I told you the story of [how I met Anna](https://www.reddit.com/r/gonewildstories/comments/o822m2/a_league_of_her_own_how_i_m_started_this_long/), a woman who is way out of my league. I’m a network engineer, living in a smaller touristic town; she’s living in a bigger city, and has quite a full life.
However, I see her often in my town – being relatively close to the capital it gets a lot of visitors, and it’s quite a coveted destination in both winter and summer. This happened five years ago, in the summer. Anna was visiting with her friend, taking a break from her job. She just found out she was pregnant (and she confessed that she had no idea if it’s her fiancee’s or his father’s). She stayed for a few days before reaching out – I still had her Tinder, but she confessed she was a bit under the weather.
We met in a fancy restaurant, just the two of us. We talked about, if I remember correctly, Game of Thrones, big thing back then. I took her for a walk, and we ended up in a park, when she felt a bit tired. We sat on a bench and talked about other things as well – literature, life, and a bit about her job. She was quite reluctant as I walked her to her hotel, and asked me if I wanted to come to her room; I refused, and she thanked me later at night; she said that she had a pleasant evening but she thought she was somehow duty-bound to offer some sexual fun in exchange, and I responded that I considered her a friend first, a fuck buddy second.
She called me three days afterwards. She said she was feeling better, and invited me to a coffee. I accepted – it was summer, quite hot outside, but a coffee is always a good thing, and I needed a break from work.
I went in the city center to pick her up, but she said she wasn’t ready, and if I could wait for her. I waited for her for a few minutes, and she came down – she was with her friend, and we were finally introduced. Let’s call her Laura. I recognized her from a few instagram posts – she was always serious, sometimes playful around Anna.
We went for a coffee, and had a long chat about anything, really. The place was quite nice, a summer garden, and we sat side by side looking in the distance (a nice view at that). When we got a little quiet for our own, Anna told me she was a bit horny. She put her hand over my pants, and started rubbing my cock through my clothes. I returned the favor. Her phone rang while we were playing with each other, and she stopped to answer; it was her friend, checking up on her. She told her the cafe name, while losing her words due to my slow fingering – and Laura appeared in a matter of minutes in the cafe. I wanted to take back my hand, but Anna commanded me not to – and after being confused for a few seconds, Laura smiled and sat down, watching Anna flushed as she almost came. I say almost because the waitress came to ask Laura for her order; but she paid for our coffees and said that we’re leaving this place.
Anna turned to me and asked if I was ok with taking her to the hotel, and if I minded Laura watching. I think I went red in an instant. I nodded, and I can’t even remember how we arrived at the hotel.
It was awkward at first – I never thought that another woman in the room would be so intimidating. But she was intimidating, she didn’t say much, and she looked judgmental. But Anna made everything ok – she undressed from the door and pushed me on the bed. She took charge of the action, and I lost focus as she undressed me, and started sucking my cock.
But I felt that sucking my cock was just teasing – she wasn’t very good at it either, mostly because my cock is not circumcised, and the head is very sensitive – her mouth small, and she kept touching it with her teeth. So I pulled her hair and made her crawl on top of me, until she kissed me. I then put my hands over her round ass, and drove my cock inside her. She gasped, and begged me to fuck her.
I held her ass up a bit, and started to fuck her fast – she was looking into my eyes and asking me to go faster, begging me to fill her. My hands were holding on to her ass, and my index fingers were spreading her ass, making her pussy tighter. The moment I started spreading her ass, Anna came, violently so, arching on top of me, shaking uncontrollably. I was close but slowed down, taking my time. It was then when I noticed Laura naked on one of the chairs that the room had. She was touching herself, but then she got up, leaned over the bed, and I felt her tongue over my fingers, as she was licking her ass.
Anna came again, even more violently so. It’s this moment that Laura took over things. She opened a drawer, and took out an ass dildo – a small one. We froze into place while the dildo entered Anna’s ass – she was out of breath from cumming, but ended up in a long gasp while the dildo entered her. I then felt her finger running down my cock, then my ball sack, which she ended up cupping in her palm, while her fingers rested on my ass hole. She then pushed her fingers.
It was a total surprise, and my body fought back her thin finger. But she maneuvered expertly, and her finger was now like a hook, pulling my whole body upwards. I almost came instantly, was it not for the unpleasant feeling of being fingered up the ass without any lube. But with Anna’s pussy tighter from her dildo, I held up, and regained a bit of control.
