Search Results: First Time Bottom

You are browsing the search results for first time bottom

7 Tips For First-Time Sex with a Trans Man

FacebookTwitterGoogle+PinterestTumblrShare

By Basil Soper

001
For the Most Part Trans Guys are Just Like Other Guys

Since the population is mostly comprised of cisgender individuals it’s totally okay if you haven’t had sex with a trans person. Overall, sex with trans folks isn’t that different than sex with cis folks. However, if you’re new to sex with trans bodies and you think you may need some pointers, that’s reasonable! I am a trans man so I can only talk about what I expect from sex from my perspective. Here is a list of helpful, sexy, actions for your first time with a trans man!

002
Talk Dirty to Me…by.. Asking First!

Communicating before sex, like over dinner, via text, or somewhere that makes you comfortable is helpful. Find out what language he uses for his genitala. I call mine the “downstairs.” Ask him about what areas are turn ons and what areas are off-limits. I know, I know.. somewhere along the line we’ve been taught that sex is only hot if it all happens in the moment. Consent is important though, and this conversation can also be used for you to state your boundaries before hand as well. If you use a safe word, this dialogue would also be the time to bring that up. Sex is much more fun and feels great when everyone is respected.

003
Bender Roles

As for any person really, don’t assume he will necessarily oppose bottoming. Masculinity has nothing to with who’s penetrating and who’s receiving. Some trans guys do have a problem with being penetrated which is completely valid and should be appreciated. If this is the case with your guy, make sure you talk things through to find his sexual comfort zone. I’m a switch, which means I play both roles. Switches aren’t ‘confused’ or somehow not doing transition ‘properly.’ It just means we know what we like.

004
The D

Testosterone takes the downstairs a trans guys is born with (or the body part formally known as clitoris), making it larger into a small dick, and often a lot more sensitive, though sensation may be patchy for some guys. Be mindful of this when pleasuring your dude. Just ask him to communicate the changes as they happen. Strapping on can also be a time of dysphoria for some. Strap-ons can also be an affirming, fun, way to access pleasure for others. I really enjoy wearing a strap-on when my partner puts a condom on for me.  The great thing about sleeping with a trans dude who tops with a dick on is y’all can use a dick size perfect for, and chosen by, the bottom.

005
So In Lube With You

Testosterone can, in many cases, dry things up a little. Testosterone or not, trans or not, lube is splendid for any sexual occasion.  If you’re using silicone pieces, or your partner has a silicone ‘packer,’ avoid silicone-based lubricants, and if you’re using condoms, don’t use oil-based lube. Water based and or organic lube is always a good bet.

006
Body Issues

If your lover hasn’t had top surgery, he may want to wear a shirt or his binder during sexual encounters. He may be okay with certain things some days and startled by the same action the next day. Dysphoria can be tricky! It comes and goes. Please realize that the way he feels about his own body, in the moment, does not have anything to do with you. If dysphoria strikes, just try to move on and stay in the moment.

007
Don’t Treat Me Like a Delicate Flower

It’s true, some additional communication in a sexual endeavor with a trans guy may be needed, however, that doesn’t mean you should be too cautious or have a lot of fear of offending at any point. Sex for the first time can be awkward regardless of the body types involved! Just have fun with the person you are attracted to.

008
Safety!!

Use a condom. Bear in mind that it may still be possible for a trans man to get pregnant.Whatever your gender or body type, STIs can still be contracted. Keep all dicks sanitized (the ones you buy at Babeland or the ones attached to bodies). If you’re with a new partner, or have an open relationship, get tested regularly. Sex is sexiest when everyone is at ease and on the same page!

Complete Article HERE!

Becoming a Power Bottom 101

By Jace Payne

Power bottoms are guys who aggressively enjoy being the receiving partner in anal sex. A true power bottom doesn’t just on their back and get penetrated; a good power bottom can assume the dominant role while being fucked. Porn stars like Jessie Colter and Brandon Jones are great examples of true power bottoms.

Bottoms-upThere are many benefits of learning how to be a power bottom. First, preparing your body for this kind of role will make the act of bottoming more pleasurable; it’s not a skill most guys possess naturally—not every bottom is a power bottom. Tops, who especially like long and rough sessions, enjoy it when their partner can enjoy a pounding without becoming tired or sore.

