so i have watched shemale porn in the past,but i would never actualy have sex with a trannsexual,im a male 24 average size and build,and at a party this hot chick came onto me,and i went with it,i took her home,and things started getting hot.she wanted me to do anal,but i asked why,and afterwards she said shes trannsexual,i was horny and decided to go with it,and i came so fast,i jerked her off,sucked her,fucked her everything,when i was done i felt dirty,and guilty,….
Category: gonewildstories
[FM] A lovely dick and a slut at the beach
Being topless at the beach isn’t out of the norm, but that doesn’t mean that men don’t turn their head and look at you from time to time. While I have no desire to disturb the people on the beach, I’m not against starting a conversation based on me being almost fully naked. I smile back, wave at them or what the situation might call for when I see men that look at me more than the average. Some laugh, wave back at me and continue their business, but some actually come for a chat. Don’t get the wrong impression, this doesn’t happen as often as people on this subs would like or even how often I would like, but some are actually interested if not only for the invite to look closer at my breasts. This is my first experience of this kind of this year and one of the nicest ones. I hope for more as I usually get 2 or 3 guys to fuck me each summer after such beach flirts. I’d probably do more but I don’t want to get my skin too dark from the sun, so there is limited sun bathing for me each year.
[MF]Doing my job (in a way) and helping a hotwife enjoy her holiday
You may have read my stories about how I had a good time with a hot russian mother-daughter duo. This is another story about my time as an entertainer, this time in Dominican Republic. As I did in Thailand, I worked for a french agency, but did my best to talk and get along with people of all nationalities. Working there was a blast, especially since I love latinas. Not that girls were the only reason for accepting this job, but, you know, it helps make the decision to go or not easier. Anyway… In the hotel I worked in, there was this young waitress I got along with very well. Both as a person and sexually. Some would say she’s not the most dazzling looking young woman, but I liked her looks, and we shared the same mean sense of humor.
And her ass was amazing.
It looked, and was, so squeezable. Nice and round, but not ridiculously big. Whenever she wasn’t working, she used to wear tight clothes to bring it out, and everytime I saw her, I got at least half hard. Some thought we were a couple, but we actually just were very good, very close FWB. But(t), well… she’s not the main focus of this story. I have a few good ones with her, I’ll share them another time. I apologise for the tease!
[MF] Part 4 with Karen – Back at her place. (cheating)
[Part 1](/r/gonewildstories/comments/8cvkul/mf_coworker_part_2_cheating/)
[Part 2](/r/gonewildstories/comments/8bg5k0/mf_employee_appreciation_day_cheating/)
[Part 3](/r/gonewildstories/comments/8w9gne/mf_working_on_sunday_with_karen_part_3_cheating/
I pretty much maintained a hardon leaving the office and driving over to Karen’s. I met her back at her place, and I thought it was going to be another quick fuck session. Standard protocol was in order. We proceeded with giving each other oral, followed by missionary for a while before her getting on top and riding herself to another orgasm.
We switched it up and she got on all fours, where I proceeded trying to puncture a lung of hers while pounding her from behind. Soon she was howling her signature “OH FUCK YES!” and came with a body shuddering orgasm.
I slowed up and then pulled out. Normally that’s when we would rest, and then I would start to get ready to leave…….but I had something else in mind.
While she was still on all fours I leaned down and began tonguing her butt. Slowly at first but I was soon paying her back from earlier in her office, and frantically probed her ass while two fingers were sawing in and out of her dripping pussy.
[Group] Visiting mountains with my friend part 2
The slopes were a lot less busy now that the weekend was over. I got up fairly early and spent the morning skiing. After lunch Debbie found me and begged for more lessons which I happily provided. I forced her to take on a slightly steeper slope which resulted in her falling over, a lot.
The girls went out for dinner that night, while I stayed in and actually got some proper reading done this time. The girls returned home at 10pm. Debbie went straight to bed as she was apparently quite sore and tired, but the others decided to go into the spa again.
I was getting a drink in the kitchen when Megan emerged from her room heading for the spa upstairs. She was wearing her very tiny yellow bikini bottom and nothing more. She wasn’t even bothering to cover her tits on her way to the spa tonight. My cock jerked at the sight.
“Joining us?” she asked. I just nodded and stared at her firm looking round ass as she walked away from me. Once she was upstairs I practically bolted to my room to get changed.
[MF] My Shower Fantasy
Let’s call him G.