But Anna pulled back, and left my cock – I freed her ass and started playing with her small, firm boobs, while Laura grabbed my cock in her other hand – and started to suck my tip. Anna tried to offer me her pussy to lick, but I was too high up on the bed, and she hadn’t the position to – so she pulled up, went to the side, kissed me on the lips, then she drew a long line with her tongue down to my cock. Laura pushed her finger deeper, almost uncomfortably so, and let Anna take in my cock – it hurt as it entered her small mouth. I complained, and Laura took over. She had no problem swallowing me whole. She did so effortlessly, took me up her throat like it was nothing.
I was almost cumming by now, and Anna looked almost jealously at Laura sucking me. She leaned on my side, and started caressing me with her hands – I lost all control by then. She sucked my tongue while my body was on the edge, I was again about to cum, but Laura pressed deep inside me, she left my cock hunt for her mouth in the air, throbbing, and left me there almost begging for her to finish what she started.
She started kissing Anna over me, while I was frustrated from the unexpected edging. Then, as they kissed, they both leaned over my cock and shared it for a bit, while I started fingering both of them. Anna was incredibly wet, but Laura was less cooperative at first. She then relented, spread her legs a bit, as her juices started flowing. They started kissing each other, again, over me, then Anna proceeded to kiss her breasts, then she started licking her. I got back, off the bed, and started watching, as I realized that Anna wanted something else. I spread her pussy, I kissed her there, and then I started fingering; she was quite receptive, and let me move her so that she had her knees on the edge of the bed. I entered her, and she lost momentum with Laura. Laura slapped her, and pushed herself to her mouth.
I started fucking Anna slow and pointed – slow rhythm, but brusque movements that went deeper inside her. She came, and she kept cumming as Laura was barely letting her breathe. She was sweating all over, trembling, and she begged for more – I was about to give her more. I pushed again and again until she came like a broken toy – Laura pulled her hair, kissed her, and then slapped her and choked her. I came hard inside her, and fell over her, breathless.
It was strange to have her body completely covered by mine – she kept cumming the more I squeezed the last breath out of her. In the end I leaned on the side, and left her room to breathe, my cock still inside her.
I fell asleep on their bed, now the sheets soaked in sweat and body fluids. I snoozed for something like 15 minutes, and I got up only after Anna brought some water, herself shaken. She then asked Laura to try me. There was little to no connection – she just started sucking me until I got hard again, then put on a condom and got on top of me. She was quite quiet and reserved, but Anna told me she came twice, making it probably her best lay with a guy. I didn’t finish inside her, but after a break she made a point in sucking my cock while Anna was watching. She was hungry like a rabbit, she had to rub herself while watching us, and then hungrily kissed Laura while cum was still dripping from her mouth.
It was late afternoon by now, and my work mates were calling me to check in on the end of the day; I was barely able to make it to a cab and go home from there.
I saw Anna again three days afterwards. She was busy, and she didn’t hide it – and she told me that pregnancy made her quite horny, and needy. Laura was gone – she was there for only a few days, and Anna was already missing her. We fucked like rabbits for two hours, during which she had to respond to a call to her father in law.
——–
I sent this to Anna to read before sending it here, and she made a few corrections herself. One thing she wanted to add was that Laura is quite bi, but she went full-Christian nowadays. Also, that very same night I saw her again, her father in law came and fucked her too – it was a lousy fuck, but she loved having cum from three guys collected inside her during a day.
Cum from three guys, you ask? Well, yes. The three days she was busy were busy with her fiancee, who left just that morning.
She came a few more times during her pregnancy, and sometimes it was plain and rough fucking, but most of the times it was friendly chats and coffees. We talk more than we fuck, but when we fuck the sky lights like fire. Her third pregnancy was especially fiery that way. She divorced her husband when she found out that he knew about her father fucking her, shortly after her third child. He knew from day one, really, and he did nothing. She decided he was too dumb to be worth having around, and divorced him – she owns part of the business and she sees her in-law from time to time. I’m her indiscretion – more of a friend now, since the third child really cut her appetite.
There is one more story she reminded me about that I will tell about her. I wasn’t sure about it, but she said she was ok with it, and, in fact, that she’s eager to hear it from my point of view. It was during her third pregnancy, one night. But this is for another time.
Source: reddit.com/r/gonewildstories/comments/oase0n/shes_out_of_my_league_and_wants_to_prove_it_anna
really hot! love that Anna gets to edit / comment also, would love to hear more from her