A Very Young Guy Learns a Big Hard Lesson

[ckathrill]

I am writing this because it describes perhaps the most intense sexual experience of my whole life and I want to share it with this community and learn how many others here may have experienced something similar so I would appreciate your feedback.

I do not remember why I started having 3 somes with my wife, Jean. Perhaps it was because she was so beautiful that I wanted to show her off. I was 24 and she was 23 and drop dead gorgeous. Anyway, our first two 3somes were with my best friend. They were fun – we both fucked her and she was happy with the way things went. But there was something else that I found I had to prove.

This was before the internet but there was still some porn available and sex newspapers like “Screw.” Somehow I thought that big cocks were better than my barely 6 inch thin one. I set out to prove that. We answered an ad in one Screw issue that simply said something like “Swedish American sailor, very well hung, seeks single women or couples for good times.” We sent off a response – a letter - which included our phone number asking for him to call us. He called and I answered. I was new to this so I asked a few questions – basically height, weight and how big his cock was. He said “I am 28 years old and there isn’t an ounce of fat on my body and I am 9 inches.” I asked him to confirm “Are you really 9 inches?” He said yes so I made a date for him to come over to our apartment.

My wife, whom I love dearly, and who has always been very adventurous and open, knew about the ad and agreed to meet him. But she insisted that “If I don’t like him, I am not doing anything, period.” Okay.

He arrived late because he somehow got lost on the way. He stepped in and my immediate reaction was “this guy ain’t too cute at all. This is not going to happen” He was very tall – about 6 ft. 2 in. and very very thin. I thought “at least he did not lie about that.” As we ushered him into the living room, my wife gave me a distinct frown that said “I don’t like him.” He and I sat on the sofa and my wife sat in the chair opposite us. We began small talk. He was a clam digger on the south shore of Long Island. He also said that he had been a male stripper out on the island and that he had been asked but the editor of Screw, a porn newspaper in NY, to participate in a porn movie, which he had not made yet.
Well…this seemed to intrigue my wife very much. I could see her face brighten up with considerable interest. He asked where the bathroom was and he excused himself. She then said to me, motioning with her hands,” Did you see his pants? It looks very fat” and said it with a grin. I asked if she wanted to do this and she enthusiastically said yes. When he came back, she stood up and said she was going to the bathroom, leaving us alone. I told him we were going to do it. We sat for awhile in an awkward silence until he said ”Sometimes in these 3 somes, the women have multiple orgasms” This somehow set off a little alarm in my head – like – really? Jean was not yet having orgasms very much at all. And they were resulting from oral sex only.

Jean came back in and then I excused myself to use the bathroom. She later told me that he said “you are very beautiful. You do not have to do this if you don’t want to”. We went into the bedroom and Jean disrobed quickly and got under the sheets. Ken was starting to undress and then I began to undress but felt too embarrassed to look at him - like he would see me looking at his cock. At a later time, Jean said when she saw his cock, she knew the sex was going to be different. Somehow we all ended under the sheets with Jean in the middle. I pulled the sheet down a bit to reveal her breasts (they were somewhat small/average at the time. Now, after birthing, they are huge.) I started to suck her left nipple and then he started on the right one. It never takes much to start Jean off in a swinging scene! She immediately turned toward him and they started to kiss. I noticed that her left arm seemed to be moving. I really wanted to see if his cock was as big as he said so I slowly pulled down the sheets most of the way and saw her hand wrapped around his cock, which seemed very big but not sure if it was 9 in.

They were kissing and stroking each other and then he went down on her. She responded like she had with me. After a very short time, he knelt up and started to finger her pussy with 2 fingers. I thought “I never do that because I want to enter her when she is tight. Does he know what he is doing – short oral and then fingers?” And intending to fuck her so quickly without much foreplay?” I now know he was quickly proceeding to the real thing – the real reason why he was there. He prepared her for the missionary position. No condoms were used. He knelt up and stroked his cock and now...yes now I could see he was really 9 inches! And perfectly straight, not like my curved one.

