Tag: Girlfriend

So I just bought (m)y first dildo…

And it feels huge! But amazing. The following story is basically how I truly came to understand what virgins feel when being penetrated for the first time.

As a straight guy, I've been interested in anal play for a long time and have progressed through (what I consider) the basic phases of exploration. i.e. fingers, small objects, larger objects. I even made a wooden dildo out of a dowel that I would cover with a condom and use if I knew I'd be home alone for long enough. That is, until last week. The online store that I had bought a cock ring from for my girlfriend and I to play with sent me an email with blowout sale deals.

Being a curious (and slightly horny) cat, I clicked the link and began scrolling down the page littered with cheap sex outfits and flavored lubes no one wanted to buy. Then, a dildo crests the bottom of my browser with a price tag that piqued my interest. Adam's PleasureSkin Natural Dildo. $15? hmm.. I could buy that and some lube for less than $30 including shipping! I was sold. A week later, it shows up in the mail and I break it open as quickly as I can. Read more »

My secret past (xpost from /r/hotpast)

(Someone suggested I post my story here too. Hope you enjoy it!)

I'm not sure if it's normal to submit your own past, but I stumbled across this subreddit and thought that my story might be up your alley.

I’ve always been a very sexual person with an insatiable sex drive. In sophomore year of college I met a guy in my apartment complex that was my perfect match sexually. His body, his confidence, his size, his personality in bed, the way he touched me and ravaged my body… everything about him was perfect. We fit together like two pieces of a puzzle and to me he was an absolute sex god.

With every guy I’ve been with I usually have one orgasm at best, usually not from penetration, but with him I experienced orgasms that I didn’t even know were possible. For the first time I could have a whole bunch of orgasms from penetration, but more importantly the quality of those orgasms was out of this world. When he made me come I’d practically lose control of my body. I would frequently have full body spasms, my legs would shake and sometimes even go numb, and my mind would get lost swimming through orgasmic bliss. It was heaven on earth. Read more »

[F]riend visits my girl[f]riend and [m]e, and things take a surprising turn (Part 1)

This was a couple years ago now. My terrific girlfriend Emma (25 at the time) and I (then 26) had been together since just after we started college, and lived together with some other friends in a medium-sized house. We're really fortunate to have a great relationship where there's virtually no drama and our values are very in sync.

We have an old and good friend, Danielle (25 at the time of this story), who we met about the same time we met each other, and after almost 6 years of Danielle being best friends with Emma and hanging out with us all the time (even in the couple years after graduation), she had moved across the country for a job and been gone almost 2 years from the city where we live and went to college. So, she decided that she'd make a week-long venture back here to see lots of friends, and since we had enough space in our house to have a sort of "guest room", we of course offered it to her for the duration of her trip. Emma is always a good friend and hostess, and I know she was ecstatic to see our friend who we can expect to meet up with once per year at best. She was talking about it every day for two weeks beforehand. Read more »

April fools prank turned into me fucking my girlfriends sister [M/F]

I'm not a great writer but I need to share this with someone

I have been with my girlfriend for seven years now, since we were 16. We have a great relationship and we have been living together for 3 years. Throughout these 7 years I have gotten to known my sister-in-law (2 years younger than me and my girlfriend) very well. We have very similar humor and I sometimes even find myself getting better along with her than with my girlfriend. At every family gathering we have always lightly teased/hazed my girlfriend together.

She came to stay at our apartment for a week back in the end of March this year, as we live in different cities. Everything was normal as it always is until April 1st, the day before she was leaving. My girlfriend was at college so I was alone with my sister-in-law until my girlfriend finished her classes in the afternoon.

An hour before my girlfriend was supposed to come home, my sister-in-law remembers that its April fools and she wants to prank her sister when she comes back. We had spent a good 30 minutes thinking and suggesting pranks to each other while watching TV on the couch when she suggests that we pretend to sleep together once she comes back. Read more »

Blowjob experience…

so me an my girlfriend (20 yrs old) where hanging out and drinking. we where getting into arguments, how drunk people always do.She thought she could out drink me,so she was drinking a lot in a fast amount of time, to try to out drink me. so the arguing went on then we started making out. then we both got horny so she took my dick out ( my dick size is 8 and a half long, can't fit into a magnum XL condom, too tight and too short.) so she started to suck it an she was really tipsy at the time, so it got to a point were she tried to deep throat my dick and at first she was fine but by the third time she gagged and started puking all over my dick and legs.the car reeked like puke, an I made her wipe my dick up after an she still sucked it off and I came.

I love her so much that we just act like it never happened an we had great sex still!!

How I slept with my HS teacher [M18, F35]

When I was in high school in California, I had a "home room" teacher: a teacher whose classroom I would visit for twenty minutes each day along with twenty five other kids in my class year. There we would read the school bulletin, plan our class schedules, and talk about our dreams for college. Her name was Janet, and she was our home room teacher for all four years.

Janet was also my English teacher during my freshman year. At the time I thought that reading great poets like William Blake and Carl Sandburg would be boring as all get out, but Janet managed to spark my interest with her passion. Indeed, these many years later I still remember her classes with great fondness, although I may be biased.

Janet was about 5'5" tall, maybe 130 lbs. She was in her early 30’s. She was pretty but not gorgeous, confident but not conceited. She had an athletic body with B-cup breasts, and a ready smile. Read more »

In Over My Head, Part 4: Fucking My New Step-Mom [mF][dark]

This is a work of fiction.

I'm writing this down because I don't know what else to do. My grades have gone down the tubes, my college plans are looking iffy, and I've started cutting myself. I want to tell someone but I'm too scared – it could destroy my family and leave us in a national media circus. I'm hoping that writing this down will help; I'll probably just burn it but at least I'll kinda get it out.

“We’re getting married!”

Dad and Caroline told me at a holiday dinner, just the three of us. Dad beamed with joy, and Caroline put her arms around him and kissed him on the cheek.

“Congratulations,” I said, managing a beaming smile. “I’d been wondering when you’d get around to it, Dad.” Read more »

Unknowingly helped her cheat [26M, 20F]

Long time lurker, first time poster… THE GOOD PART is separated below if you don't want to read the whole story.

Few months ago I spent a (sadly) uneventful weekend in Vegas. On the drive home I had to drop off a friend and it added an hour to the already 6 hour drive… We left early as not to get stuck in traffic. By the time I got home, it was mid afternoon and after a weekend of partying (specifically in Vegas) I was exhausted and passed out for awhile. I woke up a little after dinner to the sound of drunk girls in my apartment. Doesn't get much better than that. I knew my roommate's girlfriend had a few people staying over from out of town and I had met them before I left for the weekend.

So I roll out of my room to say hi to everyone and they are all very excited to see me and tell me about their weekend/day they had and why they were drunk right now. As they are talking a new girl comes out of a different room. So don't get me wrong, roommate's gf's friend are attractive people, but this girl immediately catches my attention. About 5'3, 115lb tiny blonde girl. Exactly my type. She was wearing low cut jeans and a tiny shirt that left her stomach exposed and seriously, holy shit she had a nice stomach… Read more »