29[M] (now) my cum covered kink (first blowjob)

This story took place some 13 years ago…

My parents were out of town for a week or two and my brother was charged with looking after me. Being in high school I was pretty well equipped to take care of myself, so my brother spent the night at his place a few blocks away.

I had met this gal a year earlier on a social media platform. It turned out she lived in a neighbouring community and was going to the same high school.

We had met up and made out a few times prior to this, so there was a bit of chemistry. One night we were texting and flirting and I suggested that she should come over. She did, I rode my bike and met her about half way and we walked back to my parents place.
Down in the basement we put on a movie and very quickly proceeded to stop paying attention.

After some time she was on my lap with her boobs out and she said we should go to my room.

Once there she pulled my cock out and gave me perhaps the driest, hand / blow job ever. (I’m thinking now it was her first also).

[Group] We ran a train on her and she loved it

When I was in the military, me and three of my friends all fucked a girl from our unit together.

She was horny… 19, right out of basic, looking to get pounded. She came to our barracks room, had one beer, and the panties came off quick.

We took turns doubleteaming her, kept her sucking and fucking all night.

She loved it… Pleasing, impressing, seeing us argue over who gets her pussy next, who gets her mouth next. She was so wet we had to lay down a towel on the bed.

We went through a whole box of condoms, it was crazy.

She left in the morning with a bunch of dry cum in her hair.

Shout out to all the barracks bunnies out there getting it in.

[MF] I (48M) woke up to my son’s girlfriend (18F) sucking my dick

I wrote this a few days ago but didn’t know about this sub so didn’t post it here at the time. This took place 2-3 days after the first one and was 2 days ago. [link to the last post](https://www.reddit.com/r/gonewildstories/comments/y6fhee/mf_i_48m_dominated_my_sons_girlfriends_pussy_f18/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

Follow up to my last few posts. Highly recommend reading those before this one. For a quick summary she’s been teasing me for a long time and we recently fucked a few days ago. I’ve seen her since then but haven’t been able to be alone with her for another round.

My son asked my if it was fine if his girlfriend spent the night here since she was having some issues with her family. I of course said it was fine but tried not to sound too excited. I didn’t think anything would happen with her that day but I do like being able to see her anyways.

Flash forward to the middle of the night, not sure what time it was but I fell asleep in my room. I woke up to a sensational feeling of pleasure and my first reaction was honestly just being very startled. She put a finger over my mouth and made a “shhhh” sound with a little giggle then kept sucking. That completely got me and I just gave in to the pleasure and let her keep going.

Wow, I Can Get Sexual Too – a 24 hour hotel affair [MF]

We, S (F33) and P (M40), met online here on Reddit, on an affairs sub. We both had the typical backstory of feeling neglected at home. A lot of it revolved around sex – lack of for P and lacking in quality for S. We had both found others before in this sub but it had stayed purely online. However, with the connection we had built up over the first few weeks we knew it would be impossible for us to stay away from each other.

We had taken a sex compatibility test online for fun during our first week of chatting, so we had a good idea of what each other was craving. Then followed many pictures and videos as well as lots of late night sessions at the end of a phone while our respective partners were sleeping (a future post maybe?). The chemistry between us was unreal and so, on a random Monday in September, P flew to S’s country for 24 hours of fun.

[M] I lost my virginity with MILF

I was 18.

I really wanted to loose my virginity with MILF. I like women older than me, they drive me crazy.

So, I visited the site where you can find hookups. I texted to a women: Hey, I’m a virgin and want to spend night together with you. She was a little bit shocked, but like that idea. Actualy, he got very horny and send me a few nudes. The next we arranged a meeting.

I was fucking nervous. I took a shower, brushed my teeth again, ate something. Well, it was stressfull.

Finally, she came. I met her outside and we went to my apartment. I was afraid that my neighbours would notice me and her, but everything was alright.

Firstly, she liked my place. This woman was a designer of apartments, so she asked me a couple of questions about the walls, furniture. It was difficult to talk with her, I was nervous, you know (typical virgin maybe)

She asked me to turn on some music, I did that and she said… “I can’t do it”

I [m42] gave a blowjob to a hot straight guy at WeWork at his going away party [MM]

Last year I got invited to a going away party for this guy that was moving back to the east coast. Our companies were both on the same floor at WeWork so we were all kinda friends. I had only chatted with the guy that was moving a few times, but he was HOT. I’m not really even that into guys but he was the type of guy that could even turn a straight guy bi haha.

Anyways, I go to the party, they run out of alcohol and now the party is at my company’s office because we had a bunch of booze. Things start to wind down and it’s just me and the guy chatting, and DEFINITELY because I was drunk I made a “joke” and said, “man, too bad you’re leaving before I could even suck your dick”. He laughed and said something like “don’t tease me man”. Once I knew he was down I told him I was dead serious and to follow me. We went into the stairwell where there are no cameras and I got on my knees and gave him the best head of his life. So that we wouldn’t get busted he went back into WeWork on the floor we were on and I took the stairs to the floor below and then rejoined the party. I haven’t seen him since but that was definitely the most random BJ I’ve ever given.

