Posts Tagged ‘strapping on’
What was your first time strapping like? What advice do you have for strap-on virgins? My butch just placed the online order for her first cock, and I have no idea of what to expect.
Go slow. Use lots of lube. LOTS of lube. More than you think you might need, especially at first. It’s just a little messy, which is always better than having not enough. DON’T use silicone lube, as it’ll screw up your silicone toys.
Talk to each other, be as vocal as you can—even “ooh yeah ooh yeah” type of vocalizations will help give cues to each other about what feels good and what is not quite working.
Don’t be afraid to slow each other down or stop. It might just click and work and be amazing, but you also might want to just do it as something to try and to play with, at least for now, so don’t expect one or both of you to get off, especially not at first.
If you’re not used to penetration during sex, you might want to mess around with getting yourself off (or her getting you off, using her hands on your clit I mean) while she’s inside, but without much in-and-out motion, at least for now, while you’re getting used to the feeling of her cock.
The typical porn positions are the best, in my opinion, which is why they are so frequently used—missionary, and doggy style from behind (in various incarnations, like leaning over the bed, or with your head down on the bed instead of on all fours). In missionary, also try it with her sitting up on her knees, with her thighs under your thighs, that is often a really good angle.
Don’t be afraid to touch it, kiss it, lick it, suck it—that stuff can be really hot, though that can also be kind of delicate, so see how your girlfriend feels about it. Sometimes it seems to me, as the strap-on wearer, that I am expected to be the one who does all the action once I put it on, but my point is that you can do things, too. If you aren’t sure if she wants you to touch it (or kiss it or suck on it), ask. “Would you mind if I …” “Wow, I didn’t expect to want to … , but I do, please may I?”
Personally I think just about any sex act is all the more hot with someone saying what they are doing (or want to do), regardless of what it is. Maybe that’s me—I really love language.
Most women can’t come from penetration alone, which I assume the two of you know, but just a reminder that you both might want to start practicing touching your clit while she’s fucking you, either with your hand or, if she can reach comfortably, with hers. It takes some practice to be able to fuck with a cock and use your hand at the same time, but it’s possible! And worth figuring out how.
And from her side … it is possible to get off while strapped on, but that might take some time and practice. For me, I like the harness to be VERY tight, tighter than is all that comfortable around my hips, because I like to be able to feel every stroke against my cunt while I’m fucking. I like the stimulation of a one-strap (g-string style) harness better than a two-strap (jock strap style) harness, but that seems to be the minority opinion, so your milage may vary. She can try adding bullet vibes or butt plugs or the We-Vibe to increase stimulation, though I find those are more distracting than helpful. But if she really likes a vibration on her clit or something in her ass, that might be just the push she needs to be able to fuck and come.
Other than that, in my experience, to be able to come while strapped on, just following the sensation—when you find a spot that feels good, rub up on it, over and over, and see how far that can take you.
Consider anything you do in playing with it an experiment, and collect the data of that experiment. Did it work? Would it work better if one variable was different? Would you try it again? Or was it a complete fail and did not feel good? Gather the data and figure out what you like and don’t like, what was luke-warm and what you might try later if things were a little different.
Did I mention lube?
And … the first part of that question was, what was my first time strapping on like? Well, to be honest, my first time strapping on was to peg a guy, my boyfriend of about 5 years that I was with in high school. I bought a strap-on when we broke up, and I came out as a lesbian, and it was a tiny silicone thing that was very hard silicone and black and narrow. I do still have it, actually, I keep thinking it might be a good size for anal sex, but then again, now that I have the Spur why would I use a cock that was so hard?
We then went cock shopping together and bought a cock that was roughly the size and shape of his, which was what I pegged him with. It was fun enough to peg him, but it also made me realize that I was (really really for sure) a dyke and wasn’t that into it.
I did fuck my first girlfriend with a strap-on, but we were more of the I-do-you-you-do-me type of couple, so we took turns. It took quite a few more years before I felt like I had a cock that was mine—really not until I ended the relationship with my college girlfriend and started dating femmes exclusively. Which I have widely chronicled here!
