OKcupid hookup gone-wild when main entrance is closed for maintenance [m/f]

Long time reader, first time submitter.

For the past week, Lyn and I have been texting back and forth what we wanted to do to each other. We met on OKCupid and our profiles were a similar match. We had differences of opinion and our ethics/politics were conflicting, but it was the sex questions and kinkiness that was 99% with 20+ pages of nearly identical answers. We even made comments on the same questions to clarify or explain our answers. The chemistry was real… at least in print.

Lyn is Asian, smaller frame but more on the curvier side. Small A cup tits but the most sensitive nipples I've ever had the privilege of playing with. But her ass… a bubble butt that's shaped like a Chinese Kardashian. I'm tall, husky and built like a bouncer in need of a workout. Haha. I also like to crack jokes, make double meanings out of innocent phrases, "yeaaah, I'd love to bake your brownies" etc. She thought it was funny and loved it.

She was shy about sending pictures (even fully clothed) but about as open as one can get sexually. Claimed she was an avid BJ'er, wanted a lengthy massage, was interested in nipple play and liked to be teased. I was in!. But, I get the dreaded… "sorry, don't hate me, but I just got my period this morning."

Damnit! seriously?!?! well, I promised her a massage and I intended to hold up my end of the bargain. As I have the house and she's got a thin walled apartment, I invited her over for nothing more than that. She protested claiming that I wouldn't get anything out of it. In a joke, I replied, "Well, you've got two other holes to use if the main is closed for maintenance." her bold reply took me back, "I don't do ATM, so pick one and stick to it ;)". I was stunned but assumed she was joking right back. She knew what ATM was and that was impressive enough.

So Saturday evening comes and we meet for dinner. I even baked her some brownies because Aunt Flo was in town and chocolate cures everything. AMIRITE? We proceed to the lengthy full body massage because I'm trained and know what I'm doing. I'm taking it seriously, giving her the best my skilled hands can give. She's slowly stripping away thin garments as 30 minutes turns into an hour so she's left in only her panties and hair in a bun. I know she's getting turned on as the time goes by but I honestly had no agenda other than the massage last night. Finally she can take it no more and pulls my fully clothed form into her for some passionate kissing. Her panties slide off (she's got a tampon, not a pad) so my fingers find her swollen clit and she's in ecstasy in seconds.

She's cumming within a minute and doesn't stop kissing me or wrapping her arms around my neck. My shirt comes off but pants stay on as I'm still not going to get her pussy, she was adamant about that in her texts. My fingers don't stop rubbing and teasing her clit and she cums again a second time within a few more minutes. My arms are exhausted at this point so we take a break and make out for a bit. Lyn is horny as hell but continues to kiss me and rub my chest. I feel her up all over, spank her ass a few times and she responds well. Even stops kissing me to bend over to continue the swatting. She's made no attempt to get me off or reach for my cock. I take this as her meaning that its about her right now. I re-position myself so I can rub her clit with my right fingers while using my thumb to rub her anus in between spankings. She loves it! audibly moans with her face buried into the pillow with ass in the air.

I take a moment to dust off the analease lube buried in the back of my nightstand and apply a healthy amount to her ass. No protesting from her, even moves with me as I'm rubbing in the lube while massaging her clit. A few minutes of slow teasing to let the desensitizing lube do its work, I slowly make my way in and she's already gasping in pleasure. Not even a few minutes later, the combination of my clit rubbing and thumb-anal probing, she's is coming for the 3rd time.

I let her milk my thumb and pussy rubbing a bit longer. Her breathing is heavy followed by moans and coos. I slide away, wash my hands real quick, take off my pants and slip on a rubber. She's still got her ass hanging over the edge of my bed and ask her if she wants a vibrator for her clit. Enthusiastic Yes and I dig through her bag and pull out her pocket vibrator. She's got it on her clit and her ass is lubed up. My cock struggles to find its way in but once it does, her reaction is instantaneous. I go slowly at first. Inching in but she's taking it like a champ. In fact, for as little experience she claims to have had with backdoor activity, she's doing well with taking all of me.

Lyn and I find our rhythm and she's bucking back into me with my thrusts. The vibrator is doing its job and she's gasping and moaning with every breath. "Ugggh, I'm… cumm..mmmming.. gawww don't… stop… fuck me!". I feel her start to have a huge orgasm and that sends me over the edge as well. We literally cum at the same time… that never happens the first time with a partner… let alone anal. Her moans are guttural and primal in tone… "that…. was… incredible. Fucccck me, that was intense. What the hell did you do to me?" was all she could manage to say. Not sure how to reply in between gasps of air, I told Lyn something similar. "Damn… was that you're first anal orgasm?" she replied. "…is that what that was? never experienced that. 11/10, would do again."

I was spent for the next 20 minutes or so… couldn't get it up for anything. I washed up thoroughly and came back to bed with her so we could cuddle and kiss. She wasn't satisfied and clearly wanted more. Her lips swallowed my flaccid cock and not much happened for a few moments. But she wasn't lying about her magical blow jobs. Where I thought I was down for the count, I was hard within a few minutes. Sucking, licking and slobbery spit everywhere, she was giving me an incredible feeling. For some reason though, I wasn't able to blow my wad and she was tiring after nearly 10 minutes. Her solution? "Lets do anal again…"

I was stunned that for as inexperienced as she was, she wanted to try again in the same night. This was a first to be sure. I quickly wrapped up, lubed up my cock and her ass again and positioned myself behind her. I slid in with minimal effort and she was loving it. No vibrator this time… her request. That fucking was different yet more intense because Lyn was getting into it. Within a few minutes, we were both having another shared orgasm and it was big! I came hard.. cave man grunts and Brock Sampson noises in all. Lyn was literally screaming and panting noisily into her clutched pillow. I collapsed onto her back and she hunched forward. Both of us in exhaustion and spent bodies.

We spent at least an hour talking, touching each others skin and kissing small kisses on each other's neck and chest. Lyn and I had a lot in common but we both agreed that each of us was one of the best lovers's we've ever had. This was only the first night too. She eventually dressed, packed up her stuff and headed home late into the night.

I awoke completely exhausted like I had run a marathon (I do the 5K's so I can only imagine that it feels like this). We texted each other and agreed to meet on Friday… Should be an enjoyable evening… and enough time for me to recuperate my strength. Like, everything is sore.

I'll post more stories as they occur.

Source: reddit.com/r/gonewildstories/comments/3d1amx/okcupid_hookup_gonewild_when_main_entrance_is

6 comments

  1. I this was going to be a kinky public experience while you waited for a venue to open. Never been more wrong.

  2. It does a bit. It’s a double edged sword in that I lose sensitivity and takes the edge off, but I last longer. I didn’t have it handy but there is some new stuff i use called Relax by Clean Stream. That stuff is a miracle worker. Almost no negative effects for the guy, relaxes and takes nearly the whole edge off for the female. Analease is more common and mainstream. Easier to get ahold of.

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