The first step to becoming a power bottom is to learn the basics of how to bottom. Before you start engaging in any kind of play, you need to start with a hot shower. Learning how to properly cleanse your ass is key. It’s called douching. Douching is a requirement if you’re going to be bottoming. There are many types of anal douches you can choose from; the most popular are a small enema bulb or a more elaborate hose system that connects to your shower head. Fort Troff has a spectacular selection of anal douching kits designed for bottoms that are serious about having a good time, and they are made to be hygienic and user-friendly.proud bottom

Next you must learn to relax. Being topped aggressively can be overwhelming, and it’s important you learn proper techniques to keep yourself calm so you can enjoy the experience. Practice deep breathing to ease your mind and to relax your body. Being a good power bottom is learning how to maintain the proper mindset. If you’re tense up, then you aren’t going to enjoy yourself as much as you could be and it’s going to become painful and uncomfortable. It’s just as important as breathing. If you start to tense up, just take a couple of deep breaths. Communicating with your partner will let each other know what’s working, not working, what would make it more comfortable or pleasurable.

Becoming a power bottom doesn’t happen overnight, and you have to work towards it with a top that understands how to listen, and is willing to work with you as you progress. When selecting sex slingsomeone to help you become a true power bottom, find someone that is not only a skilled top, but patient, and well-versed in foreplay.

Foreplay should be fun and help you relax. A great way to get started is with some light finger play with some lubricant. Once you start to loosen up and are comfortable, rimming is a great way to have some more fun before getting to the more serious action. Rimming does wonders for helping to relax your hole.

When it’s finally time for get to the point where you are going to attempt to be penetrated, use plenty of lubricant. There are various types of personal lubricant to choose from including, water-based, silicone, and hybrid. Never use baby oil, Vaseline, hair conditioner, soap or other types of products not intended for this use because they can hurt and damage your sensitive skin. Learning how to be a power bottom will take much longer if you’re constantly damaging your asshole. You’re dealing with sensitive equipment, so treat it as such. Even when you are advanced, there is no reason to go balls to the wall without lube.

When first getting started with bottoming, it’s totally acceptable to take breaks. All-too-often people get too excited and want to do too much too quickly. Give your body time to adjust and becoming accustomed to what’s being done to it. Being able to get fucked relentlessly is a skill that has to be developed over time. If you are bottoming and it starts to hurt, then stop immediately. That’s your body telling you it’s time to take a break. You can either stop until the pain subsides and try again, or stop and try again the next day. If there are any signs of blood, stop right away and do not continue.toe curl

There are a few things you must not do in the beginning. Bottoming is a skilled art. It takes time. Rushing is a big no-no. Your top shouldn’t escalate to big thrusts before you’re ready to take them comfortably. If he does then things will come to a crashing halt fairly quick. The saying “Go Big or Go Home” only applies to advanced bottoms, not those who are still learning the ropes. Start small and work your way up gradually. Pay attention to what you’re feeling and take not of what hurts and what’s pleasurable.

Lastly, do not turn to drugs, alcohol or poppers to become a better bottom. This can lead to unpleasant, physically damaging, and possibly dangerous scenarios. You can become a power bottom without being under the influence.

Trust that if you take the appropriate steps and respect your body, you will be able to achieve great sexual feats in no-time.

Bottoms Up!

Complete Article HERE!

Bottom Wannabe

Name: Bottom Wannabe
Gender: Male
Age: 29
Location: Ocala, FL
Dr. Dick, First of all, I love your site! It’s informative, fun, and funny! My question is related to how to be a better bottom- I’ve read all your forums on this and my question is related to enemas. To be blunt and short, I bought a gay enema water syringe/bulb, squirt water up my ass a few times to clean it out. Sometimes I’m a totally clean bottom and other times, after a good fuck, there is shit that comes out on the guy! 🙁 It devastates me when this happens, and more often than not it happens. I’ve quit having anal sex and just stick to oral sex. I love getting a dick up my ass, but I’m too embarrassed. What am I doing wrong? What can I do differently? I put probably a quart of water at a time in my ass before squeezing it out. The problem exists if I have sex right away or if I wait a couple of hours.

