Some of the couples in these videos take the first time seriously, remaining slow and steady while others are too horny to stay calm, recklessly fucking the shit out of each other. But who cares, they're all cherry poppin' good!

De-virginizing my kinky grilfriends ass close-up (pornhub.com)

1st Real Dick - a tight fit! (xtube.com)

Asian loses her cherry (yuvutu.com)

First time (xtube.com)

LOOSING MY VIRGINITY...KINDA part 1 (xtube.com)

virgin (xtube.com)

First Time (xtube.com)

First Time (xtube.com)

Wild Hard Virgin Fuck (megaporn.com)

Little virgin having sex (megaporn.com)

Alas, with only two days to go, Alina's raised a mere 5,000 euros—45,000 euros away from her goal. Is the economy really that bad?

· 18-jährige Jungfrau zu ersteigern (gesext.de)
· Teen auctions virginity for £50k (thesun.co.uk)

Since not all young woman are tenderly deflowered by their high school sweetheart, a Miss Hyacinthe Phypps teamed up with illustrator Edward Gorey in 1965 to instruct on what should be done in the significantly less comfortable situations that are significantly more likely to occur. Hilarity ensues.

. . .

· the s spot - Your Gran’s Excellent Advice for Post-Coital Encounters (thesspot.org)

· Fancy parties are an excellent opportunity for celebrities to show off their boobs. It's sort of like every other time they go out in public. (drunkenstepfather.com)

· Fleshbot's own International Health Products division is pleased to announce the launch of Fleshbot Body Spray, perfect for busy porn stars on the go and for anyone who wants to make the dreaded shoulder stink a thing of the past. Fleshbot Pink™ hair coloring kit sold seperately. (trampstampstudios.com - thanks Hal)

· Learn how to use PDF files to get porn past your work firewalls. It works great for us since our firewall blocks anything that isn't porn. (pdfzone.com)

· Candida Royalle talks about her new film "Afrodite Superstar" and some of her other naughty ideas. Luckily, most of them involve people have sex. (msnaughty.com)

· The dreaded "six-foot rule" may be coming to El Paso, Texas. What isn't coming to El Paso, Texas? Anyone who wants to have fun. (kvia.com)

· Do you want to lose your virginity on a TV game show? Of course you don't, but the tryouts could be fun anyway. (xbiz.com, see earlier coverage)

· If you want to start your own erotic massage business, good for you. But maybe you should better place to run your business that at your mom's day care center. (townonline.com)

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Previously: Morning Wood Archives/Wet Spots Archives

If we had to do it all over again, we probably wouldn't change a thing about the first time we had sex: losing our virginity in the cramped confines of the back of a '77 Camaro might have been a little uncomfortable, but at least it's given us some fond memories to rehash at cocktail parties over the years (not to mention reference in a blog post nearly two decades after the fact). Those of you with less memorable experiences, however, might want to check out this virtual exhibit in the new issue of ID Magazine where six designers were asked to create the perfect places for popping one's cherry; the results range from futuristic pod-like platforms that look like something straight out of "Sleeper" to a multistory "Lost Virginity World" complete with an elevator guaranteed to get stuck between floors and a chimney that releases a heart-shaped puff of smoke every time a couple crosses that magic threshhold (awww). And for the record: we'd still choose our '77 Camaro over artist James Victore's '55 Chevrolet Bel Air with "spacious bench seats and Marvin Gaye or Meatloaf on the radio" any day. We miss that damn car.

· "In the Mood for Love: Six designers imagine the ideal setting for losing one's virginity" (idonline.com, via sexblo.gs + Core 77)

· West Coast porn fans can crash the release party for VividAlt's "East Side Story" tonight in L.A. Hopefully, this whole East/West feud can finally be put to rest. (vividalt.com)

· Winona Ryder's new film looks very interesting. We can't wait to see her and her two special co-stars on the big screen again. (egotastic.com)

· Good ol' nude mob photographer Spencer Tunick is at again: he needs about 4,000 Mexico City residents to take their clothes off for him next month. So start practicing taking your clothes off now. (iht.com)

· Meet the only two kids at Harvard who aren't having sex. (yahoo.com)

