Finally getting to [m]eet my online mil[f]

*If you are interested there is some [background](https://www.reddit.com/r/gonewildstories/comments/4ebsdp/finally_getting_to_meet_my_online_milf_precursor/) to how things started*

The days leading up to Rachel arriving we spoke a ton throughout the days. She seemed really anxious and excited as did I. I wouldn’t admit it to her at the time, but I was also feeling incredibly nervous. For one, I wasn’t sure the confidence I had shown while we chatted/skyped would really translate to in person. I also wasn’t sure how I’d stack up to her expectations, her being older I’m sure she had many experiences, both with her husband and by dating before him. I just kept trying to tell myself all I had to do was be myself, that was enough to get her to visit, so it’d be enough to win her over so to speak.

Summer school dorm fun m/m/f, bi, fem dom

Jonny and I were in heaven. Beth just made our summer. We couldn’t wait for next weekend. Wednesday Beth sent us an email saying she was coming on Friday night and was looking forward to another fun weekend. She made us swear not to tell anyone and that she would have total control. We were not allowed to jerk off until she said. Friday night 8 pm slowly came. I got zero work done at school. When Beth finally knocked on the door at 8:45 Jonny and I both jumped out of our computer chairs to get the door. Jonny opened the door and Beth walked in wearing a long dark coat. Without even a hello Beth says, Why the fuck are you wearing clothes? Within seconds Jonny and I were naked standing beside each other, both rock hard and pointing at the ceiling. Beth untied her coat and it fell to the floor revealing black and blue lace lingerie. Stocking half way up her thick thighs, attached to a garder belt. There were no panties leaving her freshly shaved pussy exposed. The garder belt was a little tight around her waist. The top pushed her huge tits up, must have been 7 inches of cleavage, her big brown nipples barely covers. The top came down to cover her stomach but it was to short and it didn’t cover her belly button. You guys want this? She asked. Oh yes, yes yes we both agreed. Are you willing to bow to my every desire? She quipped. Oh yes anything, I said Pick a number between 1 and 10 she said. Seven, I answered Four, Jonny said Sorry you lose as she pointed to me. Get on the bed and lay on your back. She said. I of course jumped on the bed ready to start yet a little worried I had lost and wasn’t sure what was going to happen next. Beth got on the bed between my legs and started to stroke me with one hand and with her other hand caressed my balls. You going to do whatever I say? She asked Oh yes anything I said. Good, you are going to suck Jonny’s dick. WHAT! I sat up, no way. Beth squezzed my balls tight and stopped stroking my dick. It felt so good when she clamped down on my balls, I begged her to continue. Want me to keep going? She asked. Yes, keep stroking, please. I gasped. With that she ushered Jonny to straddle my face. He was still eager and didn’t seem to mind I was about to suck his little dick. He tossed his right leg over me, ass cheeks touching my chest, his uncut cock inches from my face. Grabbing it he pointed it at my mouth the tip ran across my nose before I got my mouth open head tilted up. I felt the head touch my lower lip then it slipped in. It was warm and smooth as it slowly reached to the back of my throat. I was surprised I didn’t gag at all and then I felt his balls touch my chin before he slid back. I let out a moan as I felt Beth’s wet pussy on the tip of my dick. She was now straddling me as well. Her body over my dick. I couldn’t see her just feel the heat between her thighs then the dripping wetness from her pussy. Jonny had nice rythem going working his dick in and out of my mouth with slow steady thrusts. Beth slowly slid down my cock. In felt so good, she rode slowly while her hands were on Jonny’s hips ramming his hips at me. We had a strong rythem going. Beth was riding me hard. She was trying hard to make me cum but I was focused on sucking my first dick. Eventually I couldn’t hold off any longer. Beth held Jonny’s hips pressed against my face, balls on my chin and his cock tickling my throat. My body shook as I started pumping cum into Beth. She moaned as cum filled her. Beth rested her weight on me, not to let any cum spill out while I continued sucking Jonny’s dick. I was really enjoying it and Jonny had been moaning and still rock hard so I figured I was doing a good job. Beth grabbed Jonny’s hip and tossed him off me and on to the bed. It was effortless since she was twice his size. On your back, head at this end, Beth said. Jonny quickly laid back, his little cock glistened in the air. With a sloppy suction noise Beth lifted her weight off me and in one motion slid over to Jonny. Before Jonny knew what was happening she dropped her cum filled pussy with all her weight onto his face. He squirmed underneath her for a moment as she ground her sloppiness into his face. At that moment I was jealous. I could only imagine how that felt. I had 4 days of cum built up pumped into her and now she was doing everything she could to push it out on to Jonny’s face. You better finish what you started, Beth motioning me towards Jonny’s dick. I jumped at it like an old pro. My hand on his balls and lips wrapped around his head. I gently squeezed as my head bobbed up and down. Stick a finger in his ass Beth moaned. Jonny tried to say something but that didn’t work. Beth just pushed her face into him harder. Lift your knees Jonny, Beth demanded. Jonny pulled his knees up, Beth grabbed his knees and pulled his legs apart wide, my head bobbing up and on his cock. I released his dick from my mouth licked my index finger and slid it in his ass effortlessly. I sucked his balls while I watched his dick twitch. Beth was starting to moan a lot, Jonny found her clit and was working his tongue as fast as he could. I went back to the tip and played with his foreskin. Which was new to me since I am cut. I worked just the tip when Beth put both her hands on my head and worked my head up and down the shaft. Jonny was rock hard, my finger worked his ass, then Beth let out a scream. I’m coming….. She forced my head down, I took his entire shaft in my mouth I could hardly breathe as she came on Jonny’s face. Without warning Jonny’s dick was pumping cum down my throat. I couldn’t believe it. I just sucked off my buddy. Beth came down from her orgasm and slowly climbed off his face. I will never forget what I saw. Jonny sits up eyes glued shut from all the cum, his face was completely glazed over in wetness and he had an ear to ear smile.