If you are douching properly before the butt fucking there shouldn’t be much seepage if any. Maybe you’re not taking care of business correctly. Or you’re using the wrong kind of douche. (Check out the Ergo Speed Douche, it gets excellent reviews.) Or maybe you need to douche twice. Or maybe you’re being fucked too hard. I know that a vigorous fucking will introduce a lot of air into the bottom’s rectum expanding it and making for that “OMG, I gotta take a dump” Ergo Speed Douchefeeling.

It appears that your bowels are working perfectly well, so you do not want to mess with that any more than what you are already doing. My guess is that it would be a whole lot easier to alter your mindset about poop than to alter anything else in this equation.

You know the saying; “Shit happens”? Well then, now you know the true meaning of that phrase. Just about anyone who is on the receiving end of a vigorous fuck is gonna have a little seepage. If ya can’t stand that, if it offends your delicate sensitivities, your bottom wannabe days will be numbered.

Here’s my suggestion: do the best you can with the prep work and then enjoy the fuck fest. Have a trick towel handy at your bedside to discreetly mop up any shit that happens. It’s not the end of the world. And remember what I always say: There can be some unexpected side effects to rootin’ around in someone’s hole, regardless how fastidious the bottom is about his hygiene. Just ask porn stars.  But, in the end, they are just side effects; so make your peace with that and don’t give a shit. It’s no big deal; you’re just being human.

Good luck

Bottoms UP!

Name: Chris
Gender: Male
Age: 23
Location: San Francisco
Dr. Dick- Wow, may I say this is a fantastic site. It is good to see sex as an open topic and that its not only an allowable activity, it is a good activity to take part in. I’m 23, gay, and living in beautiful San Francisco (the perfect place for a 23 year old gay boy to be!), and your tutorials have taken my blowjob and power bottoming skills from that was good to wow lets do that again!

If I may make one suggestion: in the Liberating the Big Old Bottom Within guide, I personally recommend that anyone who wants to bottom get to know the fiber aisle at the grocery/drug store. I find that it helps to keep things squeaky clean longer.

But the question I had was about orgasms while bottoming. Is there any technique that you know of that would help me reach orgasm while bottoming without having to touch myself. I almost reached that point last night while experimenting with some new moves in the sac … but I was wondering if there were any, er, exercises I could do on my own to reach there with my partners (playing safely of course).

Yes, you may say this is a fantastic site. You can say that over and over if you like. All kidding aside, thank you for your very kind words.

grab assAnd I’m hoping you are enjoying the site’s new look. While our logo remains the same, I recently reconfigured the pages. Of particular note, is the Podcast Archive drop-down menu. Now you can go directly to each of my four podcast series: The Erotic Mind, SEX WISDOM, Sex EDGE-U-cation, Play With It shows. The Q&A shows are lumped under the general heading, Podcast.

As before, the toy reviews tab takes you to adult product review site. The Video Library tab takes you to Dr Dick How To Video Library, just as it always has. And the About Dr Dick page is also a drop-down menu, which contains the contact page, the Got A Sex Question page, the Therapy Available page and The Buzz page.

Sadly, I had to deactivate the Lick-A-Dee-Split sex advice podcast VOICEMAIL HOTLINE. It was underused and it was very expensive.

You will also notice that the site’s sidebar has been cleaned up considerably. The clutter is gone and I think it looks really nice as is. So ya’ll, go take a look and see what you think. Send me your comments after you’ve had an opportunity to look around.

Ya know, Chris, I was just about your age when I moved to the Bay Area. I finished my undergraduate degree in the spring of 1972 in Washington, DC. Later that year I moved to Oakland to begin my graduate work in Berkeley. I remember thinking to myself back then, OMG, I’ve fallen into a pot of jam. Leaving a very conservative school in the nation’s capitol, I found myself, almost immediately, on the other end of the political spectrum on the other side of the country. The world began to open for me. Berkeley was magical and my life changed immediately for the better.

