Look Out Below: How To Drop Bombs On Your Partner
Sometimes you’ve got to drop a bomb on your partner. What do we mean by bomb? An admission of guilt. ‘Fessing up. Telling him exactly what you did.  There are right ways and wrong ways to do this informing. Here are ten dos and don’ts that can help you figure out how best to drop this bomb!

Top Ten Strangest Ways to Cum
You think you've got some odd ways to cum? Maybe you like to hump the bed, an old habit from your teenage years. Maybe you like to jerk off while making out. You could be into talking dirty while humping each other. But that's nothing! Check out this list of the most extreme ways to cum that we've heard of! You'll be amazed, maybe a little scared, and even a little turned on!

How to Listen
You’ve been dating for a few months, or maybe a year, and you decide that you want to go out to sea together. You’ve seen the commercials and read the pamphlets, and have decided on a majestic cruise. This can’t be anything but a perfect idea, right? Not necessarily. It can be wonderful for some men, but a complete disaster for others. What makes the difference? Why is it a great idea for some and a terrible idea for others?

Coworkers and Other No-Fly Zones for Hookups
Hooking up with someone changes the rules. Different men are now eligible for meeting up. There are many people you could date, but with whom hooking up would just end in disaster. What sets them apart? You’ll see a common theme here in the list below. And this is just the start! Remember that when you are hooking up, the key is, no strings, no attachments. That’s how you can get in and out cleanly!

Cruises For New Couples: Good Idea Or Bad Idea?
You’ve been dating for a few months, or maybe a year, and you decide that you want to go out to sea together. You’ve seen the commercials and read the pamphlets, and have decided on a majestic cruise. This can’t be anything but a perfect idea, right? Not necessarily. It can be wonderful for some men, but a complete disaster for others. What makes the difference? Why is it a great idea for some and a terrible idea for others?

Disaster Dates: What Went Wrong?
Have you ever been in the dark on why your date suddenly became uninterested? What turns a good date into a bad one? What did you do or say to derail the date completely? It might be nothing that you did at all, just a growing unattraction. He might have expected something else. Or you might have made an accidental gaffe or faux pas. Here are some key date disaster scenarios, and their probable causes!

Signs That You Are Secretly Jealous
A little jealousy can be a good thing. It means that you value your partner, and aren’t a pushover if he does some unscrupulous behavior. But there can easily be too much of this green eyed monster. You might think that you aren’t jealous. Some of us honestly aren’t. But much of what can be construed by others as jealous behavior isn’t always self-evident. You might be in denial about it, or the jealous behavior that you do commit is pushed into your subconscious. No one wants to be jealous; we all want to be thought of as sane and functional people.

How To Be A Jerk
Contrary to popular belief, being a bit of a jerk helps relationships, especially at the beginning. This might seem like a mistake, but it’s true. It can help you to be more attractive if you act a little bit jerkish.

What's Too Romantic?
Ever dated a guy who said that he hated romance? That he didn’t want to do any of that hallmark crap and thought that most traditional forms of celebrating intimacy and love were bullshit? Yeah, guys like that can be a handful. Especially for romantics like us. You have to deal with this, no matter the cause. So, to all you romantics out there, here is a guide to what could be considered too romantic, and some good alternatives that cut down on the saccharine but still contain honest sentiment.

Fetishes You Didn't Know You Had
The words “kink” and “fetish” sometimes sound way too extreme for a man who just likes having a normal sex life. You don’t want to be one of those weirdos at a dirty sex club, you think. You’re not like that at all, you like healthy, happy sex. You’re very vanilla. Or are you? Most guys aren’t as vanilla as they think they are. There are some easy signs that you like sex more than just kissing, cuddling, and the missionary position. Even if you consider yourself vanilla, you should read through this list and see if any apply to you. You might be much kinkier than you thought!

Blowjobs for Every Type of Man
Blowjobs. Probably the singlet best way to get a man off. We all like giving it, and we all like getting it, provided that the blowjob matches our needs. Blowjobs are good, but a blowjob that really suits us? Those are absolutely fantastic.

The Worst Dating Ideas for Older Men
As an admirer, you have to understand that things that you might want to do out with your friends aren’t always the best ideas on which to base dates with an older man. While age difference might mean nothing to your love for each other, it can seriously impact the sorts of things you can do. And being from another generation can also seriously change your opinion on what is and isn’t a good use of time.

