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alphabeta39
3 weeks ago
Straight Male, 60
0 miles · Horneytown

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I was 25 when I let an older coworker talk me into stripping for him, then letting him jack me off. The next thing I knew, I was letting him watch me shower and jack off for him while he jacked off. Within just a couple weeks, I was stripping the minute I walked into his house and he was swallowing my cum like he lived on it. He was the first person to suck me to an orgasm, the first to swallow my cum, and the first to lick my ass hole. He was the first man I ever kissed and his was the first cock I ever tasted.

I was 25. He was 40. I let him watch me take a shower. I tried to be as sexy as I knew how. But, when I saw him sitting on the toilet stroking his long, thin cock, I couldn't help but begin stroking my own stiff meat. In seconds our eyes met and I licked my lips. We stroked and groped ourselves for several minutes before watching streams of cum blast across the room in opposite directions. We never let our semen hit the floor after that. Every drop was licked up and swallowed for the remainder of our relationship.

The first time I received was amazing. My fwb was hesitant. He hadn't had a virgin in thirty years. I'd prepped myself with a dildo roughly the same size as his cock. But that really did nothing to prepare me for the intensity of a live, throbbing cock pressing against my tight sphincter. The first time was intense and almost painful. But, I loved every instant, every sensation, especially the feeling of his hot cum spraying into me. I begged him to stay inside me and lay down on top of me. I wanted him to remain inside me until he was too flaccid and I pushed him out. We both jumped and gasped when that happened. But, it made me forever his bottom. For the two years we were together, I wanted nothing more than to feel his cock and cum inside me.

I came every time my fwb put his stiff cock in my ass. I tried dildos and vibrators of various sizes and shapes. But, nothing could imitate the feeling of a live, throbbing cock moving in and out of my tight hole. He didn't have to touch my cock. I was hard almost from the instant he pushed against my sphincter and exploded within a couple minutes, usually before he did.

My gay fwb had been so generous for a couple years, taking care of me and just letting me masturbate and make out with him. When I finally dropped to knees in front of him, he was shocked almost to the point of cumming too quickly. I didn't know what I was doing. But it only took a couple minutes to feel his massive explosion in my mouth. I couldn't get enough after that first time.

More or less. I decided a day or two before that I would offer myself to him. I knew he wanted it. I'd been unsure. But finally made the decision and prepared myself without his knowledge. It was a surprise for him, but mostly a planned event for me.

My fwb and I never considered using protection even back in the early '90s. I've only ever used a condom with women I didn't want to get pregnant.

Does oral count? If so, yes. I had an fwb relationship with a gay male coworker many years ago.

Wife? Have and would again any time.

Stranger? I don't think so.

Another guy? Did so many times during an fwb relationship in my twenties. In fact, masturbating for him was the tamest thing I did.

Thirty-five years ago I was in my twenties and married. An older male co-worker came on to me, flirted with me, and eventually propositioned me. He offered to pay me just to strip for him. He was desperate to see me naked. He said I looked just like his first love from high school.

After quite a bit of negotiation, I gave in and found myself at the end of his bed late one Saturday night after work. I slowly, nervously, removed my clothes, one piece at a time, to his audible, demonstrable approval.

His excitement became begging and more negotiating for me to allow him to give me a handjob.

That night turned into two years of weekly to monthly visits that found me naked the minute I walked in his door, showering for him or with him, letting him do anything he wanted to me. I came in his mouth more than I've ever cum in my wife's.

Every time I pulled into his driveway, I knew I was going to cum at least twice within the next two hours.

Moving away to a new job ended our playtime. But, I'll never forget anything we did together.

Mouth is almost definitely my favorite. But, it's been so long. My wife has only done that a couple times in almost 40 years. I had an fwb many years ago who only wanted to swallow. That was amazing. Otherwise, I've only ever cum in my wife's hand/on my stomach, inside her pussy, and once on her ass in the shower. But, cumming with her is amazing no matter where it goes.

My wife is always first and most important -- even when she insists on just taking care of me. It makes my experience much better and more rewarding if I've taken care of her.

Of course. That wouldn't bother me at all. I'd be down for just about anything that turned her on.

I was 20; my girlfriend was 18. We went on for about two hours in at least five different positions. I don't how we did it. We both were sore the next day and I was empty for days. We've never been able to repeat that performance in almost 40 years together.

Well, if touching boobs is considered a full-on sexual act, then I imagine that's number one for most straight men/boys. The first time I had actual sex was in the tenth grade. I'd turned 15 just a couple weeks earlier. We had a day off of school and I got a ride to the home of my girlfriend of a few weeks. She was folding laundry on her bed and we took advantage of having the house to ourselves right there on a pile of clean clothes.

I just turned 60. But, I don't need help at all. I often get hard just rubbing my wife's back. But, I'd like to try it just to see what's it does for me. However, I'm not going to pay a doctor's cover charge just to try it out.

I used to average 7-7.5, even hit 8 on a really good night. A couple years ago, I experienced a couple injuries (let's call them unintentional rapid pull-out errors) that caused the development of peyronies resulting in a lateral, then downward bend. I've lost a bit of length and even some girth as a result. But, pumping, massage, gua sha, and a strict vitamin/mineral regimen is helping reverse some of the bend. At least, my bend was fairly minor and I haven't experienced the pain many men report.

I love oral. Unfortunately, my wife isn't especially good at it. She's good enough to get me going for vaginal sex. But, she won't go all the way with oral. She's only interested in getting me hard enough for her.

"Too deep!" -- my wife. One of the greatest compliments I've ever received. Another one: a gay friend asked her if I was good at "taking care" of her. She gave him that incredulous look that questioned why he would even ask such a question and replied, "God! Yes! He's amazing! He's the only one that's ever given me an orgasm!" These are among the reasons we've been together for almost forty years.

I was surprised at myself when, as a young teen, I started noticing -- and admiring -- pretty feet and toes on the girls around me. I couldn't believe my good fortune at finding and falling for a young woman with the most beautiful feet I'd ever seen. And, just imagine how I felt when I discovered she loved having extensive, loving attention paid to her feet. We've been together for almost forty years.

There's a picnic table in very secluded area of a local park surrounding a lake that serves as the city's reservoir. There isn't a parking lot nearby. So, very few people hike that far out. But, my wife and I were in the mood for something different and a little dangerous. So, we made our way out there just this morning in spite of the cool temperatures. By the time we arrived at our destination, we were sufficiently warm to strip to nothing. She lay back on the table and I squatted down to position my face between her legs. She squealed and bucked as I licked her to a trembling orgasm. A couple minutes later, I pumped her full of my seed as we both panted and dripped sweat in the woods. The rest of our day has been slow and satisfied.

Yes. I shave my shaft and balls all the way to the taint. I started as a teenager. I've always liked being smooth.

A few times when I was younger, I was able to suck my own cock and cum in my mouth. About the same time, an older male lover once had me lick my cum off his chest and face. Later, I've eaten my women out after I've cum in them. I'm not crazy about it. But it isn't unpleasant.

As I've said in another post: In my 20s I had an older admirer that spent a lot of time wooing and enticing me into a relationship that was built entirely on his admiration of my body (and the fact that I looked exactly like his first gay boyfriend from high school). I was -- at best -- bi-curious and lonely. But affection is affection. After a couple months of performing for him and receiving his affection. I gave in and eventually let him touch and taste me. He actually seemed a little put-off as if he really didn't want me involved in the mechanics of our physical relationship. I was just supposed to be his toy. But, eventually, he found out what I could offer to his long, thin cock in my mouth.