In 1978, at the age of 28, I moved to San Francisco to begin work on my doctorate. It was like a dream come true. While I was living in Oakland, I would cross the bay bridge several times a week just to soak up San Francisco’s uniqueness. I used to think as I crossed the bridge and approached the city. My god, what a beautiful site! While I thought Oakland was great, I was happy not to have to commute any longer. To finally reside in the city I loved so much felt like I had died and gone to heaven.pegging147

The 70’s and early 80’s were the halcyon days of my youth. Oh to be young and gay and to live in San Francisco at that time. I wouldn’t exchange that experience for all the tea in china. I decided way back then that I would open myself to as many life-expanding experiences as presented themselves. For the most part, I was served very well by this philosophy. Of course, there were plenty of unsavory experiences that I would never want to relive, but even they were full to the brim with helpful information about me, my sexuality, my growing eroticism, as well as and the rest of the world around me. As I look back I have no regrets and lots of very happy memories.

I thought I would reside in the jewel by the bay for as long as I lived. I had surely found home. But as fate would have it, that didn’t happen. I left San Francisco for Seattle in 1999, after nearly 30 years in that amazing place. Now I look back fondly on that transformative time. The life lessons I leaned there continue to serve me well even now. I am immeasurably richer for the time I lived and loved there.

Boy, that got me way off message, huh? Sorry about that. It’s just that your email got me to reminiscing about being young and gay and living in San Francisco.

OK, on to your concerns. First, let me ask you to add your thoughts on the importance of fiber intake for the aspiring BOB (Big Old Bottom) in the comments section of that very posting. Would you do that for me? As much as I appreciate you offering your pearls of wisdom to me, I think all of our audience would benefit. Don’t you agree? The beauty part of a site like this is the cumulative knowledge and insight of all who visit there. I can’t do this all on my own, don’t cha know!  And remember, butt fuckin’ ain’t just for the gays anymore.  Straight men are discovering the joys of their prostate too.

I have a lot to say to your question about prostate orgasms while bottoming. And I would like to begin by saying that, while prostate orgasms are possible for some of us, not all of us will ever experience one. I’m not sure one can actually train himself to have one of these illusive orgasms at will. But what I can say for sure is, that this will never happen unless one is fully prostate aware.

daddy's boysHow does a fella become fully prostate aware, you might ask. Good question. I suppose that would start with an intimate familiarity with your anatomy. Do you know how you are put together “down there?” You sound like a clever lad, so maybe you are. If you’re not, my site has lots of important information. Look for Male Reproductive System in the CATEGORY section of the sidebar.  It falls under the main category — Sex Therapy.

Knowing and loving your prostate is the next step in this process. Prostate massage is where you will begin. You can do this with your fingers, a dildo, or a specialized “tool” like one of the prostate massagers that you can find at drdicksextoyreviews.com. Use the CATEGORY drop-down menu in the sidebar that site. Look for Prostate Massage, and presto!

There’s one final thing you’ll need to master and that is Kegel exercises. If you are unfamiliar with these and/or why you need to practice these exercises, you can read and/or listen to all the posting — written and podcast, I’ve made about this very important regimen. Just look for Kegels in the CATEGORY drop-down menu in the sidebar of drdicksexadvice.com. You will find this subcategory under the main category — Sex Therapy.

I’d be very interested in hearing from you again. I’d like to know how you are cuming along in your quest for the illusive hands-free orgasm. And don’t forget to use the comments section on any of the postings. I want you to share your insights with all of us.

Good luck

Summertime Blues!

Name: Carlos
Gender:
Age: 18
Location: Isle of man
When I wank for hours and hours without cuming while watching porn and then cum after the many hours, my cum becomes watery and transparent. Is this normal?

Long periods of “edging,” like what you’re doing, will often result in some of your spunk being forced backward into your bladder. This is known as a retrograde ejaculation, don’t cha know. Have you noticed that after one of your extended wank sessions your pee is a little cloudy? That’s the rest of your cum, pup. While there’s nothing abnormal about watery, transparent jizz, maybe you need to wank less, find a new hobby and give your wiener a rest.

Name: lynn
Gender:
Age: 18
Location: florida
i am virgin but can you ever be to tight and will my first time hurt really bad and will i ever be able to just go at it!!!!