The Do's and Don'ts of Webcams
Webcams are both a blessing and a curse. The good news is that you can see anyone you are talking to, live, and in the comfort of your own home. Older Online offers you some great tips on how to set up your camera, what to wear, what to do, and even a little online etiquette!

Your Children and Your Relationship
Children, whether still kids, adolescents, or adults, add a whole new level of complexity to gay relationships. Many older gay men did end up getting married, and do have children. They are as much a part of your life as your partner is, and you have a bond with them that is unbreakable. They are your family.

Wet and Sexy: Having Sex in Water
Sex in water is great. Whether you are in a bath tub, an open body of water, or a shower, the exhilaration and warmth you get from the water is invigorating. Not only that, it helps immensely for us older guys who can’t always get ourselves into the contorted positions needed for some of the best sex methods.

Do Orgies Just Happen?
Orgies. Everyone wants to be in them, but how? How do four or more guys get together and decide that they all want to fuck? Is it planned? Spontaneous? Do orgies just happen?

Clearing Out Your Baggage
All of us have baggage. Things tying us down, emotionally and intellectually, to problems we once had or are still experiencing. While entering a relationship with someone new can be a great way to heal, it’s also something that can be hindered, or even train-wrecked, by un-dealt with psychological issues.

Are You a Selfish Sex Partner?
We’re all for you enjoying yourself, but you have to make sure that your partner is, too. Having a sexually satisfied partner, or partner, is a good way of making sure that you continue to have good, mutually satisfying sex. Monogamous or a man on the prowl, it’s always better to have men think well of you after your time together, than as a selfish guy who didn’t care, right?

You Can Have Sex There?!
There are many places to have sex other than your bedroom. You must have heard some wild stories from your friends or hookups. Tales of sucking someone off on a train, in a moving car, pretty much anywhere with a tiny bit of privacy, people have had sex. So why haven’t you?

The Seven Worst Ways to Get Caught Cheating
Getting caught cheating has to be one of the worst situations that could happen in your dating life. Something happens. One thing leads to another. And you get caught. You might have worried about it when you started the fling, but you never thought that you would get caught like this.

Should I Fly Out To See Him, Or Not?
You meet someone online. You click. He likes you. You like him. It’s hard finding a daddy or admirer locally sometimes, and it seems like there’s just dozens of guys waiting around the world to meet you. So should you do it? Should you spend that time and money to go hang out with someone you’ve never met before?

Is He Cheating On You?
You don’t want to be paranoid. You don’t want to get accusatory. But sometimes you need to know if your partner is cheating on you. There are signs, and then we can all have our nervous streaks. Sometimes we imagine signals which indicate that yes, he is cheating. We’ve all done that. But you want to make sure that when you confront him, you have more than just a nervous pang. You want to really know.

To Club or Not to Club?
Being in a monogamous couple is challenging within the gay community. It involves, for some, a chance of lifestyle. You’re no longer going to be out all night at parties. You aren’t going to gay events to meet guys. You’ve already met your guy. So, what do you do with the gay scene? Do you still go out?

Getting Your Family to Like Your Partner
It’s not easy for your family to get comfortable with your partner. It’s doubly difficult when there’s a generation gap between them and the man you are dating. Still, whether or not you’re a senior dating a younger man, or a fellow senior, you’re going to have anxiety introducing your man to your family.

Are You Addicted to Gay Chat?
You can be addicted to a lot of things, some psychiatrists would argue. Some of them involve serious chemical changes in your brain, such as alcohol, opiates, or cigarettes, while others are just addictive through necessity in your lifestyle. But can you be addicted to being on gay websites?

Is Your Relationship Working?
Sometimes, when you are in a relationship, it’s hard to see exactly what it looks like from the outside. It’s hard to be objective. You could think that everything is going great, when in actuality, it’s plummeting like a misnamed ocean liner. Or you could be constantly nervous that it’s not working, seeking out the tiniest flaw to justify your nervousness about seeing someone. So what are some telltale signs that things aren’t working between you?

Have You Tried...?
As we hit a certain age, some of us get set in our ways. Afraid to try new things. But there’s so much out there for us gay men to experiment with. So many new, hot, pleasurable experiences. Do you feel that you are limiting yourself? Are you in a sexual rut?