He entered her slowly and her eyes became very wide open. She seemed to be feeling overwhelmed by it. He continued to put it in and out slowly and I thought “Why doesn’t he put the whole thing in?

She began to quietly moan (not like these days when she lets herself go) and moan some more and breathe heavily, so heavily like I never saw before. They fucked that way for a long time – longer than we ever fucked... I noted to myself “This ain’t like it was with Peter, my friend.” That time it seemed playful and fun. Now, I felt intimidated by him and realized that Ken and Jean were totally wrapped up in each other. There was no room for a 3some between these two. And by the way, I have no erection at all!

After a long while watching from the foot of the bed, looking at his ass and balls bouncing against her and hearing her moan in passion, I wonder to myself ‘ Why the heck are you doing this? She is having her brains fucked out and I am simply watching with no erection. “

Anyway, she then asked to go on top. He obliged. She began going up and down on him furiously...again and again and again. I noticed that she was not going all the way down on his cock so I grabbed her waist and tried to force her down more on it but she slapped my hand away. She later told that, of course, she could not take the whole thing in without hurting (her young pussy). I lost track of time but I stared in disbelief that she was going up and down for so long! With me she always got tired after a few minutes. Finally she said to him ”I have trouble having an orgasm so you can finish up”. He placed her back in the missionary position, fucked her a bit and took it out and orgasmed a big load over her stomach – just like in a porn film.

Spent, they laid back down with me on the left side of her again. Jean and I had a cigarette lying on top of the sheets this time – all of us naked. I could not help to stare at Ken’s cock and compare it to mine. It was ridiculous... He was still all fluffed up – not hard though - from his erection and I had not had an erection at all that night. His cock looked at least 10x bigger than mine. Jean later innocently told me - not trying to make me feel bad or anything, just being her lovely but naive self - they did not even look like the same organ!

So after finishing the cigarettes and speaking for maybe 3 minutes, Jean reached over and grabbed his cock and turned towards him and they kissed. He immediately got up and set her up in the missionary position. We had a queen bed so things were tight, and he opened her legs and her left leg hit me in the head so I got up fast. Talk about feeling useless and in the way! Again another marathon fucking and more moans. I wanted to get involved somehow so I told her to move so she could eat me while he fucked her from behind. She complied and started to eat me but she could not do it. He was fucking her from behind, and she later told me it was so intense, so deep, and actually hurting her, that she had to stop and change positions. She said she wanted to be on top. And this time when she was on top she started making loud moaning sounds I never heard before and I thought “Ok, she is now having an orgasm from fucking him .” And I touched his cock as he was going in and out of her pussy and noted the rock hardness of him and a thick vein/ridge running along the back of it facing me. Man...was he hard! Shortly after that he came inside of her.

They rolled over in bed and, this time I felt like I had to do something sexual with her so, since I could not fuck her because I was not hard, I would go down on her. I put my face in her pussy and got such a shock; I felt pussy juice and cum, lots of it, all over my face from my eyes down to the bottom of my trimmed beard – my entire face. I was aghast! I was not expecting that. I immediately got up, went to the bathroom to clean my face and laid down next to her again.

Another cigarette…a little small talk ...and then I could not believe it. She grabbed his cock again! She wanted more! He once again got fully hard immediately. This time they did not kiss, but moved right into their familiar position - missionary – and he began fucking her slowly. I laid next to her and could see his cock go in and out but never all the way in. I reached out and, with my finger, stroked the top of his cock as it went in and out. He now reached over and grabbed my soft dick briefly but I was never going to get an erection that night. After a very short while, Jean said “I am feeling sore. Can you finish?” Like the gentleman he was, he said “no ...no more” And I will never forget seeing him on his knees slowly taking it out but he looked like he took 3 steps back in order to get it all out. And it sprang up and out from his hardness.

As if all of this wasn’t enough, Jean motioned to him and said “come here”, motioning him to kneel over her chest. I stared in total disbelief as he moved over her with his huge cock pointing straight at her mouth. She wrapped both hands around it and began to suck him with a loving look. – like she was really trying to please him. It did not take long to get him to the point of orgasm. And just like a porn star would, he took it out of her mouth and shot a load right onto her face. And then…she grabs it and smears his cum all over her smiling face. WOW. I could not believe she was so turned on and frankly so grateful and giving to him.