You’re in luck, darlin’! Check it out: If It’s Not One Thing, It’s Another! You’ll see that I’ve already answered your question.

Name: Alexd.jpg
Gender: Male
Age: 19
Location: canada
how can I cum faster

Faster than what…a speeding bullet? What’s the rush, I wonder?

I suppose if you really wanted to get off in a hurry, you could stick a vibrating dildo in your ass as you stroke. That’ll surely do the trick.

Name: jone
Gender:
Age: 25
Location: bridgenorth
I have just started dating a lovely guy where the sexual attraction is emense! he switches me on like a light and i cant get enough, but when it gets down to it- it lasts averagly five mins. im well aware i may be being fussy but, i love sex! and really want go for ages with him. the other nite i couldnt hide my disapointment- he knew but i wouldnt say. im frustrated but dont want to hurt his feeling, im a nimfo but he has such good qualitys. what do you think i should do?

FUSSY? When your fuck sessions only last five minutes?? You’re no nympho, doll, but you do have the patience of a saint. Listen up, skip trying to spare your guy possible hurt feelings and tell him the truth. You’ll be doing him (and yourself) a big favor. He needs to attend to his short fuse ASAP, and you can help.

Lasting longer is a relatively easy thing for any man — gay, straight, whatever — to accomplish. Have your guy simply follow one or another of the following techniques. He may want to start this process on his own, but then the two of you can work together.

If your guy is like most men, his wank sessions are speedy little affairs. Squeezing off a quick one just to relieve sexual tension is a good thing in some instances. But years of this same behavior will habituate a guy’s body to having a very short fuse, if ya know what I mean. If his body is sensitized to cumin’ quickly like when he’s jerkin’-off just relieve tension, then that’s how it’ll respond later, when he’s with you. No big mystery there.

I suggest that he begin his effort to last longer by fundamentally changing his self-pleasuring activity. Most, if not all, of his masturbation from now on should be dedicated to full body masturbation. The purpose of this kind of masturbation is to play with and move around the sexual energy that builds up as he pulls his pud. The object here is to delay, for as long as he can, having an orgasm.

What the hell is full-body masturbation, you ask? Well it’s pretty simple really. He’s gonna be moving the sexual energy from his stiff cock all over the rest of his body. Since this is a sexual enhancement exercise, and not just a means of getting off, he’s gonna have to dedicate some time to this effort. I instruct the men I see in my private practice to allot 30 minutes a day three times a week for these exercises. If your guy can’t see his way to spend that kind of time to overcome his premature ejaculation concerns, he’s not really all that motivated to change. And if that’s the case, you’ll just need to move on.

squeeze03.jpgHere’s what I want him to do. I want him to touch and pleasure his whole body while he’s stroking his cock. He is to make the pleasure last as long as he can. He may even want to incorporate a vibrating toy into this exercise. As he reaches the point where he feels an ejaculation is near, he is to stop stroking his dick and play with some other part of his body, tits, asshole, feet, etc. When the urge to cum subsides, he can start to stroke again. I want him to do this over and over till he can last the full 30 minutes.

Remember, the object here, I mean besides the joy of touching and pleasuring his whole body, is to retrain his sexual response cycle. If he practices this method conscientiously it will increase his sexual stamina. He will also have learned a swell way to extend your partnered sex play too.

Check it out! When you guys are having sex, I want the two of you to do the same thing as when he’s masturbating. Spread that sexual energy around. Don’t just focus on his dick. Concentrate on building up his sexual tension, playing with that tension and stalling his orgasm. If you’re fucking and he’s getting close to shooting, have him pull out of penetration, turn his attention elsewhere — like your clit — till he regains control, then he can reinsert.

This is known as the “start and stop” method of lasting longer. Only my way of doing it insures that he will know more about his sexual response cycle from his own full body masturbation. His building sexual tension will not take him by surprise. He’ll also know what to do when he feels himself getting close. He’ll stop thrusting, but he won’t have to stop the sex all together. Rather he’ll seamlessly turn his attention to other pleasurable activities before he resumes the actual fuck.