It’s been a long journey to claiming my cock-centricity and cock confidence. Actually, I teach workshops on Cock Confidence now, in case you’d like to attend one—I’ll be doing it next at Good Vibrations in San Francisco in August.
Anything else y’all would recommend? Any other tips for first-time strap-on users?
Today is my one year anniversary of dating Kristen. There’s another post coming shortly about our year together, but while that’s coming, here are some of my favorite stories of her from this past year. Many of the most viewed posts on Sugarbutch are stories about Kristen, though to be honest we have had sex probably hundreds of times more than are written about on this site. Sometimes I feel guilty for not keeping you updated about all of the awesome fun we have in bed, but hey, I bet you would rather I was having this awesome fun than interrupting it in order to write about it, right?
Here are some of my – and your – favorites:
My Slutty Little Girl, April 2, 2009:
I pushed her back on the bed easily. Kneed her legs apart and pressed my cock up against her, bare, through my slacks. Kissed her, hard, felt her body under me.
I pulled back after a minute and lifted myself up. “Take my dick out,” I ordered softly.
She did. Unbuckled, unzipped, palmed it in her hand, let out a low satisfied hum of pleasure when she touched it. I tightened my harness, lowered myself back on top of her, kissed her neck. “I want to fuck your mouth.”
She arched in response, but whispered, “But I want you to fuck me.”
I almost laughed. Her desire handed to me on a silver platter, I took it gratefully. “No.”
“Please, baby, I need it, I want you to fuck my pussy.”
I do like the way she begs. I nearly acquiesced, but said “no” again, pulled back to shift to my knees on the bed. Took her hair in my fist as she bent in front of me. “Do it real pretty, and I’ll fuck you.”
Wait For Me On Your Knees, January 29, 2009:
t the dining room table in her living room. She sits on my lap, kisses me. I pull her hair and move my mouth to her neck.
“Ohh yes, yes,” she breathes.
“Mmm, I like it when you say that. Say yes again,” I demand softly, next to her ear. She hears me, and says nothing. She bites her lip and looks right at me, which tells me she’s refusing to say it. Am I pushing her too far? Does she know – she must know – that saying yes is playing with consent, that I am warming her up for saying no. Does she feel pressed? Pressured? I study her face, wait for her to say it for what seems like minutes. “Say it,” I say again, low, with a grip on her hair, desire and dominance building in me. I pull back a little to get enough distance between us so I can hit her. I wonder how fast I’ll have to do it for her to not see it coming. I want her to be surprised.
Underneath her resistance, she’s got that tiny self-satisfied smirk on her face.
She is surprised. A quick, hard smack against her cheek. Then five, six, softer, in rapid succession, warming her up. And another, stronger. Another. Her whole head turns on impact. I don’t stop. Harder. I vary the rhythm and let her have a breath, a quiet moment in between, when she straightens her body and feels the sting.
This is the hardest I’ve slapped her, but I can feel the way she can take it, now, differently. She’s not scared or wincing but open and accepting, drinking in the sensation.
I stop. Pull back a little and watch her recover.
When she can, she whispers, “yes,” hand to her stinging cheek, eyes dark and smoky and submissive, that look, that look, that strong and active giving over that makes my knees weak (and oh I’m glad I’m sitting down).
I kiss her. Smooth her cheek with my fingertips, feel the warmth with my lips. “Good,” I say between kisses. “Good girl.”
“I’m Kind of … Insatiable.” (aka, our first date), December 15, 2008:
We lay together and I catch my breath, flex and stretch my fingers. I run my palm along her hips, the sides of her body, and she is all nerve endings and sensitive skin, writhing under my touch, rubbing her feet against the blanket on the bed. I could take her again. Could roll her into her back and listen to her breathe and moan.
I like the way her moaning becomes practically laughter as she gets closer. How she turns her head to the side and strains with every muscle like she’s trying to press all the edges of her, like she’s going to tear her way out of herself, la petite mort indeed.
She shifts next to me, I balance on my elbows on top of her again. I still have my tee shirt, my slacks, on. She’s stripped bare.
“Did I mention I’m kind of … insatiable?” she asks, a little embarrassed, a little shy, a little excited.
I grin. So am I.
My hand between her legs again, my mouth at her neck. “You’re wet.”
“Yes,” she breathes in my ear.