3 holes to [F]ill with cu[M]… [F35/M35]

So after a little disbelief regarding my last post, let’s see if I get the same stick for this one!

Friday night for Kate and I is always party night, whether that is just us dancing around the house drinking and smoking, laughing and flirting or having friends over to party with us, Friday night is always great fun. This Friday just gone was just us, we got home after work, the dance music went on, a drink was poured and we were off…

As the evening went on, the music got louder, the dancing got more energetic and the sexual tension grew and grew. Kate was grinding her ass against my cock, looking over her shoulder at me, her hand back behind my head, her back arched, she couldn’t get any sexier.

Both of our minds began to wander away from the music and dancing to focus on each other.

Now I have always had a fantasy to fuck 3 times and cum in 3 holes, I had no intentions on Friday of this happening, but as things panned out…

Unexpected Evening

About a year ago I had surgery on my dominant arm and was in a sling and on pain killers for about 6 weeks. I had a FWB at the time and she helped nurse me (non-sexually) during the time when I was in a sling and couldn’t do things on my own. For the first week or so sex wasn’t even something on my radar. I was in too much pain and couldn’t move well enough without pain for it to be even feasible. But after about 3 or 4 weeks she saw that I was getting a little depressed not being able to fend for myself still. So being the friend she is she told me she was going to come over with a bottle of wine and a movie and keep me company for the evening so I wasn’t alone.

She got to my house and told me to sit on the sofa because she was going to handle everything tonight. She went to the kitchen to pour the wine and we talked about which movie we were going to watch and random chit chat, but when she came back to the living room she was wearing only one of my dress shirts and it only had one button done. She told me she didn’t really want to watch a movie and that she came as the entertainment for the evening.

Two birds with one stone: [F]ulfilling a lifelong fantasy of fucking a “ghetto” Latina after the club, at [M]y office.

Skip to the line-break if your not prone to enjoying the long “build-up”.

This story is a bit different than my last post about a long, drawn out unaddressed, mutual attraction with a college friend resulting in some of the most passionate sex I’ve ever had well after college. This story is very different and is about crossing off a lustful fantasy from the bucket list. A story about raw and carnal fucking where both parties use one another’s bodies to get off, unwavering in their concern of the other’s pleasure.

Always Visit your Teachers [m/F]

Like most people, I went back to my old high school after my freshman year in college, said “Hi,” to a few of my teachers, checked to see if my old locker combination still worked (it did.) and did all the old clichéd things that most students did. However, in addition to that I also did one extra round after my senior year in college, a part of me wanted to recapture that part of my life. I wouldn’t have said that high school was the best part of my life, but it was a time when things seemed relatively straightforward. Now after four years of college, I had graduated and luckily did find a job that paid decently. Though living away from home wasn’t anything usual, it felt really different knowing that I had two weeks vacation rather than an entire summer to bum around at home if I so chose. I was tired of people telling me how lucky I was, because while I was lucky to have landed that job, I felt that I was in over my head.

