I sat quietly in ninth grade math, bored out of my mind but trying to pay attention. I was no genius but the subject just didn’t push my buttons. Then quietly, Mike turned and handed me a small, folded note. (This was decades before texting, so people would pass notes sometimes.) Mike was a friend but not usually one of my main buddies, so this surprised me a bit. I discretely opened it and read,
“Hank told me you and him used to mess around. He doesn’t now, but do you still do that?”
Hank was a guy that introduced me to stripping and playing with ourselves, but he since lost interest in boys because he ‘wasn’t a faggot’, we quit that stuff. But I still played around with a neighbor sometimes. Might be fun to get together with Mike. I replied, “Yeah, sometimes. What are you thinking?”
Well it went from there. We discussed what we had done, and neither of us had cum in a mouth or taken it in our mouth. We decided to try that. Hank was a small dicked guy, only about 4” hard, but both Mike and I were seven plussers. The idea of having a big cock in our mouths was hot. We met up one day after school for some fun. First we got naked and played with each other, then took turns sucking cock. When we were ready, I went down on Mike’s member and worked it, faster and harder, until he groaned and I felt him throb, and he gave me a load of his spunk. We traded places and he took in as much of me as he could, then slid on and off until I shot my load in his mouth.
We thought it was great fun but didn’t like the taste. We didn’t repeat this, but on occasion over the next forty years, I fantasized about it when masturbating. Sometimes I’d prop up my body and shoot my cum in my own mouth. I still wasn’t crazy about the taste but it was fun for a change.
– – – – –
I was sitting in the lunchroom at work. My usual crowd was off preparing for a presentation, so I sat alone. Then I noticed the woman from a different workgroup also sitting alone. I’d noticed her before, she was really cute and had a nice smile. Kinda tall too, I’m a six footer and she was about five-ten. I picked up my tray and went over to her and asked if I could join her. “Sure, have a seat,” she said. Extending her hand, she said, “I’m Karen.” I took her hand and told her, “John. Nice to meet you.”
The conversation just started to flow. Next thing I knew it was time to head back to our desks. I offered, “Hey, I’ll see you at lunch again. Deal?” “You’re on.”
Lunches together became a regular thing, and eventually I asked her out, then we found ourselves spending a lot of time together. We’d sit at one of our places and watch TV or a movie, or grab a bite to eat and walk. After some time, I started to feel amorous and I thought she did too. She had a really cute figure, in a sexy cute way, and being a boob man I couldn’t help but notice her shapely B cups. I’d hold her hand or cuddle up and touch her leg. But after a bit, she would move away; still very friendly but not acting like she wanted more. It was almost as if she had something holding her back.
One night, I decided to ask her if she was interested in a more physical relationship. We were holding hands and I thought it was a good moment. “Karen, I’ve enjoyed spending time with you, a lot. Have you considered being closer physically?”
She continued to hold my hand while she collected her thoughts. “Yes, actually, but we need to talk first.” I thought, OK, good idea, probably wants to go slow, or has a limit, or maybe we need to use condoms. I said, “Sure, let’s discuss.”
But her next statement wasn’t what about any of those topics. She said, “I really enjoy sex, but you need to know something about me.”
I touched her arm and said, “Okay.”
“I need to ask you a couple of questions, then I’ll explain.” I nodded and waited. “Have you ever been sexually involved with another male?” I admitted that had done some experimentation as a teen, and had been with one man as a student. She then asked, “Why did you not take that farther?”
I didn’t see exactly where this was going but I answered truthfully. “I actually preferred the company and feelings of being with women more. I enjoyed what we did, in a sexual way, but on the balance I like women better.”
“Did you like oral sex with him?” I had to admit, “It was exciting, yes. And before you ask, I liked both getting and giving head. And the memories make good fantasies sometimes, if you get my meaning.”
Karen seemed to sigh a breath of relief. “Thank you for being open with me. Now I will explain.” She took a breath and said, “I’m not put together like most other girls.”
This was an interesting turn. I said, softly, “How so?” She answered, “I am a fully functioning fertile woman, but I also have an appendage that’s closer to being a penis than a clitoris.”
Wow. The possibilities kind of overwhelmed me. She continued, “I am sterile as a male but I do ejaculate. I enjoy being penetrated, but I only climax by stimulating my dick. It has made for some uncomfortable discussions in the bedroom. In one case, he assured me he was cool with it, but it soon became apparent that he didn’t really like doing for me.”
I thought, then said, “It took some guts to open yourself to me. Thank you.” I put my arm around her shoulder and brought my lips near her ear, then quietly said, “If you are willing to try again, I’d like to be the one you’re with.” She turned my face to hers, then leaned to me an kissed me. I returned the kiss, and it soon became a very passionate one. I reached around her with my other arm and embraced, letting my arm rest on her chest. It was a firm and round as I suspected.
Karen broke the kiss and said, “You seem to like tits. Give me a proper feel, I love having them touched.” I reached for her and gave a firm feel. Mmm, sweet – and my cock was getting nice and hard in my pants. Now Karen reached lower and moved her hand towards my package, then said, “I really like cock,” then ran her hand across my lump. I said, “I’ll let you play with mine anytime!” She answered, “Just make sure you play with mine too.”