I had spent the day sending G sexy texts so I was turned on as I got in the shower, cleaning off after a long day. I washed my hair and I was washing my body when I heard the door open. Then the shower curtain and there he was. G climbed in, taking the soap from my hand as I gaped at him. He washed my body for me, focusing on my breasts and pussy, running his soapy hands up and down my thighs. He pushed me under the spray of water, helping wash the soap off me. Checking to see if I was wet between my legs, he was pleasantly surprised. He plunged a finger on my pussy, curling it slightly. I gasped as he started a rhythm. G pressed me against the cold wall, my nipples puckering at the chill. He pulled his finger out, tasting it. I smiled. His cock was firm and large as he stood under the spray. He turned me around, making me face the wall. Gripping his dick, he rubbed the head against my cunt. He slowly entered me. Gently, he pushed in until he was all the way in me. He let out a groan and took a deep breath. Gripping my hips, he pulled out, then pounded in me, picking a fast, hard rhythm. The mixture of the warm water, cold wall, and his cock inside me made me cum. Hard. Pulling out, he turned me around. And kissed me hard, plunging his tongue in my mouth. I kissed him back, equally hard. G pulled away and I sighed. He turned off the water and pulled me out of the shower.
[mf] Just passing p1
I was still close to my in laws. My wife and I had separated about 6 months and yes I was still angry at her but her family had always been so good to me.
Driving home from work I pass near their house so decided to call in., as I often do,
The sliding door was unlocked so i knocked and entered as I always have. No sign of either of them. But strange for the door to be open. They live in a single level house. So I walked down the hallway and heard a little noise.
As I got near their room , the door was open, and there she was. My mother in law naked on her knees sucking on my father in law.
Her hands on his ass and he had one hand stroking her hair as she slurped on his 6 inch cock.
“Oh my god, I’m so sorry!” I blurted
They both jumped in shock Diane’s eyes were wide and she quickly tried to cover her nakedness.
[M][F]irst time creampie was inside a toilet
Long time lurker first time poster. A bit about me, I’m a university student in Australia. I met this 20 year old chick on Tinder, she was from the US. We went out on a date before and she gave me a blowjob, but we didn’t fuck. After that I didn’t see her for a month because of exam period.
Anyways fast forward to a few days ago, we met up again ? We went to a restaurant, and there we both talked about our sex lives and how she hasn’t fucked in a long time. Now at this point I was also horny as fuck, because I haven’t had any action for nearly a month.
After we had finished with our food, we started walking by the harbour. Now at this point it’s night time, so we get to this secluded spot and I started making out with her. Midway through I reached into her underwear. Now it was fucking wet, this girl was looking to get fucked. At least we had a common mission.
[MF] Working on Sunday with Karen part 3 (cheating)
I’m just now getting a chance to write about Part 3 with Karen…..
[Part 1](/r/gonewildstories/comments/8cvkul/mf_coworker_part_2_cheating/)
[Part 2] (/r/gonewildstories/comments/8bg5k0/mf_employee_appreciation_day_cheating/)
[Karen] (https://imgur.com/a/KE55w)
I never enjoy working on a Sunday, but who does right? Friday was so busy, and my wife having me run errands on Saturday found me in the office this early Sunday morning.
With a fresh pot of coffee made I set about to finish up the end of week reports I should have done Friday, but……here I am.
It was about 8 o’clock when I noticed Karen logging into the system. Our company has an inter-office messaging system and it wasn’t uncommon for her to log in remotely, either from home or offsite.
Around that time when I decided to walk to the other end of the building, if by chance Karen was in the office. When I got to within 15 feet, I noticed her office lights were on and when I poked my head around the corner. I saw her hazel eyes look up and over her monitor at me.
“What are you doing here?” I asked
“Well I could lie to you and say I’m hard at work, but, when I overheard you were coming in today, I thought I would take a chance in seeing if you had any free time today.”
Bold and to the point as always.
[M] Disabled dude starting things with his married [F] caregiver
As the title says, I’m a disabled male in my early 30s and things have recently started to happen with my caregiver, who is in her mid-20s and married with a kid. I still can’t believe these things are happening, and to maintain her privacy, I’m using this new account where I’ll be sharing my experiences. Quick note: my caregiver knows I’m sharing some details, but read on for more…
Anyway, this all started around 3 months ago. The state of California basically pays for a caregiver to look after me since I’m permanently disabled… Basically quadriplegic for all intents and purposes (muscle atrophy throughout my whole body). I put up an advertisement back then, and to my delight, an actual nurse (from Mexico) applied for the position. I was a bit skeptic at first because I’ve always had male caregivers, and on top of being female (I’m a bit heavy, so I wasn’t sure she could handle me), she’s quite young and cute.
After our initial interview, she reassured me she had experience with all types of patients and she would have no problem working with me. I thought, “fuck it, what do I have to lose?” and took the plunge.