The things you'll do when you're bored and lonely. It had been about six months since my girlfriend Tracy, and I had broken up. The relationship had ended tumultuously, so at first being alone and single was a refreshing change. Over time though boredom and loneliness set in, and I found myself not looking forward to going home after work each day. Like most people, I always looked forward to quitting time at work, but at this point quitting time only meant going home and being alone and bored.
It was during one of these nights when I was aimlessly scrolling through the web when I stumbled across a web forum. It was quickly apparent that this forum was for less than g rated conversations. After six months of only my right hand for sexual release I figured a little scrolling through some suggestive and/or explicit chats was in order, if for nothing else than some good stroking material. I scrolled through the topics and conversations on the main page until I saw a thread from a girl calling herself Spicy Latina 81. I had never been big on Latina women, but for some reason I felt compelled to click on it.
After reading a few of the lines and conversations she was having with other people on the forum I knew I wanted to talk to her. I quickly created a profile calling myself Lonely Guy 79 and sent her a private message. I was surprised when she immediately responded my message. After some basic chit chat the conversation quickly slipped into the risqué range. She soon described her body to me and the image quickly sent blood rushing to my cock. She described herself as having long dark hair, big boobs, a somewhat slim waist, with a thick full booty. Yes, I know people can say anything about themselves online, but at this point I was willing to go along with it, again if for no other reason than stimulation.
After ruminating on the image of her luscious body my computer pinged with a message from her asking for me to describe my body for her. After apologizing for the delay saying I was distracted imagining her I quickly typed out a quick description of myself. I told her I was just under six feet tall, slender build, with short cropped sandy colored hair. I'll admit I may have exaggerated the slender part. I was far from overweight, but I knew I could afford to lose a few pounds. A few seconds later my computer pinged again with a wink heart emoji on my message saying I was distracted by thoughts of her body.
Over the next few of hours we chatted about a variety of subjects both risqué and not. By midnight we had been chatting for over three hours, and I had to tear myself away from her to try and get a few hours of sleep, so I could be functional. She sent me a kissing heart emoji and told me good night and I got ready to get in bed. As I got undressed, I noticed that not only was I quite hard (which I already knew) but that my briefs had a nice wet patch on them after hours of chatting with this sexy Latina minx.
As I got into bed my mind was still running with images of the body she described for me. These images were sending pulses down into my cock and I knew I would get no sleep unless I relieved them. So, I slid my undies down and wrapped my hand around my cock and began to stroke. As images of an exotic Latino woman with big round boobs and a thick booty filled my mind and after hours of off and on explicit chatting it didn't take long before I was shooting a massive load of cum all over my chest. After quickly cleaning myself off I crawled back into bed and soon fell asleep.
After that night I was hooked. Every day I couldn't wait to get off so I could get home and chat with this little Latina hottie. Every night we would spend a minimum of two hours, and many times more, chatting each night. The subjects vacillated between the mundane of how our days went, current events, our lives, etc. to the more explicit. Sometimes we would spend hours teasing each other and I would often have to jack off before getting into bed after hours of reading about what she would do to or with me and I often wondered if she was doing the same.
I didn't know the pull she had over me until one night after several hours of teasing talk between us as we were saying good night, she asked me to refrain from doing my usual post-game jack off as I got in bed. When I asked why she said she wanted to test my sexual endurance. Much to my surprise I felt compelled to go along with it and went to bed with a nice fat hardon that made sleep difficult. When I told her of my lack of good sleep from her making me so hard the next night I got a laughing emoji in return. I knew something was up when instead of being upset with her I was just amused and ready to continue our routine with her.
I knew something was up again when one of my friends set me up on a blind date with a friend of his girlfriend. The date overall went well, and she was a very nice and attractive girl, but the whole time we were out I kept thinking about my Latina chatting partner. Once I got home, I couldn't help but wonder what was wrong with me. I had a chance with a real, beautiful woman and my mind was fixated on a woman I only knew as Spicy Latina 81.
I knew then that I needed to do something. I couldn't simply reject a perfectly good woman for one whose name I didn't even know. So, over the next week or so I didn't spend a lot of time on the forum and tried going out on a couple more dates with the girl I was introduced to. Each time was the same result though and after our third date we parted amicably, and she told me she could tell my heart was with someone else. While I didn't tell her the details for fear of ridicule I thanked her for her understanding.
As soon as I got home, I opened up my computer and found several messages from Spicy Latina 81 basically wanting to know where I was. I sent her a message saying that I had been really busy the last few days working overtime and apologized for not being around. A few seconds later I got a message from her:
"You know Latina girls are very sexual. You can't just get us worked up and leave us. I haven't been able to keep my panties dry thinking about you."
This naturally sent the blood rushing between my legs and my briefs within seconds my briefs were quite snug. I quickly typed out:
"Didn't mean to leave you hot and bothered babe, wish I could have licked you dry."
Seconds later, "Mmmm, me too...now I'm getting wet again..."
"Me too." I responded and I wasn't lying. Precum was oozing into the double panel of my briefs.