[MF][GROUP] Craving part 2 (swinging, kink)

September. We’ve been trying to connect for weeks. They invite us with a few hours notice to a party and instantly yes. I’m on my period and can’t do a damn thing all night but use my mouth and fingers. My husband has made up for my inability to participate.

We’re in a bedroom with a unicorn, lights flickering on the ceiling, the 5 of us not fitting comfortably on a king size bed. He’s telling me he doesn’t care, that he wants to taste me. I care. I can’t. We eat his wife’s pussy instead. My husband fucks their friend into the mattress, shivering as she falls apart. There are constantly people walking in and out. Joining us uninvited on the not large enough bed to fuck while we’re using it, making comments, laughing. Overstimulation sets in.

Mdma and mushrooms are passed around but I don’t know these people and I know I’ll get more paranoid then I naturally am and decline. He’s been awake 48 hours and can’t get erect. He let’s me taste his floggers briefly but the catcalls from the other party guests are distracting and we cut it short. My husband is wrapped up in a gorgeous green eyed curvy latina. His wife is riding a high in the pool.

[MF] [GROUP] Craving part 1 (swinging, kink)

I’ve been starving for this man since July. I saw him and his wife walking around a club on my birthday and found myself melting into a puddle everytime they passed.

My husband teased me for my little crush. He said I could have anyone I want, my birthday treat.

I asked around (swingers are naughty gossips). I heard a rumor they only played with single women. I was heartbroken, too shy to say hello to find out myself and be rejected. I swore she had caught my gaze and there was heat, that one time, in passing. Too bad.
Instead found myself falling apart, stuffed by a sweet and sexy older man, staring up at our flesh in the mirrored ceiling while a crowd of people stared in from the motel window. He was too big. I thought I needed the ER. (I didn’t, another story, a good one).

Couldn’t get them out of my head.

August. Another party. I’m commiserating about the missed opportunity to another friend and I’m shocked that I get corrected and confirmation that they do play with couples. I’m kicking myself with disappointment and I look up.

Scotty & His Mom – A Cruise Like No Other – Part 24 [m/s inc]

PREFACE

This story was written at the request of a fellow Redditor who rewards me with pics of his smokin hot mom. I know he’ll enjoy it. I hope you do too! See my profile for previous parts.

Key characters:
Scotty – the son; 25yo; 6 ft; 190 lb; athletic build; blonde hair; hazel eyes; 8-inch cock

Renee – Scotty’s hot curvy, MILF mom; 49yo; 5′ 4”; 160 lb; 36DD-24-38; blonde hair; hazel eyes

Ray – swinger Renee & Scotty meet on cruise. 5′ 10”; 170 lb; dark hair & eyes; 7-inch cock; wealthy.

Stephanie – Ray’s swinger partner and hot THICC MILF; 5′ 3”; 166 lbs; 34DD-24-44; dirty blonde; blue eyes

PART 24

Renee moaned as she watched Marcus’ 20 year old daughter, Jenna, take her daddy’s cock entirely in her mouth before sucking slowly and repeating the delicious act.

Renee and Marcus had hurried back to his cabin after watching a hot sex show between a mother and son turn into an all out incest orgy among the audience. Renee was so turned on that she nearly begged the former bodybuilder to bring her back to his place and fuck her.

Scotty & His Mom – A Cruise Like No Other – Part 23 [m/s inc]

PREFACE

This story was written at the request of a fellow Redditor who rewards me with pics of his smokin hot mom. I know he’ll enjoy it. I hope you do too! See my profile for previous parts.

Key characters:
Scotty – the son; 25yo; 6 ft; 190 lb; athletic build; blonde hair; hazel eyes; 8-inch cock

Renee – Scotty’s hot curvy, MILF mom; 49yo; 5′ 4”; 160 lb; 36DD-24-38; blonde hair; hazel eyes

Ray – swinger Renee & Scotty meet on cruise. 5′ 10”; 170 lb; dark hair & eyes; 7-inch cock; wealthy.

Stephanie – Ray’s swinger partner and hot THICC MILF; 5′ 3”; 166 lbs; 34DD-24-44; dirty blonde; blue eyes

PART 23

“Fuck!” Scotty said exasperatingly. He dropped lifelessly back on to the bed on his back. His 8-inch cock pointed at the ceiling, throbbing and making Stephanie’s mouth water just a few feet away.

“The moment I turned eighteen,” Scotty began, “my mother seemed to relax around me.”

“How so?” Stephanie whispered hotly, caressing her cunt and glancing at Ray. He was listening; edging. Scotty continued.