Her Dirty Talk Got Me Off. Twice. March 31, 2009:
“Fuck my hole,” she whispered, “take me, fuck me hard, pound your big cock in me deep. I’m your slutty little girl.”
Rocking Chair Blow Job, January 12, 2009:
“That’s right baby, suck it.”
I lean back again and my dick swells, puckers when she sucks hard and fast. She keeps it deep in her mouth and pulses and I cry out. Fuck.
I pull her up again and lean forward to kiss her, mouth swollen and red, opening for me as I keep my hand on the back of her head, on her cheek, on her jaw, holding her just where I want her, tongue in her mouth and she sucks that too. I reach my other hand down between her legs and push the thin fabric of her panties aside, enter her easily with two fingers and swirl them over her clit. She gasps.
“I like the way you suck me off,” I say, low, into her ear. “Your mouth feels so good. Oh god you’re so wet,” I trace my fingers along her lips and flick her clit, swollen, thick and sensitive. She moans.
“I want you to stand up, bend over, pull off your panties and hand them to me. Understand?” I pull back and remove my hand and she nods. “Do it then.”
Hogtied, May 28, 2009:
After a minute I catch her by the hair. “You’re starting to squirm.” I say, low in her ear.
She breathes out, a tiny voice. “Uh huh.”
I’m still mostly clothed, but my cock is out, hard, stiff from my fly. I kneel behind her, push on her shoulderblades so she’s facedown on the bed again, and tease her pussy with the head of it. “Waiting to get fucked?”
“Yes,” she says in a small voice.
“Yes, I’m waiting to get fucked. Fuck me, please, please, put your cock in me, baby, ohhh … ” and I do, of course I do, when she asks so pretty like that.
Am I forgetting your favorite Kristen story?
Dear Mr. Sexsmith:
Can you recommend a company or a website that makes strap on dildos for plus sized women? i’ve seen this one on adameve.com, but it’s not aesthetically pleasing at all (i’m not really a fan of the leather diaper look) plus the dildo it comes with is purple, and I would much rather prefer a more realistic looking cock. If you can recommend anything, please let me know. I’m a size 24/26 if that will help you at all. Thanks so much!
There are definitely some harnesses out there that would fit & be comfortable, much better than a “leather diaper.”
I tweeted your question the other day and got a lot of ideas. Responses were:
- @SarahSloane Terra Firma, definitely
- @EssinEm Large spareparts or any Outlaw Leather harness (up to 60″ I believe) – I like the Syd cause it’s punk rock :)
- @hotmovies4her Spareparts Joque is great, as well as Seduex Divine Diva Plus Size Harness, tho you might have to modify it; The Make Me Blush combo is pretty nice too
- @lsblakk try this one
- @TheresaIkard “Spareparts” harnesses come in two sizes and I am pretty sure that the larger one covers that.
- @silentsyren I’m a size 26/28 in womens, and I have a Spareparts B harness. Fits wonderfully! And it’s machine washable!
- @CurvaceousDee the Missy-G Harness. Am a sz 26 NZ and it had plenty of room.
I can definitely speak to the Joque (aka Spareparts) – that’s the one everybody loves these days. it’s not my favorite personally, but it’s extra comfortable and really easy to use, and machine washable. Lots of good things. Outlaw is a fantastic company, they make both the Syd and the Missy-G, and those are kind of feisty, lots of personality.
Eden Fantasys has very good data on all their products in the “overview” part in the left-hand sidebar, including the maximum waist size.
Hope that helps! And hey, readers: what’s your experiences with harnesses for folks who have a bit of extra girth? Got any recommendations, or comments about the harnesses that were mentioned?
Back in April, for Sugarbutch’s third anniversary, I offered up an “ask me anything” thread where readers could ask any burning questions that they’d like for me to answer.
is it a transgender characteristic to wear a cock (with anatomically accurate balls) and feel more complete or like yourself when you are a biological female? you self ID with a lot of labels, but trans isn’t one of them. have you explored this idea? – reader
There’s two parts of this question I’d like to explore: first, my personal identity, and my relationship to “trans”; second, gender’s relationship to cocks, and my personal thoughts on that, too.