Getting fucked by a client while on a business trip…again! (M/F) NSFW

You may recall my earlier story about being fucked by my client Dave at a business dinner:
https://www.reddit.com/r/gonewildstories/comments/3e5bbz/fucking_my_client_at_a_business_dinner/

Here is what happened after…

I woke up to the obnoxious sound of a cell phone alarm. Without opening my eyes, I could feel that I was in my hotel room (quite a normal feeling since I stayed in that hotel a few times a month for business). I rolled over to grab my phone while simultaneously realizing that it wasn’t MY phone going off and that I was quite a bit hungover. That’s when the events of the prior night came flooding back to me. The business dinner…the drinks…running into Dave near the restrooms…how he had smiled at me…how he had forcefully grabbed me and kissed me…oh god did anybody see us? Then I remembered how he had come up behind me in the dark bar and slid his hand up my dress…I recalled the sheer ecstasy of his finger sliding beneath my underwear…… and the fear of being caught in that position. Oh right, and then the amazing sex we had had in this very hotel room and then again just a few hours ago. I started to worry if this morning was going to be awkward, when I heard him switch off his alarm and felt him roll up behind me. He moved my hair out of the way, kissing my neck and said “Wow, that was an incredible night, I am seriously dreading going to work today.” I smiled and said “Me too, at least I just have a couple meetings and then I’m on a train back to NY.” He said “Oh right, well I better get going.” He dressed quickly and came over to sit by me in the bed. He leaned in, kissed me, and told me that he had a great time and that I should let him know when I was back in Boston next. I agreed.

Kiki

This is the story about how I met the most important woman in my sexual history. If Kiki is reading this, I hope she remembers who I am, and sends me a PM.

I was a shy kid with few friends all through high school. I went to college having gone to prom without a date, and not having dated anyone all 4 years. I tried dating once I got to college, but after having my heart broken a couple of times, and being friend zoned by a woman I pined over for 2 years, I was still a virgin at 22, and frustration was setting in.

By that point, I had discovered that the Internet was a good way to kill some of the frustration I was feeling. I discovered cam models, who would pay attention to my needs, and then get naked for me. I  remember accidentally spending over $70 on a session once because we got to chatting about other stuff than sex, and the minutes just kept ticking by.

Picking up a hot young guy at the gym [f/m]

My husband and I divorced last fall after 18 years of marriage. I’m 44 now and have three kids. I was a mess at the time and ended up with joint custody of the kids. I have been looking online for younger guys when the kids are at their father’s house, but haven’t gone through with it and tired of the back and forth emails. I started training at the gym a few months ago and have been getting really confident about my body. I’m 5’10”, blonde and fit. I have ink on my back.

 

After the divorce, I did go to a bar, have too many drinks, and go home with a guy. He didn’t ever call back which was fine because he seriously lasted one minute inside me.

I’ve been really busy and dating is hard so I have been exchanging pics with a guy online and that’s been getting me off but we haven’t met yet. I’m wondering if we ever will.

The first time my [f18]girlfriend swallowed [m18]my cum

This happened back in college. We were each other’s first loves & first sexual partners. We met when we both signed up for our dorm’s co-ed intramural soccer league.
Lori was 5’1″, petite, with tumbledown red curls, luscious bee-stung lips, green eyes, and the cutest little nose Daddy could afford as a 16th birthday gift.
I’ll fast-forward to the moment when she was about to give her first ever blow (which was also the first blowjob I received). We’d talked about it- a lot- prior to the actual event, so it was pretty much agreed on that she was going to swallow. She was hesitant about the idea, but knew that it was something I’d fantasized about for a long time, and she wanted to please me.
The actual blowjob was over a lot quicker than I had expected. I didn’t take into account just how amazing it would feel to have those soft lips sliding over the head of my cock, or how hot the inside of her mouth was, or how it would feel when she tried to get as much as me as she could inside her throat.
My orgasm took us both by surprise. She’d been sucking on me for mere seconds when all of a sudden my cock swelled and started gushing into her mouth. It was (at the time) the most intense orgasm of my life! It felt like my balls were being sucked through my cock. I literally filled her mouth with cum.
Neither of us knew that the blowjob was supposed to be over at that point, so she kept sucking. At first, it was a little uncomfortable. The head of my cock felt raw, and it took my full concentration not to yell “stop!!!” at her. Somehow, though, I managed to maintain my composure long enough to enjoy the sight of her sucking on my cum.
Eventually I started to soften in her mouth, and it was TIME. “You can swallow it now,” I told her. And so with beautiful green eyes open wide, she released me from her mouth, sat back, and swallowed my semen in three slow languid gulps.
Licking the last few drops of cum that oozed out of my cock as I watched, she looked at me and smiled. “Did you like it?” she asked.
I guess I gave her the right answer, because she spent the entire rest of the weekend perfecting her newly learned blowjob skills.