After 30 minutes a day, three times a week for 2-6 weeks of the stop and start method he’ll notice a marked improvement in his sexual stamina. In time he’ll not even need to concentrate on his own sexual response cycle to keep up with you; it will be second nature to him. Kinda like learning to ride a bike.

Let’s review another technique, a couple-friendly method, called the squeezesqueeze1.jpg technique. I’ve introduced many a couple to this approach of prolonging pleasure with great success. The beauty part of this technique is that its success is dependent on good communication between the partners. And nothing serves good sex better than good communication.

Again, since this is a sexual enhancement exercise, and not just a clever new way of getting off, you and your partner will have to dedicate some time to mastering this method. Like the stop and start technique exercise above, allot at least 30 minutes a day three times a week. You can’t commit that kind of time to solving your problems? Okey dokey! Just don’t cum bellyachin’ to me.

Here’s what you’re gonna do. Your guy is going to be the passive recipient while you pleasure him. Like the previous exercise it’s all about gaining control over his sexual response cycle. Start by massaging his dick with a wet hand. Some nice lotion or lube works fine. You’ll want to spread his sexual energy around, not merely concentrating on his cock and balls. He’ll have to keep you posted on how close he is to cumming. When he feels he’s about to shoot, stop stroking his dick and squeeze his cock by wrapping your thumb and index finger around his unit at its base. Apply firm pressure, focusing on the urethra, the tube running along the underside of his johnson. Then let go, and wait for about 30 seconds before you resume. This applied pressure short-circuits the building tension and postpones the ejaculatory response. Simple!

Because it’s essential that you apply pressure a few strokes before he’s about to shoot, he’s gotta talk you through it the first few times. Soon you’ll begin to notice the signs of an impending ejaculation on your own and take the appropriate measures.

Most couples see a dramatic lessening of premature ejaculation in as little as two to six weeks of practice.

Name: DJ
Gender:
Age: 25
Location: TN
Is there life for a gay bottom after anal fissures? There is literally NO helpful advice on the internet for this issue. I had a rough boweldirtyjobs23.jpg movement a few years ago and now everytime I have another or practice in anal sex, it rips right back open and bleeds. This is gay hell!!

You’re clearly not giving your love cave a long enough time to heal before you go back to plunging whatever in there, thus reinjuring yourself. Stop doing that, why don’t cha?

If you think a little down time (even several weeks) from an anal fissure is agony, you don’t know what gay hell is, darlin’. Imagine if you keep this up and you develop an abscess — a very likely scenario — and you need surgery or worse, a colostomy. Then dear boy, you will really know a gay bottom’s hell.

Name: Paul
Gender:
Age: 34
Location: UK
I’ve had several bouts of cock and anal warts which have now cleared but have read my chances of cancer have increased? Is this true??

Ahhh, your genital warts have cleared up? On their own?? I seriously doubt that. And what about this “several bouts” thing? What’s up with that? Either you’re not having this condition properly taken care of, or you are being really reckless about your sexual partners.

If you’re not having a physician attend to your warts, you’re not being treated properly. Sometimes the warts themselves — they look like small, flesh-colored bumps or have a cauliflower-like appearance — will seem to disappear on their own, but they’re not really gone. The virus that causes them remains and without proper medical treatment there will be another outbreak.

The virus that causes genital warts — the human papillomavirus (HPV) — is associated with cervical cancer, for sure. There may also be a link to other types of genital cancers, such as cancer of the penis. But do you really want to fool around with this till you become a statistic?

There are more than 100 different types of HPV, but only a few can cause genital warts. These strains of the virus are highly contagious and spread through sexual contact with an infected person. About two-thirds of people who have sexual contact with someone who has genital warts develop the condition — usually within three months of contact, but in some cases not for years.

One of the most effective treatments is freezing the warts with liquid nitrogen (cryotherapy).

Name: calvin14jamesd5-18-03soft.jpg
Gender:
Age: 18
Location: california
My foreskin is too tight for me to pull it back. Is it a major problem? What can I do?

It’s not a major problem. And you’re in luck, darlin’! Check it out: Too Much of One Thing and Not Enough of Another! You’ll see that I’ve already answered this question.

Good luck ya’ll!

SEO Powered by Platinum SEO from Techblissonline