The Ten Best Ways to Get What You Want from a Relationship
Everyone has his own reason for being in a relationship. It’s not just one thing, it’s a special combination of many of the natural human wants and needs. You want a partner. You want companionship. You want sex. You want a father figure. You want someone who likes his own space. You want a constant cuddle partner. You have to be a little selfish sometimes. You have to get what you what from your partner.  So what can you do to get what you need from your partner? What are you doing wrong?

Ten Things That Don't Matter in the Long Run
There are things that we put a lot of importance on, that, in the entirety of your relationship, really don’t amount to much. These are things that might seem to make a huge difference, or are insurmountable obstacles. But relationships can get past them. In the end, while not all of them are trivial, they’re all certainly solvable.

Is Your Ex Hurting Your Relationship?
Even years after you’ve broken up with a guy, he can still have a place in your heart. You guys could still be friends, you might meet once a week for coffee and chat, or you might even still play around every now and again. And that’s fine: if you’ve known someone for that long, they’re always going to be with you. But there comes a point where you have to stop and wonder, is keeping contact with your ex ruining your current or potential relationships?

Dating as a Senior
Dating as a senior, in your youth, might have looked like a scary thing. To you as a younger man, it might have seemed like you would have to find your partner in your twenties, or maybe your thirties, or never at all. But, now you are single and in your senior years. And guess what? It’s not as bad or as scary as you once thought. Maybe dating in your twenties wasn’t all it was cracked up to be. Now that you are a man in your senior years, you can finally realize… dating as a senior isn’t so bad. Everyone knows about the cons of dating as a senior, but what are the pros? Here are some great reasons why being an older man and dating has its advantages!

Getting Stood Up: A Survival Guide for the Older Man
It’s never pleasant when it happens. You go out, dress up, waiting for a date, only to be left there, alone. He might call, he might not. He might give you an excuse, or have a legitimate reason for not coming. At your age, you might think that you are just simply too old for this sort of business. Unfortunately, men of any age can get stood up. What is really important is not why or how it happened, but how you deal with it. Here are some do’s and don’ts on how to react after being stood up.

How to Arrange a Threeway
Have you ever fantasized about being in a threeway? Two handsome admirers working your body? Or having two older men to please? Or just three men, in a bed, all giving each other mutual attention, enjoying the touch of another man. You might think of it as a hardcore sexual scene, or something romantic and cuddly. Maybe you are in a couple, and you want a third to join you who you both agree on. Or you have always wanted to play around with a particularly handsome pair of men you know.

Ten Mistakes that Can Cost You Your Younger Man
Dating is never easy. Gay or straight. No matter what age. Every circumstance has its own pitfalls, and dating a younger man is one of them. Though you might have been excited to have discovered this community – and rightly so – this new trove of admirers has their own quirks and problems that you have to get past to get to a rewarding relationship. So when you’ve found your new admirer, you definitely want to keep him. You’ve got to be yourself, but you’ve also got to watch out for behaviors that could scare him away. What are the mistakes to avoid? Find out here!

Seven Great New Year's Resolutions for Older Couples
It’s another new year, and it’s going to be great. How do we know that? Because what you get from a year has a heck of a lot to do with what you put into it. So if you want 2007 to be a great year, you’ve got to do some work. As an older or intergenerational couple, you’ve got to take care of your relationship to keep things good. New Year’s is a great time to set yourself on a good path for the year. So come on, think about stirring up some willpower. Here are seven resolutions that are sure to make 2007 a year to remember!

Financial Support and Relationships: Can It Work?
It could be that your partner is just going through college. Or he’s lost his job. Or you both enjoy the idea of one of you staying at home and dedicating your time to maintaining the household, charity work, or pursuing other non-paying interests. There are countless reasons as to why you would choose to support your partner. Would supporting your partner work for you? Here’s some things you should think about.

What Does Your Gift Say?
Yes, that season of multiple religious and secular holidays is approaching. Christmas, Hanukah, Kwanza, Festivus. It means that you could be in the position to buy something for your partner. But what sort of gift is appropriate? How long have you guys been dating? Are you even a couple yet? Gift giving can be a little stressful, especially if you two aren’t from the same generation. So whether you’re buying a present for that special older man in your life, or your younger admirer, here’s a guide to what to buy, and for who.

