She flew in for a sex holiday [MF] [long]

This needs some introduction. Bear with me.

I met Anna in the same class I met Jane. ([Story here](https://www.reddit.com/r/gonewildstories/comments/asfw0m/three_in_the_bed_mff_long/)). Anna didn’t much like Jane so we had a very separate friendship. Anna had just got married that summer prior to the class and used to bring wedding photos to school. Turns out it was quite an unhappy marriage. One night We three are driving and they get in a big fight, he storms off and I drive her home. As we talked, she opens up about the unhappy marriage and I have this odd, powerful lustful attraction. It didn’t happen and she moved across the country.

Years later, I’m with Tina. ([Here’s a bit of fun with Tina](https://www.reddit.com/r/gonewildstories/comments/aysgc9/low_tide_at_sunset_turned_into_sexy_times_mf/)). Tina and I had numerous talks about how if we ever had reason to cheat, we would both be open to discuss it. She was a virgin when I met her, and had only kissed one boy in high school. I gave her a free pass if she ever wanted more experiences.

Anna contacted me out of the blue years later after a traumatic experience because she felt safe with me. We kept in touch by phone after that and she admits at one point that she had a lustful attraction that night. We get talking and decide it’s unresolved, maybe we should resolve it. Not too likely, I’m in a relationship, but I went to Tina to talk about it. Well, to my surprise, I’m met with explosive, sobbing, angry jealousy. I felt betrayed. I communicated like we decided and she punished me. This was the demise of our relationship after a few months (among other problems), but my young self was a coward and I cheated rather than just end it. I learned from this and have always been faithful since. Try not to judge.

Anna didn’t know about my decision but nevertheless wanted to visit so all was good no matter what. Tina stayed with her mum for the visit so Anna and I had 3 days alone. She arrived around lunch and we went out to a nearby restaurant and chatted. We came back around 2ish and chilled on the couch talking still. We talked about her recent divorce. We talked about how Tina reacted. And here’s where it starts.

“So, what did you tell her?” asked Anna.

“I said that your visit wasn’t all about sex, which is true.”

“Do you want to have sex then?”

“Yes,” I said, “are you okay with that?”

Anna did not care, y choice, and we had this unresolved intimacy that made two otherwise shy people quite bold. I leaned in to kiss her and once our lips met it felt right. After a nice make-out session I slip off her shirt. Anna is probably 5’3” and quite skinny although having a child had enhanced her hips and booty. I began caressing her breasts which she loves. It may seem strange, but I quite like small breasts. She takes off my shirt and then begins rubbing my cock through my jeans. She unzips me and massages my cock. We kiss while she massages me then I take off her pants and then my own. We break the lustful silence and look each other over. She spreads her legs and shows me her nicely trimmed pussy.

“You have a nice cock,” she says.

“And you made your pussy look good for me,” I reply. “You flew 5 hours to show it to me, didn’t you?”

“I wanted your cock inside me,“ she said playfully. “Do you want to fuck me?”

“I’ve wanted to fuck you for years.”

She watched with anticipation as I slipped on a condom and when I was finished, she laid on the couch, one leg draped across the top with the other dangling over the front. She could not have been more inviting. I got between her legs and began teasing her with my cock. She was nice and wet so I could run my cock up her pussy and across her clit, which made her moan softly. Finally, I entered Anna and began slowly fucking her. She wrapped herself around me and begged to fuck her deep. I went as deep as I could with each thrust, making sure to slide on the top of her pussy. She begged me to make her cum and my slow, deep thrusts eventually sent her over the edge. Soon after, I unloaded into the condom deep inside her. It was an orgasm years in the making.

Anna needed a shower after her long flight. After a few minutes I joined her to clean up a bit. We traded a few feels but nothing happened. We got dressed and talked about our very satisfying fuck. We then went out for a long walk through the park and to the beach. I made her dinner and we headed to bed so that we had time to fuck before Anna crashed from jet lag.

The most interesting thing about my weekend with Anna is that we were both experiencing each other and were assertive in getting what we wanted. We stripped off quickly and crawled in to bed. We started off kissing then I moved down to suck her nipples. Anna was just laying back enjoying the attention. I began stroking her labia and running my fingers up her wet pussy. Then with one hand I reached around her leg and inserted 1, then 2, then three fingers inside her pussy while I teased her clit with the other hand. She bucked and moaned and came hard.

Anna was a puddle of satisfaction. “You’re good with your hands,” she half-said half-moaned.

She gathered herself and pushed me onto my back. She put a condom on, rubbing my cock and balls while she did it. Once finished, she climbed on top and rode me with a fierce determination to please me. She put her hands on my chest and pushed her self down on my cock, sending me deep and hitting the right spots on the way. Then she would lean back so my cock rubbed across the top of her pussy. Then she would sit up and squeeze my balls. It took me awhile but eventually she gave me what she wanted, an intense orgasm that rippled through my body. Exhausted, we cuddled a bit and both fell asleep.

In the morning Anna headed out to visit another friend for the day. I cleaned up, did some grocery shopping, and chilled until Anna returned. She walked in the door around 5pm and I removed her clothes immediately. I threw her on the bed, stomach down, and lubed her pussy. I quickly put on a condom and, without an ounce of foreplay, fucked her forcefully. There was a lot of moans and calls to “fuck me” and other such verbalisations. I came first, then told her to stick her ass in the air so I could reach from behind and rub her clit. She grinded on my hand until she came too.

After dinner we sat on the couch, massaging each other and doing some more catch-up. We headed for bed early again, although we were both a little tender from the constant sex. Anna was massaging me and I requested a blowjob. Anna’s blowjob was a unique experience. Instead of a mouth-fuck she alternated between her mouth and running her lips down the shaft. The novelty was a huge turn-on and I came down her throat. She asked me to go down on her and I obliged. I sent my tongue on an adventure around her pussy and once she was begging me to make her cum, I alternated between her clit and thrusting my tongue inside her. Then I got serious and sucked her clit whilst filling her with as many fingers as I could. She made a lot of noise as the orgasm built up, saving her loudest moan for when she pulled my head into her, forcefully rubbing my face on her wet pussy. We grabbed a quick shower together and Anna fell asleep when her head hit the pillow. I laid awake for awhile with a bit of guilt but soon fell asleep.

I don’t recall what happened the next day but we didn’t have sex until that evening. We talked about what we’d done and whether there was anything else we wanted to try. I asked if anal sex was something she wanted and to my surprise she said yes. We headed to bed and built up the mood with a bit of foreplay. I gave Anna a massage (occasionally running my fingers around her labia and sometimes across her wet pussy. Once she was sufficiently turned on, I lubed up her ass. We took it slow. I started off pressing a finger to the outside, then when she relaxed, I pushed the finger in. I put in another finger and that went well. After that, I popped a condom on, lubed up, and crawled up on a face-down Anna. I started with the tip but slowly got deeper. Anna didn’t come but I came eventually. I offered more but she was ready for sleep.

In the morning Anna headed off home. Our sex holiday was over. Anna flew out one more time for another wild weekend, so there is more to the story. Also, we had some wild phone sex on a few occasions… but nothing tops that weekend hitting all the holes: great pussy, great mouth, and great ass.

Source: reddit.com/r/gonewildstories/comments/azs8b4/she_flew_in_for_a_sex_holiday_mf_long