I do identify with the term “trans,” to some degree. That’s complicated, because I am not transitioning, and I do not identify as male. I feel strongly that it’s important for me to be female, a woman, lesbian-identified, and to behave and look the way I do (i.e., masculine). But insofar as people with my biological sex most often have a feminine gender presentation (setting aside the societal compulsory prescription of the feminine gender presentation), and I do not, I feel as though I am transgressing gender boundaries by my claim to masculinity and by presenting in a way that is seemingly in conflict with the (societally prescribed) sex/gender assumption. I – me personally, my identity, my work, my discussions – defy rigid, polarizing gender norms, and queer gender. I believe in taking this and that from any sorts of presentations around us and re-creating onesself in ways that make us feel good, empowered, strong, sexy, expressive, and authentic. I think we can all transcend our prescribed roles – no matter what they are, gender or familial or societal – and become ourselves in larger ways.
I don’t usually include “trans” in my list of identity descriptors. When I refer to myself as trans, it’s usually very couched in other things, like “my particular kind of genderqueer masculine-identified trans-ness.” I guess I feel like my use of trans and my inclusion in the trans communities is a bit controversial, as there are plenty of people who will jump (and have jumped) in to correct my use of this term, saying that my use of it invalidates the experiences of “real” trans people who are FTM or MTF and who are transsexual, transitioning fully from one gender to another.
So I tend to claim butch, whole-heartedly and fairly simply, really, and leave it at that. Because that’s what I am (right now, anyway, not that I anticipate that changing, but who knows, it could), and though I do think that the identity of butch includes a sort of trans-ness or a genderqueer-ness of occupying more than one gendered space at once, ‘butch’ accurately describes me much better than the term trans.
Now: about cocks.
Specifically, about cocks with anatomically accurate balls, about realistic cocks, about flesh-colored cocks and really feeling it and claiming it as MY cock, about having a cock as someone whose body doesn’t quite have one, not in the same way that other bodies have one.
I want to disrupt this idea that cocks specifically and penetration in general is a male, masculine, or man’s trait. I mean I get it: when considering human genitalia, the man is the one with the penis, the woman is the one with the vulva. But men have holes that feel good when penetrated, too, and women have fingers and tongues and sometimes clits big enough to penetrate, and a long history of dildoes, and then of course there’s the strap on cock, for when we really want to feel what it’s like to swing from the hips.
I was at a sex blogger tea party here in New York City maybe two years ago, discussing cock-centricty, when I believe Chris of Carnal Nation said (something like): “I know I’m a guy and all, but I’m not as cock-centric as you are. When I fuck, it’s with my hands, or my mouth. I don’t identify with it the same way you do, and it’s not my central sex act.”
This seems like a rather rare perspective for cis men, especially given that our entire (American, white, dominant) sexual culture is pretty much built around penises and penetration and the male erection, etc, but I think it’s more common than we’d expect.
Likewise, I have known some femmes who have been some of the most cock-centric people I’ve ever met. They drive a mean strap-on, as they say. And I’ve known some butches and trans men who are not cock-centric at all, despite that it would seemingly align with their masculine gender to be so.
Maybe this perspective of mine is also partly as a result of coming out as queer into a lesbian community which questioned cocks constantly. I have absolutely heard girls say, “If I wanted to get fucked with a cock, I’d date a man!” (Who I, duh, didn’t sleep with. More than once.) So coming to my own desire for using a cock and my own cock-centricty, while at the same time coming to a butch identity though not transitioning to male, I claimed cocks as a certain sex act that I separated from any particular identity.
Because anything two lesbians do in bed is lesbian by nature of the definition, no matter what act it is.
Unless, you know, it’s not – I certainly don’t want to devalue the experience of being in lesbian relationships and doing a whole lot of cock-centric activities, and for one of them to later come to a male identity. Perhaps for folks who go through that, the act was not exclusively lesbian, but was also male in a way. My point is, I want to squelch the fear that lesbians can’t use cocks in their sex play because it’s “not lesbian.”