Making Foreplay the Goal
Guys can sometimes rush through foreplay because they are so focused on anal sex. Foreplay can be seen as a distraction or a means to artificially extend the time it takes to get to actual sex. But the thing is – what is gay sex but two men trying to pleasure each other? Really, anal sex is just one part of it, not the end all and be all of sex. With age, this might become more of an issue. Maybe you can’t stay hard enough for penetration, or have prostate issues that prevent being a bottom. That’s why at our age it’s time to look at foreplay as the goal. It’s all about stimulation, enjoyment, and appreciation of each other. About making the partner feel good, and hopefully getting him off.

Love in the Twenty-First Century
Can the Internet really lead to a successful relationship? Can you just email the perfect man off of Older Online and then live happily ever after? What are the pros and cons of online dating? What should you try? What should you avoid? Yeah, there’s a lot of questions surrounding this new mode of dating. Sometimes it seems like things are almost too easy – you can specify exactly what you want out of a man, and then with a few clicks, order him like a pizza. But in reality, nothing is so easy. Online dating might be better than meeting a guy in the smoky, dimly lit bars of yesteryear, but it has its own quirks and problems. Here’s our little guide to the realities of online dating!

Top Ten Signs You're Not Ready for a Relationship
Think that you want a relationship? Most guys do. It’s very rate that a single guy doesn’t imagine himself with his perfect man. But is it the right time? Should you be looking, or should you be taking time for yourself? As an older gay man, you might feel that at your age, you shouldn’t be single. It’s not true. You can be gay, happy and single at any age.

What Your Place Tells Him About You
Whether you’re having a guy over for a date, or you’ve just messaged someone online for a hookup, your place is going to tell him a lot about you. More than you might think. Remember the first time that you went to a new interest’s place? What did you look at? Was it tidy? Messy? Did it make you want to get to know the person better, or want to run out the front door, possibly screaming?

Coping With a Breakup
It’s never easy. But breaking up when you are in the older man / admirer world can be even harder. There’s not a lot of older single gay men, and there’s not a lot of admirers. And the community itself is so small that odds are you’ll hear all about him afterwards, and he’ll hear all about you. Here are some do’s and don’ts for coping with a breakup, whether you’re an older man, or an admirer.

Changing Your Life for an Older Man
So you’ve found your perfect older man. But you know that getting really serious with an older guy, for a younger admirer, does mean that there could be some changes. It’s like that for any relationship, but some differences between partners are amplified by age. So, especially if you are used to living by yourself, and are switching to cohabitation with an older man, things are going to be different. Not bad, just different. Here’s a look at some things to remember now that you’re with your man!

Can a Hookup Lead to Something More?
If you’ve met up with a guy from a bar, the internet, or a cruising phone line, and had amazing sex, maybe you’ve thought to yourself… could this be something more? Though it’s not the most romantic way for a beautiful time together to start, there have been plenty of relationships that have started under very sexual circumstances. Whether you’re an experienced older man with years of gay dating under his belt, or a young admirer who’s just leaning the ropes, there might still be some things to learn about the delicate art of hooking up.

Rimming: What's all the Fuss About?
For some reason, the mainstream American media has hooked onto rimming, or tonguing the ass hole, which is also called "tossing the salad", or "ass to mouth", as the latest sex craze. Even Oprah had an episode about it. For some reason, the US media has ran with the idea that rimming is raunchy and bizarre. But it isn’t. Most gay men have partaken in this activity at one point or another. It’s been a known part of sex for thousands of years. Maybe you’re an expert at it. Or perhaps, you’re one of those who is a little timid about trying? Let’s have a look at how an older gay man can get into rimming!

Relationship Traps!
Here’s a look at some of the most common pitfalls to come between two people who really are meant to be together. It’s no one’s fault, really. But the unique dynamic that is created when men of two very different ages date can lead to some predictable issues. If you see your relationship here, don’t panic! Follow our advice and see if you can see things through.

Try This at Home
Sexual fantasies are, much of the time, better off in your head than in person. Do you really want to have sex with a complete stranger, be trapped in a dungeon with a kinky sex master, or be hit on by your boss at work? Possibly not. But there’s ways to act on them without actually acting on them.

