Optimal positioning is … well… optimal for solo sex. It seems like lying on your back is enough but we deserve so much more than the bare minimum. After all, if we don't make our own pleasure priority, then how will we demand that others? Just like with actual sex, there are some positions that can reach a little bit further than others, and you'd be foolish to rollover without getting the most out of your masturbation time.
Every time I switch it up, I'm amazed at how much more thrilling the intensity and sensation is, and I almost never regret it. The best part about switching it up is that I, personally anyway, feel that I'm able to simulate an intimate type of pleasure derived from partner sex. I can hug breasts while I ride the grooves of my toys. I can speed it up and I can slow it down. I can pretend I'm riding an actual dick, should I be in the mood for the real thing.
There are so many small wins in switching up your positions while you sex yourself and we could talk about those all day. In honor of May being National Masturbation Month, I thought it'd be more interesting if I gave you the 4 positions likely to wear you out as I master the flick of the wrist.
1.The Titty Twist & Armchair Straddle
I stan all standing positions for masturbating, but this one is a real one because it promotes titty play. My breasts are my hotspot, always have been. The only thing that saddens me is that I'm not able to do more for them, but I do what I can making sure that I caress and arouse them as much as a man would (a man without a tongue, of course). Additionally, standing for masturbation is a jackpot position bound to make you light up.
2.The Squat-and-Rock
If you really love girl on top, this one has your name written all over it. You'll feel the burn as you would if you were dropping down and getting your Eagle on and rock while playing with yourself.
3.The Invisible Man
One of my personal favorites. I often use this one to imagine I'm having the most unimaginable, mind-blowing sex with the man I don't have. Sometimes I straddle my knees further apart to expose my uber innie clitoris. I also prefer to use this position when I'm using my rabbit, which allows me to ride, but make no mistake I'll ride the hell out of my bullet too. This or anything semi-doggystyle are some of my most preferred methods of getting off.
4.The One Person Three-Way
When I peeped that was an actual position, some part of me got really hype. I suppose I should know by now that it's all been done before but in the moment that I'm doing it, it feels so odd and creative. Still, it's one of my favorite positions when I lift my legs up in this way.
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Skylar sees things differently. At the time, she was shooting content on her iPhone. Temi came into the picture with a new perspective, an understanding of tech, and, eventually, a camera. “He doesn't give himself enough credit,” Skylar says. “He wasn't just my tripod. He wasn't just standing behind the camera and going ‘click.’ He was giving advice. He was giving me insight to how I could look at things from a different perspective. And I was like, 'Oh, he’s an artist.' I think it was maybe a heartbeat of that kind of energy of like, ‘Baby, can you take this picture?’ And it turned so quickly into, we're partners. We can work together in a way where we're advancing each other's creative thinking.”
The pair often says they’re two sides of the same coin. Skylar is an Aquarius. She attended art school, paints, and loves poetry. She’s more than happy to let the couple’s management firm and agency, Kensington Grey, handle their admin work. And, she loves to sleep in. Temi, on the other hand, wakes up early. He’s a Virgo. He loves a to-do list and regularly checks in on the couple’s brand partnerships spreadsheet to make sure everything is on track.
Because his storytelling was steeped in his love of technology, he didn’t always think of himself as a creative person. “Where I [am] the dreamer who wants to pluck things out of the sky and spend all day with my head in the clouds, Temi [is] so good at grounding me and helping me figure out how to make things make sense on paper. We just work together in such a complimentary way,” Skylar says.
It’s been more than six years since Brooklyn-based couple Temi and Skylar started dating, and nearly four since they cemented their working relationship. On TikTok and Instagram, the couple’s travel, fashion, and home content regularly rack up hundreds of thousands of views. They’ve worked with brands such as Coach, Aesop, Away, and Liquid IV, bringing their vibrant perspectives to every campaign they execute. Still, nearly two years since both Temi and Skylar committed to full-time content creation and creative directing, the couple says their romantic connection remains their priority.
“We told each other we would much rather go back to full-time jobs and preserve our relationship than to be full-time freelancers, barely getting a night's rest [and] barely kissing each other because we're so busy shooting,” Skylar says.
Working from home can make it hard to separate work from personal life for any entrepreneur. It can be even more challenging when your business partner is also your lover. Temi and Skylar had already used couples therapy as a tool to help them effectively communicate with one another. When they ran into challenges while working together, their therapist helped them set physical boundaries to help combat the issues.
"We told each other we would much rather go back to full-time jobs and preserve our relationship than to be full-time freelancers, barely getting a night's rest [and] barely kissing each other because we're so busy shooting."
“It actually took us doing very specific physical things to create boundaries between work and play in our relationship,” Skylar says. “So, for instance, we will only have conversations about work when we're out of bed or we're at the table or in the office. Initially, when we started, we had to light a candle to say that, 'Okay, this is a space where we're connecting, we’re not talking about work.' We needed really hard boundaries at the top. And then it became a little bit more organic.”
The boundaries have been crucial to implement, especially because the couple began working together so naturally. When the pair first met, Skylar was NY-based a social strategist for BuzzFeed and was using content creation to drive business to her lingerie company. She was shooting her own content. Temi was working for Microsoft in D.C. He’d recently traded in his DJing equipment for a camera. “I've always loved taking pictures,” he says. “Even when I was a kid, my African mother would wake me up at 3:00 a.m. [during a] party, and be like, 'Come take the family picture.'”
Growing up, Temi says he watched his parents support each other and be the true definition of partners. He knew he wanted the same for his own relationship. But, the couple also wanted to make sure they were being financially responsible. The pair didn’t quit their traditional jobs until they’d saved up two years' worth of their cost of living. And, Temi received his Master of Business Administration from New York University with the knowledge that it could either help him advance in his corporate career or be applicable to his business with Skylar.
Temi and SkylarCj Hart @hartbreakToday, they say their working relationship is more of a “quiet dance.” They still implement some of the boundaries they learned in therapy, but they also lean into their natural strengths and deep love for one another. When we speak, Temi has planned a date for the couple to see Princess Mononoke in 4K IMAX and added it to their Notion so they can factor it into their busy schedules. “I fully plan to date for the rest of my life,” he says.
Skylar says the couple doesn’t just wait for date nights to check in with one another, though. This often happens in the mornings, after Temi has made her peppermint tea and poured himself a cup of coffee. When they ask each other how they slept, she says, it’s not just a “nicety.” It’s a genuine question meant to foster connection.
“A lot of it happens during the day in the midst of work. We'll stop and we'll hug. Or we’ll slow dance in the kitchen,” she says. “Sometimes it's hard to set a whole date night when you have 7,000 things going on. So, we must grasp these moments and check in when we can. And I think it's become so organic to us that I actually didn't even realize how often we do it. But all day long, we're like, 'Are you good? I felt like your energy shifted,' because we're best friends, we just know. We just feel it happen.”
What’s better than being in love? Building wealth while doing it. Watch Making Cents here for real stories of couples who make money moves together.
Featured image by Cj Hart @hartbreak