The Kinky Seattle Guy Introducing His Parents to His Girlfriend of Three Weeks

By

Once a week, Daily Intel takes a peek behind doors left slightly ajar. This week, the Kinky Seattle Guy Introducing His Parents to His Girlfriend of Three Weeks: Male, 41, webmaster, Seattle, straight, in a relationship.


DAY ONE

9:30 a.m. I wake up thinking fond, hard thoughts of Renaissance Girl, a 26-year-old woman I met on OkCupid three weeks ago. I call her that because of the morning I woke up next to her, with her red hair and curves, and told her that it was like waking up next to a Renaissance painting. Coffee date led to dinner date led to making out and three weeks later she's spending about half her nights at my house. Last night, though, she spent it at her place. We're a little too hard on each other's sleep schedules, so we have to limit how many work nights we spend together.

11 a.m. First text of the day from RG. It starts with "♥." I wonder if she's falling for me and I wonder how I feel about that. On the one hand, it's going quick, but on the other hand, it feels good that it's going so quick.

Midnight We lie in bed cuddling. She tells me how me taking pictures played into some early sexual exploration she had with a girl, where they'd tied each other up and played "photographer." This just seems to be how it goes with RG: that our kinks mesh extremely well.

DAY TWO

7 a.m. She wakes up and gets ready for work. I start work a couple hours after she does, so I doze until she's ready to leave. She kisses me and I compliment her outfit; the highlight (for me) is the purple tights.

10 a.m. First text of the day thanks me for the wonderful night. The second shortly after is a shot of her amazing legs in those purple tights. We aren't getting together tonight, but we continue to text and talk on Gchat throughout the day.

11 p.m. I masturbate thinking of RG and the fun we had the night before, especially the picture of me pushing the vibrator into her butt.

DAY THREE

2:30 p.m. I text RG a fantasy about one of the trainers at the gym I go to. The trainer has small hands and strong arms; I think about her fisting RG. I'm noticing that all my fantasies are starting to incorporate RG; it helps that she's bi-friendly.

8 p.m. We meet up at my place for dinner. She's turned on by my trainer fantasy, but a touch jealous. She doesn't really want to share me with anyone else.

10 p.m. I go down on her. She's not a fan of oral since most guys have approached it with expectations and she doesn't come that way. I explain that I really just want to taste her and have no expectations. We both enjoy it, and then move on. I use my fingers to penetrate her and she starts recounting the fantasy of the trainer from the gym. I question why she chose that fantasy when it seemed to make her jealous, but it helps her deal with her conflicted feelings to make it into a fantasy. She thinks she might shock me with a fantasy about me being her widowed stepfather and being the only one that can teach her how to properly do things like masturbate and give blow jobs, but I play along readily and she comes. She follows up with a blow job.

Midnight I ask her if she'll be my girlfriend. She says yes and we hug and kiss and try not to get each other so turned on that we can't sleep.

DAY FOUR

7 a.m. She kisses me good-bye and I delight in calling her my girlfriend.

3 p.m. Throughout the day we text each other as usual, but call each other boyfriend and girlfriend. I'm a little giddy with it all.

8 p.m. My parents are coming into town and we were expecting to do dinner with them, but they got a very late start and won't make it in time. RG and I have a nice dinner out and play Rock Band. I send her off to her own place with many kisses. She's got work the next morning, but I have the day off. We both plan to use each other as inspiration for our solo activities that night.

DAY FIVE

9 a.m. I wake up hard, thinking of RG. I want to masturbate, but I also want to save it up for RG.

2 p.m. My parents are in town so my mother can attend a conference. My dad and I spend the day hanging out near the convention center. I take photos of things that we're doing and send them to RG. I hope I'm not making her feel bad that she's stuck at work.

7 p.m. We pick up RG from my house and go to this great soup dumpling restaurant. My parents get to know RG; it seems to be going well. There is a little nervousness on all sides, but it disappears quickly as I have very cool parents.

Midnight After dinner, frozen yogurt and some quality hanging out time, RG is next to me in bed. My parents are sleeping in the other room, so we can't be our usual boisterous selves. We whisper fantasies in each other's ears while we masturbate for each other. I play off of her fantasy of being a professor and instructing her and another student on how to properly perform blow jobs and cunnilingus. We cuddle and fall asleep.

DAY SIX

9 a.m. We wake up cuddling and get ready for a day with the parents. Mom still has the conference, so RG will be spending the day with my dad and me.