Dating Mistakes that Scare Him Away
You might be the kind of guy who is really a catch. You’re nice, sweet, and you’re really into older men. But you only get a date or two out of them and they never call back. Why is that? Why can’t you get a man of your own? Let’s have a look at ten bad habits that might explain why your date isn’t working out!

Date Your Age? Or Younger?
You might have been pretty surprised the first time a young stud asked you out. You thought, well, hey, I’m in my sixties (or more!) and the time for those men in my life is over. But, then you discovered the world of older men and their admirers, and realized there are thousands of young men out there looking for a hot older man for play or more. But, if it is the "more" you are looking for, you might be asking yourself this: should I try a relationship with a younger man, or would I be better off with someone my own age?

Etiquette for the Bath House
Never been to a bath house before? It’s not as scary as you might think. In fact, it’s a great place to go to meet daddies, admirers, and people who just want to have sex. You’d be surprised who scores with who at a bathhouse – it’s a great equalizer. But, before you pack your lube and condoms, there’s some things you should know about what a bathhouse is, what you can do there, and how you should do it.

Single For Years?
Does it seem like you’re the one who’s been single, year after year, while your friends go in and out of relationships with great ease? Is it something that you’ve been doing wrong? Just bad luck?

The Senior's Secret Art of Gay Travel
You might be curious why there’s such a huge gay travel industry. What difference is there between gay travel and straight travel? There’s two reasons for the difference: the first is that gay men and women feel safer going to locations where they know they will be accepted and not persecuted for being gay. The second, and what we will be dealing with today, is that travel means exposure to more partners. And more partners means more sex!

Retirement & Relationships
Retirement is something that you’ve been working towards for years. You’ve been planning, saving, and, somehow, along the way, you’ve picked up a man of your own. As you prepare to pack up your desk and turn to a life of leisure, there’s one question you do have to ask yourself: how will this affect my relationship?

So You Want to Have an Affair?
You’re not getting enough at home. You’re tired of having sex with the same man every night. He won’t do the thing that you like most in sex. You want a little variety. Or you have a crush on another man. Whatever the reason is, you want to have an affair. It’s so damned easy, you are thinking. Just go out, have sex, come home. Nothing to it. The trouble is, it’s never that easy. If you aren’t careful, he will find out, which could be damaging for your domestic situation, finances, or personal safety. Here’s five steps towards carrying out a successful affair

Intergenerational Gift Giving
It’s hard to give good gifts. Some people have a natural knack for it, but as most gay men live alone and are employed, they’re likely to use that expendable income to get themselves what they want. Every gay man is a man who has everything. It gets worse when the man you are buying a gift for is a good twenty to forty years older or younger than you. It always helps to know some guidelines!

New Tricks For Living With Him
As an older man, if you’ve lived your life single, the adjustment that you will have to make when moving in with someone is huge. Throughout the years, you’ve developed a comfort zone, and a way of life that is hard to break. The rewards of living with someone who you are deeply committed to, however, are worth it. You no longer are in it alone. You can share. You can build. Two get through the world much easier than one.

Where Is My Older Gay Lover?
You’ve looked. You’ve been to the gay bars that you’ve heard about, and it’s just young twinks. You went to gay social events, mid-30s muscle boys. Mainstream gay websites? Just twinks and prostitutes. You’re fed up. You want to meet your hot, sexy, senior man. But where do you find him?

What Isn't His Personal Ad Saying?
A major problem of the senior gay scene is trying to figure out the motivation of the men you meet. It’s tough enough in person, but even worse online. How do you know what people want? Why are they hitting on you? Why won’t they give you their phone number? For all the new means of communication opened up with the internet, there’s still so much they aren’t telling you.

Respect Your Elders
Maybe not everyone realizes this, but admirers do have to deal with a negative image. Those who love sexy senior gay men are frequently misunderstood, and looked upon as looking for sugar daddies or someone to exploit. It is with this in mind that we have to try twice as hard to be great boyfriends, husbands, and partners to our handsome silver foxes.

What Does Your Man's Music Say?
A tricky problem for an older man dating someone from a different generation is the difference between the music then and the music of today. This isn’t true for every man, Heaven knows that several members of Older Online have very eclectic and current tastes in music. But for many of us, knowing the difference between The Game and Maroon 5 is a little out of the question!