We all laid back down for a few minutes and, since it was getting late on this weekday night, he got up and went to the bathroom and Jean and I got up, and put something on to prepare for him to leave.

She had gone to the kitchen when Ken came out of the bathroom and got dressed. I will never forget the way he shook my hand and said ‘thanks, I hope she had a good time” but with an unmistakable smile/smirk that said “I really rocked her world, huh.”

Though I was dying to talk about things, she said she was tired and wanted to go to sleep but she did ask a rhetorical question with a smirk as well “I guess he was really 9 inches?” All I could do was nod in agreement and we went to bed.

The next day I could not wait for her to come home. When she did, I eagerly corralled her into the bedroom where she changed into casual clothes and we sat back on the bed. She was smiling and knew I was busting to ask questions.

She said she would like to do this again but I said something stupid like “yeah but he probably is just a one-time thing and will not return.” Of course 2 weeks later he called and got her on the phone to ask about getting together again. She told me he called and asked if we could do it again and I said “no. I really don’t want to do this” And like the terrific, loving wife she has always been, she agreed.

I began by simply asking “So how was it last night?” ( like I didn’t know already). My heart was pounding and I could feel the blood pulsating in my ears. I steeled myself for what was coming. She is a very sweet and loving lady ( I am so very lucky) and she asked me “ Do you really want to know?” Exercising great control over my emotions, I calmly and softly said ‘yes.” Because she is both caring and simultaneously wanting to be honest as well asked ” Are you sure because I don’t want you to feel badly?” Guys, I knew what was coming – but not really. With heart pounding harder I said “yes.” She seemed relieved and with great enthusiasm said “ I felt like I was fucked for the first time.” I asked her to go on. She said “fucking him was not the same thing at all like fucking me. Now I know why people say that they fucked for hours.” I tried to get more information but all she could say was that she enjoyed being all filled up and stretched. And she did not take the whole thing because it hurt too much but she did love the feeling somehow of the pain of his cock hitting the back of her vagina.

Well…I had my fucking answer – I was right all along. So now what? So I felt really deflated – that she could enjoy fucking so much – and with a perfect stranger!…yet somehow I also felt sexually excited. It was bizarre and I just could not figure out what was up with me.
Though I did not get hard that night, and thought that yes, I proved myself right that big cocks are so much better, for about 2 weeks after our scene with Ken, whenever I went to jerk off to think about that night, as soon as I started to jerk off, I came immediately , like in 2 seconds! And I had never had a problem with premature ejaculation at all.

About 6 months went before I experienced a strong desire to do this again, perhaps to somehow prove this was a one- time thing, that she did not really like a big cock that much, that it had been because he was somehow special. Boy, was I wrong!

[Cobra1000]

Wow! Fantastic story. There has to be more. Please please continue

[OOAA]

Great story!!!!!

I would have loved much more detailed answers from her

...and of course, that they repeat and maybe do it a regular thing

[ckathrill]

Yes...there is more...but not with him..and i once again learn a big hard lesson..but it only ends up worse for me.

[weluvtoodoit]

Lucky man to have learned that lesson so early in life. Great story of a lovely wife.

[ckathrill]

This is the follow-up to my original post.

The next day I masturbated (I was not feeling sexually excited that night at all). I conjured up what had happened the night before. I came in 5-7 seconds! I mean immediately! That never happened before. I was not a premature ejaculator. And for about 7-10 days after that, the same thing happened – a few strokes and recalling that evening and I would cum.

Now my wife had just received the most intense fucking of her life that night right in front of me stating that she felt she was fucked for the very first time! I had then decided this lifestyle was not for me…until 4 months has passed. Then there was an urge to see if this was an anomaly – that she really wasn’t that turned on by big cocks. I had to know for sure. I did not want her to enjoy it but I was driven to find out. So I answered another ad with her blessing. I spoke with him briefly over the phone and noted he had a strong Boston accent and he seemed okay to meet.