· There's a scene in Paul Verhoeven's new World War II movie in which a female spy dyes her pubic hair blond to fool the Nazi she's sleeping with into believing she's not Jewish, proving once again that no director knows authentic on-screen vaginas like Paul Verhoeven. (backstage.com)

· Sony and the Playstation 3 are set to launch their online interactive world, so the first question is, of course, is will there be porn? (threespeech.com, via gwn.com)

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Previously: Morning Wood Archives/Wet Spots Archives

They say you never forget your first time(s): your first flash, your first client, your first anal, your first fuck before a crowd of admiring onlookers ... .good times. In honor of busting cherries, we've scoured the best sex writing on the interwebs this week to bring you bloggers who view the fertile land of sex not just as virgin territory waiting to be plowed, but the object of their manifest destiny in their right to pursue happiness. When you look at it that way, it'd be downright unpatriotic not to do it all. At least once.

It's all "Westward, Hos!" as we join the wagon train with your pioneer Chelsea Girl after the jump.

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Sex Blog Roundup
by Chelsea Girl

- - -

First Client

I wait in the park, on the sidewalk near the transit station, watching businesswomen eat hotdogs. August, still a little warm, I'm still a little jet-lagged from the eight-hour flight last week. Wearing, from the top down: pigtails; genuine-but-off-the-back-of-the-truck Chanel sunglasses; a smirk; orange spandex tank top; orange lacy bra with visible straps; low-slung black skirt, barely covers my ass, two little vinyl buckled straps, three pleats; fence-net stockings; black patent spike-heeled knee-high boots.

- - -

Where It All Began

I was living in a two bedroom apartment in downtown Denver. At the time, I was living with my girlfriend, up on the third floor - the top floor of the building. We faced out back, towards two lush, green courtyards. Towering acacia trees, in their phototropism, pushed their way up and out of the courtyards - reaching for the sun.
And then there were the windows.
All around us they were....

- - -

Interlude: How I Lost My Virginity

I hooked up with JC behind the large shed, and we kissed for ages, fondled and she played the "experienced" hand very well, commenting on my penis so forth, but when I snuck my hands down her pants to stimulate her, she hushed into my ear that she had her "rags" and it probably wasn't a good idea. I stopped, and we continued with various other petting exercises. At the same time I was enjoying it immensely I also couldn't wait to be by myself to regale in its glorious memory, selfishly in the most hedonistic of satisfactory self-smugging ways. My quieter moments of contemplation and theatrical masturbatory activities.

- - -

First Orgasm

I start to exit the cooler, but he comes up behind me and whispers in my ear that he thinks I'm hot. His hands grip my hips and his breath is hot on my neck, causing me to shiver. My clit clenched, and I remember thinking that I might be in trouble. Since I don't move, he leans in and presses his body to the back of me. I can feel his cock against my ass, and he's definitely happy to be there. I took a step back, and let the cooler door close on us.

- - -

Down Time, True Story

TW had finally agreed to do a little flashing, after years of my trying to get her expose herself to others. We were headed down the ramp onto westbound 80. The truckers had spotted us coming down the ramp and had seen TW adjusting the straps of her bikini. I merged onto the expressway and listened as the drivers tried to spot us.
"Where'd she go?", one driver asked.
"Probably out to the hammer lane," replied another.

- - -

Doin' the Butt, Ow!

Much like my most expensive pair of shoes, I really like the idea of anal, but when put to use, it really hurts.
I hope the shoe analogy wasn't too Bradshaw, but it's totally true. And I don't care what people say about getting what you pay for—expensive shoes hurt, even the Tara Subkoff for Easy Spirit wedges that I have. Oddly enough, those were the shoes I was wearing the first time I had my back field plowed.

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I Think It was the First Time...

i think it was the first time fingers were wrapped tightly in my hair while i gave a blow job, that something inside of me snapped open. Those tiny hairs on the back of my neck being pulled, the discomfort from that, the firmness of a strong hand guiding and pushing my face down on a cock. This small act was being controlled, and i loved it.

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Thumbnail via ATK Hairy (atkmodels.com)

Previously: Sex Blog Roundup Archive