Callin' It Quits
There comes a point in a relationship where one, or possibly both, partners realize that there is no way that it is going to work out. This unfortunate conclusion really hurts, especially combined with the dread of telling your man about it. You know that it’s not going to be fun. There could possibly be some crying or yelling involved. It’s never going to be a good situation, but there are some do’s and don’ts that can help it be as congenial as possible.

Words Not to Whisper
We can’t really help how enthusiastic we get when going out with someone we really like. Sometimes, we’re baffled by how this guy who you seemed to have a great time with never calls you back. Sometimes a night that seemed to be going so well suddenly becomes halted, invisible brakes bringing it to a total stop. Most often, it’s not something you do, it’s something you say. Here’s a look at the worst things you can say to sabotage an early date!

Finances and Your Partner
Dating went smoothly. You two are perfect for each other. With you two, there’s never any arguments, you have compatible interests, and love spending time together. And yet, the second that money becomes an issue between you two, either because of a financial inequality, joint bank account, or large cooperative purchase, suddenly a sabot can be tossed into the gears of your relationship. Here are some ideas on how to handle money as smoothly – and smartly – as possible. It’s true what Cyndi Lauper says: "Money changes everything."

The Comfort of a Daddy
Ever been in the middle of a passionate love-making session only to be startled by your partner’s use of the term "Daddy"? Or have you always secretly wanted to refer to your partner as "Daddy" or "Son" or "Boy" but wasn’t sure if it was healthy or strange to do so? The Daddy/Son dynamic is an interesting phenomenon that is an integral part of an intergenerational relationship.

Webcams? Why?
Gay men make up a large part of the demographic of those who purchase webcams, despite the pictures of families portrayed on the boxes. It might seem like everyone is asking you to "cam" online these days. What’s this all about? Why does anyone need a webcam?

The Bar Scene: A Question and Answer Guide
Have you thought about going to a gay bar, but figured you missed your chance? Wondered where to go, or how to act? We’ve compiled a list of frequently asked questions about how the gay bar lifestyle works, and affects you as a senior.

Keeping Up With Romance: Mobility Issues and Dating
Whether you are a senior or an admirer, mobility issues frequently come into play in the mature dating scene. While some men may be in the best shape of their lives, you may find that you or your partner may not have the ability to go on traditional dates. A walk down the beach could be uncomfortable or even impossible. But there’s a virtually unlimited amount of fun, low-impact dates for couples out there, beyond the dinner and a movie… you just have to know where to look!

Older Online's Crash Course in the Gay Web Lexicon
Even for experienced on-line users, keeping up with the ever-changing gay web lingo requires diligence. For the newbie, it can be downright baffling. Here’s some helpful explanations for initiates into the terms used in personal ads on Older Online, as well as many other gay websites...

Cheating: A Mature Man's Guide to Catching Your Partner in the Act
We frequently picture catching a cheating partner as a dramatic scene; you are coming home early, quietly step in, and turn to see the love of your life on the sofa in the middle of coitus with another man. Life, it seems, rarely hits that height of drama...

Should They Know?
Being out to your family can be the most liberating experience of your life. But what about your taste in men? Should it come up? What if they ask? As comfortable as you might be with being an admirer of mature men, the idea of explaining this to Mom and Dad could leave you with chills.   

Intergenerational Relationships
When a man has come into your life and become a major part of the way you live, it is only natural that you’d want to share this experience with your friends and family. In fact, to avoid mixing the two could seem tantamount to lying. You and your man may have established the perfect dynamic, but you could be petrified about what everyone will think of it. How do you integrate a younger admirer?

Mate-o-matic
No matter what age we are, meeting other guys can be a nerve-wrecking experience. You may have the perfect look, the perfect opening line…but where do you go from there? 

Ill be the Judge and the Jury
At first, a new romance makes life seem almost perfect, but eventually the romance fades and irritations, disagreements, and conflicts arise. The partners often become less considerate and more selfish than before.

Staying Power
It’s not easy to sustain a relationship as years pass by, but the following helpful hints will help you go the distance.

The Recipe
Stoking the relationship fire takes time and energy. But if you want your relationship to rise from the ashes in hot, leaping flames, these pointers are well worth following...