We drove from Brooklyn and met him in a small hotel in midtown Manhattan. We had not seen his picture but just a letter (before the internet!) stating he was into 3 somes and that he had a thick 8-inch cock. Okay, good enough to meet him. Jean’s initial reaction was the same as before when she met the first guy – a frown behind his back. By the way, I happen to be a very handsome guy so her standards were very high.
His name was Tom, age 45, and he spoke with a Boston accent. He was very short – 5’7’ maybe - very thin, well dressed and had a thick head of hair which my wife really liked. I knew she was not attracted to him at all but we had driven all the way from Brooklyn and braved Manhattan traffic, she agreed to go upstairs to the rented hotel room.

Jean –young and shy - quickly undressed and got under the sheet. He more slowly disrobed and when he took his shorts down, he displayed the thickest flaccid cock we have ever seen to this day. I was shocked at his size! Tom got in bed and I got on the left side of Jean. They started kissing and I could see Jean’s arm immediately moving up and down as she stroked his cock under the sheets.

The sheets came off as Tom moved to the bottom of the bed and started to eat her. Jean seemed to be having an okay time – nothing special. He gave her oral for a while and then she sucked him as well. She is always playful so she caught my eye while she was sucking him, and put his cock in her mouth - as much as she could – and smiled and motioned for me to see how much she could not put in. She can give pretty good deep throat but she pointed to her throat and said it was too thick to fit into her throat. That was when I had to grab it to feel its’ truly huge size. It was so thick that I could barely touch my fingers when I encircled them around his cock for a brief second. And it felt as hard as steel.

Then Tom got on his knees and placed 2 fingers in her and moved them vigorously. I never did that because I did not want to open her up too much before I entered her in order to keep the fit as tight as I could since my cock is not that big. They each then moved to start the missionary position. I saw Jean getting all excited and smiling and placing a pillow underneath her butt to raise it for deeper fucking – only because we always did that. That's when I saw Tom in all of his glory – 8 full, perfectly straight, very thick inches.

I watched closely, standing up to give them more room. Looking at her eagerly anticipating face and his monster cock, I already knew what the outcome would be and when he put just the head of his cock in her pussy, she actually gasped and her eyes widen open and she put her hands up to his chest to hold him back. He softly and confidently said he would go slow and be sure not to hurt her. He pushed in slowly and she started to moan loudly. He fucked her slowly easing into her and her mouth was wide open and gasping a bit. He said to her that maybe she should be on top to control things and she readily agreed.

They switched positions and she got on top. As she sank deeper on his cock, I will never forget the look on her face; she had this look of total enjoyment, and she shook her head slowly from side to side implying she could not believe it was so good. That’s when things really started. She bounced up and down moaning and groaning and grunting and making a high-pitched screech whenever she tried to sink onto all of it. After her legs started to tire, they switched to missionary again.

He fucked her long and hard and she went insane! More grunts, groans, moans, everything. I was in total awe of how much she was enjoying it – like nothing we ever experienced together. After he came inside of her, they laid back on the bed. He then said he had to leave and Jean asked why. He said he had to meet his wife soon. Boy, was she disappointed? She wanted more.

After in a restaurant, I asked the same silly question I had asked her the last time – how was it? Of course I knew but had to ask. To my surprise, she said it was better than the first big guy because he was not as long so it did not hurt her deep but she loved the extra thickness! So here I am in the exact same spot as the last time. I did not physically enjoy seeing them together – no hard on – and I have a wife who truly loves very big cocks.
Later she asked if we could do this again and I said I was sorry but I didn’t really like these 3 somes. Again, I killed further action.

Now move to 2-3 months later. I am fucking my wife and she is just laying there. A blank look in her eyes. I asked her what was the matter? She said I have something to tell you. Gulp…what could it be?

She said I had an affair with Tom. I felt a sharp pain race throughout me and ping my stomach. Instantaneously, I thought “Oh my god...she has been fucking the hugest cock imaginable. Oh god, she likes it so much that she cheated on me with him. Oh god how can she ever want to fuck just me now?”

