It's amazing how things can change dramatically in your life so quickly.
I have a blessed life. I met my amazing wife soon after we both finished college. She has the perfect little girl next door look. Sweet face with slightly plump cheeks, glowing smile, and blue eyes you could drown in. Her hair is long and wavy, light brown with natural blonde highlights. She's pretty tiny, only 5'2". Her tits are smallish, b-cups on a good day, and she has a soft very slight belly. She has hips and a good sized ass for her small frame. Her legs are nice, although obviously not very long.
Our sex life is good. Nothing to rave about, but we are intimate almost every other day, which compared to what my friends suggest in their marriages/relationships seems pretty good. We vary it up with different positions- not talking full Kama Sutra, but more than just missionary. She has a vibrator that is her go to for occasional masturbation. When we're having intercourse, she often stimulates herself with her fingers to help her achieve orgasm with me. After a cautious admission that her orgasms were much better with a vibrator, more and more she wants to use her vibrator during our intercourse.
I went along with it, because I certainly want sex to be pleasurable for my wife, but it got me thinking.
"Honey, have you ever gotten off just by vagina penetration and nothing else?" I asked her one evening.
"What?" she replied, confused by my sudden question.
"I mean, I get that its more pleasurable with your vibrator, or at least your fingers on your clit. Have you ever gotten off just from me penetrating you?"
"Harry, what do you want me to say here?" she responded softly.
Her change in attitude was noticeable. I don't think she meant to give so much away, but her question, phrased the way it was, implied she felt the need to protect my feelings.
"The truth," I said simply.
"Well, you asked me two questions there. First, have I ever orgasmed just by penetration and then you narrowed down to if I'd ever gotten off from just YOU penetrating me."
Her clarification hit me in a way I wasn't expecting. My question was meant to be singular, just with clarification. But from her perspective, I could see how it made it a different question. I knew my wife had sex before me. We both had chosen not to get into detail about our previous experiences beyond we both had sex before and it hadn't been a lot of other partners. We both had a couple of longer term relationships that included sex and we both had a small amount of singular encounters. That's pretty much all we had discussed. But now, something that hadn't really occurred to me before hit home. Had she have better sex with a former partner.
"So, hon, do you want to know the answer to both questions?" she continued.
I swallowed hard, steeling myself, "Yes. Both."
"I haven't really had an orgasm just from you penetrating me. I hope that's ok to hear," she explained.
"Yes. It's ok. I'm glad you are honest with me."
"For the second part, I have orgasmed just from penetration from other partners. Obviously before we were together. I absolutely want that clear. I've never cheated on you," she said emphatically.
"Oh. I mean, I understand and of course never thought about you cheating on me. We haven't discussed past stuff much before, so I guess it's not entirely surprising," I said, thinking it through.
"Maggie, do...do you wish anything was different with our sex life? Is there something I could do better or different that would make it more enjoyable for you?" I asked.
"Honey, orgasming isn't the end all be all to sex for me. Of course if we're doing it and I can get off, I certainly won't turn it down. But the intimacy we share is my main focus. And you getting off, of course. Besides, I can't count the number of times you've gotten me off with your magnificent tongue."
"I get that. But still, if anything was possible, is there something you might want on a more regular basis?" I asked, curious but also potentially dreading the can of worms I might be opening up.
She was quiet for a really expectantly long while, such that it became almost an awkward pregnant pause.
"No, hon. But thanks for asking me. You are a very generous partner," she finally replied.
We were both quiet for a bit.
"Mags, I don't mean to imply you wouldn't be truthful with me, but if there is anything you're holding back to spare my feelings, please don't."
She caressed my face with her hand, "Oh, babe. You're such a sweet man. I'm happy, ok. You don't have to worry about me."
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Of course, that wasn't the end of it. This tale wouldn't exist (and especially wouldn't be posted here) if it was.
Her responses definitely circled in my head for days afterwards. One thing that especially stuck was her admission that she did have orgasms from penetration from others before me. So I analyzed what would be the difference. As probably most men would know, the answer seemed pretty clear. She must have had previous lovers that were bigger than me. We hear all the time that "size doesn't matter", but we've seen enough and heard enough to know that wasn't likely true.
So, being the problem solver I am (I'm an engineer), I realized that I'd need to test my theory. Introducing another man into our bedroom seemed dangerous and fantastical at that point, so I fixated on the idea of surprising her with a dildo. One of obvious more length and/or girth than my member. I guess I should admit that I know that I'm below average in the equipment department. I'm definitely a "grower, not a shower", but even at full hardness I still fall just short of 5 inches in length and only about 4 inches in circumference.
When I got into the world of sex toys, I was a little shocked at just how big they can go. Of course I wouldn't want to shock and overwhelm her, so to me, anything over 8 inches long seemed over the top. Most of the catalog entries didn't get specific about girth, but I could tell they were definitely more proportional than my tool. I settled on a 7 inch real skin model. When I went to order it, I hadn't been thinking about color before just assuming I'd get something white like me. But at the last moment, and I really can't explain why to this day, I ordered the "chocolate" one. I had just ordered a bigger, black dildo for my wife. Immediately after placing the order I was filled with a little nervousness. Did I push it too far? Would she be annoyed, embarrassed, or even disgusted by my choice and initiative? I just prayed we had a better relationship than that.
I knew she wasn't gun shy about sex toys- we'd had fun choosing her latest vibrator together when her old one gave out (yes, I know how that sounds and it absolutely was the truth of it. She wore that old one the hell out). But this was a big, veiny, fairly realistic black cock.
To make this part shorter, I'll just tell you that it arrived and I was able to keep it secret from her right up until I got the nerve to surprise her with it.
We had been intimate for a bit. She had blown me for a bit to get me hard (which didn't take half as long as normal as I was especially excited) and then I had spent some time going down on her. She was pretty wet already as blowing me is stimulating for her. To be honest, I think the combination of my shortcomings and her pretty constant and ample moisture didn't help our cause.
As I had about finished pleasuring her with my tongue, I spoke up to her.
"Honey, do you trust me?"
"Oh, yeah Harry. I trust you," she moaned.
