Anal Archives — Page 889 of 957 — NSFW story

[M/F] Losing my anal virginity…

*A continuation of my story about my first time with an older man. Sorry about the last part being so short. I’m hoping this one will make up for it :) So where did I leave off?*

“Will you cum inside me?” I said, looking up at him and smiling.

“Fuck” he moaned, pumping faster again.

“I’ve been thinking about you filling me up with your cum for soooo long” I managed to say, whimpering and moaning while he fucked me as hard as he could. He had been saving his cum all weekend just for me and groaned loudly as he filled me completely.

He fell back on the bed, but wasn’t done just yet. “I want you to lick the cum off my cock” he ordered. I obeyed.

After the sex we laid in silence for a little while until he started small talk. Trying to be funny (I guess?) He said something about not being able to drink anymore at his friend’s house because they have kids, making it a joke by saying he told his friends “We’ll just give them hard cider.” and laughing to himself. I really should have given a courtesy laugh, but instead thought to myself *I love hard cider. Am I a child? Whatever I’m 20 I don’t need to have sophisticated drinking habits* Read more »

Not a threeway [MFF][bd][voy]

First timer, help me pop my cherry. Constructive comments appreciated. Horny lustful pm’s even better.

I’m excited. Not crazy excited but we don’t get out much so any social interaction is wonderful. Our friend Gwen is coming into town and is staying the night. My perverted self is swimming in dirty thoughts but reality slaps me into a strait consciousness.

My wife, Bea, is happy to have her here and our kids are about the same age so they play wonderfully. Small talk is made and the past is caught up upon. The news of the night is her recent breakup and how she has been dealing with it. Nights crying and other nights partying. Not a particularly good combination but life sucks sometimes.

She recently hooked up with a friend for a one night stand and admitted it was really fun but is a little worried about the consequences. Not a big deal in my opinion but I’m open minded. I asked if she was safe about it and she responded positively which covers my only concern. I obviously want to hear every detail but think I may be pushing the conversation. This is where my wife saves the day. She asks what they did! My mind does a cartwheel. Read more »

Double date swap off [mfmf]

I know I haven’t written back to a lot of people, I’m sorry! I’ve been super busy and reconnecting and all that fun stuff. For those who are worried, I’m fine :)

Which brings me to this post. Last Saturday the boyfriend, me, a work friend of his and his gf all went to dinner. I dressed up to show off, tight ass light orange mini dress, heels, never underwear (I just fold the dress another flap or two to cover nipples). Read more »

FFM – sex, drugs, and my first threesome

A few years ago I was dating a very lovely young lady, for the sake of this story we will call her Carolyn. Carolyn was my ex-girlfriend’s best friend, and we had been good friends throughout my relationship with my ex, but when that relationship ended Carolyn swooped in and claimed me for her own. I wasn’t complaining, Carolyn was 5’2″, 95lbs with 28H breasts and the tightest, tiniest pussy I’ve ever experienced. She was a goddess, and little did I know she was a freak too.

Once during my relationship with my ex, she told me about a time her and Carolyn got drunk together in the hot tub and Carolyn started asking weird questions like “don’t you think girl’s bodies are so sexy?” and “have you ever considered being with a girl?.” After some more of these questions, my ex was getting a little nervous and then suddenly she felt a hand on her inner thigh. She didn’t know what to do, so she started talking about something trivial. As she talked, the hand moved up her thigh and under her swimsuit and began rubbing her clit. My ex freaked out, got up, and left, and her and Carolyn never spoke of it again. Read more »

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“Well believe this or not, you are only the fourth guy I’ve had sex with and you are the only one since I got married. The first time is when I worked in Washington, D.C. I worked as a secretary in a government office. One Friday night we all went out for drinks and I ended up with two guys in their apartment. Before I knew it we were all naked and I was on all fours sucking one guy’s cock while the second one fucked me in the ass.”

“Was that your first time anal?”

“Yes but they took turns with me all night. I sucked both guys off twice and both guys fucked my ass twice. On Saturday they were back at me but I made them take care of my pussy too. There was always one of them in my ass though whether the other cock was in my mouth or pussy. They made me stay with them all weekend and by the time I left, my ass was really broken in and stretched out.”

“Wow that was some weekend. I heard that in D.C. a lot of girls are on the make.” Read more »

19 year old (m) Airman rocked my (f) god damn world. Again. Teenagers….

I am currently trying to work through some writer’s block to the best of my ability. Also I may be dying of dehydration after that tsunami of orgasms this 19-year-old brought down upon me for several hours. I’m fucking exhausted and my vagina has been battered shut. I’m not exactly sure what lab made this kid, but they deserve more funding. Duplicate these results, and I’ll take 3 when we clone him. Why 3? Mind ya business, Susan.

First things first, he hits me up for sexy fun time and I basically said fuck-all to anything else I might have going on. Maybe I’ve been kinda thirsty for him since our last encounter rocked my world… be my glass of water, young lad. Of course, he needs a ride. God damn it. I really don’t fucking do this. The shopping center near the base is so fucking far from me, to pick him up. Like last time. FINE. I’ll deal with it. Then, he asks me to get him a 6-pack. You motherfucker. JUST ASK ME TO BUY YOU ALCOHOL, DON’T LURE ME WITH SEX! He offers to “repay” the favor and I start seeing red. No. No, no, no. Go fuck ya self. You’re fucking me regardless, and you’re paying me back. Glad we cleared that up, buttercup. This whole interaction happened after I ran stairs with QuarterRican because I want her Latin booty and apparently stairs is the secret. Everything about working out sucks, except lifting weights. So, I’m spent and my legs are jelly… but I’m definitely looking to be taken to pound town. I drive to the place and he hops in. Read more »

Dr. Buttlove or: How I learned to stop worrying and love the prostate massage [MF]

*Some backstory

So as a preface, I’ve never really been into or curious about butt-stuff. My gf can attest, as she came into our relationship enjoying it for herself, but even then, I wasn’t much intrigued. Sounds weird, I know, a guy who *didn’t care* to have anal sex???? ;) She encouraged me that she enjoys it, and was very open to it, if I so desired (she wasn’t about pressuring me). So we talked for a bit about it, and finally I dove in. It was my first anal sex, and it was amazingly different. I’m not a guy who says it’s “far better” than PiV, but just that it’s “different, in a good way”. So after some time enjoying anal and me becoming an ‘ass man’, far more than I was before, she brought up “butt-stuff” on me. I wasn’t all that comfortable with it. Sure, I’d tried to find my own prostate before, but let someone else, especially a girl I really like, go **there??** Needless to say I had a lot of preconceived notions about that area. This is about how that aspect of my life was changed forever.

end preface* Read more »