I asked why – another silly question. She said she got mad because I was turning her on and off, First you want to do it, then you don’t. I asked if she really liked him. She said “yeah, he is a nice guy but I must tell you that he does not kiss good, he does not eat me good. The only reason I was there was for the fucking. Well...I had proved my hypothesis – big cocks are way way better than small ones!

I asked how many times they did it. As always, she is very truthful and she started thinking for a full minute or so. She said “21 or 22 times. “ I was shocked out of my mind! I asked how could you together that much in such a short period of time, it’s not possible? She replied “No. We only got together about 7 times. He generally would fuck me 3 or 4 times each time. More daggers to my heart! This old guy she fucked is a superman too.

What saved me from going into a total tail spin was when I asked “You HAD an affair? Is it over? She said yes and I asked “why”. She then confessed that she was having an affair with another women and that she was leaving me. My first thought – at least she is not leaving me for him! After all I can’t compete with women.

She did leave me that night. Fortunately her girl friend had some serious mental issues and, long story short, we were back together in 6 weeks. And no more swinging for quite some time

[SamWarrens]

But - you did go back to the lifestyle, didn't you.
Tell us those stories.
With lots of detail.

[afagehi7]

Is this a real or fantasy story?

Of course she likes big cocks better. Not all women do but think about tits. 90% of us like big tits and at some point they can be too big. I think it's similar for women and cocks. Can we enjoy an A cup... Hell yeah, do some guys prefer an A cup. Hell yeah. Do some guys not care about breast size... Sure but all other things equal 90% of us prefer big tits. Hell, boob jobs are for men.

I'd want my wife to like big cocks... That's totally hot.

[ckathrill]

This is really what happened - every word. It shaped our sexual life for all time. I don't know why I wanted this except at the time there was only a newspaper called "Screw" and it was sold at newsstands. It had stories and info re sex. But it also contained pictures and every single picture of a hard cock depicted a very large one. Intuitively, I knew that if you put any of those into a "girl", it must be better than what i had. BTW, I was maybe 15 or 16 yo and had not had sex yet.

Anyway, I said that these experiences with these 2 guys shaped our sex life. Up to this point my wife enjoyed sex with me but never really excited about fucking (she liked the oral). So i tried to spice things up. So in the supermarket one day i saw some cucumbers and thought '"wow these are the size of those other guys". I bought one and convinced her to try it out so when it came time for fucking , I inserted it. She LOVED it! It got her off.

From that time forward we would regularly use it. I also was able to heat it up a bit to further make it feel real. FYI if you heat it too much - or allow it to ripen, you end up with mush:-)

After about 1 year of this we tried 3 somes again and I was ready this time .

[ckathrill]

I was wondering if anyone else was blown away the first one or two times watching your wife getting fucked by hugde dick?

[SamWarrens]

My wife wouldn't do it, but it would have been thrilling if she would have.
Especially if he'd been black and really big!

[Cuck4Life]

My wife showed no interest in sex with me for years. She had a chance to spend an evening with an old high school boyfriend she never screwed. I gave her my blessings and she screwed him. She got home acting like a school girl. He gave her the first orgasm ever by intercourse and this experience totally changed her thoughts on sex. While our physical sex almost completely ended she started a long term sexual relationship with this guy that lasted for years. She has had 2 LTRs over the last 15 years and both gentlemen have nice thick cocks about 7 in long. We are both very comfortable with this relationship.

[nnjcpl2002]

CKA, please continue to relate your further experience with your lovely wife. Hopefully you have cum to enjoy your cuckold role and your wife has been able to get what she obviously needs from a man with a large and very thick cock.

My wife has had a lover for about 10 years and his dick is long and thick. I have loved watching her have hard orgasms while riding on top and grinding her clit on his belly with his cock totally filling her. However, she's older now and more recently has been telling me that he is too big for her. But she still sees him regularly and I fully enjoy the scene!

[sabya167]

Very
interested. Please continue.