?” she said, “He told me that my second punishment was that I had to do my lesson in my panties.”
I begged her to continue.
“I told him that I don’t wear panties, unless it’s that time of the month,” she said, “I told him that I only ever wear thongs and, he said, oh even better then.”
I asked her what happened next.
“I asked him if he was serious and if I really had to take my skirt off?” she said, “He told me that I have to and it’s not a request; it’s an order.”
“Did you take your skirt off?” I asked excitedly.
“I asked him, I really have to take my skirt off? And he said, yes; the quickest way to learn is to have punishments if you do wrong,” she said, “So, I had to.”
She told me that she unzipped her skirt and let it fall to her ankles, and then she picked it up and threw it on the chair. He told her to go and fold it and place it neatly on the chair.
She said that she walked backwards so he wouldn’t see her cheeks in her thong but, he made her turn around and he said to her, “Nice ass. Now you know why I suggested that you wear a skirt today.”
I was almost to the pint of shooting as she continued her explanation.
She told me that she started her guitar lesson but, she couldn’t concentrate because she didn’t have her skirt on, and, he could see her thong. She explained that she messed up four times trying to play a tune.
I asked her if she felt horny standing there in her little white, thong? She told me that she did!
“After the lesson was over, I went to put my skirt back on,” she said, “He told me that I have four punishments before I can dress again.”
I was eager to know if he spanked her bare cheeks, I was about to find out.
She told me that he sat on his chair and told her to get into her position lying over his lap. He spanked her thong covered cheeks thirty times; stopping after every ten to rub her ass before he continued.
After her spanking, she got up and went to walk to the chair to get her skirt but, he told her to come back and stand by him.
“He rubbed his hands over my cheeks and then kissed them,” she said, “I wasn’t allowed to put my skirt back on until after I had packed my guitar away and kissed him.”
She was clenching my hand very tightly as she continued, “He caressed my ass while we kissed and, that kiss lasted for almost thirty seconds.”
I asked her if he used his tongue when they kissed but she said that they didn’t.
She told me that she still had three more punishments coming but, he would keep those until next Tuesday. She got dressed and kissed him again before she drove home.

Throughout the rest of the week and weekend, I told her many times that I was good with whatever they did, hoping that she would take the hint and go all the way with him.
Tuesday arrived and she wore a sexy little summer dress with a pink bra and matching thong. This time, she didn’t text me to say that she would be late home; I think that she just took it for granted that I would know.
It was twelve-thirty again before she got home and, her ass looked very red and again, I could see hand prints on her cheeks.
She told me that when she met him at the gym, she started walking on the treadmill and he reminded her that she hadn’t kissed him yet, she told him that she didn’t realize that she had to kiss him at the gym as well and, he informed her that she kisses him, every time they see each other and; she now has another punishment coming.
She remembered to kiss him when they left the gym and got into their own cars which made him happy. She kissed him again when they got to his house. She started to unpack her guitar and he stopped her.
“He said, have you forgotten that you now have your lesson in your thong,” she told me, “I told him that I am wearing a dress today and don’t have a skirt to take off.”
I asked her what he said.
She told me that he said, “Then you take your dress off.”
I was praying for something like this to happen and asked her what she did.
“I said to him, what!” Ashley told me, “I said, why do I have to remove my dress, can’t I just tuck the dress into my thong?”
He told her that the dress must come off and reminded her that, what she removed at the last lesson; she has to remove at every lesson now.
“So, I always have to have my lesson in my thong now?” she told me that she asked him.
She told me that he said, yes, and to take her dress off.
“I asked him, I really have to take my dress off? I have to be in my bra and, thong?” she told me.
He told that her dress must come off and now.
I asked her what she did.
“I took my dress off,” she told me, “I had to, I was standing there in my little bra and thong.”
“You really took your dress off?” I asked excitedly.
“I had to!” she replied, “I was in my bra and, thong for him for over three hours.”
“Wow Ashley,” I said as I kissed her.
“And, I have to take my dress off at every lesson from now on,” she said, “He made it quite clear that whatever I take off, comes off at every lesson from now on.”
I liked that idea and told her that I was happy with that.
“Then he reminded me that I have three more punishment still to come from last week,” she explained.
I asked her if he told her what the extra punishments were and she said that he would tell her after her lesson.
“After the lesson, I had to lie across his lap again,” she said, “He spanked my cheeks twenty times each.”
I asked her if he paused between to rub her ass and she told me that he did.
“Then he told me what my other punishment was,” she said with excitement in her voice, “I had to get on my knees in front of him and.”
“And what?” I begged.
“Please don’t be mad Howie,” she said, “I had to push my boobs out and, he spanked my boobs five times each!”
“Wow!” I answered, “Babe, I’m not mad at all, did you have to take your bra off?”
“No, he spanked my boobs through my bra,” she explained, “But, he spanked them hard and, I may have cum a little when he hit them.”