We went back to kissing, now with our tongues in the act. I was still squeezing her tit, but broke to say, “We should let your girls out to play.” She moaned her approval. I shifted around and reached for the hem of her top, pulling it up over her head, exposing her lovely lace bra, nicely filled with lovely flesh. In turn, she reached to pull my top over my head, then I reached around and unhooked her bra. Uncovering her was inspiring, she had beautiful breasts! I reached for them, and she said, “Oh suck on my tits, I love having them sucked!” I obliged, taking her erect nipple into my mouth while I wrapped my hand around her jugs.
Now I could feel her hand in my lap. She found a lump and started to squeeze it. Between her squeeze and having sexy boobs in my hands and mouth, I couldn’t help but moan. I loved her tit and worked on it for a few minutes.
Karen started working on my belt, opening it, then taking down my zipper. I let go of her boobs and stood up, saying, “You said you liked cock, right?” “God yes,” she replied. I finished pulling down my zipper and began to slowly slide my pants and underwear down. She just stared with her mouth open. When I went far enough, my erect penis sprung up, pointing at her. “Ohmygod, ohmygod” she said. “I haven’t had a stiff cock to play with in so long!” She reached for my shaft and wrapped her soft hand around it, and stroked it. Then she leaned in and kissed the head, saying, “I especially like sucking cock,” and promptly put her mouth on me. I was in heaven, but she was just starting. I’m an average guy or a bit bigger, but she slowly went down on my shaft until most of my 6+ was in her mouth. Then she began to slide on and off, stopping now and then to suck hard and tongue me. God damn she was good at this.
After she enjoyed this for a while, I said, “Shit you are good at this. I hope I can make you feel this good.” Karen took her mouth off her cock and smiled up at me. “Let’s find out, big boy.” I stepped back as she stood up, then she opened her jeans and slowly slid them down off her hips. Her legs were gorgeous, and between them was a telltale shape, a bump laying sideways across the front. I almost drooled. She said, “Here you go, lover,” and pulled her panties down. Out popped a stiff shaft about four inches long with its head showing through the foreskin. I knew I wanted it – and stepped in closer. I reached for her cock with one hand and under it with the other, where I found a wet, wet pussy.
Now it was my turn. I knelt in front of her and leaned in. Sliding back the skin, I kissed her cockhead and licked all over and around it. I tongued inside her skin, and I could tell she liked it by her moan, then she said, “I need you, John,” and put her hands on the back of my head. I took the cue and took her whole member into my mouth, and she gave a sharp, “AH!” I went to work on her cock; between knowing what I like and what I’d done with my male friend, I was doing well because she told me, “You haven’t forgotten a thing, John, damn you give good head.
While I sucked her cock, I reached under and found her pussy. I slid a finger in and she gasped, then I put in a second and started to slowly fuck her with my hand. Karen started to moan in rhythm with my mouth work, then said, “I can see your big cock down there and it’s making me hot.” I gave her a few more strokes and sucks, then she said, “By the way, I can cum multiple times like most women.”
I took my mouth off and said, “Are you ready for your first?”
“Oh yes, yes!” I went back down on her and started to suck hard and work my tongue on her. She started to groan, “Ah… ah… ah… OH!” and buried her cock in my mouth. I could feel it throb, in my mouth and on the fingers in her cunt, then her cum squirted into my mouth. It was so sexy and it made my own cock throb, taking a load in my mouth after all these years. There wasn’t much volume and the taste was mild, but it was definitely a load of cum and it turned me on.
She sat back down on the couch, on the front edge, then spread her legs to show me her still hard dick and her wet cunt. “Enough with this little penis of mine, I want your big cock in my pussy.” She had a lovely little pussy, so dainty looking with fine lips, I was throbbing at the sight. I came forward and touched my cockhead to her opening, then started to work it in. So hot, so tight, so wet! After a few strokes, I was buried in her, and she said, “Oh that feels nice to be filled up. I like cocks in my pussy too, not just in my mouth.” I put my lips on hers and we returned to passionate sexy kissing. I got one hand free and started to squeeze her tit and pinch her nipple. I began to pump her cunt faster, not sure how long I would last but really needing to cum. Karen said, “I want your cum in me. I want to feel it flood my hole. Give it to me!” Moving faster and faster, I felt my orgasm rise as I groaned and pumped her, then I shoved it all the way in and shot my cum into her. Karen took her lips off me and said, “Please, I need you again…” I pulled out my cock and went back down on hers, immediately working her fast and hard. She cried out as her second cum overtook her and I got another mouthful of her milky semen.
I laid my body down on her legs and lap, and went limp.
After a few minutes, it seemed she was crying. I knelt and looked at her face. She said, “You really don’t mind, do you?”
“Mind? Damn you’re hot girl. Dick and all.” I paused. “But ‘dick’ isn’t the right name. Attached to such a pretty woman, that’s not a dick, and definitely not a cock. It needs another name.” I thought for a second, then said, “I know – Ricky!” She laughed and said, “I like it. Ricky it is.” Then we enjoyed a very romantic kiss.