12:30 p.m. We walk around a mall, killing time until we have to pick up my mother. I start thinking of naughty things that I'd like to do with RG. We can't do anything overt right now, but we get handsy with each other.

1:30 p.m. We walk by a store and the silver leggings on the picture of the model in the window seem like something that would look great on RG's long, long legs. I practically beg her to buy them. I offer to pay, of course. She buys them and some other nice stockings. I think we both have a fetish about her legs in shiny, tight things.

5 p.m. RG and my father seem to be getting along very well, which makes me happy. I break out the camera and take some pictures of RG, only a few of which I feel do her justice. I want her to model for me, and she wants to model for me, but we haven't quite found our rhythm. We're both too nervous still.

10 p.m.We all watch a movie and then I see RG to her car. She's going home to pack for a road trip we have planned the next morning. I don't want her to go, but she's dealing with a lonely cat at her place, and we'll both be better off for a full night of sleep. When I come back in the house, my parents tell me how much they like RG, that they think I've found someone who really gets me. They like the way we interact with each other. My parents' approval isn't strictly necessary, but I value their opinions and am glad they like RG.

DAY SEVEN

9 a.m. I text RG that I'm awake. I pack, send my parents off, and get in the car to pick up RG. I'm nervous. Traveling with someone can really show you how well or how poorly you get along.

10 a.m. I pick up RG at her place. She's wearing the silver leggings and I show my appreciation for her lovely legs.

1:30 p.m. We arrive in Portland and check in to the hotel. It's this funky place about a block from Powell's Books. We couldn't have planned it any better, as we both love to read. We park the car and look around for somewhere to eat, eventually settling on the café right next to the hotel, which has amazing food and a cute waitress we both mildly flirt with.

2:30 p.m. We go shopping. She buys fishnets and we stumble upon a dress that we both think might look good on her. We get some interesting looks because of our age difference. I carry my age pretty well, but there is an element of sugar daddy around the way that we're shopping for things for her. It's not really the case with us, but the idea turns on RG a bit.

3:30 p.m. We get back to the hotel room and while I'm using the restroom, RG changes into the dress, which goes perfectly with the silver leggings. We do an impromptu photo session. Finally, we both hit our groove as photographer and model, and I'm getting some beautiful and sexy photos of her.

3:45 p.m. I love that she has no trepidation whatsoever about posing nude and doing sexual things for me to photograph. She tells me she wants to be my muse. She's doing a great job of it.

4 p.m. The photo shoot goes from sexy to insanely hot. I put the camera down and tear off her leggings. I go down on her right away, then I put on a condom and enter her missionary style. We're kissing; it feels amazing and I can't help but tell her that I love her. She tells me she loves me back. We say it to each other over and over, glad that it's out there in the world now, glad that we can be free to say it. She comes and I come right after. We don't need any elaborate fantasies or toys in that moment, just touch and our growing, sappy love.

5:30 p.m. We shower together and I put my finger in her butt as I'm soaping her up. She loves it, and responds by stroking me, but we decide not to go there until after dinner.

6 p.m. We head to Powell's and spend a few hours lost in the sea of books there.

9:30 p.m. We go to dinner at Peruvian restaurant Andina. The food is amazing and after a leisurely dinner, intense conversation, and lots of walking we head back to the hotel.

11:30 p.m. We kiss for a while, and undress. I put the fur-lined cuffs on RG. I lube up the anal vibrator and hold it while she pushes herself onto it. I take several photos of the toy and her submissive pose.

11:45 p.m.  I take the cuffs off of her and we wonder if I might like them. She puts them on me, and it turns out I do.

2 a.m. In bed, cuddling, we make the mistake of talking about sex again. She starts masturbating next to me. I start up, too. When we're finished, we profess our love for each other and go to sleep.

TOTALS: 7 orgasms – hers; 7 orgasms – mine; 2 acts of anal sex; 1 act of missionary position sex; 1 act of girl-on-top sex; 3 acts of masturbation; 4 acts of mutual masturbation; 6 acts of oral sex; 1 pair of silver leggings bought; 1 sexy dress bought.

Would you like to take part in the glorious tradition that is the New York Magazine sex diaries? Just send an e-mail to sexdiaries@nymag.com with your contact information and why you think you'd make a good diarist. If you've got what it takes, we'll be in touch!