Our sex that night was out of this world again, I would tease her about David and that seemed to make her even hornier. After a quick fuck, she asked me if I was okay with the things that David had ordered her to do like, being in her bra and thong and getting her ass and now her boobs spanked. I assured her that it was perfectly fine and that I am happy with whatever they do.
I was even more excited to know that Thursday was only a day away and before she left for work, with her gym stuff in her bag, I asked her if she had any other punishments coming this evening. She told me that she still has two that are outstanding but, she didn’t know what they were going to be yet.
It was five minutes to one in the morning when she arrived back home, she came into the bedroom and started to undress, again I could see that her cheeks were very red and looked sore. I commented about how red her cheeks were as she folded her sexy little dress.
“He spanked my ass big time tonight,” she said as she unhooked her bra.
She explained that she kissed him as she met him at the gym and they did their workout, she kissed him in the lobby after she had showered and changed and, she kissed him when she got to her car. Another kiss was when she arrived at his house and, when she went inside, he reminded her that her dress must come off before she gets her guitar out of the case.
“I took my dress off and folded it and placed it on the chair like the other day,” she explained, “I went to get my guitar out and he stopped me.”
I was eagerly wanting to hear more.
“He reminded me that I still have two punishments to come,” she said, “I asked him what they were.”
“Go on,” I begged.
She clenched my hand again as she told me, “He told me to place my bra on top of my dress on the chair!” Ashley continued, “I was stunned and said, what? You want me to take my bra off?”
My tiny dick was harder than ever as she continued.
“I said to him, I have to take my bra off and wear only my thong?” she went on, “He said, yes you do, you are going to have your lesson wearing only your little thong.”
“Wow babe,” I gulped.
“I said, you seriously want me to take my bra off and he said, you have to,” she went on, “He said, if you don’t take it off, I will do it for you.”
I asked her what she did and she replied, “Howie, I had to take it off, all I had on was my little thong; he saw my naked boobs.”
She explained that she had her guitar lesson wearing only her skimpy, little thong; she said that his eyes were on her boobs the entire time. She explained that after her lesson, she took her position over his lap and he spanked her ass twenty times before he told her to kneel in front of her and, push her boobs out.
“He looked at my boobs,” she said, “He said that they were very beautiful.”
I asked her if he spanked her naked breasts and she said that he didn’t, he just looked at them.
I asked her to invite him over on Saturday. We were going to grill some steaks and I wanted to get to know the guy who was spanking my semi-naked wife. She called him and he graciously accepted our offer.
Saturday arrived and she dressed in a very short denim jean skirt and pink, top; she looked amazing. David arrived and the first thing she did was kiss him, David was a very nice young man, and he and I seemed to hit if off instantly, I already knew that he and Ashley had a strong connection but, I wanted to know him myself.
I did notice that they flirted together quite a bit and openly, in front of me which turned me on immensely. As the evening wore on, the drinks flowed and I wanted to let him know that I knew what happens at her guitar lessons but, I didn’t want to dissuade him from doing what he was doing to her; in fact I wanted to encourage it. Ashley went to tidy the kitchen, leaving me and David alone out in the back garden; now’s my chance, I thought.
I grabbed him another beer from the refrigerator and told my wife that I was going to speak to David and to ask her to leave us alone for a while.
I handed David his beer and sat next to him.
“I appreciate you giving her the guitar lessons,” I said.
He told me that she was welcome and how she is improving week by week.
I wanted to cut to the chase and decided it was all or nothing so I nervously said, “She really enjoys them and, the punishments that you give her.”
He blushed and looked nervous.
“She has always had a fetish about being spanked,” I said, “And it seems like you do it well.”
He didn’t know where to look and I sensed that he was feeling uneasy; I needed to say something to settle his nerves.
“It’s all good with me bud, “I said, “Punish her as much as you like, she secretly enjoys the punishments.”
He smiled an uneasy smile. I wanted him to know that he makes her undress as well.
“She’s very submissive you know,” I said, “That’s why she readily takes her clothes off when you order her to,” I continued, “I truly believe that she likes to serve and by ordering her to undress before her lessons and, keeping her undressed is fulfilling her need to please.”
He seemed a little more relaxed and said, “I hope that I’m not crossing any boundaries?”
“Not at all,” I quickly replied, “I have told her dozens of times, I don’t care whatever she does, it’s all cool with me.”
“Thanks,” he answered.”
I told him that I have no objections to her having to undress and have her lessons like that.
“Thanks Howie,” he answered, “I was wondering if you knew.”
“She tells me everything,” I replied, “Please don’t ever worry about my reaction to whatever you do.”
Ashley came out to join us and she asked what we were talking about. I told her that we were discussing her naked punishments and, she blushed and said to David, “I told you that Howie is okay with what we do.”
David smiled and said, “I know now, I may just step up the punishments then.”
I quickly said, “David, go for it!”
After he left, Ashley and I had amazing sex, I told her that while he was here, I kept thinking that he has seen my wife’s tits and I hope that he touches them soon; this seemed to turn her on even more.
We both couldn’t wait for Tuesday to arrive and she dressed appropriately in a short pink dress and pink matching lingerie under it.