That is not to say that strapping on or identifying with a cock is genderless. It interrelates to gender identity, presentation, and celebration – but which ways it interrelates depends on the individual. For me, it absolutely plays on my gender fetish and the way I see myself as embodying a masculine gender, and I LOVE to play with that during sex (as, uh, the entire Internet knows). And femmes who strap on cocks and play with them have told me that they see cocks as part of their gender, too – that part of the turn-on awesomeness of the whole experience is that it supposedly misaligns with their gender, that their sparkly pink harness and dick is all the more sexy to them because it’s femme.
I suppose there are a few kinds of cock-centricty, right – because I’d say Kristin is fairly cock-centric, but she isn’t into wearing one and fucking with one the way I am. For the most part I’m referring to folks who want to be the wearers here, who identify with it as a part of them.
If you’re cock-centric, you’re cock-centric; I don’t think that necessarily should dictate your gender identity. Cock-centricity is not necessarily a masculine or male trait. Gender identity may be totally related, somewhat related, or not related at all – I think that just depends. For me, the interplay of gender and my cock is important, and I love the way it feels to use it, the way I feel when I’m packing, the way it feels to get off while fucking with a cock, the turn-on of dirty talking about my hard dick, the ways it drives me wild to get a blow job. It is part of my masculine sexuality, but I have many other parts of masculinity that are not necessarily sexual, and I’ve explored the line between butch and trans enough that, for now, I know I’m pretty firm where I’m at. I still struggle with some descriptors like “girl,” “woman,” and “daughter,” but the other options of “son,” “man,” and “boy,” don’t fit either. So, for now, I’m sticking with butch.
I’d love to hear what some cock-centric (or non-cock-centric) gay boys have to say about this, I’m not sure how it translates (though I have some guesses). I will have to ask around.
I am the biggest fan of Vixskin dildos out there. I should be president of the Vixskin Fan Club. I mean seriously, they are my favorite – well, to be fair, they are kind of everybody’s favorite right now, they are THE MOST realistic feeling cocks on the market. They’re made of this material that is soft and a little bit pliable to the touch, with a firm core, so it is definitely hard enough, but it is silicone, so it is completely sterilizable.
Right there, I’m sold. Any Vixskin cock Babeland offers up, I want to try. (And I have been.)
However, the Lonestar is the first one that I’ve been disappointed in. It’s 6″ long by 1-7/8″ in diameter, a generous girth and just fine length to be sure, but it doesn’t feel like 6″xalmost-2″ when fucking with it.
So here’s what happened. Kristen and I are having a lovely time, making out, my hand between her legs, kissing, feeling each other, having a general romp, when she says, “I want you to tie me up.”
Out come the ropes. Oh it feels nice to have them in place on my footboard again, where they used to live. I was even a bit out of practice – the first thing I did was tie her spread-eagle but all the way taut, with no real room for her to bend her knees or lift her hips. I realized this pretty quickly, I suppose, because uh, if I actually want to get a cock in that girl while she’s tied up, I need a better angle, we both do.
So I loosened the ropes a bit, told her to bend her knees, gave her some extra room.
I couldn’t get a very good thrust going, ever, really. It still slipped out a few times when things got hot & heavy, and I lost the length pretty much every time I pulled out. It’s 6″, plenty long enough for fucking most of the time, I told myself – what’s the problem?
“Maybe it’s the balls,” Kristen said later. Hm, yeah, maybe. It does mean that the insertable length is a bit less. And they’re a bit awkward – they counter-weight the cock down, so it doesn’t have the same kind of upcurve that other cocks (like the Silky/Mr. Bendy!) that are 6″ have.
Then I noticed, when I was snagging the image for this review, that many of the reviews on Babeland mention how it basically points downward, that it doesn’t quite work for many of the reviewers. It’s close – and it seems like it’d be just perfect – but there’s something about the shape of it that doesn’t quite work. Sorry, Lonestar. Better luck next time.
(Don’t worry though – I changed cocks and Kristen and I had quite a good time with her in ropes, being used, being taken, just the way she likes it.)
This arrived in my inbox recently:
I’m transgendered so when I strap although some of the cocks are tempting to buy, I’m not very comfortable with unnatural colors and shapes. I was wondering if you could point me in the direction of a good sized, nice material, and realistic looking cock and a nice and masculine harness. I’ve seen some on your blogs that sound good but i wanted a more personal opinion from someone that actually knows what they’re talking about.