"I'd love to run my fingers and nails over that dripping tip of yours." she said with a wink emoji. The thought of her running her fingers and nails over the tip of my hardon sent several thrills through my cock and I was harder than ever.
"Damn babe you've got me throbbing." I typed out and sent. I got a row of laugh emojis in response.
The conversation continued like this for the next few hours until we both had to get in bed. As we were saying good night she said, "No five finger shuffles tonight." I had been rock hard for over two hours and was dying for relief after our explicit conversation.
"Aw come on you can't leave me like this." I said.
"You left me tingling for days, now it's your turn." she said. A pause and then she added, "I'll tell you what. If you're a good boy and save that nice fat load I know you've got down there I'll direct you on relieving it tomorrow. I'm really good on helping guys jack off."
As hard I was jacking off to this little hottie's directions sounded like a way better plan, so I quickly agreed.
"Ok you win." I typed out. "But you better get me off good!"
"You think I'd leave you hanging?!" she sent back quick with a wink emoji. "Nighty night sweetie."
I slept fitfully that night. I woke up about every two hours to my cock throbbing inside my undies. The temptation to relieve the hardon myself was great but I was really looking forward to Spicy Latina helping me with it the next night. I must be a glutton for punishment though because the last time I woke up with my cock throbbing inside my briefs I grabbed the extra pillow on my bed and thrust it between my legs and began humping it. This made my tight briefs even tighter though it did feel good. I had to let off when my cock started to throb almost out of control. I rolled onto my back and pulled the pillow from between my legs and let my aching cock rest.
I threw the covers off of myself and as I did my arm brushed across my groin area and I noticed the front of my briefs were quite damp from precum. As I tried to ignore the aching between my legs and get back to sleep for the third time, I realized that this whole situation had gotten way out of control. I was completely besotted by someone who for all I knew could really be a perverted old lady or freaky man who was trolling me. I decided that after tomorrow night if she let me have a nice jack off that I would try to take what we had to another level and see if there was any way we could meet in person.
The workday went mercilessly slow as all I could think about was getting home and having Spicy Latina 81 tell me how to jack off to maximum pleasure. This overriding thought naturally kept me at least semi hard throughout the day which was very distracting. 5:00 couldn't come fast enough and when it did, I was out in a flash. At home I bolted down a quick dinner before firing up my computer and hoping my spicy Latina was ready for me.
As I logged into the chat, I wasn't disappointed seeing the green circle by her name indicating that she was online. She was clearly waiting for me because seconds later a message popped in.
"Hi sweetie! How was your day?"
"Long and hard." I typed back. "Emphasis on the hard part."
A row of laugh emojis followed followed by, "Wow you're not wasting time I see."
"Been waiting all day for this."
"Well, I guess we can get started." she typed back. "First I'll need to see what I'm working with. Send me a pic of your tight undies."
I couldn't believe what I was reading. Send a pic of me in my underwear?! Yes, we had had plenty of explicit conversations, but it never turned visual before.
When I didn't respond right away a message popped up, "What's the matter sweetie?! Scared of being seen in your skivvies?!"
"Of course not." I typed out. "Just startled by the request that's all."
"Good, because I need to know what I'm working with to make it a great experience for both of us." Then a few seconds later a pic popped up in our private chat feed. My cock lurched up when I saw an upskirt pic of a girl wearing a jean skirt and silky white panties underneath. The legs were just the right amount of thick without being too much and the perfect Hispanic bronze tone. And the panties had a clear damp spot on the gusset. You couldn't see her face, but I figured if the rest looks this good, she's smoking hot.
"I showed you mine, now show me yours. See what you do to me?!" was under the picture.
Figuring fair was fair I grabbed my phone and after quickly stripping to my white briefs stood in front of my floor length mirror and took a low body selfie. With a few taps and clicks my undies selfie soon appeared under hers and I typed out,
"See what you do to me?!" Not only were my briefs very tented but a clear damp spot of precum was clearly visible through the double cotton front panel.
"Sure, blame it on me..." came right back. Then a few seconds later, "Very impressive." followed by a few wink emojis. I was getting worked up already.
"You ready to get started sweetie?!" she asked. As if tented briefs sticky with precum wasn't an indication...what a tease!
A few seconds later, "Ok I'll quit teasing you...for the most part. Reach out and give your cock a very gentle squeeze."
"Through my underwear?!" I asked. She couldn't be serious...
"Sure." she said. "Got to make sure you're good and worked up."
"I think we've already established that." I argued. "My undies are quite tight now."
A laugh emoji followed by, "Luv giving a man tight undies." Then, "Trust me baby it'll all be worth it."
I reached out and cupped my hand around my aching hardon. Geez was I a sap or what?! I was totally besotted by a girl whose name I didn't even know and only knew what she looked like between her legs. I felt my cock throbbing through the double cotton panel of my briefs as I gave it a gentle squeeze. A massive throb shot through my cock that had now been worked up for over 24 hours.
As soon as I recovered, I typed. "Ok I squeezed myself. Holy cow, I'm throbbing over here. Please let me take my undies off!!"
"Hmm begging! I like that!" she said.