And this isn’t the first time someone has asked me this kind of thing. I write about cocks & harnesses all the time here, but sometimes I think it’s probably a challenge to figure out what it is I’m really using, and what I use often.
So here’s what I wrote back:
I’m glad to throw some ideas your way. Sorry to say, you’re going to have to invest some money in a really nice cock. The ones that are realistic and high-quality are freakin’ expensive. But, the good news is, there are some really good ones available. I totally know what you mean about unnatural colors and shapes, they make me uncomfortable too.
The #1 absolute best realistic cocks out there are by Vixen Creations, their line called Vixskin. The material is some sort of silicone (so it is completely 100% sterilizable) that is made to feel like “cyberskin,” which is the most realistic material on the market. It’s a little bit squishy but still hard. Feels *great*, I highly recommend it. They have lots of different sizes (my #1 very favorite is the Maverick (Babeland calls it the Rodeo Rick) that is 7″x2″) and they all come in chocolate, caramel, or vanilla colors, depending on how light or dark you want the flesh tone to be.
The other great thing about Vixen is that they have a lifetime guarantee. That doesn’t cover “misuse” but if it does break down, they’ll replace it. They’re all in the $100 range, so you might have to save up a bit, but they’ll literally last you a lifetime and they are so worth it.
Most of the sex positive, feminist, queer sex toy shops carry Vixskin, like Good Vibes, Babeland, Blowfish, etc. You might want to actually go to one of those places and check out their sizes, hold them in your hands, all that, to feel what feels most like *yours*.
The Joque & the Jaguar are not *my* personal favorites, actually, mostly because I really prefer the one-strap harnesses, though it seems like most people don’t. I like the commando, and also the Jaguar G, which is the G-string version of the same Jaguar. the leather is SO beautiful and soft and buttery and I just love the design, super comfortable and incredibly hot. Same as with the cocks, it’ll be about a $100 investment, but Aslan Leather (and some of the other nice harness makers too) come with a lifetime guarantee, like Vixen does, so the investment is totally worth it.
Got a question for me about cocks, harnesses, strapping it on, or something else? Email me – aspiringstud [at] gmail.com – or leave a comment and I’ll get back to you as well as I can.
The four major things to consider about a cock are: length, girth, shape, and material. Here's how the Johnny from Babeland measures up.Read More
Everyone rants and raves about the Jaguar harness by Aslan Leather - and I get it, I do: the leather is beautiful, it's incredibly well-made, it feels like a buttery second skin. It's snug, it adjusts well and easily, stays in place, it feels pretty good to wear - I could keep going with the general praise. You might just love this harness, many people do. Personally, though, I just prefer one-strap harnesses, so I'm not crazy about this one.Read More
We lay together and I catch my breath, flex and stretch my fingers. I run my palm along her hips, the sides of her body, and she is all nerve endings and sensitive skin, writhing under my touch, rubbing her feet against the blanket on the bed. I could take her again. Could roll her into her back and listen to her breathe and moan. I like the way her moaning becomes practically laughter as she gets closer. How she turns her head to the side and strains with every muscle like she's trying to press all the edges of her, like she's going to tear her way out of herself, le petite mort indeed.Read More
I just got Vixskins packing cock Goodfella from Eden this week – it is made to pack with, so its very bendable, and it has balls that aren’t flat, but rounded, and made to sit in front of the O-ring on the harness. I guess there was some confusion about how to get the cock into the harness, ’cause Vixen made this video demonstrating.
So far, though, I’m not too impressed. It doesn’t fit in the standard O-ring, so I’ve had to get out a particular harness with a larger ring in it – and y’all already know I’m in search of a good new harness, so it frustrated me.
Also, Goodfella is really small! Look at the video again – her fist is nearly as long as the cock, and her fingers easily wrap around it. So, yeah, maybe it’ll work packing, but the Silky is longer and thicker – though it doesn’t have the balls, and it’s not silicone.
I should have included Goodfella in my packing cocks 101 review, but I didn’t realize it was so possible to pack with it. I don’t think it’s quite as comfortable to wear in the pants as the Silky is, but I’m still testing it out. We’ll see how it goes.